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Vacation Rentals & Cabins in Massachusetts

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5,552 cabins

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Price per night from

$174

WEEK of 6/22 ON SALE $2800!! plus fees 128232

Falmouth house

3 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$643

Room with double bed minutes from Harvard Square

Arlington b&b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$87

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

$195

Charming Pocasset House w/ Patio - Walk to Beach!

Bourne house

4 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 5 minutes

Price per night from

$237

145 Wauwinet Road, Nantucket, MA

Siasconset house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$722

Captain Nickerson House

Cotuit house

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$289

2020 Martha's Vineyard Vacation Home

West Tisbury house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 49 minutes

Price per night from

$253

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

Quiet, secluded vacation home in the woods w/ outdoor shower

Edgartown house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 0 minutes

Price per night from

$179

Beach house Green Harbor - Marshfield

Green Harbor house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$413

Victorian at Artist Common

Belchertown farmhouse

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$463

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.

Price per night from

$174

47 Fairview Avenue

Falmouth house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$385

Luxurious Orleans Home w/Private Salt Pool: 012-O

Orleans house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$539

JOHAM - Pristne Tashmoo Cove Condominimum, Association Pool and Tennis

Vineyard Haven house

3 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$371

31 Exeter Street, Nantucket, MA

Siasconset house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$361

4 Fargo Way, Nantucket, MA

Siasconset house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$435

Quiet 'Sconset Cottage

Siasconset house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$577

18 Brant Point Road, Nantucket, MA

Siasconset house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$2,014

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,149

A Million Dollar View

Sagamore Beach house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$579

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$828

Beautiful, historic farmhouse on Chilmark Pond

West Tisbury house

4 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 0 minutes

Price per night from

$283

#309: Charming Victorian home on the bay in Wellfleet - walk to water!

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$41

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 45 minutes

Price per night from

$174

Adorable Cottage Walking Distance to Town and Beach

Oak Bluffs house

4 bedrooms / 1 bathroom / sleeps 7

Price per night from

$214

Nantucket Colonial Abuts Conservation Area

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$1,042

Price per night from

$101

5 Wherowhero Lane, Nantucket, MA

Siasconset house

3 bedrooms / 17 bathrooms / sleeps 26

Price per night from

$577

11 East Lincoln Avenue, Nantucket, MA

Siasconset house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$289

271 Eel River Road

Osterville house

8 bedrooms / 8 bathrooms / sleeps 20

Price per night from

$1,875

Near Red River Beach! 4BR Countryside Oasis w/ Deck & Lush Garden

Harwich house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$131

Everyone loves this apartment with off-street parking

Arlington apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$203

466 Parker Road

Osterville house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$228

23 Pine Street in Harwich Port 125032

Harwich Port house

3 bedrooms / 1 bathroom / sleeps 7

Price per night from

$200

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

New Marlborough cottage

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 5 minutes

Price per night from

$131

Oceanfront Home with Private Beach!

Sandwich apartment

3 bedrooms / 2 bathrooms / sleeps 6

“Very nice place to stay.” My family had a great time at this beach house. Grandkids loved it. Beach was a bit rocky but they made it work. The house had everything we needed. Thank you. One suggestion would be screens on the windows.

Price per night from

$637

Viewing 38 of 5,552
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

Charming 3br Getaway in Oak Bluffs
Great!!!

I enjoyed my time at this house. Comfortable, clean, it had everything you can possibly need. Alot outdoor seating, fire pit, hammock, grill. … see more
Heart of the Berkshires!
Perfect location for Tanglewood and area attractions

Four of us rented this house for a concert at Tanglewood (two singles, one couple). The three bedrooms were perfect and the mattresses were wonderful! The front yard is big enough to play yard games and the back yard has a small firepit. The kitchen had everything you could imagine (three types of coffee maker, toaster, cutting board, knives, etc.). I wouldn't want to stay anywhere else next time I'm in the area.see more
The Pagodas -Unit 7 - Studio Steps from Bay Beach!
Perfect efficiency condo steps from the beach

This was a quick, end of summer trip to the Cape, and Unit 7 was perfect for what we were looking for. The location was great- right across the street from a beautiful beach. There is a bus stop right in front as well that takes you into Provincetown. The Beach Point Pagodas are very clean, and we loved how quiet it was as well. Restaurants were a short distance away as were two great little markets. The owner was really friendly, helpful, and responsive. I would definitely book again! Thanks for a great stay!see more
Exciting, spacious, vacation condo
Excellent condo, great location

The condo was spacious and clean, great location. I felt like at home. Well appointed home away from home.i hope I will book this location again. … see more
Best of both worlds: beautiful waterfront 3 b/r condo right in town
We couldn't have asked for more!

As two Brits who had never been to the US east coast before, we had no idea what to expect and only had the online pics and owner description to go on when booking this condo. All I can say is WOW - we were not disappointed! Everything was exactly as described/shown in the photos (which is not our experience of European rentals!) and the owner couldn't have been more helpful - even suggesting a range of local restaurants and attractions to visit. The condo is fantastically maintained - clean, bright, beautifully decorated and fully equipped with everything you need for self-catering! You can tell the owner obviously lives here some of the time cos of all the little extra touches like decent mirrors and lighting in the bathroom, sharp knives for cooking (blunt knives are a pet hate!) and loads of coat hangers!! The location is amazing, with a huge deck and steps straight down onto the beach (with lots of pristine deck furniture!) and the town right on the doorstep! We really can't fault anything and are very grateful to the owner for the best holiday rental we have every found!see more
#435: Centrally located, newly furnished, large yard, 5 min to three beaches!
The pictures do not do this hime justice.

The property was absolutely amazing. Plenty of room for the 6 of us. We enjoyed every bit of our stay. The home is stocked with about anything you'd need for a vacation. The ladies at Del Mar were so nice and accommodating. Thank you for a fun Fall vacation! We loved it! … see more

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