Best Vacation Rentals in Chatham

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.

- "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."

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.

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

- "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. "

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.

- "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!"

Hotel in Chatham with free breakfast and a fitness center
Along with a restaurant, this smoke-free hotel has a fitness center and a bar/lounge. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a seasonal outdoor pool, and a business center are onsite.
Change of towels is available on request.
Chatham Wayside Inn offers 56 accommodations with safes and complimentary bottled water. Pillowtop beds feature premium bedding. Flat-screen televisions come with cable channels. Bathrooms include bathtubs or showers, bathrobes, designer toiletries, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

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

- "This property is the CUTEST! The room was clean, the staff was very friendly and it was in was in the perfect quaint location. Its the off season so it's much quieter but I was in walking distance to all the dining/bars/shopping that was open which is wonderful!" - "Lovely hotel, great location." - "Quaint property and close to everything. Front desk Team was excellent" - "The rooms had the comfort of home. Felt more like visiting a family home than a hotel. Just steps from the center of town and shopping. My husband and I took advantage of the bikes to ride through neighborhoods and get a feel for Cape Cod living. Hotel staff are friendly and helpful. Highly recommend."

Located in Chatham, Chatham Wayside Inn offers a seasonal outdoor swimming pool, fitness center and garden. Featuring a restaurant, the property also features a bar. The property features a 24-hour front desk and free WiFi is available throughout the property. At the hotel, each room has a wardrobe and a flat-screen TV. The private bathroom is equipped with a bath or shower and free toiletries. Continental breakfast is available daily. Guests can grab a bite to eat in the on-site restaurant, which specializes in American cuisine. Guests at Chatham Wayside Inn will be able to enjoy activities in and around Chatham, like hiking. Chatham Light Beach is a 14-minute walk from the accommodations, while Chatham Light Beach is a 14-minute walk from the property. Barnstable Municipal Airport is 20 mi away.

- "We would go back off-season again." - "GREAT" - "Excellent! Definitely will go back!" - "Central and awesome" - "Enjoyed it thoroughly, Room, location, restaurant and bar" - "Great location, clean rooms, nice staff-simply overpriced." - "Enjoyable offseason option!" - "Glad they were open in slowest weeks of the year." - "Very comfortable stay was exactly what I was expecting." - "Terrific location , super staff and concierge nice to have on site parking. Excellant location to"

Victorian hotel with free breakfast and a fitness center
Along with a restaurant, this smoke-free hotel has a fitness center and a bar/lounge. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a seasonal outdoor pool, concierge services, and laundry facilities.
Change of towels is available on request.
Queen Anne Inn offers 31 accommodations with bathrobes and hair dryers. Each accommodation is individually furnished and decorated. LCD televisions come with cable channels. Bathrooms include shower/tub combinations and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones. Refrigerators and change of towels can be requested. Housekeeping is provided daily.

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

- "This was just a wonderful place to stay for our visit to Cape Cod. Dana and the staff were wonderful. They made us feel like family! Everything was convenient to get to whether it be walkable or drivable. The included breakfast was lovely. Social hour between 5:00PM and 6:00PM allowed us to kick back, have a snack and meet other visitors to the Inn. I highly recommend a stay there. You won't be sorry!" - "This was my husband's and I first time in Chatham and we couldn't have picked a more perfect place to stay. The inn had everything we needed with a spacious and clean room and fresh towels everyday. The bed was comfortable as well. We had a fridge with coffee/tea in the room. The breakfast every morning was the best hotel breakfast we ever had! Its a sit down meal with multiple tasteful items to choose from. There is a happy hour every night with free wine and a specially made cheeseboard which is such a nice touch. The inn is walkable to the pond, main street and the beach (if you're ok with a walk). The inn keeper Dana was so helpful and nice. Always available and accommodating to anything we needed. We will for sure recommend the inn to anyone we know traveling to Chatam!"

This motel in Chatham, Massachusetts features access to a private beach area with a fire pit and is a 7-minute walk from shopping and dining by the center of town. Free Wi-Fi is accessible. A view of the ocean can be enjoyed from select rooms at The Hawthorne. Every room includes a flat-screen cable TV and free toiletries can be found in the private bathroom. Guests staying at Motel Hawthorne can enjoy roasting marshmallows on certain nights. Access to a business center is also available. The Chatham Fish Pier and the Chatham Light House are within 1 mile of the property.

- "Wonderful, we will definitely be back!" - "Second time I stayed at this property. I love the hotel’s location on the beach and close walk town" - "Was everything promised on the ocean’s shore" - "Lovely stay, beautiful views, nice staff, great location" - "Nice hotel"

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 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. "

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.

- "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"

- "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."

This historic hotel is within a 5-minute walk of Oyster Saltwater Inlet and is 1.5 mi from the Chatham Lighthouse. The hotel offers massage services and rooms with bathrobes. Queen Anne Inn rooms include antique furniture. Some rooms have a private balcony and indoor whirlpool tub or outdoor Jacuzzi®. Guests at the Queen Anne can dine in the Eldredge Room, which serves breakfast and dinner. The restaurant also features the Garden Room, which has large windows with views of the hotel garden. The Queen Anne Cafe and Lounge also offers a full-service bar. The Queen Anne Inn features an outdoor pool. The hotel also has a library and gym. Queen Anne Inn is within a 15-minute walk of the Chatham Seaside Links Golf Course. The Monomoy National Wildlife Refuge is within a 10-minute drive of the hotel.

- "Staff and service excellent, lovely grounds." - "Everything was excellent and more." - "Just what I needsd" - "Nice quiet Inn with a great staff." - "Would love to come again because of the friendly homely feeling and exceptional staff (and breakfast)!" - "A lovely stay with welcoming staff" - "Tired hotel in a good location." - "Over priced"

Hotel with free parking, in the vicinity of Harwich Port
This smoke-free hotel features a seasonal outdoor pool, a garden, and barbecue grills. Free WiFi in public areas and free self parking are also provided. Other amenities include a picnic area.
Chatham Seafarer Inn offers 22 air-conditioned accommodations with coffee/tea makers and irons/ironing boards. Flat-screen televisions are featured in guestrooms. This Chatham hotel provides complimentary wireless Internet access. Rollaway/extra beds (surcharge) are also available. Housekeeping is provided daily.
Recreational amenities at the hotel include a seasonal outdoor pool.

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

- "The staff was very friendly and helpful. The room was comfortable. You could tell that the building was an older one but the room has been well taken care of and clean. The bathroom looks to have been renovated recently. Overall, I would stay again solo or as a couple. " - "The Chatham seafarer inn was a great home base while I was visiting the cape. Good rates, good amenities and the room was very clean. I visit the cape yearly and this was one of the nicest stays I’ve experienced."

Located in Chatham, a 11-minute walk from Oyster Pond Beach, Greyfinch Chatham Inn has accommodations with free bikes, free private parking and a seasonal outdoor swimming pool. This 4-star hotel offers a concierge service, a tour desk and free WiFi. Nauset Lighthouse is 16 miles away and Wellfleet Bay Wildlife Sanctuary is 17 miles from the hotel. The hotel will provide guests with air-conditioned rooms offering a closet, a coffee machine, a fridge, a safety deposit box, a flat-screen TV and a private bathroom with a shower. All rooms in Greyfinch Chatham Inn are equipped with free toiletries and an iPod docking station. The accommodation has a sun terrace. Guests at Greyfinch Chatham Inn will be able to enjoy activities in and around Chatham, like hiking and cycling. Cape Cod National Seashore is 18 miles from the hotel, while Truro Historical Museum is 30 miles from the property. Cape Cod Gateway Airport is 18 miles away.

- "Great property" - "Five star stay" - "Stayed here before and now since reno it's sooo much better." - "Very clean and comfortable and great location." - "Great facility, great location" - "Very comfortable hotel with a nice heated pool" - "Real nice rooms and staff but…….i would look elsewhere and compare prices." - "A Nice But Very Overpriced Motel"

Hotel in Chatham with an outdoor pool and a restaurant
Along with an outdoor pool, this smoke-free hotel has a restaurant and a hot tub. Free WiFi in public areas and free self parking are also provided. Other amenities include laundry facilities, free newspapers, and a garden.
Pleasant Bay Village Resort offers 58 air-conditioned accommodations with DVD players and safes. Each accommodation is individually decorated. Refrigerators and coffee/tea makers are provided. Bathrooms include shower/tub combinations, complimentary toiletries, and hair dryers.

This Chatham hotel provides complimentary wireless Internet access. Flat-screen televisions come with cable channels. Housekeeping is provided daily.

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

- "Would go back and stay longer next time." - "Clean rooms, friendly staff, private and very Quaint." - "Great location and beautiful place to stay" - "Beautiful property!!! Very clean & everyone was nice." - "Absolutely everything!! The staff is very friendly and accommodating. This is the third time we had the pleasure of staying with you and we will certainly be back 😀 " - "Loved staying at Pleasant Bay Valley Resort! We didn’t want to leave, the grounds are absolutely beautiful and the kids loved the playground, pool and koi pond :). Would highly recommend to anyone going to Chatham for a vacation! Not far from Main Street, had no trouble driving to get to the other destinations and parking was a breeze. "

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.

- "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."

Family-friendly motel in Chatham with free parking
Coffee/tea in a common area, a seasonal outdoor pool, and free use of bicycles are available at this smoke-free motel. Free WiFi in public areas and free self parking are also provided. Other amenities include a picnic area and a vending machine.
Greyfinch Chatham Inn offers 30 accommodations, which are accessible via exterior corridors and feature safes and complimentary bottled water. Pillowtop beds feature premium bedding. Guests can make use of the in-room refrigerators, microwaves, and coffee/tea makers. Bathrooms include showers, bathrobes, designer toiletries, and hair dryers.

This Chatham motel provides complimentary wireless Internet access. 55-inch Smart televisions come with digital channels. Housekeeping is offered daily and hypo-allergenic bedding can be requested.

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

- "Absolutely stunning renovation! Very updated decor! Shower is beautiful! Excellent service and friendly staff!" - "We would stay here again. The pool facility was beyond expectations. Plenty of furniture/seating, umbrellas and clean towels provided conveniently." - "Loved it! " - "My recent stay at Greyfinch Inn was very pleasant. Such a quaint and quiet place. The heated pool was enjoyable. The landscaping was immaculate. The room was very clean and nicely decorated. The staff was very pleasant. I plan on returning next year. Great place at a great price. "

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.

- "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"

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.

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

- "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"

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.

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

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.

- "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."