Best Vacation Rentals in Ossipee

Top Vacation Rentals in Ossipee

Plan your perfect getaway with our selection of vacation rentals in Ossipee. Each choice offers a blend of comfort and local charm, ideal for families and groups.

Vacation Rentals in Ossipee
Your Home Away From Home
House
165 North Line Road, Wolfeboro, NH, NH 03894, USA

Offering barbecue facilities, Your Home Away From Home features accommodations in Wolfeboro. There's a sun terrace and guests can use free Wifi and free private parking. Featuring a patio and garden views, the spacious vacation home includes 3 bedrooms, 2 living rooms, satellite flat-screen TV, an equipped kitchen, and 2 bathrooms with a walk-in shower and a bath. Featuring air conditioning, this unit has a dressing room and a fireplace. The vacation home offers bed linen, towels, and laundry service. Guests at the vacation home will be able to enjoy activities in and around Wolfeboro, like hiking. Guests can also warm up near the outdoor fireplace after a day of skiing. Portsmouth International at Pease Airport is 47 miles from the property.

Amenities:

Air Conditioner • Security/Safety • View • Other • Oceanfront • Guest Services • Parking • Barbecue/Outdoor Cooking • Laundry • Pet Friendly • Sports/Activities • Skiing

Vacation Rentals in Ossipee
Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun
House
Wolfeboro, New Hampshire, USA

Kenny's Kabin

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Escape to this newly constructed lodge-themed home nestled on a private road in Wolfeboro, NH. Perfect for families, this retreat offers a peaceful and quiet environment with a nice deck overlooking a serene wooded view. The walk-out basement features games and leads you to a private yard with a horseshoe pit, as well as a cozy firepit, ideal for evenings spent under the stars.

Guests will enjoy beach passes for 2 vehicles to local beaches including Albee Beach, Brewster Beach, and Carry Beach in Wolfeboro. Take advantage of the nearby rail trail for biking, walking, snowmobiling, snowshoeing, and cross-country skiing, with easy access to downtown Wolfeboro and Wakefield. Mountain biking enthusiasts will appreciate the specially built trails with jumps and varied terrain.

Guests can also visit nearby Wentworth State Park and be treated to a delightful lakeside experience at the public beach, where you can bask in the sun, swim in the clear waters of Wentworth Lake, or enjoy a relaxing picnic with picturesque views. The park's picnic area offers a perfect spot for families and friends to gather and savor their meals, while the lake provides ample opportunities for fishing enthusiasts to cast their lines and enjoy the serene environment. With its beautiful location on the scenic Wentworth Lake, the park promises a refreshing and enjoyable day for everyone.

For outdoor enthusiasts, Mt. Abenaki Ski Area with a rope tow is within reach, while pickleball courts and recreational activities like Molly the Trolley tours, Mt. Washington boat tours, and jet ski rentals offer endless entertainment options. Back at the cabin, relax on the deck, play horseshoes, gather around the firepit, or challenge friends to a game of pool or foosball.

This home boasts a range of amenities including a washer/dryer, central AC, internet, firepit, deck, patio, gas grill, and a fully equipped kitchen. Cozy up in the living room with a good book from the selection provided, or unwind in front of the TV with Netflix streaming. With multiple bedrooms and a variety of sleeping arrangements, this retreat offers comfort and convenience for all guests.

Whether you're seeking adventure, relaxation, or family fun, this Wolfeboro retreat is the perfect home base for your New Hampshire getaway. Book your stay today and experience the best of lakeside living and outdoor recreation in the heart of the Granite State.

Things To Know

Parking notes: There is free parking available for 3 vehicles.
This rental is located on floor 1.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Guest Reviews:

- "Clean, new , comfortable and relaxing! I loved this property!" - "Real new place - we were some of the first to stay. Driveway a little hard to spot at night on arrival. Great beds and pillows. beach passes for some of the nearby beaches included. Quiet, clean, and peaceful." - "Loved the area. The house was beautiful. Some basic household items like a broom were missing which was a big disappointment since we were there with two toddlers. If all these things were addressed would have been a five star property for sure bc of how new and clean it was"

Vacation Rentals in Ossipee
Duncan Cottage
House
Ossipee, NH, USA

Duncan Cottage offers accommodations in Ossipee, 26 miles from Mount Washington Observatory Weather Discovery Center and 29 miles from Mount Meander. This vacation home provides air-conditioned accommodations with a terrace. The property features a children's playground and outdoor furniture. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can enjoy a meal at the on-site restaurant. Guests at Duncan Cottage will be able to enjoy activities in and around Ossipee, like cycling. Guests can also warm up near the outdoor fireplace after a day of skiing. Conway Scenic Railroad is 29 miles from the accommodation, while Echo Lake - Cathedral Ledge State Park is 30 miles away. Portsmouth International at Pease Airport is 50 miles from the property.

Amenities:

Security/Safety • Balcony/Terrace • Barbecue/Outdoor Cooking • Child Friendly • Guest Services • Laundry • View • Ocean View • Air Conditioner • Fireplace/Heating • Sports/Activities • Private Beach

Vacation Rentals in Ossipee
In the Trees - NH w/Lake Access
House
Wakefield, New Hampshire, USA

RELAX in this BRAND NEW getaway with all the necessities to escape reality! Nestled on a hill within the trees, unwind with a beverage on the back deck or lower lounge and relish the peace and tranquility the property offers.

Steps away from the beautiful Province Lake, take a swim or launch your boat for a cruise. Enjoy a scenic round of golf at Province Lake Golf Course & then enjoy a meal at the local restaurants or take a drive to explore Wolfboro (30mins) or North Conway (45mins).

Three access points to the lake are available with in less than 5 minute walk.
1) Little beach association which includes a shared dock for in and out use along with a swim raft that will be installed early summer
2)Towle Farm Community which is near the boat ramp. Includes a shared dock for in and out access and a swimming area to the right.
3) Along side Rt.153 towards Maine border is a public swimming area.

Open concept living space and the master bedroom lofted above. A second bedroom on the ground floor includes a bunk bed with a twin on top and full-size mattress on the bottom bunk. Couch also folds out to provide an additional sleeping space for 2.

Amenities:

Parking • Pet Friendly • Tv • Other • Internet • Laundry • Air Conditioner • Kitchen • Fireplace/Heating • Security/Safety • Balcony/Terrace • Bedding/Linens

Vacation Rentals in Ossipee
Kenny's Kabin
House
Wolfeboro, NH, USA

Kenny's Kabin offers accommodations in Wolfeboro, 1.5 miles from Allen Albee Beach. The vacation home has access to a restaurant. The property provides a children's playground. This vacation home includes 2 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 2 bathrooms with a walk-in shower and a washing machine. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Wolfeboro, like cycling. Guests can also warm up near the outdoor fireplace after a day of skiing. Portsmouth International at Pease Airport is 47 miles away.

Amenities:

Barbecue/Outdoor Cooking • Guest Services • Fireplace/Heating • Restaurant • Sports/Activities • Security/Safety • Laundry • Balcony/Terrace • Child Friendly • Skiing

Vacation Rentals in Ossipee
Peaceful waterfront getaway full of attractions year round!
House
Tuftonboro, New Hampshire, USA

Welcome to Hidden Valley, a private community where this outstanding waterfront home was custom built by Fenton Varney. If you are looking to get away from the noisy city life and experience true piece and quiet then look no further. This property features 125 ft of waterfront and a private dock. Situated on Lower Beech Pond which is a small Oligotrophic lake with a sandy bottom. Ideal for swimming, kayaking, paddle boarding etc.

About the house: Gourmet kitchen with cherry cabinetry, basalt sink and counter tops,Wolf Propane stove, Frigidaire Pro Series dishwasher, Sub Zero refrigerator, microwave, wet bar, Breville gourmet coffee maker, plus Viking wine cooler, are all beneath the custom barrel ceiling. Our oversized, custom made dinning table seats 10 and is perfect for big feast. Ash flooring dominates the entire first floor with radiant heat floors in the open concept living/dining room. Additional warmth is generated by the imported European ceramic wood/coal stove. A custom built wood ceiling adds to the room's ambiance as do the French doors opening onto the deck and screened porch with views of Mount Shaw, the Ossipee Mountains and pristine waters of Lower Beech Pond. This property also features two car garage.

Bedroom description: Master bedroom suite features a king size bed, master bath, walk-in closet, and private deck with lake views. Second bedroom also features a king size bed, beautiful oversized custom window. Both these bedrooms are located on the first level along with an additional half bath. The 3rd bedroom is located on the second level, along with a private bathroom. This bedroom in outfitted with two queen size beds. Fourth and fifth bedroom is located on the ground level.

Sheets are guaranteed to always be fresh and clean.

Additionally to the 2 king and 4 queen size beds, the living room couch is a sleeper. Also a queen size. If you would like to use it please let us know so we can provide you with extra sheets.

Outdoor features: 16x16 aluminum/cedar dock installed in 2020, 3 season porch, outdoor deck, grill, two full size tennis courts (5 min walk from the house), private community beach (3 min walk from the house), biking, hiking. Two car garage, one bay is being taken by the ping pong table.

Water activities: Included with this rental are 2 kayaks, 2 paddle boards, water wheeler, small row boat, numerous floats, life jackets, basketball backboard.

We welcome you to come experience our little piece of heaven!

We ask our guests to bring personal choice items like shampoo, conditioners etc. we provide towels, paper towels, toilet paper, hand soap.

Guest Reviews:

- "My family and I had a wonderful vacation in this beautiful waterfront house. The house has everything you could ask for and is perfectly laid out so everyone had their own space as well as large open areas to gather together. The house is even lovelier than the photos and the pristine water for swimming and going out in the watercraft provided, makes for a perfect retreat. We enjoyed the surrounding towns and discovered many fun activities such as blueberry picking, mini golf and fine dining, a short drive away."

Vacation Rentals in Ossipee
4 Bed 2 Bath Vacation home in Ossipee
House
Ossipee, NH, USA

4 Bed 2 Bath Vacation home in Ossipee offers accommodations in Ossipee, 23 miles from Kahuna Laguna and 30 miles from Story Land Amusement Park. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. Featuring a patio and mountain views, the spacious vacation home includes 5 bedrooms, a living room, TV, an equipped kitchen, and 4 bathrooms with a walk-in shower and a bath. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Ossipee, like cycling. Guests can also warm up near the outdoor fireplace after a day of skiing. White Mountain National Forest is 31 miles from 4 Bed 2 Bath Vacation home in Ossipee, while Mount Washington Observatory Weather Discovery Center is 21 miles from the property. Portland International Jetport Airport is 47 miles away.

Amenities:

Guest Services • Ocean View • Wheelchair Accessible • Private Beach • Fireplace/Heating • Child Friendly • Laundry • Barbecue/Outdoor Cooking • Pet Friendly • Sports/Activities • Security/Safety • Air Conditioner

Vacation Rentals in Ossipee
Cozy Carriage House on Lake Ossipee. Private beach with boat docks
Cottage
Ossipee, New Hampshire, USA

This is by far one of the best kept secrets of Ossipee Lake. This cute cozy carriage house is located on the shores of Lake Ossipee in a very private community. The carriage house is updated with a new great room on the lower level and a big beautiful lake view deck. Enjoy this very private lake side property with 20 feet of private beach and pure serenity with a view of the beautiful white mountains. The carriage house has 2 adjoining bedrooms and 1 small full bath with an open kitchen living space, washer dryer, wifi, board games, foosball table and flat screen tv’s for those rainy days. There is a queen size bed and a pull out twin bed in the first bedroom and two twin beds in the second bedroom (we do not provide bedding guests must bring your own sheets and towels (bath and beach) ). You will want to spend all of your days on the lake in the canoe, kayaks, or simply sitting lakeside with the serenity of the surroundings. Bring your boat and dock it on the property for your convenience. This place is cozy and spacious enough for your family to enjoy for a long weekend or a week long summer vacation. We are conveniently located very close to hiking, golfing, bike riding, restaurants and shopping ( North Conway is about 30 minutes north). All EV’s welcome charging capability on site.

Guest Reviews:

- "This is our second time staying here and we love it! Perfect amount of space for our family of 4. We love that it’s walking distance right over to the lake. The property manager is very nice and if there’s ever an issue she responds right away." - "My family and I just returned home from a week at the Cozy Carriage House and I can't say enough good things about it! From promptly answering questions before we even booked our trip, to helping us with little things during our visit, to thanking us for our stay, Leigh was the perfect host! The constant communication was incredibly appreciated! Upon arrival we found the Carriage House to be very clean and extremely organized. The kitchen was stocked with everything you would need to cook for a family of four, including a griddle (which was great because I packed ours and the plug was damaged during our travel)! We were all so excited about the new deck that has been added to the home. In addition to my morning coffees and a book on the deck, we also enjoyed most meals outside and many family games overlooking the lake. Ossipee Lake is our favorite summer vacation spot and the private beach included with this property is absolutely perfect to enjoy it from. The soft sand was great for the kids to play in and we loved bringing Leigh's kayaks and canoe out onto the water. One of our favorite things to do was to make s'mores on the beach in the evenings. Leigh provides wood for the fires as well as a wagon to transport it. Very much appreciated! When we weren't outside on the deck or on the lake, we were spending time in the finished downstairs area of the Carriage House. There's a beautiful lake view from downstairs and it was a great area for family movie nights!"

Vacation Rentals in Ossipee
Cozy Tuftonboro Home with Deck - Walk to Beaches!
House
NH, USA

The property features a 24-hour front desk and free Wifi is available throughout the property. The air-conditioned vacation home consists of 2 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with an a bath or shower and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Portsmouth International at Pease Airport is 55 miles from the property.

Amenities:

Accessibility • Ocean View • View • Guest Services • Oceanfront • Child Friendly • Sports/Activities • Internet • Other • Security/Safety • Fireplace/Heating • Parking

Vacation Rentals in Ossipee
Four Seasons of FUN! Shop, Hike, Golf, Ski, Ride, Relax and bring the Pups too!
House
Center ossipee, New Hampshire, USA

Bring your Pup(s) to the Hygge Hut! Dog friendly, Ski, SnowBoard, SnowShoe, Golf, Swim, Hike, Ride, Shop, Relax…..Repeat!

Perfect relaxing weekend retreat for the pups, couples, a small family, a friends getaway with ski/board, golfing, hiking, swimming, boating, tubing, shopping and relaxing all within walking distance or just a short drive away! Plenty of parking at our house for motorcycles/ski mobiles/ trailer in our driveway and beautiful rides thru the mountains!

Our inviting and essentially designed A-Frame has an open concept hygge Scandinavian style located at Ossipee Lake Area on the 17th hole with sweeping views of the Golf course and minutes to several Ski mountains, NH state parks, hiking, snow shoe and cross country ski trails.

The Hygge Hut has 2 bedrooms (sleeps 4) and has a relaxed cozy vibe! The house is an A frame style so the primary bedroom and living area are not large but very relaxing! Located directly on the 17th hole of the Indian Mound Golf Course (public course) with lots to do on beautiful Ossipee Lake… public town boat launch, swimming, fishing, rentals for boating, jet skiing. Short drive to many hiking trails, NH state parks and the White Mountains for skiing, snow shoeing, cross country skiing, snow tubing and snow mobile adventures! Book your tee time, enjoy a golf weekend with friends, a romantic getaway, shopping at the NH outlets, an outdoor adventure weekend or just relax on the deck at the Hygge Hut! Stay Cozy!!

Additional information: check in time is 4pm and check out is 10am. There is a $100 pet fee/ per pet/stay and pet(s) must be approved by owner in advance of stay. No parties, weddings or events onsite and 4 occupants maximum (Additional children considered). There is a 100% no smoking/vaping policy on or near the property including the back deck or your entire deposit will be forfeited. There are ring cameras at front door and backyard for security. Please inform us of any additional guests staying over (there is an extra charge) and the max is 4 occupants unless previously requested and approved for additional guests. Check us out at #hyggehutnh and our other vrbo listing # 882937 the manomutt beach hut located in walking distance of our private beach in America’s hometown of Plymouth Ma.

Guest Reviews:

- "Our stay at The Hygge Hut was amazing! The property was just what we needed for ourselves and two dogs. The pups had a blast hiking through local spots and checking out the beach. It was super relaxing and a great way for us to reset! The host's instructions were super clear and they were very easy to reach out to with quick responses. Thanks for the stay!" - "we loved how quiet it was and even the dogs were relaxed. Great place to stay and get away. The screened in porch could use some work. Highly recommend!"

Vacation Rentals in Ossipee
The Wolfeboro House
House
Wolfeboro, NH, USA

The Wolfeboro House offers accommodations in Wolfeboro, 1.6 miles from Allen Albee Beach. The vacation home has access to a restaurant. The spacious vacation home is composed of 5 bedrooms, a living room with dining area, a fully equipped kitchen, and 2 bathrooms. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Wolfeboro, like cycling. Guests can also warm up near the outdoor fireplace after a day of skiing. Portsmouth International at Pease Airport is 47 miles away.

Amenities:

Skiing • Fireplace/Heating • Sports/Activities • Laundry • Child Friendly • Barbecue/Outdoor Cooking • Guest Services • Balcony/Terrace • View • Restaurant • Security/Safety • Pet Friendly

Vacation Rentals in Ossipee
MOOSE LODGE Beautiful log cabin near Ossipee Lake
House
Effingham, New Hampshire, USA

Beautiful rustic log cabin hidden in the woods. Get away from it all in this Cozy 2 bedroom, one bathroom home. Boasting a large loft, this country cabin sleeps four comfortably, with a king sized bed in the master, and a queen in the loft. This Home Comes complete with laundry, gas stove in the kitchen, front porch and back deck with a grill, and a large circular driveway. Sheets and towels are included. Enjoy some fishing or boating with the kids!! At night you can light a fire in the firepit for some smores. We are Only 5 minutes from the RT 25 public boat launch to Beautiful Ossipee Lake and Indian Mound Golf Course. Local Area attractions include Story Land, Clarks trading post, the White mountains, Saco River and shopping in North Conway. The area is also known for is beautiful hiking trails to accommodate all abilities.

Guest Reviews:

- "We enjoyed our stay. It was very comfortable and beds were excellent.plenty of towels condiments and utensils." - "Great stay in NH as always. Weather a bit off but we got to do things anyway. We will be back!" - "Everything was perfect, exactly what we expected and more.. The only negative is after being out all day and wanting to just relax and watch TV.. The internet was less then stellar to even stream on one tv without buffering or picture freezing so it could catch up.. Definitely need a higher speed internet package"

Vacation Rentals in Ossipee
The Beech Cottage
House
Tuftonboro, NH, USA

The vacation home has access to a restaurant. This vacation home includes 3 bedrooms, a living room and a flat-screen TV, an equipped kitchen with a dining area, and 1 bathroom with a bath and a washing machine. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Guests at The Beech Cottage will be able to enjoy activities in and around Tuftonboro, like skiing and cycling. A children's playground is also available for guests at the vacation home. Portsmouth International at Pease Airport is 55 miles away.

Amenities:

Guest Services • Fireplace/Heating • Laundry • Sports/Activities • Skiing • Restaurant • Pet Friendly • Child Friendly • Balcony/Terrace • Security/Safety • View

Vacation Rentals in Ossipee
LAKESIDE RETREAT! A HIDDEN GEM!
House
Ossipee, New Hampshire, USA

Duncan Lake is a hidden gem just off Rt. 16 in Ossipee, NH.

This newly constructed, fully furnished and spacious, 4 season cottage shows attention to detail and everywhere speaks of comfort and charm! This cottage on the water’s edge is the perfect retreat to relax and unwind. From this serene setting, you will enjoy magnificent views and spectacular sunsets while being only1 mile from any convenience you may need. Duncan Lake is known for being stocked with brook and rainbow trout, so you may want to bring your kayak and your fishing gear. How about ice fishing? State Forests are nearby with groomed trails for cross country skiing, snowshoeing, and snowmobiling. Downhill skiing and snowboarding is just 20 minutes away. Further up Rt. 16 is North Conway with many other ski slopes available plus popular outlet shopping. Just 8 miles away, in downtown Wolfeboro you will find several unique shops and excellent dining. As you close out the day you may want to roast hot dogs and toast s’mores over the outside stone fire pit. Make sure you have plenty of hot chocolate to go around.
You will find information in the cottage for a variety of activities available in the area.

WE ARE COVID COMPLIANT AND DOUBLE CLEAN. Please check NH Covid website for updates in the area.

Guest Reviews:

- "Nancy is such a great communicator! We had such a wonderful time . This is our second time and we can not wait to go back!" - "We loved the cabin feel by the lake.. The house was beautifully decorated, we enjoyed our stay!" - "A beautiful home to rent. Just right amount of space for two adults and two children - girls loved the bunk beds, I fell in love with the design both exterior and interior as well as having a fire pit Pond is beautiful as well. I would suggest adding a trash can to the bathroom on the main floor and some sort of window treatments for upstairs. We had fun the second night and used lots of blankets around the bunk beds to block the sun for the early morning hours. Even with this, would rent again!"

Vacation Rentals in Ossipee
Lakefront Center Ossipee Home with Boat Dock!
House
Center Ossipee, NH, USA

Lakefront Center Ossipee Home with Boat Dock! is located in Center Ossipee, just 21 miles from Mount Washington Observatory Weather Discovery Center and 24 miles from Mount Meander. The air-conditioned accommodation is 31 miles from White Mountain National Forest. Free Wifi is available throughout the property and Story Land Amusement Park is 30 miles away. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Conway Scenic Railroad is 24 miles from Lakefront Center Ossipee Home with Boat Dock!, while Echo Lake - Cathedral Ledge State Park is 25 miles away. Portland International Jetport Airport is 50 miles from the property.

Amenities:

View • Fireplace/Heating • Internet • Parking • Child Friendly • Ocean View • Security/Safety • Guest Services • Sports/Activities • Private Beach • Accessibility • Other

Vacation Rentals in Ossipee
4 Season Cozy log Cabin/Lake/fire pit/game room/
House
Wakefield, New Hampshire, USA

Log cabin over looking Pine River Pond. 1st floor open area with gas fire place, kitchen, living and dining, full bath and 2 bedrooms. Lower level has 3rd bedroom, bath with shower, TV room with bar and game-room. Outdoor fire pit and beautiful views. Right on lake in a beautiful cove with private dock. Fishing, golfing and skiing close by.

Additional rules
No pets
No smoking
No party’s
No glass bottles around house our at beach area.
No oil or grease down drains the property is on a limited well and septic system.
Winter rentals back deck and firepit area is not shoveled.

Trash pick up is on Thursday
Please bring all trash from firepit area in back and house to large trash Contaner right of the front door.

Vacuum or sweep all floors clean.
Bathroom - clean shower/ tub , sink and toilet.
Empty refrigerator & cabinet of all food items.

Guests should leave house the way they entered it. Clean dishes, stripped beds, trash removed, stove and counter cleaned. Fire pit clean and water front clean.

Famous Poor People Pub down town Sandbornville is a 7 Miles away (11 minute drive).
Town farm country market 0.6 mile walk for ice cream or fresh backed goods. (Summer months only)
King Pine is only 25 min away. Brewster Academy in
Wolfboro is 25 min away. Indian mound golfcourse is also 20 min away. North Conway is 50 minutes north.

Guest Reviews:

- "Beautiful, well appointed, clean large lake front home w/ incredible view. Appreciated access to kayaks, and game room fun. Weather was very hot during our stay. AC unit in master bedroom adequate - but main family room was very uncomfortably hot & limited our ability to use. Another window AC unit in there would've made all the diffetence. Over all we loved our stay at this ama,ing home! TY!" - "I wouldnt change a thing." - "We had a wonderful stay! House and lake were beautiful. It offers a lot. Plenty for all to do. We would love to visit again!"

Vacation Rentals in Ossipee
Lakefront Getaway
House
419 North Desmond Drive, Wakefield, NH, NH 03830, USA

This beachfront property offers access to a balcony and free private parking. Outdoor seating is also available at Lakefront Getaway. With free Wifi, this 1-bedroom vacation home offers a satellite flat-screen TV, a washing machine, and a fully equipped kitchen with an oven and microwave. Towels and bed linen are featured in the vacation home. There's also a seating area and a fireplace. Portland International Jetport Airport is 45 miles away.

Amenities:

Barbecue/Outdoor Cooking • Internet • Parking • Child Friendly • Security/Safety • Air Conditioner • Other • View • Oceanfront • Ocean View • Guest Services

Vacation Rentals in Ossipee
Waterfront Home for Summer/Winter Fun
Cottage
Wakefield, New Hampshire, USA

3 bed 2 bath lakefront home. Peacefully located on Pine River Pond. Home has a front room with water views and knotty pine, cathedral ceilings with a large loft. There is a large deck for enjoying time with the family and cooking out. The basement is a large family/game room overlooking the water as well. (Great place for kids to hang out.) There are kayaks and a canoe to use for the summer and this is a great location for skiers and snowmobilers in the winter.

Guest Reviews:

- "Third time back(4th?) and enjoyed despite the cloudy,cool weather. The fishing off the dock was terrific! Already booked for next year." - "We rented this home last year and couldn't wait to come back! The quiet cove is perfect for fishing off the dock and swimming." - "Really cool, comfortable, cozy home. Dale was very responsive whenever we any questions. The home was well equipped with anything you needed. Even a garage made available to us which worked out well because one day it was rainy and that is where we hung out. It's a great location on the lake. We already reserved for next year."

Vacation Rentals in Ossipee
Cozy Lakefront Retreat. Ice Fish Ski Snowmobile
House
94 Remick Road, Wakefield, NH, 03882, USA

Cozy Lakefront Retreat. Ice Fish Ski Snowmobile offers accommodations in Wakefield, 30 miles from Mount Washington Observatory Weather Discovery Center. With garden views, this accommodation features a balcony. With free Wifi, this vacation home offers a cable TV, and a fully equipped kitchen with an oven and microwave. The accommodation offers an air conditioning, a heating, and a private bathroom. A baby safety gate is also available at the vacation home, while guests can also relax in the garden. Portland International Jetport Airport is 45 miles from the property.

Amenities:

Fireplace/Heating • Parking • Sports/Activities • Accessibility • Security/Safety • Internet • View • Air Conditioner • Child Friendly • Barbecue/Outdoor Cooking

Vacation Rentals in Ossipee
Lake & Mountain Retreat - Summer Adventures & Winter Escape
House
Center Ossipee, New Hampshire, USA

Book this beautiful Lake Ossipee vacation home and leave your worries behind! This home is fabulous for all seasons – summer lake living at its best, beautiful fall foliage, or as a winter ski getaway. Whether you want an outdoor adventure or a quiet escape, this is the perfect house for you.

The house and its extremely large deck are very close to the lake, so it is easy to hear the serene lapping of waves against the shore and see sunsets beyond belief. This remarkable lakefront location has a natural sandy bottom that gently slopes from the shore for hundreds of feet. The house has a brand new dock, so bring your own boat to dock it in between trips around the lake. You’ll also love the breathtaking views of the White Mountains including Mt. Chocorua and Mt. Washington.

With 6 bedrooms and 4 full bathrooms, and a TV room with a pull-out queen size bed and a pull-out twin size bed, this home is perfect for extended family vacations or other groups – its terrific size allows you to have everyone together without feeling crowded.

The bedrooms include:

A master with 1 king bed on the 2nd floor w/ flat-screen TV and two desks;
Another bedroom with 1 king bed on the 2nd floor;
A bedroom with 2 sets of twin bunks (4 beds) on the 2nd floor;
A bedroom with 1 king bed on the 1st floor;
A bedroom with 2 twin beds on the 1st floor;
A bedroom with 2 sets of twin bunks (4 beds) on the 1st floor.

All bedrooms have their own separate mini-split A/C units, so you can make your room as cold as you like. (Note that the comforters in the pictures will not be on the beds on your arrival - instead, due to COVID, each bed will have a washable blanket and sheet set that is washed completely between rentals).

The four full bathrooms, the kitchen, and the laundry room were completed renovated in 2021. The kitchen has a large island, and the kitchen and the laundry room have brand new appliances (including an induction cooktop, two ovens, a dishwasher, built-in microwave, a garbage disposal, and a 2nd fridge in the laundry room). Further, there is a huge open area with a dining table for 12 and additional seating for 6 with a beautiful large two story fireplace, all with floor to ceiling (2 floors) windows to appreciate the view of the lake and mountains. The kids have their own TV room too, and of course they have the same beautiful views!

Outside, there is seating on a large open deck with a table and chairs for 12 for outdoor dining. There is also a screened in porch with a table, chairs, and a brand new grill.

All furniture was replaced in 2021 (other than the fabulous large dining table and chairs), and all linens - including beach towels - are provided.

In the winter, proximity to lots of skiing and tubing - King Pine, Cranmore, Attitash, Wildcat, Waterville Valley, Loon Mountain, and Bretton Woods. You can warm up by the large fireplace after a day outdoors, and have an inviting space perfect for holiday gatherings.

Finally, in case you have a Tesla, we also have a Tesla charger in the front of the house.

We hope you come appreciate our home as much as we do!

Guest Reviews:

- "We had an amazing week at this house. Beautiful spot. The sand and the water were also excellent. We had three families staying here which included all different age groups and everyone enjoyed themselves. Plenty of beds and bathrooms. Kitchen and living room were perfect for our large group. Great views and sunsets. Thank you to the host and property manager for having us! We hope to do it again next year!!" - "Several families got together to celebrate two 40th birthdays. We ranges in age from 2-42 and every one of us had an absolute blast."

Ossipee Family Friendly Vacation rentals

Ossipee Vacation rentals with Parking

Ossipee Vacation rentals with Entertainment

Ossipee Pet Friendly Vacation rentals

Ossipee Vacation rentals with Private Beach

Ossipee Vacation rentals with Spa

Ossipee Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Ossipee – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Your Home Away From Home 165 North Line Road, Wolfeboro, NH, NH 03894, USA 299 4.0 1 Click here
Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun Wolfeboro, New Hampshire, USA 386 2.0 9.0 10 Click here
Duncan Cottage Ossipee, NH, USA 405 4.0 1 Click here
In the Trees - NH w/Lake Access Wakefield, New Hampshire, USA 379 2.0 8.0 2 Click here
Kenny's Kabin Wolfeboro, NH, USA 747 4.0 1 Click here
Peaceful waterfront getaway full of attractions year round! Tuftonboro, New Hampshire, USA 1099 10.0 94 Click here
4 Bed 2 Bath Vacation home in Ossipee Ossipee, NH, USA 1446 4.0 1 Click here
Cozy Carriage House on Lake Ossipee. Private beach with boat docks Ossipee, New Hampshire, USA 259 10.0 55 Click here
Cozy Tuftonboro Home with Deck - Walk to Beaches! NH, USA 209 3.0 8.0 2 Click here
Four Seasons of FUN! Shop, Hike, Golf, Ski, Ride, Relax and bring the Pups too! Center ossipee, New Hampshire, USA 333 10.0 48 Click here
The Wolfeboro House Wolfeboro, NH, USA 298 3.0 9.0 2 Click here
MOOSE LODGE Beautiful log cabin near Ossipee Lake Effingham, New Hampshire, USA 373 9.6 45 Click here
The Beech Cottage Tuftonboro, NH, USA 252 3.0 1 Click here
LAKESIDE RETREAT! A HIDDEN GEM! Ossipee, New Hampshire, USA 267 10.0 31 Click here
Lakefront Center Ossipee Home with Boat Dock! Center Ossipee, NH, USA 442 3.0 1 Click here
4 Season Cozy log Cabin/Lake/fire pit/game room/ Wakefield, New Hampshire, USA 542 10.0 31 Click here
Lakefront Getaway 419 North Desmond Drive, Wakefield, NH, NH 03830, USA 540 1 Click here
Waterfront Home for Summer/Winter Fun Wakefield, New Hampshire, USA 366 10.0 26 Click here
Cozy Lakefront Retreat. Ice Fish Ski Snowmobile 94 Remick Road, Wakefield, NH, 03882, USA 770 1 Click here
Lake & Mountain Retreat - Summer Adventures & Winter Escape Center Ossipee, New Hampshire, USA 1323 10.0 20 Click here

Note: The prices for each Vacation-Rentals in Ossipee do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Vacation rentals in Ossipee that include a pool include:

  • New Inflation Fighting Rate, PET Friendly .- Review Count: 3, Rating: 10.0
  • New Inflation Fighting Rate, PET Friendly Country setting.- Review Count: 0, Rating: 0.0

These vacation rentals in Ossipee provide spa or wellness access:

  • Peaceful waterfront getaway full of attractions year round!.- Review Count: 94, Rating: 10.0

Family-friendly vacation rentals in Ossipee include:

  • Your Home Away From Home.- Review Count: 0, Rating: 0.0
  • Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun.- Review Count: 10, Rating: 9.0
  • Duncan Cottage.- Review Count: 0, Rating: 0.0

Pet-friendly vacation rentals in Ossipee include:

  • Your Home Away From Home.- Review Count: 0, Rating: 0.0
  • Duncan Cottage.- Review Count: 0, Rating: 0.0
  • In the Trees - NH w/Lake Access.- Review Count: 2, Rating: 8.0

Vacation rentals in Ossipee with private or on-site parking include:

  • Your Home Away From Home.- Review Count: 0, Rating: 0.0
  • Peaceful new cabin, close to downtown, rail trail & beaches for all seasons fun.- Review Count: 10, Rating: 9.0
  • In the Trees - NH w/Lake Access.- Review Count: 2, Rating: 8.0

Some of the best Vacation Rentals in Ossipee are:

  • Your Home Away From Home.- Review Count: 0, Rating: 0.0
  • Duncan Cottage.- Review Count: 0, Rating: 0.0
  • Kenny's Kabin.- Review Count: 0, Rating: 0.0

Some of the popular Vacation Rentals in Ossipee are:

  • Peaceful waterfront getaway full of attractions year round!.- Review Count: 94, Rating: 10.0
  • Cozy Carriage House on Lake Ossipee. Private beach with boat docks.- Review Count: 55, Rating: 10.0
  • Four Seasons of FUN! Shop, Hike, Golf, Ski, Ride, Relax and bring the Pups too!.- Review Count: 48, Rating: 10.0