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Chatham, MA resorts
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6 Best resorts in Chatham, MA

Popular Resorts by the Sea in Chatham, MA

Walk straight out of your luxury suite directly onto the powdery white sand at spectacular seashore resorts in Chatham, MA.

Edgewater Beach Resort - Chatham, MA
8.9 558 reviews

Edgewater Beach Resort

resort, Dennis
Edgewater Beach Resort, A Vri Resort, is located in Dennis Port, just 13 kilometres from Scargo Hill Observation Tower, offering a tranquil escape on the Cape Cod coastline. The resort has received excellent ratings for its location, cleanliness, and overall experience.
The resort provides a choice of studios and suites, each featuring a seating area, fireplace, and private balcony or patio. Guests can enjoy a range of amenities, including a private beach, putting greens, barbecue facilities, a gym, and a restaurant and bar.

Best-Rated Resorts with a Jacuzzi in Chatham, MA

Listen to the rustle of palm trees from the bubbling comfort of a private shoreline tub at island resorts with a hot tub in Chatham, MA.

The Villages At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c - Chatham, MA
10 15 reviews

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

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.
Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
Chatham Bars Inn is an oceanfront hotel in Chatham, Massachusetts, a short distance from the Chatham Lighthouse and the Chatham Bars. The hotel consistently receives excellent ratings for its location, user experience, and cleanliness.
The hotel offers a range of rooms and suites, all featuring modern amenities. Guests can enjoy a variety of on-site amenities and activities, including a heated pool, private beach access, a full-service spa, and several restaurants.

Frequently asked questions about resorts in Chatham, MA

  • What are the top attractions in and around Chatham, MA?

    Chatham is known for its beautiful beaches, so Chatham Lighthouse Beach and Hardings Beach are must-sees. You can also visit the Chatham Historical Society Museum to learn about the town's history, or go for a walk on the Chatham Bars Inn's private beach.
  • What are the best resorts with a swimming pool in Chatham, MA?

    Chatham Bars Inn, Wequassett Resort And Golf Club and Luxurious Resort In Chatham W Pool are among the best resorts with a swimming pool in Chatham, MA.

  • How easy is it to get to Chatham, MA?

    Getting to Chatham is pretty straightforward. You can fly into Boston Logan International Airport, which is about 130km away, and then take a car or a bus. Alternatively, you can drive directly from New York City, which is about 300km away.
  • What are the best resorts with jacuzzi in Chatham, MA?

  • What time of year is best to stay in a resort in 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 can enjoy the beaches, go for walks, and take part in outdoor activities.
  • What are the best family friendly resorts in Chatham, MA?

    The best family friendly resorts in Chatham, MA are Chatham Bars Inn, Wequassett Resort And Golf Club and Luxurious Resort In Chatham W Pool.

  • What are the best daytrips from Chatham, MA?

    You can take a day trip to Provincetown, a charming town known for its art scene and its history as a whaling port. Or, you can visit the Cape Cod National Seashore, which is a 60km stretch of coastline with beautiful beaches, dunes, and forests.
  • What are the best pet friendly resorts in Chatham, MA?

  • What are the most romantic activities in and around Chatham, MA?

    For a romantic evening, take a sunset cruise on the Chatham Harbor, or go for a walk on the beach at sunset. You can also enjoy a romantic dinner at one of Chatham's many fine dining restaurants.
  • What are the nearest cities to explore when you are in Chatham, MA?

    The closest city to Chatham is Hyannis, which is about 20km away. You can also visit Falmouth, which is about 30km away, or go further afield to Boston, which is about 130km away.
  • What are the most requested amenities in resorts in Chatham, MA?

    Resorts in Chatham often offer a range of amenities, including swimming pools, fitness centres, spas, and restaurants. Many resorts also have private beaches and offer water sports activities.

Popular destinations

Popular Resorts with a Swimming Pool in Chatham, MA

Float the day away in a crystal-clear infinity pool right beside the ocean waves at island resorts featuring a pool in Chatham, MA.

The Villages At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.
Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
Chatham Bars Inn is an oceanfront hotel in Chatham, Massachusetts, a short distance from the Chatham Lighthouse and the Chatham Bars. The hotel consistently receives excellent ratings for its location, user experience, and cleanliness.
The hotel offers a range of rooms and suites, all featuring modern amenities. Guests can enjoy a variety of on-site amenities and activities, including a heated pool, private beach access, a full-service spa, and several restaurants.
Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c - Chatham, MA
10 15 reviews

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

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.

Best Chatham, MA resorts with air conditioning

Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich
The Wequassett Resort And Golf Club is situated in Harwich, a short drive from the centre of town and close to Cape Cod National Golf Center and the stunning Cape Cod National Seashore. It has received excellent ratings for both its location and overall experience, with guests praising its cleanliness and friendly service.
The resort offers a range of accommodation options, from spacious rooms to luxurious suites, all featuring comfortable sitting areas and private decks or patios. Guests can enjoy a variety of amenities, including a swimming pool, hot tub, fitness centre, tennis court, and a restaurant serving delicious seafood and American classics.
Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
Chatham Bars Inn is an oceanfront hotel in Chatham, Massachusetts, a short distance from the Chatham Lighthouse and the Chatham Bars. The hotel consistently receives excellent ratings for its location, user experience, and cleanliness.
The hotel offers a range of rooms and suites, all featuring modern amenities. Guests can enjoy a variety of on-site amenities and activities, including a heated pool, private beach access, a full-service spa, and several restaurants.
Chatham Resort Style Estate With Heated Pool, Close To Everything: 364-c - Chatham, MA
10 15 reviews

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

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.
The Villages At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
The Mansion at Ocean Edge Resort and Golf Club is located in Brewster, a short drive from the Cape Cod Museum of Natural History and the Wellfleet Drive-In Theater & Cinemas. It has consistently received very good ratings for location, cleanliness, and overall user experience.
The resort offers a range of accommodation options, including guest rooms with patios or balconies and villas with full kitchens and living rooms. Guests can enjoy a private beach, two swimming pools, a spa, a fitness centre, tennis courts, and a variety of dining options, including a pub, a tavern, and a seasonal terrace.

Popular Resorts with Fitness Facilities in Chatham, MA

Keep up with your workouts steps from your room with professional equipment at resorts near the ocean with a gym in Chatham, MA.

Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
The Villages At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich
Edgewater Beach Resort - Chatham, MA
8.9 558 reviews

Edgewater Beach Resort

resort, Dennis

Guests’ Most-Loved Premium Resorts in Chatham, MA

Experience world-class tropical luxury with overwater features, private beaches, and elite service at luxury island resorts in Chatham, MA.

Wequassett Resort And Golf Club Cape Cod Chatham - Chatham, MA
No reviews

Wequassett Resort And Golf Club Cape Cod Chatham

resort, Harwich

Book Your Next Kid-Friendly Resort Escape in Chatham, MA

Keep everyone happy with children's clubs, splash pools, and family dining at family resorts near the ocean in Chatham, MA.

The Villages At Ocean Edge Resort & Golf Club - Chatham, MA
8.3 2653 reviews

The Villages At Ocean Edge Resort & Golf Club

resort, Brewster
Chatham Bars Inn - Chatham, MA
9.2 1004 reviews

Chatham Bars Inn

resort, Chatham
Wequassett Resort And Golf Club - Chatham, MA
9.3 362 reviews

Wequassett Resort And Golf Club

resort, Harwich

Discover Resorts with Breakfast Included in Chatham, MA

Head down to the sand completely fueled up and ready for water sports with island resorts featuring free breakfast in Chatham, MA.

Wequassett Resort And Golf Club Cape Cod Chatham - Chatham, MA
No reviews

Wequassett Resort And Golf Club Cape Cod Chatham

resort, Harwich
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