Vacation Rentals & Cabins in Massachusetts

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1,667 cabins

Skip to beach! Condo across from beach!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 45 minutes

Price per night from

$173

Classic, Quiet, Private Dennisport Cottage

Dennis Port cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect Cape Cod Vacation Cottage” We just returned from our week-long stay at this beautiful, immaculately clean cottage. We fell in love with it online, and it certainly did not disappoint! I can honestly say that there was not one thing lacking from this home. Everything we needed was included; just bring some food and a bathing suit and have a great time! The cottage was the perfect size for our family of four, and the family and friends that joined us on the beach for a day all loved the coziness and décor as much as we did. The ocean is a short walk away, but we bought a parking pass for the week, and were happy that we did. Although we did not explore as many different beaches as we thought we might, it was so convenient to have the pass and be able to pack all our things in the car, drive down to Inman Beach, and have the option to make quick (5 minute) trips back to the house for extra drinks/snacks, bathroom breaks, etc. Parking was never an issue at Inman, so there was no concern about losing a spot. Also, don’t miss out on picking up some steamers from George’s Fish Market. We ate them on the back deck after long days on the beach – perfect and delicious! We can’t wait to return next summer, thank you Lynn and Mark for sharing your home with us!

Responds fast! avg. 1 hour 47 minutes

Price per night from

$231

Ocean View Condo across from Beach with pool!

Dennis Port condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 45 minutes

Price per night from

$173

114 Long Pond Rd

Marstons Mills house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$215

Home Away From Home

South Dennis cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

“South Dennis House” The house we rented was perfect for my family. My girls were happy they each had their own bed! The house had everything we needed. We enjoyed the short travel time to all of the Dennis area beaches. The owners were very friendly and helpful. We had a wonderful time.

Responds fast! avg. 2 hours 18 minutes

Price per night from

$247

Quiet 'Sconset Cottage

Siasconset house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$577

Chatham Cape Cod Vacation Rental (13059)

Chatham house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$586

368 Central Avenue 128232

Falmouth house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$643

Topside MainHouse

South Orleans house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$1,235

Nantucket Colonial Abuts Conservation Area

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,383

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$1,145

Enjoy horses and the largest recreational lake in Massachusetts

East Otis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$127

Nantucket Cottage Abuts Bird Santuary

Nantucket house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$750

Dennis Port walk to beach!

Dennis Port house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 7

“Adorable beachy cottage” Wonderful little cottage. Comfortable slept 4 of us, all the conveniences of home but must bring your own linens/towels/washcloths. Great location, walk to beach, good restaurants. Fireplace provided good heat.

Responds fast! avg. 45 minutes

Price per night from

$231

Treetops - Large House and Private Haven in Centerville Near Craigville Beach

Centerville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$575

357 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$158

26 Cran Wood Road 132098

Harwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$357

Escape to the Berkshires!

Becket house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$317

6 Cedar Land Road 115317

East Orleans house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

Price per night from

$186

6 Beachway Road

East Sandwich house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$215

Provincetown MA. 2 Bedroom Condo with 2 parking sp

Provincetown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$362

Quintessential Cape Cod Vacation Home in N.Chatham

Chatham house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$784

343 Phillips Rd

Sagamore Beach cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

“Beautiful ocean front cottage” Just a small walk to a private beach. You do not have to sit in hours of traffic to go over the bridge to enjoy being at the cape.

Price per night from

$301

Glendon Beach Cottage #97 100 yds to the beach

Dennis Port house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 4 minutes

Price per night from

$201

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Hinsdale house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$219

Cozy Suite with Pool & Wetland View

Duxbury apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$144

Unit 11 37246

East Orleans cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great location” We have rented this home or the adjoining big house every summer for over 25 years. We love the location and the owner takes great care of this property. This particular cottage is modest in size as well as amenities, but it is always clean and well kept. When we did have issues, the owner was very quick to react.

Price per night from

$142

Immaculate Spacious Cape House with all the extras

Teaticket house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Price per night from

$230

47 Williams Road 138173

West Yarmouth log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$193

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 37 minutes

Price per night from

$259

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$429

Chilmark Farmhouse with access to Hancock Beach

Chilmark house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$714

Glendon Beach Cottage #95 100 yds to the beach

Dennis house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Long Weekend” Great location to beach and local places to eat and drink. Easy access to the rest of the Cape. Pet friendly was a plus. The only downer was it stated it slept 6 but only room for 4, this made for some unhappy campers

Responds fast! avg. 4 minutes

Price per night from

$201

Vineyard House - South Beach Down The Street

Edgartown house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$345

45 Purmackene 125298

South Harwich house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Price per night from

$279

1 bedroom condo-just steps to the beach

Dennis Port house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Very cute condo close to beach” I stayed at 194 Captain Chase #8 for a week in August 2015. The condo is very cute and spacious. What I liked best: Location, location location! I love Dennis Port - you are centrally located and it isn't far for a ride up to Provincetown, Chatham, or Hyannis. You are close to the Bay beaches or the National Seashore.There are plenty of restaurants (that you can order out from), pizza places, the Dog House and Sundae School (for ice cream) is right up the road. Glendon Road Beach is a very short walk so making the trek with chairs, a cooler, and a beach bag was not an issue. (and you save yourself a parking fee). The Del Ray Beach Club is very quiet which I liked and after a day at the beach, relaxing by the pool was very nice. The condo was very cute and just like the pictures. The bedroom is very spacious; plenty of room to hang your clothes. Having two bathrooms was wonderful. The living area is also spacious. We had one of the couches made into a bed the entire stay - but still had another couch to sit on to watch TV. The owner has provided some board games, DVD's, and books - even two beach chairs! It was hot the entire week so we made use of the air conditioning. My only issue during the week was trying to cook on the stove. I set off one of the smoke/fire alarms and it took awhile for them to stop beeping. I ended up not using the stove the rest of the week. Overall this rental is ideal spot for a week out at the Cape. I recommend it for a couple, or a couple with young children.

Price per night from

$129

Charming Affordable Home for groups up to 14

Shelburne Falls house

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 14

“Beautiful house in beautiful village!” Thank you for the use of your beautiful house. It was perfect for our wedding weekend. Everyone was very comfortable and had a great time. Looking forward to coming back again in the future.

Responds fast! avg. 57 minutes

Price per night from

$575

17 Center Place 18374

Orleans cottage

  • 2 bedrooms
  • sleeps 4

“Had a wondrful August.” Our stay at 17 Circle in Orleans was wonderful. The cottage is small, but the location on Borland pond in Orleans is wonderful. You are close to everything in Orleans, but far enough away from the hustle and bustle. We really hope that the owner rents the cottage again in 2010. The coattage is nicely appointed. The only amenity missing is a clothes washer/dryer.

Price per night from

$100

Viewing 38 of 1,667
rentals in Massachusetts

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About Massachusetts

Home of Plymouth Rock, the Kennedys and the Red Sox, Massachusetts is the epitome of a New England experience. With the dense wilderness, balmy beaches of Cape Cod in the southeast and the bustling metropolis of Boston on the coast, there are plenty of sights and sounds to engage visitors. Indulge in a luscious bowl of New England Clam Chowder followed by the savory flavors of a freshly caught lobster. With every season bringing something special, from the crisp, brilliant leaves of autumn to the warm summertime beaches, there's no bad time to vacation in Massachusetts.

Some of the most storied and popular regions of the state include:

  • Cape Cod: Including both the cape itself and the offshore islands, which include famous Nantucket and Martha's Vineyard, Cape Cod is a vacation unto itself. Splendorous in summer, scenic in autumn and a joy in spring, Cape Cod is a must-see for visitors to Massachusetts.
  • Boston: One of the most historic and famed cities on the east coast and the capital, Boston is home to a world-class Museum of Fine Arts, the Harvard campus and a plethora of historical sites, beautiful streets and fascinating scenery. It's not an accident that over 16 million people visit the city each year. If you're with the family, many water parks in Massachusetts and amusement parks in Massachusetts are in the Boston area. In addition, most Massachusetts National Parks are a short drive from the city.
  • Pioneer Valley: Home to the historic counties of Franklin, Hampden and Hampshire, Pioneer Valley is the perfect place to chase down the fascinating secrets of the state's complex and lengthy history.
  • Berkshire Hills: The state's westernmost region is among its most beautiful. Some of the best camping in Massachusetts is in the Berkshire Hills area, and its quiet, out-of-the-way location greatly appeals to those seeking to slow life down a gear.
  • Provincetown: A hotspot of the arts, booming Provincetown was once a well-kept secret but is becoming a fashionable place for vacationers to visit.

During the summer and fall, both Boston and the Cape Cod area are alive with activity. It's a vibrant time of year to visit, with the beautiful beaches attracting thousands of patrons on a hot summer day and the legendary New England foliage making every turn a photo opportunity come fall.

A vacation rental is a more private, spacious and quiet alternative to getting a hotel room. Staying in a cabin is a perfect way to commune with nature if you're outside the city, and a condo or apartment rental is perfect if you're staying in the Boston area.

Explore more of New England by checking out the autumn leaves in neighboring Vermont, the rich history of New Hampshire and the colorful capital of Rhode Island, Providence. All these destinations are a short journey from Boston and offer memorable ways to round out your vacation.

Top Destination reviews

Nauset Beach Charmer
Surprisingly private and a pleasant house.

The house was nice and close to the beach. Had a couple of minor plumbing hiccups that were dealt with swiftly and professionally. They caused us no inconvenience whatsoever and I mention them only because they proved that this is a well-run vacation rental. … see more
Cape Cod 2 BR Condo at the Beach August 5-12 !
A keeper :)

My family had a wonderful vacation at this Breakers unit! It is in a great location, just steps across a quiet street to the ocean, very clean and very comfortable. The owners could not have been more attentive, quick to respond to any questions we had. Thank you Lois and James for your kind hospitality. We are so happy to have found such a special place!see more
Skip to beach! Condo across from beach!
Cape trip

We had a great time. The owner was very responsive and helpful and provided all the information we asked for promptly. … see more
1 minute walk to subway, 10 minutes to airport
Boston flipkey

Great location, very close to airport and blue line. Owner was super nice and responsive. Furniture was very simple, beds were made and towels were laid out. Nothing too fancy, no couches, only office chairs, but it was a nice place to sleep after exploring Boston for a while! … see more
Colbyco Little Sandy Pond
Perfect home for my family's holiday season

This house was perfect for our family's 4 day pre-New Years 2022 gathering. We we're pleasantly surprised when we arrived, as the house felt much bigger than we expected. There were 4 main bedrooms, but the basement had a bedroom without a door and the master bedroom had an extension room, which was bigger than some of the bedrooms, themselves. There was more than enough space to accommodate all of us, with plenty of room to spare! The dining room was perfect for our buffet style dinner spread and the open kitchen/living proved to be a popular spot to hang out in while cooking and snacking. We used the grill to cook a great dinner! The pool table and the basketball hoop were nice to have for extra entertainment. The wifi was quite strong and the house had Verizon cable for watching TV/movies. The full sized laundry units helped us keep things clean before we went home and each bathroom toilet had bidets installed, which was a very nice touch. The area is a very quiet part of Plymouth, but we never felt "isolated" as there were other houses nearby (which was nice for us). The owner was very responsive and the information they gave us after booking was very complete with even recommendations for things to do nearby. I am giving this property 5 stars, as my family really enjoyed our stay and would not hesitate to recommend this to our friends or book this place again!see more
Exciting, spacious, vacation condo
Perfect downtown location

I love this Condo, it is in the perfect location on commercial street in the center of everything, spacious and well equipped. This was my 4th season staying here and it’s my home away from home. … see more

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