Search accommodations in Chatham, MA

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Chatham, MA place to stay
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1112 Lodgings in Chatham, MA

Best Chatham, MA lodging with a pool

Among the 1112 accommodations in Chatham, MA, here are the 4 best ones with a pool

Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c - Chatham, MA
10 13 reviews
Chatham, MA
05/10 – 17/10
₹227517/nighttotal: ₹2730204 (12 )

Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c

8 3
resort , Chatham
This Chatham resort is located just a short walk from the bustling Main Street and a 5-minute cycle to Lighthouse Beach, Chatham's largest beach. The property has received excellent user ratings, making it a popular choice for travellers.
This spacious villa covers 399 square metres and can comfortably accommodate 16 guests. The property features a heated pool, hot tub, gas fire pit, gas grill, outdoor kitchen, game room, and high-speed Wi-Fi, as well as a private garden and parking.
Charming 3-bedroom Condo In Endicott Village At Ocean Edge Resort & Golf Club - Chatham, MA
10 2 reviews
Chatham, MA
20/06 – 27/06
₹109143/nighttotal: ₹764001 (7 )

Charming 3-bedroom Condo In Endicott Village At Ocean Edge Resort & Golf Club

3 3
apartment , Brewster
This three-bedroom Brewster condo, ideal for families, offers easy access to Cape Cod beaches and the Cape Cod National Seashore, with attractions such as the Cape Cod Inflatable Park and Adventure Chatham at unspecified distances.
The 149 square metre property boasts three bathrooms, en-suite dining areas in each bedroom, a fully equipped kitchen in the main living area and individual bedrooms, and a private patio in each bedroom, accommodating up to eight guests.
Oyster Pond Townhome 25 - Chatham, MA
Chatham, MA
20/06 – 27/06
₹171975/nighttotal: ₹1203825 (7 )

Oyster Pond Townhome 25

1 3
apartment , Chatham
This four-bedroom, four-bathroom Chatham townhome, situated on a 17.5-acre plot bordering Oyster Pond, offers easy walking access to the town centre and proximity to the Atlantic Ocean and Nantucket Sound beaches.
The spacious property, sleeping up to ten guests, boasts a first-floor master suite, a swimming pool, tennis and pickleball courts, and includes a fully equipped kitchen with dishwasher.
Three Buoys: 739-c Stunning Newly Built Custom Compound In Chatham With A Resort-style Ambiance - Chatham, MA
Chatham, MA
05/10 – 17/10
₹177584/nighttotal: ₹2131008 (12 )

Three Buoys: 739-c Stunning Newly Built Custom Compound In Chatham With A Resort-style Ambiance

5 3
apartment , Chatham
This newly constructed custom compound in North Chatham offers a resort-style retreat, situated a short drive from landmarks such as the Chatham Marconi Maritime Centre and Caleb Nickerson House, with convenient access to local beaches and cycle paths.
This spacious five-bedroom villa accommodates up to twelve guests, featuring a chef-inspired kitchen, a heated private swimming pool and hot tub open seasonally, a games room with pool and ping pong, and multiple en suite bathrooms.

Best family friendly Chatham, MA lodging

Among the 1112 accommodations in Chatham, MA, here are the 4 best for families

Serene Chatham Cottage Minutes From Beach - Chatham, MA
9.9 90 reviews
Chatham, MA
05/10 – 17/10
₹46370/nighttotal: ₹556440 (12 )

Serene Chatham Cottage Minutes From Beach

1 3
apartment , Chatham
Cranberry Cottage is a charming holiday home located in West Chatham Village, just a 1.6km walk from the village centre and a 10-minute bike ride from Hardings and Ridgevale Beach. This property has received excellent ratings for its location, cleanliness and overall experience.
The cottage has two bedrooms and one bathroom, accommodating up to five guests. It comes with a range of amenities, including a fully equipped kitchen, a private deck with outdoor seating and a gas grill, a washing machine and dryer, high-speed Wi-Fi, air conditioning, and a smart TV.
Cape Cod Private Retreat - Chatham, MA
9.8 28 reviews
Chatham, MA
20/06 – 27/06
₹45602/nighttotal: ₹319214 (7 )

Cape Cod Private Retreat

1 3
apartment , Chatham
This three-bedroom apartment is located in a peaceful cul-de-sac, just a five-minute walk from Lovers Lake and a short drive from Chatham's Main Street. The property has received excellent ratings for user experience, location, and cleanliness.
The self-catering accommodation sleeps five and comes with a fully equipped kitchen, a garden, and parking. Guests can enjoy the private screened-in porch, outdoor shower, and front porch, as well as the nearby hiking trails, swimming in Lovers Lake, and the Marconi Maritime Museum across the street.
Charming 4-bedroom House With Ac And Wifi Steps From Wequassett Resort - Chatham, MA
10 2 reviews
Chatham, MA
17/06 – 24/06
₹86601/nighttotal: ₹606207 (7 )

Charming 4-bedroom House With Ac And Wifi Steps From Wequassett Resort

4 2
apartment , Harwich
This Harwich holiday home offers prime positioning near Pleasant Bay, a short drive from Jack Knife beach and a stone's throw from the Wequassett Resort.
Spanning 212 square meters across two floors, this family-friendly apartment accommodates up to 10 guests with four bedrooms, three bathrooms, a gourmet kitchen, a recreation room, an office cottage, and a garden with parking, all featuring air conditioning and internet.
159 M² House ∙ 3 Bedrooms ∙ 8 Guests - Chatham, MA
10 1 review
Chatham, MA
22/09 – 29/09
₹52529/nighttotal: ₹367703 (7 )

159 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 4
house , Chatham
Rhododendron Cottage, situated in Chatham's desirable Cockle Cove neighbourhood, is less than 1.6km from Cockle Cove Beach and 4.8km from Chatham town centre.
This 159 square metre property boasts three bedrooms, two bathrooms, sleeping up to eight guests, and features two living areas, a well-equipped kitchen, a private garden with spa and outdoor amenities, plus free access to $750 worth of local attractions via the Xplorie offer.

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 landmark with a rich history. The Chatham Historical Society is another must-visit for its exhibits on the town's past. And if you're looking for a scenic walk, the Chatham Bars Inn is a beautiful spot right on the beach.
  • How can travelers reach Chatham, MA?

    The easiest way to get to Chatham is by car. It's a scenic drive from Boston, about 2 hours. If you're flying in, the nearest airport is in Hyannis, about 40 minutes away. There are also buses that run from Boston, but they take a bit longer.
  • What outdoor activities can visitors enjoy in and around Chatham, MA?

    Chatham is a paradise for outdoor enthusiasts! You can spend your days swimming, sunbathing, or surfing at Chatham Beach. If you're feeling adventurous, try kayaking or paddleboarding in Pleasant Bay. Or, hike the trails at the Cape Cod National Seashore for breathtaking views.
  • When is the ideal time to plan a trip to Chatham, MA?

    The best time to visit Chatham is during the summer months, from June to August, when the weather is warm and sunny. You'll be able to enjoy the beaches and outdoor activities to the fullest. But if you prefer a quieter experience, spring or autumn can be lovely too, with beautiful foliage and fewer crowds.
  • What are the best walking or cycling routes in Chatham, MA?

    For a leisurely walk, try the Chatham Rail Trail, a paved path that follows the old railroad line. It's great for a stroll or a bike ride. You can also explore the charming streets of Chatham Village, stopping at the shops and restaurants along the way.
  • What nearby towns or cities can be explored from Chatham, MA?

    Chatham is a great base for exploring the Cape. You can easily drive to nearby towns like Harwich Port, known for its beautiful harbour, or Provincetown, a vibrant arts community at the tip of the Cape. For a day trip, consider visiting the historic town of Plymouth, about an hour away.
  • What amenities can travelers expect from accommodations in Chatham, MA?

    Chatham offers a wide range of accommodation options, from charming bed and breakfasts to luxurious hotels. Many places offer amenities like swimming pools, fitness centres, and restaurants. Some even have private beaches, perfect for a relaxing getaway.

Destinations nearby

Best Chatham, MA accommodations with a balcony

Luxury Waterfront With Game Room! - Chatham, MA
9.0 2 reviews
Chatham, MA
22/09 – 29/09
₹104627/nighttotal: ₹732389 (7 )

Luxury Waterfront With Game Room!

5 4
apartment , Chatham
This five-bedroom Chatham holiday home, situated on Crows Pond and Ryder Cove, enjoys waterfront access and is approximately 1.6km from Jackknife Beach.
The 304 square metre property offers a spacious layout sleeping up to 12 guests, boasting a game room with a full bar, updated kitchen, private patio, outdoor shower, and parking for three cars.
Amazing Location! Lakefront Waterside Deck - Chatham, MA
9.6 80 reviews
Chatham, MA
22/09 – 29/09
₹56833/nighttotal: ₹397831 (7 )

Amazing Location! Lakefront Waterside Deck

4 4
apartment , Chatham
This Chatham holiday home is situated 1.9km from Adventure Chatham, within 4.8km of the Chatham Chamber of Commerce and Cape Cod beaches, offering easy access to Ridgevale and Forest beaches.
The 225 square metre property sleeps eight guests in four bedrooms and boasts a complete kitchen, washer/dryer, fireplace, terrace, garden, barbecue, cable TV, parking, and air conditioning.
Stroll Chatham's Historic Downtown / Shops, Dining, Galleries, Etc. - Chatham, MA
8.0 1 review
Chatham, MA
20/06 – 27/06
₹105311/nighttotal: ₹737177 (7 )

Stroll Chatham's Historic Downtown / Shops, Dining, Galleries, Etc.

3 3
apartment , Chatham
This three-bedroom flat is located in central Chatham, offering direct access to the town's shops and restaurants, and is a short 500-metre walk to Lighthouse Beach.
With accommodation for six guests, this property provides three en-suite bathrooms, complimentary Wi-Fi, air conditioning, and on-site parking, with five televisions for entertainment.
Movie Theater Room, Direct Access To Bike Trail! - Chatham, MA
9.4 6 reviews
Chatham, MA
05/10 – 17/10
₹30522/nighttotal: ₹366264 (12 )

Movie Theater Room, Direct Access To Bike Trail!

3 3
apartment , Chatham
This Chatham seaside property is situated less than 1.6km from the Chatham Chamber of Commerce and within 3.2km of Forest Beach and Cockle Cove Beach, offering easy access to local amenities and Cape Cod's beautiful coastline.
This three-bedroom, two-bathroom holiday home boasts 165 square metres of living space, a private balcony, garden, parking, and sleeps up to seven guests, complete with a fully equipped kitchen, laundry facilities, and air conditioning.

Best Chatham, MA accommodations with a kitchen

Lucky Number Seven - Chatham, MA
9.5 113 reviews
Chatham, MA
05/10 – 17/10
₹44846/nighttotal: ₹538152 (12 )

Lucky Number Seven

2 3
house , Chatham
Lucky Number Seven is a 2-bedroom house located in Chatham, Massachusetts, just 1.6km from Ridgevale Beach and 1.8km from Harding Beach. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 91 square metre house comfortably sleeps 6 guests. The property features a fully equipped kitchen, air conditioning, a swimming pool, a garden, a spa, and parking, as well as free Wi-Fi and access to nearby cycling routes.
Great Location Allows For An Easy Walk To The Ball Field, Playground And Main Street! - Chatham, MA
9.0 2 reviews
Chatham, MA
18/06 – 27/06
₹103122/nighttotal: ₹928098 (9 )

Great Location Allows For An Easy Walk To The Ball Field, Playground And Main Street!

3 2
apartment , Chatham
This three-bedroom, two-bathroom flat is located in a tranquil family area of Chatham, a mere 500 metres from the local ball field, playground, and the shops and eateries of Main Street.
Sleeping up to eight guests, this property offers an open-plan living space, air conditioning, a private garden, and a deck, with convenient access to Cape Cod's beaches and the National Seashore.
Full Sand Volleyball Court Walk To Pond - Chatham, MA
Chatham, MA
15/08 – 22/08
₹104053/nighttotal: ₹728371 (7 )

Full Sand Volleyball Court Walk To Pond

4 10
house , Brewster
This Brewster holiday home is situated near a pond, 18km from Nauset Lighthouse and 26km from Cape Cod Gateway Airport.
The 146 square metre property boasts four bedrooms, three bathrooms, sleeps nineteen guests, and includes a full-size sand volleyball court, free Wi-Fi, and a fully equipped kitchen.
5br 3.5 Ba, 2 Wing Home, Ac, Foosball, Fenced Yard, Beach ~1 Mi - Chatham, MA
9.8 40 reviews
Chatham, MA
15/08 – 22/08
₹77257/nighttotal: ₹540799 (7 )

5br 3.5 Ba, 2 Wing Home, Ac, Foosball, Fenced Yard, Beach ~1 Mi

5 10
apartment , Harwich
This five-bedroom property is located on the beach side of Route 28 in South Harwich, just over a mile from Red River Beach and a short distance from Chatham. The house has received excellent user ratings, reflecting its high standard of comfort and convenience.
The spacious house, spanning 251 square metres, comfortably accommodates up to 10 guests. Amenities include a fully equipped kitchen, a basement game room, a fenced backyard with a patio and fire pit, and central air conditioning.
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