Escape to the beautiful state of Massachusetts and discover a world of history, culture, and natural beauty. From the Appalachian Mountains to the Atlantic Ocean, there is something for every traveler in this Northeastern state. Hike the Berkshire Mountains, walk Freedom Trail in Boston, and relax on Cape Cod’s sandy beaches. You can easily explore more of the Eastern US, with neighboring states like New Hampshire and Vermont just a short drive away. Moreover, Massachusetts has some of the best resort towns. You’ll find the perfect relaxing place, from charming coastal towns to mountain retreats. Scroll down our list of the best resort towns in Massachusetts, USA.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 10, 2025.
1. Provincetown (from USD 300)
Are you looking for a coastal vacation with a mix of culture and adventure? Look no further than Provincetown. Located at the tip of Cape Cod, this small town has a vibrant arts scene, beautiful beaches, and outdoor activities. Spend your days exploring local museums and historical sites, including Provincetown Art Association and Museum or Pilgrims’ First Landing Park. You can also head out on the water for some fishing, kayaking, or whale watching.
When you need to rejuvenate, stay at The Masthead Resort or The Provincetown Hotel at Gabriel’s.
The Masthead Resort
37.38 km (23.3 mi) from Plimoth Patuxet Museums
The Provincetown Hotel at Gabriel's
38.26 km (23.8 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
our host was quite responsive to any questionsrich the owner was very helpful and responded quickly to questionsrich provided great communication along the way and was very responsive to any questions askedLocation:
the location was great with everything being a short walk to the main attractions on commercial streetthe location was perfect we were able to walk to downtown but had quiet at nightperfect location that allowed us to walk everywhere we wanted to goRead more reviewsCleanliness:
the property was very clean and cozyeasy communication/process clean and lovely condo great locationwe found the apartment to be clean and comfortable
2. Plymouth (from USD 326)
Consider Plymouth for your next vacation for its stunning coastline, popular beaches, and extensive colonial history. This town is home to numerous intriguing attractions such as the historic Plymouth Rock and Mayflower II, as well as quaint boutiques and delicious eateries lining the town’s main streets. If you’re interested in learning more about the Pilgrims’ journey to the New World, a visit to Jabez Howland House is a great option.
Hotel 1620 Plymouth Harbor and Mirbeau Inn & Spa - Plymouth offer luxurious accommodations in Plymouth.
Mirbeau Inn & Spa - Plymouth
6.82 km (4.3 mi) from Plimoth Patuxet Museums
Hotel 1620 Plymouth Harbor
4.57 km (2.9 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
owner was amazing and did everything she could to help usthe host truly thought of everything with what she provided in the propertythe property was absolutely spotless the host was so nice and quick to reply to any questionsLocation:
the location was excellentalso easy walk to restaurants and downtown plymouththe house is a very short walk to the beach and a fantastic park for kidslocation was also great for day trips to other places like boston newport and cape codCleanliness:
clean home and so close to the beachwonderful second story rental property with an amazingly kind host it was very clean and extremely comfortable throughoutRead more reviewsAmenities & Room:
internet cable tv and air conditioning all worked perfectlythe space was very comfortable for two couples
3. Dennis Port (from USD 383)
Various dining options nearby, but no on-site dining available.
Reasonably priced with good value for the amenities and location.
Conveniently located in the heart of Cape Cod, close to many beaches and attractions.
Indoor and outdoor pools, well-equipped rooms, spacious suites, and beachfront access.
Dennis Port’s white sand beaches, clear waters, and scenic boardwalk to Depot Street Beach make for a relaxing beach vacation. Imagine lounging on the beach, swimming in the ocean, and building sandcastles with your loved ones. Scargo Lake, a tranquil spot for a stroll or picnic, is one of the area’s most popular green spaces. Walk downtown at night to see the unique shops and great seafood restaurants.
Bluebird Dennisport or Edgewater Beach Resort, a VRI resort, are comfortable hotels in Dennis Port.
Edgewater Beach Resort, a VRI resort
52.37 km (32.6 mi) from Plimoth Patuxet Museums
Bluebird Dennisport
51.74 km (32.2 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
host was very kind and helpful gave great recommendations for the areathe owners were very accommodating as well and offered loads of great suggestionsthe owner steve has beautiful pictures and is knowledgeable about the areacommunication with the owners was excellentLocation:
the proximity to the private beach was perfect and only a short walk down a few stairslovely place homey feeling and great location in a beautiful beachwe enjoyed our stay in dennis port and this was an excellent locationwould defintely recoomend for anyone who is looking for an easy and relaxing getaway close the beachCleanliness:
the condo was clean and comfortablelocation was perfect; condo was clean and as advertisedit was clean comfortable and cozythe condo itself was clean and well spaced for our family of foursparkling clean and everything in the kitchen you could ask forRead more reviewsAmenities & Room:
each bedroom had its own shower and bathroom which was nice
You might be interested in these Airbnbs!
4. Barnstable (from USD 458)
Mixed reviews on on-site dining, convenient but pricey, some issues with service
Varied pricing, potentially high for room condition, additional fees not always disclosed
Convenient location near Main Street and beach, easy access to stores and restaurants
Indoor water park, outdoor pool, arcade, on-site restaurant, spacious rooms
Barnstable is the perfect place to relax as it offers sandy beaches, charming streets, and fun outdoor adventures. The Barnstable Historical Society Museum, Sturgis Library, and Barnstable County Courthouse provide a glimpse into the town’s history. Explore Cape Cod National Seashore’s stunning hiking trails, isolated beaches, and breathtaking Atlantic Ocean views for more adventure.
Cape Codder Resort & Spa and Best Western Cape Cod Hotel are some of Barnstable’s top lodging options.
Margaritaville Resort Cape Cod
39.29 km (24.5 mi) from Plimoth Patuxet Museums
Best Western Cape Cod Hotel
38.58 km (24.0 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
eva one of the owners was incredibly responsive and accommodating from the moment i inquired about the rentaleva was great to work with and her recommendations were very helpfulLocation:
beautiful area a 5min walk to the seabeing able to walk to the beach and supper was greatRead more reviewsCleanliness:
the property was cleaned and thoughtfully maintained for covid
5. Yarmouth (from USD 329)
Explore the enchanting town of Yarmouth located on lovely Cape Cod. The Bass Hole Boardwalk, a charming path through Yarmouth’s salt marshes and woodlands, is a must-see. The town’s vibrant arts and culture are at The Cultural Center of Cape Cod. Visit Whydah Pirate Museum to see relics from the 1984 pirate ship discovery off Cape Cod.
Riviera Beach Resort or Aiden by Best Western @ Cape Point will make your vacation in Yarmouth comfortable.
Riviera Beach Resort
47.92 km (29.8 mi) from Plimoth Patuxet Museums
Aiden by Best Western Cape Cod - West Yarmouth
45.24 km (28.2 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
we only left to pick up takeout :) the owner bob was super responsivebob is very attentive and responsiveLocation:
close to many attractions on cape codit is a nice location to explore the capewe had a great weekend at this location such a beautiful location and great apartmentthe neighborhood is quiet and prettyi am so pleased with this location and would stay there every time i visit yarmouth massachusettsCleanliness:
lovely spot on lewis bay the property had indoor and outdoor spaces that were clean and comfyRead more reviewsAmenities & Room:
comfortable 2 bedroom duplex nicely appointed with a patio
6. Brewster (from USD 176)
Mixed dining experiences, limited dining options during off-season, and some issues with restaurant service and food quality.
Varied pricing, some amenities may incur extra fees.
Beautiful and family-friendly location with access to a private beach, close proximity to Cape Rep theatre, and a convenient location for events at Ocean's Edge.
Spacious rooms, golf course, pools, sporting areas, private balconies, well-equipped kitchens, and clean facilities.
Enjoy the peaceful, small-town atmosphere of Brewster. Start your visit to Linnell Landing Beach to see Cape Cod Bay, then visit Brewster Historical Society Museum to learn about the town’s history. Hiking, biking, and picnicking are also available at Nickerson State Park. Brewster’s restaurants offer fresh, local seafood after a day of exploring.
Stay at Ocean Edge Retreat or The Villages at Ocean Edge Resort & Golf Club to enjoy Brewster even more.
The Villages at Ocean Edge Resort & Golf Club
50.9 km (31.7 mi) from Plimoth Patuxet Museums
Ocean Edge Retreat
52.08 km (32.4 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
we spoke with both owners who were very welcoming to usLocation:
the location is truly idealit was close to great places to sight see and more even in octobergreat location right near the bike path and the ocean edge resort where we attending a weddingwould definitely consider this place next time i stay in brewsterCleanliness:
super clean and cozy with so much attention to details to add to your comfortRead more reviewsAmenities & Room:
we truly enjoyed our three night stay in this comfortable well equipped cottage
7. Lenox (from USD 196)
Amidst the stunning Berkshire Mountains, you will find Lenox, a quaint and welcoming town. From its breathtaking scenery to its vibrant culture, this lovely town has everything to energize tourists. Ventfort Hall, a stunning Gilded Age mansion, hosts tours. On Edith Wharton’s historic estate in Lenox, The Mount’s gardens are a peaceful oasis with over 3,000 annuals, perennials, and shrubs.
Check out Eastover Estate and Eco Village or Hampton Inn & Suites Berkshires-Lenox for your stay in town.
Eastover Estate and Eco Village
Address: 430 East Street, Box 2282
222.23 km (138.1 mi) from Plimoth Patuxet Museums
Hampton Inn & Suites Berkshires-Lenox
223.75 km (139.1 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
the host sandy was very personable and friendlyLocation:
close to town and easy drive to leewonderful stay with friends in lenox ma walking distance to quaint town with shopping and restaurantswe enjoyed how close it was to downtown and would absolutely love to visit againawesome location easy to communicate with hostthe duplex was easy to find just down the street from downtown lenoxRead more reviewsCleanliness:
very clean just like the picturessuper clean calm and relaxing decorthe apartment was really clean and the kitchen was well stockedvery clean super comfy beds well equipped kitchen - just what we neededit had everything that we needed it was impeccably clean and had a great location
8. Edgartown (from USD 379)
If you’re looking for a charming and historic destination for your next getaway, consider Edgartown on Martha’s Vineyard island. Since 1828, Edgartown Harbor Light has provided stunning island views from this picturesque town. The Edgartown Art Gallery showcases local artists and crafters. Visit a local farm to pick fresh produce and learn about the town’s agriculture.
Harbor View Hotel or Winnetu Oceanside Resort on South Beach are great places to stay in Edgartown.
Winnetu Oceanside Resort at South Beach
Address: 31 Dunes Road
65.83 km (40.9 mi) from Plimoth Patuxet Museums
Harbor View Hotel
61.41 km (38.2 mi) from Plimoth Patuxet Museums
Top guest reviews
Location:
this is a great house just a short walk from main street in edgartownCleanliness:
beautiful cozy & clean housethe process and cleanliness was much more like a hotel stay in than a rental homethe property was very clean and just what we needed for our quick trip to the vineyardit was clean comfortable and the point b staff were very easy to work withRead more reviewsAmenities & Room:
charming and cozy little cottage perfect for my family of four
9. Rockport (from USD 211)
Seeking a vacation destination that combines relaxation and excitement? Rockport, a charming seaside resort town on the Atlantic Ocean, is a perfect choice. Spend some time at the harbor, watching the ships come and go, and then visit Rockport Art Association & Museum to see art collections by local artists. Don’t miss the opportunity to explore Halibut Point State Park where you can hike the rugged coastline and take in breathtaking ocean views.
While in Rockport, stay at Addison Choate or Rockport Inn and Suites for comfort and convenience.
Rockport Inn and Suites
79.18 km (49.2 mi) from Plimoth Patuxet Museums
Addison Choate Inn
79.79 km (49.6 mi) from Plimoth Patuxet Museums
Top guest reviews
Host:
rosemarie is a lovely host i’m really knows the areai was very responsive to our needsvery clean and owner attentive to the little things that made our stay enjoyableLocation:
nice walking distance into townvery close to other neighbors but quiet and peacefulproperty is an easy walk to shops and beachRead more reviewsCleanliness:
the unit is clean comfortable and well-equipped for solo or coupled travelers
Discover the wonders of Massachusetts
Massachusetts’ rich history, beautiful natural landscapes, and wide range of cultural attractions make this town an ideal vacation spot. Imagine waking up to the sound of ocean waves or mountain silence. What are you waiting for? Pack your bags and head to Massachusetts for a vacation you’ll never forget!
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
