Best Lodging Options in Chatham

Top Lodging in Chatham

Explore our curated lodging options in Chatham, where comfort and quality meet affordability. Each choice ensures a pleasant stay for all visitors.

Lodging in Chatham
Chatham Bars Inn
Resort
297 Shore Road, Chatham, MA, MA 02633

Offering views of the Atlantic Ocean, this oceanfront inn in Chatham, Massachusetts features 4 restaurants and a full-service spa. Each spacious accommodation provides a fully stocked minibar and flat-screen TV. An oceanfront heated pool with surrounding cabanas and the private beach area are available at Chatham Bars Inn. A 24-hour gym, tennis and croquet courts are on site as well. Decorated in New England design, each accommodation offers air conditioning, a state-of-the-art sound system and coffee facilities. The bathrooms include deluxe bath amenities, bathrobes and slippers. Chatham Inn offers local tours which leave from the private boat dock and travel to Martha’s Vineyard and Nantucket. Deep sea fishing, barrier beach walks and antique car tours can be arranged. The elegant Main Dining Room features panoramic views of the ocean. Local seasonal cuisine is offered. Guests can have a casual meal at the Sacred Cod Tavern or afternoon tea in the South Lounge.

Guest Reviews:

- "Comfortable stay with very attentive, friendly staff, beautiful surroundings and location near many shops and restaurant" - "Wonderful" - "Only one night at the end of a long holiday but we loved everything about it" - "Nice stay" - "Great location but too crowded" - "Lovely but disappointed in the restaurant facility."

Lodging in Chatham
Chatham Bars Inn
Resort
297 Shore Rd, Chatham, MA, 02633, USA

Luxury resort on the beach, with seasonal outdoor pool
Spend the day relaxing on Chatham Bars Inn's private sand beach or pampering yourself at the resort's full-service spa.
Chatham Bars Inn offers 217 air-conditioned accommodations with minibars and safes. Beds feature premium bedding. Refrigerators and coffee/tea makers are provided. Bathrooms include bathrobes, designer toiletries, and hair dryers.

Guests can surf the web using the complimentary wireless Internet access. Plasma televisions come with cable channels and pay movies. Additionally, rooms include complimentary bottled water and irons/ironing boards. A nightly turndown service is provided and housekeeping is offered daily. Amenities available on request include hypo-allergenic bedding.


A private beach, 3 outdoor tennis courts, a health club, and complimentary bicycles are featured at the resort. In addition to a seasonal outdoor pool, other recreational amenities include a sauna and a fitness center.

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

Guest Reviews:

- "It's wonderful." - "This is a great hotel with super service " - "The staff was excellent and friendly. Awesome facilities." - "nautical feel " - "Great property. Near shopping and restaurants. So glad we got the chance to stay. " - "wonderful main inn room… pretty beach and spectacular pools across the way… everything you want in a 5 star hotel. No wonder it’s rated 8th in the World" - "Beautiful area " - "My experience was amazing. Loved the holiday decorations. Wreath decorating was great. Staff was superb. Loved the Inn's "old Cape Cod" decor. It has not succumb to the minimalist decorating style most hotels now have. One issue, all the bed pillows were too soft. It was difficult to get the head support I needed to sleep. I kept walking up. "

Lodging in Chatham
Captain's House Inn
Hotel
369 Old Harbor Road, Chatham, MA, MA 02633, USA

Located in Chatham, a 11-minute walk from Cape Cod National Seashore, Captain's House Inn has accommodations with free bikes, free private parking, a garden and a shared lounge. With free WiFi, this 4-star inn offers room service and a business center. The inn has a hot tub and a concierge service. The rooms at the inn have air conditioning, a flat-screen TV with cable channels, DVD player, and a private bathroom with a shower, free toiletries and a hairdryer. Rooms have a coffee machine, while certain rooms come with a balcony and others also feature garden views. Guest rooms will provide guests with a fridge. At Captain's House Inn you'll find a restaurant serving American cuisine. Vegetarian, dairy-free and vegan options can also be requested. Guests at the accommodation will be able to enjoy activities in and around Chatham, like cycling. Oyster Pond Beach is a 17-minute walk from Captain's House Inn, while Scatteree Beach is 1.2 miles from the property. Cape Cod Gateway Airport is 17 miles away.

Guest Reviews:

- "A magical retreat away from the noise of the modern world. Magical and refreshing" - "Welcoming and picturesque setting! Great staff" - "Great weekend getaway at an adorable inn." - "Quite relaxing and re-energizing." - "Lovely place full of new England charm" - "Fabulous place!" - "Prfect weekend trip, which I would gladly extend!" - "Friendly, intimate and a great place to stay." - "Enjoyed a relaxing vacation and the homemade breakfasts out it over the top!"

Lodging in Chatham
Captain's House Inn
Bed & Breakfast
369 Old Harbor Road, Chatham, MA, 02633, USA

Bed & breakfast in Chatham with a nearby private beach and free breakfast
Along with a microwave in a common area, this smoke-free bed & breakfast has concierge services and a computer station. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, a library, express check-in, and express check-out are onsite.
Captain's House Inn offers 16 accommodations with fireplaces and iPod docking stations. Each accommodation is individually furnished and decorated. Beds feature premium bedding. Flat-screen televisions come with cable channels and DVD players.

Bathrooms include showers, bathrobes, designer toiletries, and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary bottled water and hair dryers. Hypo-allergenic bedding and irons/ironing boards can be requested. Housekeeping is provided daily.


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

Guest Reviews:

- "The Captain's House Inn was a perfect place for a couple's getaway to Chatham. The room was spacious, the bed was comfortable, the breakfasts were excellent and the service was cheerful." - "We had a wonderful stay at Captain’s Inn! We were welcomed with a text message before we even arrived, and the staff went out of their way to make us feel welcome, comfortable, and to ensure we had everything we needed. They went above and beyond to accommodate our late arrival and early departure. "

Lodging in Chatham
Old Harbor Inn
Bed & Breakfast
22 Old Harbor Road, Chatham, MA, MA 02633

This Chatham bed and breakfast is a 3-minute drive the Cape Cod National Seashore. The inn features a gym and rooms equipped with a flat-screen TV. Old Harbor Inn rooms include a seating area equipped with a DVD player. The rooms also have access to free Wi-Fi. Guests at the Old Harbor are provided with a daily breakfast and the inn has a public refrigerator with drinks. After breakfast the inn can help guests plan activities in the area. The Inn Old Harbor is one mile from the Chatham Light House where visitors can watch fishing boats depart and help unload fish at the observation deck. Downtown Chatham Village, providing a variety of shopping and dining options, is within walking distance of the bed and breakfast.

Guest Reviews:

- "We absolutely loved it!" - "Perfect start to our 21 day road trip around New England" - "A true gem in Chatham providing comfort and first class accommodation" - "A generally great experience." - "Loveky!" - "Pleasant inn, not luxury"

Lodging in Chatham
Chatham Gables Inn
Bed & Breakfast
Chatham, Massachusetts, USA

Guest Reviews:

- "A beautiful B&B with sparkling clean rooms and delicious breakfasts." - "Staff very friendly and attentive. Room immaculate and nicely appointed. Breakfasts were delicious and unique. Recipes shared. Great location- walkable to town center." - "We had a wonderful long weekend at the Chatham Gables Inn. It was a charming place to go for our anniversary. The breakfast each morning was both beautiful and delicious!! Lovely weekend we look forward to a return visit."

Lodging in Chatham
Sea House
House
Chatham, MA, USA

Sea House offers accommodations in Chatham, 19 miles from Cape Cod National Seashore and 30 miles from Truro Historical Museum. The property is around a 15-minute walk from Oyster Pond Beach, 16 miles from Nauset Lighthouse, and 17 miles from Wellfleet Bay Wildlife Sanctuary. The vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. Cape Cod Gateway Airport is 18 miles away.

Guest Reviews:

- "Quaint, charming comfortable." - "Great location and quiet. The home has everything you need…..The gas stove and all the appliances if you want to cook d" - "Some things could have been cleaner and more attended to but all in all a decent stay."

Lodging in Chatham
Old Harbor Inn
Bed & Breakfast
22 Old Harbor Rd., Chatham, MA, 02633, USA

Bed & breakfast with free breakfast, near Cape Cod Beaches
A fitness center, a snack bar/deli, and a coffee shop/cafe are available at this smoke-free bed & breakfast. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, dry cleaning, and laundry facilities are onsite.
Old Harbor Inn offers 12 air-conditioned accommodations with DVD players and complimentary newspapers. Pillowtop beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers, bathrobes, slippers, and complimentary toiletries. This Chatham bed & breakfast provides complimentary wireless Internet access, with a speed of 500+ Mbps (good for 6+ people or 10+ devices). Additionally, rooms include complimentary bottled water and hair dryers. Housekeeping is offered daily and hair dryers can be requested.


Recreational amenities at the bed & breakfast include a fitness center.

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

Guest Reviews:

- "Friendly staff" - "Judy and Ray were so warm and welcoming. The property was pristine, quiet, and very conveniently located to town. I would highly recommend this stay from someone who wants a touch of luxury with a home like feel." - "Wonderful people and staff. Very clean. Beautiful room " - "We couldn't be happier with our stay at Old Harbor Inn" - "Very professional and well done b and b in capecod. Can’t recommend enough"

Lodging in Chatham
Lucky Number Seven
House
Chatham, MA, USA

Lucky Number Seven is located in Chatham, just a 18-minute walk from Harding Beach and 16 miles from Nauset Lighthouse. The vacation home has access to a restaurant. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are available in the vacation home. There's also a seating area and a fireplace. Guests at Lucky Number Seven will be able to enjoy activities in and around Chatham, like cycling. The vacation home has a picnic area where you can spend the day outdoors. Wellfleet Bay Wildlife Sanctuary is 17 miles from the accommodation, while Cape Cod National Seashore is 19 miles from the property. Cape Cod Gateway Airport is 17 miles away.

Guest Reviews:

- "Enjoyed everything" - "Bright and welcoming family-friendly Chatham home." - "Had a wonderful time with family."

Lodging in Chatham
Chatham Guest Rooms
House
1409 Main Steet (Route 28), Chatham, MA, 02633, USA

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a flat-screen TV, as well as a coffee/tea maker and a garden. Other amenities include down comforters, a hair dryer, towels, and an ironing board.

Guest Reviews:

- "This was a wonderful stay. The owners were very friendly and left us plenty of information on things to do, places to eat, etc. It was quiet and and convenient to everywhere we wanted to go." - "Very clean and quite area." - "We absolutely loved our stay here. The rooms were clean, comfortable and a pleasure to stay in with everything we could need. We love old New England architecture and buildings and really appreciated the creative and beautiful work done when this space was updated without losing it's old world eclectic charm. Bob was the perfect host."

Lodging in Chatham
Full Renovation Amazing Spot with Views
House
Chatham, MA, USA

Full Renovation Amazing Spot with Views is located in Chatham, just a 11-minute walk from Oyster Pond Beach and 15 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Truro Historical Museum is 29 miles from the vacation home. Full Renovation Amazing Spot with Views features 2 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 also relax in the garden. Wellfleet Bay Wildlife Sanctuary is 17 miles from the accommodation, while Cape Cod National Seashore is 18 miles away. Cape Cod Gateway Airport is 17 miles from the property.

Guest Reviews:

- "Wonderful stay" - "Loved Chatham and the easy access to different parts of the Cape.Received a code to access the apartment 48 hours before" - "Would stay again!" - "Comfortable apartment in Chatham"

Lodging in Chatham
Surfside Inn Chatham
Bed & Breakfast
25 Holway St, Chatham, MA, 02633, USA

Beach bed & breakfast in Chatham with free breakfast
A microwave in a common area, a refrigerator in a common area, and dry cleaning are available at this bed & breakfast. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, laundry facilities, a computer station, and express check-in are onsite.
Housekeeping is available on request.
Surfside Inn Chatham offers 23 air-conditioned accommodations with hair dryers and irons/ironing boards. Pillowtop beds feature premium bedding. Flat-screen televisions come with premium cable channels.

Bathrooms include showers and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Refrigerators, hypo-allergenic bedding, and hair dryers can be requested. Housekeeping is provided on request.


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

Guest Reviews:

- "Super cute property on a quiet side road. It's outdated, though that gives it most of its charm. Staff were super friendly and was greeted with wine and cheese when we arrived. The only issue was that I was not expecting the stairs to be so steep (was traveling with an older person). Right near the beach and walking distance to downtown Chatham." - "Loved this quiet, quaint and friendly place. " - "Value oriented, well Located (beach about 2 mins and downtown the other way 5 mins). Staff was attentive and friendly. Clean, well taken care of. This is not a high end hotel despite its high end location. You’ll find clean, updated rooms. Bit of a throwback when you could bring a family to a Chatham and not break the bank (and be treated fairly). "

Lodging in Chatham
Riviera Sunset
Apartment

Riviera Sunset is located in Chatham, just a 5-minute walk from Chatham Lighthouse Beach and 17 miles from Nauset Lighthouse. This beachfront property offers access to a patio. Wellfleet Bay Wildlife Sanctuary is 18 miles away and Cape Cod National Seashore is 19 miles from the apartment. The apartment is composed of 1 separate bedroom, 2 living rooms, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. There is an on-site restaurant. Guests can relax near the outdoor fireplace at the apartment. Truro Historical Museum is 31 miles from the apartment. Cape Cod Gateway Airport is 19 miles away.

Guest Reviews:

- "beachy boho gem" - "Fell in love with the place, to be honest." - "Amazing location" - "Great location and good value"

Lodging in Chatham
Quintessential Cape Cod Cottage
House
Chatham, Massachusetts, USA

My cottage is close to Harding's & Ridgevale beach, Chatham farmer market, convenience stores, restaurants and sandwich shops and just two miles from downtown Chatham. You'll love my place because of the coziness and simplicity of a typical cape cod cottage. Great for couples, solo adventurers and small families. There is a very pleasant outdoor shower, deck and hammock for your outdoor enjoyment too.My partner and Live in a separate cottage on the property and are available for any questions you may have otherwise we will respect your privacy . Having lived in Chatham for forty years I can make lots of recommendations of “must do” while you are here.

Guest Reviews:

- "My wife, 10 year old daughter and I stayed at this delightful cottage for 5 nights. Rosarie was able to meet us on arrival and gave us a warm welcome. The cottage was very well equipped and the AC worked very well throughout the cottage on the warmer nights.The garden was a great place to relax and we made use of the BBQ on several occasions. Our daughter loved watching the local birds, squirrels and rabbits that visited, especially the humming birds. The cottage is just a few minutes drive from a great family beach and local shops. Chatham is a cute town with many gift stores and dining options. This was our first time visiting Cape Cod and we loved the scenary, beaches and towns. We had a perfect stay !"

Lodging in Chatham
1 Mile from Downtown Chatham Walk to Pier
House
Chatham, MA, USA

1 Mile from Downtown Chatham Walk to Pier is located in Chatham, just a 16-minute walk from Oyster Pond Beach and 15 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Truro Historical Museum is 29 miles from the vacation home. 1 Mile from Downtown Chatham Walk to Pier 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. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Wellfleet Bay Wildlife Sanctuary is 16 miles from the accommodation, while Cape Cod National Seashore is 17 miles away. Cape Cod Gateway Airport is 18 miles from the property.

Guest Reviews:

- "Beautiful and comfortable home, top notch furnishings; spotless, good location in a lovely Cape Town" - "This property was so well maintained and clean. It was very peaceful and quiet. Very roomy" - "Excellent!"

Lodging in Chatham
Charming house with patio, Washer/Dryer, & central location
House
Chatham, Massachusetts, USA

Dreamcatcher

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

Located in the charming town of Chatham, MA, this cozy place is just a short walk away from restaurants, shops, and a bike rental store, offering you the perfect blend of convenience and relaxation. Step inside to find a welcoming space filled with board games, books, Roku, Cable TV with 125+ channels, and high-speed internet, ensuring you'll have plenty of entertainment options during your stay.

The outdoor seating area is ideal for enjoying your morning coffee or evening cocktail, while the provided beach chairs, towels, cart, and cooler make it easy to pack up and head to the nearby beach for a day of fun in the sun.

Equipped with modern amenities such as a washer/dryer, central AC, gas fireplace, and a fully stocked kitchen with a gas grill, fridge, stove, oven, dishwasher, and more, this house has everything you need for a comfortable stay. Whether you're grilling up a feast on the patio or relaxing in the cozy living room, you'll feel right at home in this inviting space.

Explore the local area and take advantage of the proximity to restaurants, museums, and activities. With so much to see and do just steps away, you'll have no shortage of options for a memorable vacation in Chatham.

Book your stay at this charming house today and experience the best of coastal living in Cape Cod. Whether you're seeking adventure, relaxation, or family fun, this vacation rental is the perfect home base for your next getaway.

Things to Know
Check-in time: 4:00 p.m.
Check-out time: 10:00 a.m.
All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m.
No smoking is permitted anywhere on the premises.

Parking notes: There is free parking available for 2 vehicles.

Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

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:

- "Dreamcatcher was a great location for a rainy weekend. And if the weather had been nice, it’s very walkable to restaurants and shops in Chatham. We would stay again for future visits to the area." - "We absolutely loved this house for our trip! It was in such a good area and was so clean! If we ever go back, this will definitely be the house we book again and again." - "Beautiful, comfortable and very clean condo centrally located to all of Chatham and the surrounding areas has to offer. We enjoyed our stay and hope to be back soon! Thank you!!"

Lodging in Chatham
Large Home w Fire Pit and Dogs Welcome
House
Chatham, MA, USA

Large Home w Fire Pit and Dogs Welcome is located in Chatham, just 13 miles from Nauset Lighthouse and 14 miles from Wellfleet Bay Wildlife Sanctuary. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Sandwich Glass Museum is 29 miles from the vacation home and Heritage Museums & Gardens is 30 miles away. Large Home w Fire Pit and Dogs Welcome features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Cape Cod National Seashore is 16 miles from the accommodation, while Truro Historical Museum is 27 miles from the property. Cape Cod Gateway Airport is 15 miles away.

Guest Reviews:

- "Great place on the Cape!" - "W like the separation for adults and parents." - "Excellent property in a great location"

Lodging in Chatham
Perfect beach house to spend your summer days in!
House
Chatham, Massachusetts, USA

Experience your summer vacation in this bright and airy 2-bedroom, 3-bath beach house. It features two queen bedrooms upstairs and two twin beds in the den. Imagine barbecuing and unwinding on the private back deck as the sun dips below the horizon, or sipping your morning coffee while greeting the sunrise. A leisurely walk will take you to the beach, where warm sands and salty waves invite you for a day of seaside bliss. If you're in the mood for exploration, a short bike ride will lead you to the village, brimming with shops and ice cream parlors. Inside, you'll find comfortable, open spaces and AC units in each bedroom, ensuring a cool and relaxing atmosphere. For entertainment, we offer Wi-Fi and a large flat-screen TV, perfect for keeping everyone connected and amused. This is the ultimate spot to savor the ocean breezes, breathtaking sunsets, and the laid-back rhythm of summer days at Little Beach! Contact an agent at Chatham Rentals today, and let us help you create unforgettable vacation memories.

Guest Reviews:

- "The house had everything we needed. The linens package included many towels, which was great for a beach getaway. We had many dinners out on the back deck and the location was perfect. There is a beach right across the street and you can walk to the Chatham Lighthouse by beach or by road. We couldn’t ask for a better location. We wish we could have stayed longer."

Lodging in Chatham
Central AC Close to Beach Dog Friendly!
House
Chatham, MA, USA

Central AC Close to Beach Dog Friendly! is located in Chatham, just 1.7 miles from Ridgevale Beach and 16 miles from Nauset Lighthouse. Both free Wifi and parking on-site are available at the vacation home free of charge. Wellfleet Bay Wildlife Sanctuary is 17 miles away and Cape Cod National Seashore is 19 miles from the vacation home. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Truro Historical Museum is 30 miles from Central AC Close to Beach Dog Friendly!, while Sandwich Glass Museum is 31 miles away. Cape Cod Gateway Airport is 17 miles from the property.

Guest Reviews:

- "Felt like home und we would love to come back." - "Wonderful few days here"

Lodging in Chatham
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
House
Chatham, Massachusetts, USA

This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighborhood of exclusive homes. Its ideal location enables you to walk to Lighthouse Beach about (1/2 mile) and 1 block from downtown Chatham. Also, Oyster Pond Beach is a convenient 2 minute walk for a day at the beach. The two-story home is comprised of a living room, kitchen with breakfast bar, two bedrooms, sleeping porch with a daybed and a bath plus an outdoor shower.

Just around the corner is a large park for all kinds of outdoor activities. Enjoy the many activities that Chatham has to offer: upscale shops and restaurants, Friday night band concerts, fresh fish from the Chatham fish pier, and the popular Cape Cod Baseball League games. Downtown shopping is spectacular!!

Keywords: House

Guest Reviews:

- "This was our family’s third year in this property and it never disappoints. Right in town, close to Oyster Pond and Lighthouse Beach, and the cottage has everything you would need for a week. Looking forward to returning next summer." - "Great affordable place to stay within walking distance to downtown Chatham. Highly recommended" - "We thoroughly enjoyed our stay, perfect for any family with 3-4 kids. Lovely home, plenty of space to relax. Loved the books and puzzles for kids of all ages. Very nice grill outside. Easy walk to Chatham shops, the windmill tour and park, and Oyster Pond. Highly recommend!"

Chatham Family Friendly Lodging

Chatham Lodging with Parking

Chatham Pet Friendly Lodging

Chatham Lodging with Entertainment

Chatham Lodging with Spa

Chatham Lodging with Private Beach

Lodging in Chatham
8.8
48 reviews
From $475
Lodging in Chatham
8.9
7 reviews
From $291

Chatham Lodging on the Map

Compare the Best Lodging in Chatham – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Chatham Bars Inn 297 Shore Road, Chatham, MA, MA 02633 475 5.0 8.8 48 Click here
Chatham Bars Inn 297 Shore Rd, Chatham, MA, 02633, USA 312 5.0 9.2 795 Click here
Captain's House Inn 369 Old Harbor Road, Chatham, MA, MA 02633, USA 569 4.0 9.1 269 Click here
Captain's House Inn 369 Old Harbor Road, Chatham, MA, 02633, USA 502 4.0 9.8 211 Click here
Old Harbor Inn 22 Old Harbor Road, Chatham, MA, MA 02633 5351 4.0 9.5 93 Click here
Chatham Gables Inn Chatham, Massachusetts, USA 171 4.0 4.92 61 Click here
Sea House Chatham, MA, USA 240 4.0 8.8 16 Click here
Old Harbor Inn 22 Old Harbor Rd., Chatham, MA, 02633, USA 342 3.0 9.6 162 Click here
Lucky Number Seven Chatham, MA, USA 364 4.0 8.8 13 Click here
Chatham Guest Rooms 1409 Main Steet (Route 28), Chatham, MA, 02633, USA 175 3.0 9.6 43 Click here
Full Renovation Amazing Spot with Views Chatham, MA, USA 593 4.0 9.6 8 Click here
Surfside Inn Chatham 25 Holway St, Chatham, MA, 02633, USA 228 2.0 8.0 154 Click here
Riviera Sunset USA 291 4.0 8.9 7 Click here
Quintessential Cape Cod Cottage Chatham, Massachusetts, USA 342 2.0 10.0 18 Click here
1 Mile from Downtown Chatham Walk to Pier Chatham, MA, USA 908 4.0 10.0 4 Click here
Charming house with patio, Washer/Dryer, & central location Chatham, Massachusetts, USA 409 2.0 10.0 10 Click here
Large Home w Fire Pit and Dogs Welcome Chatham, MA, USA 503 4.0 9.0 3 Click here
Perfect beach house to spend your summer days in! Chatham, Massachusetts, USA 781 2.0 10.0 1 Click here
Central AC Close to Beach Dog Friendly! Chatham, MA, USA 713 4.0 10.0 3 Click here
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches Chatham, Massachusetts, USA 266 10.0 115 Click here

Note: The prices for each Lodging in Chatham 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

Lodging options in Chatham that include a pool include:

  • Chatham Bars Inn.- Review Count: 48, Rating: 8.8
  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks.- Review Count: 12, Rating: 10.0

Lodging options in Chatham offering shuttle or transport services include:

  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2

Lodging options in Chatham with spa or wellness amenities include:

  • Chatham Bars Inn.- Review Count: 48, Rating: 8.8
  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Lucky Number Seven.- Review Count: 13, Rating: 8.8

Family-friendly lodging options in Chatham include:

  • Chatham Bars Inn.- Review Count: 48, Rating: 8.8
  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Sea House.- Review Count: 16, Rating: 8.8

Pet-friendly lodging options in Chatham include:

  • Lucky Number Seven.- Review Count: 13, Rating: 8.8
  • Full Renovation Amazing Spot with Views.- Review Count: 8, Rating: 9.6
  • Large Home w Fire Pit and Dogs Welcome.- Review Count: 3, Rating: 9.0

Lodging options in Chatham that provide breakfast include:

  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Captain's House Inn.- Review Count: 269, Rating: 9.1
  • Captain's House Inn.- Review Count: 211, Rating: 9.8

Lodging options in Chatham that offer on-site parking include:

  • Chatham Bars Inn.- Review Count: 48, Rating: 8.8
  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Captain's House Inn.- Review Count: 269, Rating: 9.1

Some of the best Lodging in Chatham are:

  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Chatham Bars Inn.- Review Count: 48, Rating: 8.8
  • Captain's House Inn.- Review Count: 269, Rating: 9.1

Some of the popular Lodging in Chatham are:

  • Chatham Bars Inn.- Review Count: 795, Rating: 9.2
  • Captain's House Inn.- Review Count: 269, Rating: 9.1
  • Captain's House Inn.- Review Count: 211, Rating: 9.8