Best Vacation Rentals in Wolfeboro

Free Wifi is available throughout the property and Carry Beach is 1.8 miles away. The air-conditioned apartment consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. A flat-screen TV with satellite channels is available. The apartment offers bed linen, towels, and laundry service. Portsmouth International at Pease Airport is 47 miles from the property.

- "A taste of home" - "Great stay" - "Excellent accommodation. We are in the area often and will definitely book this apartment again." - "Location, location, location!" - "great location and great value" - "great location, horrible WiFi" - "Overall the location is excellent but the lack of cleanliness put me off." - "Nice place but could be great if they were thinking about providing a great customer experience" - "was ok"

Beachfront hotel for sun and fun
A private beach, a coffee shop/cafe, and coffee/tea in a common area are available at this smoke-free hotel. Free WiFi in public areas and free self parking are also provided. Other amenities include a business center, free use of bicycles, and a 24-hour front desk.
Change of towels is available on request.
The Wolfeboro Inn offers 43 accommodations with MP3 docking stations and complimentary bottled water. Pillowtop beds feature premium bedding. 32-inch LCD televisions come with cable channels. Bathrooms include showers and hair dryers.

This Wolfeboro hotel provides complimentary wireless Internet access, with a speed of 100+ Mbps (good for 1–2 people or up to 6 devices). Business-friendly amenities include phones along with free local calls (restrictions may apply).

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Nice Place & Great Location" - "Great little getaway for a hike and romantic weekend" - "It was a great experience and a great location. Would stay there again." - "they texted me to say room ready. that was nice." - "Stayed here for 2 nights over the Thanksgiving holiday. The front desk staff were great and very friendly and caring. The rooms were very clean and comfortable. I would definitely stay here again." - "Stay was great and Shawn and the rest of the staff were extremely helpful and accommodating. We'll definitely look to stay here on our future trips to the area."

The air-conditioned accommodation is 1.8 miles from Carry Beach, and guests can benefit from on-site private parking and complimentary Wifi. Two Bedroom with Lake View features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. A flat-screen TV with cable channels is featured. The apartment offers bed linen, towels, and laundry service. Portsmouth International at Pease Airport is 47 miles away.

Air Conditioner • Sports/Activities • Laundry • Guest Services • Parking • Internet • Child Friendly • Other • Fireplace/Heating • Security/Safety

While you're here, you can enjoy all the comforts of home and more, including a full-sized refrigerator/freezer and an oven, as well as a stovetop and a dishwasher. Other amenities include laundry facilities, kitchenware and utensils, a toaster, and an ironing board.

Kitchen • Sports/Activities • Air Conditioner • Tv • Laundry • Security/Safety • Internet • Guest Services • Fireplace/Heating • Child Friendly • Other • Entertainment

Featuring free bikes, Cottage 7 - Stand Alone 1 Bedroom / 1 Bath features accommodations in Wolfeboro. Guests can benefit from a patio and a picnic area. There's an outdoor fireplace and guests can use free Wifi and free private parking. The air-conditioned apartment consists of 1 separate bedroom, 1 bathroom with a hair dryer and free toiletries, and a seating area. There is a dining area and a kitchenette complete with a microwave, a toaster, and a fridge. The property has an outdoor dining area. Guests at the apartment will be able to enjoy activities in and around Wolfeboro, like skiing, cycling, and fishing. Outdoor play equipment is also available at Cottage 7 - Stand Alone 1 Bedroom / 1 Bath, while guests can also relax in the garden. Allen Albee Beach is 1.6 miles from the accommodation. Portsmouth International at Pease Airport is 47 miles from the property.

- "Thank you" - "The cabin made our stay magical" - "It was very refreshing" - "Just a great little place." - "Nice place to stay in Wolfeboro"

Hotel with free parking, 5-minute walk to New Hampshire Boat Museum
A seasonal outdoor pool, a computer station, and barbecue grills are available at this hotel. Free WiFi in public areas and free self parking are also provided.
Housekeeping is available on request.
Lake Wentworth Inn offers 43 air-conditioned accommodations with coffee/tea makers and hair dryers. Beds feature premium bedding. Smart televisions come with digital channels.

Bathrooms include bathtubs and complimentary toiletries. This Wolfeboro hotel provides complimentary wireless Internet access. Housekeeping is offered on request and irons/ironing boards can be requested.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "A great place to stay." - "While illness prevented us from staying, we were so impressed that Lake Wentworth Inn ensured that we were fully reimbursed. They do so without our expecting this, and with the utmost courtesy! " - "This was a comfortable spot to stay and finish writing my book. The location is private and comfy, yet only a short 2 mile walk to down down the rail trail." - "Great stay with our dog. " - "Great place. The only complaint is the noise from the heat pump. It was very loud even when idling."

Offering free bikes, Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard offers accommodations in Wolfeboro. Guests can benefit from a patio and a picnic area. There's an outdoor fireplace and guests can use free Wifi and free private parking. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchenette with a microwave and a toaster, and 1 bathroom. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. Guests at the apartment will be able to enjoy activities in and around Wolfeboro, like skiing, cycling, and fishing. An indoor play area is also available at Cottage 4 - 1 Bed w/ Loft / 1 Bath & Courtyard, while guests can also relax in the garden. Allen Albee Beach is 1.6 miles from the accommodation. Portsmouth International at Pease Airport is 47 miles away.

- "Enjoyable!" - "It was a nice place to stay"

Family-friendly hotel with a fitness center and an indoor pool
An indoor pool, a fitness center, and an outdoor tennis court are available at this hotel. Free WiFi in public areas and free self parking are also provided. Additionally, coffee/tea in a common area, a business center, and laundry facilities are onsite.
Housekeeping is available on request.
The Windrifter Resort offers 42 air-conditioned accommodations with coffee/tea makers and hair dryers. 32-inch flat-screen televisions come with satellite channels. Kitchenettes offer full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include shower/tub combinations.

Guests can surf the web using the complimentary wireless Internet access (speed: 100+ Mbps (good for 1–2 people or up to 6 devices)). Business-friendly amenities include phones along with free local calls (restrictions may apply). Change of towels and change of bedsheets can be requested. Housekeeping is provided on request.

The recreational activities listed below are available either on site or nearby; fees may apply.

- "Our first time and we will def be back! Huge room, great amenities, friendly helpful staff. " - "Definitely coming back gorgeous views friendly staff and clean" - "A very nice view from the balcony over the golf course, good facilities, very helpful staff" - "Great stay! Very cozy and affordable for two college students!" - "Very clean and spacious room" - "Very pleasant stay at the Windjammer! We had a large room overlooking the golf course! Location was great, just 5 minutes away from downtown Wolfeboro "

The vacation home has access to a restaurant. Opening onto a balcony with lake views, the spacious vacation home consists of 4 bedrooms. Providing a terrace with mountain views, this vacation home also provides guests with a TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a walk-in shower and a hair dryer. For added privacy, the accommodation features a private entrance. Guests at Lakeside Lullaby will be able to enjoy activities in and around Wolfeboro, like cycling. Portsmouth International at Pease Airport is 49 miles away.

- "Relaxing" - "Great location and view. Facility was not prepared for our stay" - "Great house, but Vacasa’s poor management, false claims, and lack of support made trip frustrating!"

This cottage is part of a small lake community with a shared beach. There is a swim raft, picnic tables, a dock to fish off, and a gradual sandy beach that is excellent for small children. We are located 5 minutes from town by car or you can walk or bike to town on the Cotton Valley Rail Trail. If it rains there is a shared Rec Hall where you can play games, do a puzzle or play ping pong.

- "Three of us just needed a place to stay while we visited the area. This place was perfect for what we needed. It's not large but all we were looking for was a place to sleep. " - "We loved our stay at this cute, quaint cottage. The location was perfect just steps from Crescent lake and an easy kayak ride to Lake Wentwprth. Janis was very welcoming and the property was nice and clean. Will stay again! " - "I wish we could have stayed longer!"

Free Wifi is available throughout the property and Allen Albee Beach is 1.4 miles away. The air-conditioned vacation home consists of 4 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are featured in the vacation home. The property has an outdoor dining area. Portsmouth International at Pease Airport is 47 miles away.

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

** February special; stay Friday and Saturday night and get Sunday night for free**

Often described as Wolfeboro's favorite house, this historic Victorian sits right downtown Wolfeboro and on the water looking across to the town docks, Brewster Academy and Wolfeboro Bay. This two-story unit, occupying the second and third floors, has a beautiful porch overlooking the bay and is located by the famous Yum Yum Shop. Experience the best of both downtown Wolfeboro and Lake Winnipesaukee within steps of your front door.

- "Once again, our stay at Bob’s was relaxing and enjoyable! Lake living is the best! Thank you Bob for sharing your perfect place on the lake!" - "We stayed here in June 2023 and it was exactly what we were looking for - access to shops and restaurants (literally right outside the door) and access to a dock for kayaking and SUPs. While the weather didn’t cooperate for the boating, the place was perfect for what we needed." - "Property as advertised. Great location!!! Owners very responsive with questions. Check in and out easy."

Featuring free bikes, Cottage 1-2 - 2 Bedroom / 1 Bath End Unit features accommodations in Wolfeboro. Guests can benefit from a patio and a picnic area. There's an outdoor fireplace and guests can use free Wifi and free private parking. The air-conditioned apartment is composed of 2 separate bedrooms, a fully equipped kitchenette with a microwave and a toaster, and 1 bathroom. Towels and bed linen are available in the apartment. The property has an outdoor dining area. Guests at the apartment will be able to enjoy activities in and around Wolfeboro, like skiing, cycling, and fishing. A baby safety gate is also available at Cottage 1-2 - 2 Bedroom / 1 Bath End Unit, while guests can also relax in the garden. Portsmouth International at Pease Airport is 47 miles from the property.

Internet • Guest Services • Smoking • Skiing • Fireplace/Heating • Sports/Activities • Other • Pet Friendly • Child Friendly • Balcony/Terrace • Security/Safety • Air Conditioner

Nestled in the charming town of Wolfeboro, our 2-bedroom cottage offers a picturesque retreat on the shores of the stunning Lake Winnipesaukee.

As a traveler's favorite, our cottage boasts free WiFi and a clothes dryer, ensuring your stay is both comfortable and convenient. Curl up by the cozy fireplace or unwind with your favorite shows on the smart TV with satellite/cable channels.

Venture out and explore the nearby Castle in the Clouds, just a 28-minute drive away, for a glimpse into the region's rich history. Back at the cottage, you'll find a fully stocked kitchen, perfect for whipping up delectable meals. Dine al fresco on the porch or gather around the fire pit for a memorable evening under the stars.

Amenities abound, from the fully stocked kitchen, outdoor grill and wood burning fireplace to the deep water dock, propane fire pit and beach loungers. Whether you're seeking a relaxing getaway or an adventure-filled vacation, our cottage offers the perfect blend of comfort and convenience to make your stay truly unforgettable.

- "Our visit here was outstanding. The view of the lake was gorgeous and the owners made our trip easy with their service. They also offered great ideas for hikes, restaurants, and other sites to see. I would highly recommend this cabin to anyone looking for the quintessential New England experience" - "Cozy cottage with direct lake access. The property includes the cottage and the owner's house, but it was still very private. We loved our relaxing getaway!"

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.

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

Get away to our cozy lakeside retreat on Rust Pond in Wolfeboro, New Hampshire. Located on the property of a six-acre private residence, this spot is friendly and secluded with woods and water around you. This open-space loft features a bedroom with queen-sized bed as well as a daybed, a living area, a small dining area overlooking the water, a fully equipped galley kitchen and bath with tub and shower. Enjoy the view of Copplecrown Mountain and brilliant sunrises from the waterside or in the gazebo. Rust Pond, a small lake, offers many of the conveniences of the big lakes such as swimming, boating and waterskiing but with far less crowds and noise. This property is bordered by a brook complete with a wooden footbridge. A gravel road runs around the lake perimeter for long walks and mountain hiking, and there are also many forest trails to explore.

- "Karen and Rich are wonderful hosts that made our stay extremely comfortable. They went above and beyond in not only making us feel welcome but also contributing to our wonderful time on an off the property. The property is a cozy space at a great location. We were able to go for long walks through the woods in the morning, take a dip in the lake in the afternoon, and get to the restaurants in downtown Wolfeboro in 5 minutes in the evenings. We really enjoyed our stay and can't wait to come back!"

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.

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

A new cottage on beautiful crescent / wentworth lake . It is located on crescent lake at mast landing in wolfeboro , a very serene lake with crystal clear water. The cotton valley walking trail is behind the property ; a short walk to downtown wolfeboro , where you will find restaurants and shops . Enjoy the summer events on the waterfront ; Saturday night concerts , fireworks and boat shows . There is always something happening for the family to enjoy .We have a dock available for your boat up to 18' , please inquire about availability at time of booking . Don 't forget the ice cream ! 7 night minimum stay May-
Sept ( sat-sat )

- "We really enjoyed our stay here! Lovely place, great location, well-kept, incredible views. Everything was great, we found all the comforts we needed. Phenomenal." - "We had such an incredible time at Kim’s cottage on Crescent Lake. The property was clean, inviting and you can not beat the location. We rarely even had to get in the car! Fishing was so fun, the boys caught lots of fish. Kim was so responsive and kind if we needed anything. It was perfect. We can’t wait to come back!"

This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at NEW! Peaceful Retreat at Nary Hill. The vacation home features 3 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. For added privacy, the accommodation features a private entrance. Portsmouth International at Pease Airport is 48 miles away.

Air Conditioner • Parking • Security/Safety • Internet • Child Friendly

Get away at our cozy lakeside cottage on Rust Pond in Wolfeboro, New Hampshire. Located on the owner's six-acre private residence, this spot is friendly and secluded, with woods and water around you.

The cabin features one bedroom with queen bed, a living area, a small kitchen and bath with shower. Enjoy the views of Copplecrown Mountain and brilliant sunrises from the front porch or sitting waterside in the gazebo.

Rust Pond, a small lake, offers many of the conveniences of the big lakes such as swimming on sandy bottoms, boating and waterskiing with far less crowds and noise. This 35-foot deep lake is known for its small-mouthed bass, and fisherman come just for the sport. This property is bordered by a brook complete with wooden foot bridge, a gravel road runs around the pond perimeter for long walks and mountain biking, and there are also many forest trails to explore.

- "Excellent, great host!" - "We had a lovely stay. Dogs loved it. It was so peaceful by the lake. We wanted to just relax and not be around crowds which is exactly what we got!" - "Very friendly host family and pretty spot- convenient to town." - "We had a blast at Karen and Rich's property. They are lovely people who make great hosts. Their lake is gorgeous with excellent fishing. We miss it already!" - "I loved staying at the cottage and walking down to the lake for a swim. Lovely experience!"