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1112 Lodgings in Chatham, MA
9.8 18 reviews
Chatham, MA
08/07 – 08/14
$1171/nighttotal: $8197 (7 )
Your Perfect South Chatham Summer Stay!!
3 7
apartment , Chatham
This West Chatham vacation home is located within two miles of Hardings Beach, the Chatham Chamber of Commerce, and Ridgevale Beach, and within three miles of Cape Cod Beaches and Veterans Field. This 1,590-square-foot house features three bedrooms, two bathrooms, sleeps eight guests, and offers a private yard, swimming pool, spa, and free Wi-Fi; nearby attractions include on-site water park access and proximity to three beaches.
9.3 84 reviews
Chatham, MA
08/04 – 08/08
$583/nighttotal: $2332 (4 )
Captain Alexanders Spa & Putting Green Not A Vacation Home But A Destination.
2 2
apartment , Harwich
This Harwich vacation rental is conveniently located just a 10-minute walk from Cape Cod Beaches and Earle Road Beach, offering easy access to the beautiful coastline. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient amenities. This home features a private fenced yard, perfect for relaxing and enjoying the outdoors. Enjoy the spa tub, barbecue grills, fully equipped kitchen, free Wi-Fi, and a quiet location near the beach.
9.7 35 reviews
Chatham, MA
10/05 – 10/17
$314/nighttotal: $3768 (12 )
Chatham Cottage- Close To Downtown & Beaches
1 3
apartment , Chatham
This North Chatham cottage is a short walk from Chatham's best beaches and downtown, near Ryders Cove and Oyster Pond. The 4-guest house features two queen bedrooms with smart TVs, a queen sleeper sofa, a full kitchen with complimentary coffee, a patio with dining, outdoor shower, lawn games, beach chairs, in-house laundry, and garage parking for 3-4 cars; it's also pet-friendly.
This 5-bedroom, 3-bathroom Brewster rental home is located steps from the Cape Cod Rail Trail and a short walk to Blueberry Pond, with Nickerson State Park immediately accessible and bay beaches minutes away. This split-entry residence accommodates 6 guests and features a Jacuzzi tub, outdoor shower, gas fireplace, updated kitchen with double oven, and a private .7-acre yard with a fire pit and Adirondack chairs, offering easy access to Harwich, Chatham, and the National Seashore.
10 5 reviews
Chatham, MA
08/15 – 08/22
$1704/nighttotal: $11928 (7 )
Roof Deck, Walk To Forest Beach, Fire Pit!
4 10
apartment , Chatham
This South Chatham vacation rental is a 10-minute walk from Forest Beach and near restaurants like Hangar B and Mom & Pop's Burgers. This 2,030-square-foot home sleeps 10 guests across four bedrooms and two bathrooms, offering a rooftop deck, fire pit, gas grill, and a Peloton bike for guest use.
9.0 20 reviews
Chatham, MA
06/24 – 06/26
$403/nighttotal: $806 (2 )
Ocean Edge Resort Ground-floor Condo With Access To Pools, Hot Tub, & Tennis
2 3
apartment , Brewster
This ground-floor condo in Brewster is located within the Ocean Edge Resort, offering direct access to the Cape Cod Rail Trail and walking distance to Ellis Landing Beach, famous for its sunsets. This 950 sq ft apartment accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a full kitchen with stainless steel appliances, central air conditioning, and access to resort amenities like swimming pools and a hot tub.
8.6 28 reviews
Chatham, MA
08/15 – 08/22
$1095/nighttotal: $7665 (7 )
Walk To Pond, Amazing Backyard!
4 10
apartment , Brewster
This Brewster vacation rental is a three-story home, a six-minute walk from Blueberry Pond and its beach access. The 1,570-square-foot house features four bedrooms sleeping up to ten guests, a private sand volleyball court, large deck with pergola, fully equipped kitchen, and amenities including a propane grill, outdoor shower, and fire pit.
Chatham, MA
08/07 – 08/14
$1442/nighttotal: $10094 (7 )
Beautiful Renovated Chatham Home
1 7
apartment , Chatham
This Chatham home, located on a quiet side road a 5-minute drive from Chatham's beaches and downtown and a 4-minute walk from Lovers Lake, offers convenient access to local attractions. This recently renovated (2020) 3,000-square-foot house features three bedrooms, three bathrooms, sleeps eight guests, includes private lake access with kayaks, and boasts a fully equipped kitchen with a dishwasher.
8.0 1 review
Chatham, MA
08/15 – 08/22
$1734/nighttotal: $12138 (7 )
Beautifully Renovated W Access To Beach
6 10
house , Chatham
This Chatham vacation home, a short walk from Scatteree Beach and 1.6 miles from Cape Cod National Seashore, offers easy access to the Cape's natural beauty and attractions. This 3,500-square-foot house features five bedrooms, four bathrooms, and accommodates up to 27 guests, boasting amenities such as a fully equipped kitchen, Wi-Fi, and a private garden with parking.
Chatham, MA
08/15 – 08/22
$1842/nighttotal: $12894 (7 )
Experience A Relaxing Vacation At This Beautifully Maintained Estate!
4 10
apartment , Chatham
This four-bedroom, two-and-a-half-bathroom vacation home is located in North Chatham, a short drive from downtown Chatham's shopping and dining, and within walking distance to Cow Yard Landing and Scatteree beaches. This spacious two-level rental accommodates up to 10 guests and features a well-equipped kitchen with a microwave and dishwasher, air conditioning, a gas grill, and expansive front and back yards perfect for outdoor activities.
10 2 reviews
Chatham, MA
06/24 – 06/26
$725/nighttotal: $1450 (2 )
Cape Escape - Family-friendly Chatham Retreat
2 3
apartment , Chatham
This Chatham seaside rental is 1.5 miles from the Caleb Nickerson House and 1.6 miles from Cape Cod beaches, offering convenient access to Adventure Chatham and Ridgevale Beach within a 3-mile radius. This 1,190-square-foot vacation home features two bedrooms, two bathrooms, a fully equipped kitchen, on-site laundry, a patio, and a private spa, comfortably accommodating four guests.
9.8 77 reviews
Chatham, MA
08/04 – 08/08
$868/nighttotal: $3472 (4 )
4 Bedrooms, 2 Baths, Sleeps 8-10
4 2
apartment , Chatham
This four-bedroom vacation rental is conveniently located in Chatham, Massachusetts, within a mile of the Chatham Drama Guild and Chatham Shark Center. The 1,800 square foot home offers a spacious and comfortable setting for families or groups of up to eight guests, featuring modern amenities such as free WiFi, a Smart TV, a refrigerator, and a washing machine, as well as a patio for outdoor relaxation.
Our Favorite Lodgings with a Pool in Chatham, MA
Choosing a lodging in Chatham, MA with a pool means you’ll always have a swimming option to complement a day by the water.
10 6 reviews
Chatham, MA
10/05 – 10/17
$2094/nighttotal: $25128 (12 )
Exclusive Harwich Haven: Pool, Spa And More Rpam068
4 3
apartment , Harwich
This Harwich apartment is located just minutes from Cape Cod Beaches and the Captains Golf Club, offering a convenient base for exploring the area. The surrounding area is known for its beautiful beaches, charming towns, and abundant outdoor activities. This spacious 4-bedroom, 5-bathroom home comfortably sleeps 10 guests. The apartment features a fully equipped kitchen, laundry facilities, a pool, hot tub, tennis court, and covered parking.
8.4 39 reviews
Chatham, MA
06/24 – 06/26
$514/nighttotal: $1028 (2 )
Ocean Edge Retreat
1 3
house , Brewster
This Brewster apartment is located in the heart of the town, within walking distance of popular landmarks. It has received excellent ratings for its location, cleanliness, and user experience. The apartment features one bedroom, two bathrooms, a fully equipped kitchen, a furnished balcony, and access to an indoor pool, fitness center, and spa tub. It also offers free WiFi, in-unit laundry, and a sofa bed for additional sleeping arrangements.
Chatham, MA
10/05 – 10/17
$1860/nighttotal: $22320 (12 )
Three Buoys: 739-c Stunning Newly Built Custom Compound In Chatham With A Resort-style Ambiance
5 3
apartment , Chatham
This North Chatham vacation home is situated near the beach, a 6-minute walk from the Chatham Marconi Maritime Center and a 15-minute walk from the Caleb Nickerson House. This 5-bedroom, 7.5-bathroom rental accommodates up to 12 guests and features a heated pool, hot tub, on-site parking, and entertainment options like table tennis and billiards.
9.5 48 reviews
Chatham, MA
08/15 – 08/22
$3169/nighttotal: $22183 (7 )
Heated Pool Ac 1/2 Mile To Beach!
8 10
apartment , Harwich
This South Harwich vacation home is located within one mile of Red River Beach and Cape Cod Beaches, and within two miles of Forest Beach and Harwich Port. This 2,990-square-foot house features eight bedrooms, 2.5 bathrooms, a private pool, a fully equipped kitchen with dishwasher, and a washing machine; guests can also enjoy outdoor grilling and proximity to various beaches.
Best family friendly Chatham, MA lodging
Among the 1112 accommodations in Chatham, MA, here are the 4 best for families
10 52 reviews
Chatham, MA
08/07 – 08/14
$3133/nighttotal: $21931 (7 )
289 M² House ∙ 8 Bedrooms ∙ 18 Guests
8 7
house , Chatham
This dog-friendly vacation home is located on Main Street in Chatham, offering walking access to shops, restaurants, Lighthouse Beach (0.6 miles), Andrew Harding's Beach (0.4 miles), and Oyster Pond. This 3110 sq ft house accommodates up to 18 guests across 8 bedrooms and features a private backyard with a deck, a gas fire pit, a wet bar, and complimentary daily activities through Xplorie, including whale watches and bike rentals.
9.6 5 reviews
Chatham, MA
08/07 – 08/14
$897/nighttotal: $6279 (7 )
House ∙ 3 Bedrooms ∙ 8 Guests
3 7
house , Chatham
Azure Cottage, located in Chatham's Oyster Pond area, is less than a mile from downtown Chatham and 1.2 miles from Oyster Pond. This three-bedroom, two-bathroom Cape Cod-style home sleeps eight, boasts a private 3/4-acre lot with a pool, hot tub, and outdoor amenities, plus includes a $750 Xplorie package for local attractions.
9.8 36 reviews
Chatham, MA
06/24 – 06/26
$1041/nighttotal: $2082 (2 )
Main St Fun For Groups! Game Barn! Walk To Town!
1 3
apartment , Chatham
This Chatham, MA Victorian home, recently renovated, is a short walk from Main Street shops and Oyster Pond. The four-bedroom, two-bathroom house sleeps thirteen guests and features a fully equipped kitchen, game barn, fenced yard, and amenities including beach gear and pet supplies.
8.8 8 reviews
Chatham, MA
08/07 – 08/14
$1034/nighttotal: $7238 (7 )
Perfectly Content: Walk To Schoolhouse Pond
5 7
apartment , Chatham
This Chatham vacation rental is located in a residential area, a short walk from Schoolhouse Pond and less than a mile from the Cape Cod Rail Trail and Hanger B Eatery. The 2,100-square-foot home features five bedrooms, three bathrooms, sleeps ten guests, includes a game room, outdoor shower, and deck with grill, and offers free access to $750 worth of local attractions and activities through Xplorie.
Frequently Asked Questions about accommodations in Chatham, MA
What are the must-see sites in or near Chatham, MA?
Chatham is full of charm! You've got to see the Chatham Lighthouse, a classic New England landmark. The Chatham Bars Inn is also a popular spot, known for its beautiful grounds. And don't forget to take a stroll along the Chatham Fish Pier, where you can watch the local fishermen bring in their catch.
The easiest way to get to Chatham is by car. It's a scenic drive from Boston, about a 2-hour drive down the coast. You can also fly into Boston Logan International Airport (BOS) and rent a car. If you're coming from Cape Cod, you can take the scenic Route 6A, which passes through a lot of charming towns.
What are the best accommodations with a pool in Chatham, MA?
What outdoor activities can visitors enjoy in and around Chatham, MA?
Chatham is a haven for outdoor enthusiasts. You can spend the day at Chatham Beach, known for its beautiful white sand and clear waters. For a more adventurous experience, try kayaking or paddleboarding in the Chatham Harbor. And don't forget to visit the Chatham Light Beach, a popular spot for surfing and windsurfing.
What are the best accommodations with a jacuzzi in Chatham, MA?
When is the ideal time to plan a trip to Chatham, MA?
The best time to visit Chatham is during the shoulder seasons, from April to May and September to October. The weather is still pleasant, but the crowds are smaller and prices are lower. You can enjoy the beautiful fall foliage in the fall and the vibrant spring blooms in the spring.
What are the best accommodations for families and kids in Chatham, MA?
What are the best walking or cycling routes in Chatham, MA?
For a leisurely stroll, try the Chatham Rail Trail, a paved path that runs along the former Cape Cod Railroad. It's a great way to see the beautiful scenery of Chatham and the surrounding area. For a more challenging ride, try the Chatham to Orleans bike path, which stretches along the coast for about 10 miles.
What are the best pet friendly accommodations in Chatham, MA?
What nearby towns or cities can be explored from Chatham, MA?
You can easily explore the charming towns of Harwich Port, Orleans, and Dennis from Chatham. Each town has its own unique character and attractions. For a bigger city experience, you can head to Hyannis, which is about 30 minutes away and has a bustling downtown area and a ferry terminal to Nantucket and Martha's Vineyard.
What are the best accommodations with parking in Chatham, MA?
What amenities can travelers expect from accommodations in Chatham, MA?
Chatham offers a range of accommodations, from cozy bed and breakfasts to luxurious hotels. Many accommodations offer amenities like swimming pools, hot tubs, and fitness centers. Some also have restaurants and bars on-site. You can find options that fit your budget and preferences.
Destinations nearby
Best Chatham, MA accommodation with a balcony
10 1 review
Chatham, MA
10/05 – 10/17
$885/nighttotal: $10620 (12 )
Beautiful And Pristine Rental In South Chatham.. Recently Reduced!
2 3
apartment , Chatham
This South Chatham vacation rental is located within one mile of Forest Beach and Cape Cod Beaches, and within two miles of Red River Beach and Cockle Cove Beach, offering easy access to South Chatham's attractions. This 1910-square-foot home features three bedrooms, two and a half bathrooms, and accommodates six guests, boasting amenities such as air conditioning, a terrace, parking, on-site laundry, a dishwasher, and a TV.
9.9 89 reviews
Chatham, MA
10/05 – 10/17
$464/nighttotal: $5568 (12 )
Central Ac Close To Beach Dog Friendly!
3 3
apartment , Chatham
This Chatham seaside vacation home, less than two miles from Harding's Beach and the Chatham Chamber of Commerce, offers easy access to Ridgevale Beach (under three miles). The 1,190-square-foot property features three bedrooms, a sofa bed accommodating eight guests, a fully equipped kitchen, and a private yard with gas grills; oceanfront proximity provides stunning sea views.
10 9 reviews
Chatham, MA
10/05 – 10/17
$781/nighttotal: $9372 (12 )
Waterfront, No Pet Fee, Fenced Yard, Close To Town And Beach
5 3
apartment , Chatham
This waterfront rental is located in Chatham, a short distance from Cape Cod Beaches and Cape Cod National Seashore, offering easy access to the region's natural beauty. It boasts excellent user ratings, making it a popular choice for travelers. This spacious 5-bedroom, 4-bathroom home provides ample space for up to 10 guests, with a total floor area of 2100 square feet. Amenities include a fully equipped kitchen, air conditioning, a private terrace, a garden, parking, and pet-friendly accommodations, ensuring a comfortable and enjoyable stay.
10 54 reviews
Chatham, MA
10/05 – 10/17
$1103/nighttotal: $13236 (12 )
Steps To Oyster Pond Private Dock!
5 3
apartment , Chatham
This Chatham seaside vacation home is located within one mile of the Atwood House Museum, Mayo House, Chatham Windmill, Gallery Antonia, and Monomoy Theatre. This 2730-square-foot house features three bedrooms, three bathrooms, and can comfortably accommodate eight guests, offering amenities such as a fully equipped kitchen, private yard with BBQ grills, and a DVD player.
Best Chatham, MA accommodation with a kitchen
Chatham, MA
08/04 – 08/08
$974/nighttotal: $3896 (4 )
Harwich Escape – Deck, Firepit & Near Beaches
3 2
apartment , Harwich
This Harwich rental property is located 0.7 miles from Pleasant Road Beach and close to dining and shops in Harwich Port. This 3-bedroom, 2-bathroom house accommodates 8 guests and features a kitchen with a fridge, freezer, microwave, and dishwasher, central air conditioning, a garden with a deck, patio, gas grill, outdoor shower, and firepit, and is near the Cape Cod Rail Trail.
Chatham, MA
08/04 – 08/08
$566/nighttotal: $2264 (4 )
Serene Retreat With Cove Views
1 2
house , Eastham
This Eastham vacation rental is conveniently located on State Highway Eastham, 5.2 miles from Nauset Lighthouse and within 27 miles of attractions in Truro and Provincetown. This 1-bedroom, 1-bathroom house accommodates up to 3 guests and features air conditioning, a microwave, a fridge, a cozy fireplace, a dining area, and cable TV.
9.8 11 reviews
Chatham, MA
10/05 – 10/17
$150/nighttotal: $1800 (12 )
Chatham Studio- Short Walk To Beach
1 3
apartment , Chatham
This South Chatham efficiency apartment is located 0.5 miles from Cockle Cove Beach. The unit sleeps three guests in one bedroom with a queen and twin bed, features a fully equipped kitchenette, private outdoor space with a gas grill, and includes linens and towels.
10 1 review
Chatham, MA
06/24 – 06/26
$754/nighttotal: $1508 (2 )
Ping-pong & Backyard: Spacious Chatham Retreat
3 3
house , Chatham
This Chatham vacation home, located 1.8 miles from Ridgevale Beach and within 14 miles of Nauset Lighthouse and Cape Cod Gateway Airport, offers easy access to Chatham's attractions. This 2,500-square-foot house features four bedrooms, three bathrooms, accommodates up to 15 guests, and includes amenities such as a fully equipped kitchen, in-unit laundry, air conditioning, Wi-Fi, and a spacious deck.
