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Vacation Rentals & Cabins in Massachusetts

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3,655 cabins

Skip to beach! Condo across from beach!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 25 minutes

Price per night from

$171

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

$97

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

$214

145 Wauwinet Road, Nantucket, MA

Siasconset house

5 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$708

Chatham Cape Cod Vacation Rental (13059)

Chatham house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$457

Victorian at Artist Common

Belchertown farmhouse

6 bedrooms / 3 bathrooms / sleeps 14

Price per night from

$516

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

$200

JOHAM - Pristne Tashmoo Cove Condominimum, Association Pool and Tennis

Vineyard Haven house

3 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$371

4 Fargo Way, Nantucket, MA

Siasconset house

4 bedrooms / 2 bathrooms / sleeps 9

Price per night from

$447

Quiet 'Sconset Cottage

Siasconset house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$578

18 Brant Point Road, Nantucket, MA

Siasconset house

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,975

Amazing In-town Built in 1820 Fully Renovated 2014

Nantucket house

4 bedrooms / 3 bathrooms / sleeps 10

Price per night from

$1,137

Fabulous beach house on beautiful Sandy Cove

Cohasset house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$909

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

Wellfleet house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$132

Ocean View Condo across from Beach with pool!

Dennis Port condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 4 minutes

Price per night from

$171

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

$1,370

#505: Walk to Nauset Beach! Private yard & large private patio!

Orleans house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$138

5 Wherowhero Lane, Nantucket, MA

Siasconset house

3 bedrooms / 17 bathrooms / sleeps 26

Price per night from

$593

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

Harwich house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$253

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!

Monterey cottage

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 44 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.

Responds fast! avg. 3 hours 0 minutes

Price per night from

$631

70 Vestal Street, Nantucket, MA

Siasconset house

5 bedrooms / 5 bathrooms / sleeps 11

Price per night from

$837

Chatham Cape Cod Vacation Rental (8233)

Chatham house

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$500

2 Sandpiper Way, Nantucket, MA

Siasconset house

2 bedrooms / 1 bathroom / sleeps 4

Price per night from

$163

244 Phillips Rd

Sagamore Beach cottage

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$129

Prime ocean front location on Duxbury Beach

Duxbury apartment

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$355

48 Lovers Lane, Nantucket, MA

Siasconset house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$520

Dennis Port walk to beach!

Dennis Port house

3 bedrooms / 1 bathroom / sleeps 7

“Relaxing..near the beach and centrally located” We truly enjoyed this cozy cottage...The beach was s short walk away and restaurants and shopping plazas where nearby. Getting to all parts of the cape was easy. We would definitely rent again.

Responds fast! avg. 1 hour 25 minutes

Price per night from

$227

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

Centerville house

4 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$278

CHAPH - Park House Luxury Home, Private Pool surrounded by Bluestone Patio, Bea

Edgartown house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$1,000

Escape to the Berkshires!

Becket house

4 bedrooms / 3 bathrooms / sleeps 8

Price per night from

$312

15 McKinley Avenue, Nantucket, MA

Siasconset house

6 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$891

One Bedroom Loft Apartment B at Cedar Hill Farm B & B

Essex apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$211

60 Ploughed Neck Rd.

East Sandwich farmhouse

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$170

South Chatham Cape Cod Vacation Rental (2400)

Chatham house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$343

Viewing 38 of 3,655
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

#429: Walk to Herring Pond! 2 min drive to First Encounter Beach! Dog friendly!
Nice location, big enough for large family

I'll start my review with the negatives and end on a positive note! I saw the previous reviews on pots/pans needing update, so we brought 2 of our own and glad I did. I searched each cabinet for serving bowls and never did find any. We had our 2 infant grandchildren w us, one of whom is crawling. I knew going in that this was a dog friendly house, but I was still amazed at the amount of pet hair on my grandson's hands after crawling on the living room rug. I found a vacuum and was able to get most of it up. There were 8 adults in our party and 2 infants. We had our daughter and son in law in the finished basement and our only gripe here was how hot it was. No AC (no windows to put in) but it was pretty warm and that was September. Can;t fathom what July/August would've been like, but the space itself was very nice. Positives - the house was big enough for our entire group and we never felt like we were bumping into each other. The yard was large and lots of fun for outdoor games. Furniture in living room was a bit outdated, but comfy enough for our group. Outdoor seating on the super large deck was perfect. We loved the pond across the street and First Encounter Beach was a mile away for beautiful sunsets. We did have a (non) issue in our bedroom and my husband called and within 15 minutes, someone was out there to check. Pretty impressive, considering it was a Saturday that we called. RT 6 was pretty easy to get to and location of Eastham was perfect for us. All in all, the house was what we were looking for and I would recommend! … see more
Walk to Mayflower Beach!
Mayflower Beach House

Such a wonderful experience staying at this gorgeous home! The layout was spacious and plenty of room for out group of 9. The house was so well equipped for all dining needs . The grounds were beautiful with flower gardens and a rock waterfall, so nice! The house was in a central location , great neighborhood, and was amazing for either a 15 minute walk to the beach or just relaxing around the house. Thanks to Mark And Lynn for their great communication as well, an all around great experience ! … see more
The Pagodas -Unit 7 - Studio Steps from Bay Beach!
Lovely stay

My husband and I booked this trip very last minute and were very pleased with our stay. Room was small but good for us. The most important thing was how clean it was! Kudos to the housekeeping staff for how spotless they made the room. Great location, right across the street to a private beach and walking distance to a wonderful breakfast place. Owner was a pleasure to work with prior to our trip. Only downside for me was the unit was in the back so no beach view but lovely view from the outside deck. Overall,enjoyed our stay. … see more
#612: Stunning views of Nantucket Sound, wrap around deck, walk to beach!
Beautiful spot

Great location on the Cape , easy walk to ocean , in the evening spotted a wild coyote to be careful with small dogs an children . … see more
#631: Spacious, New Construction, Supreme Location, Central A/C!
Beautiful spacious house!

The house was perfect. Beautiful, spacious, updated. We very much enjoyed our time here. The house exceeded all expectations! … see more
Karen's Cape House - w/ AC; .2 Mi to Wings Cove Beach 1.8 Mi to Bass River Beach
Relaxing Thanksgiving

First Jack and Karen were amazing to work with! They provided exactly what we needed to spend our Thanksgiving with our very small bubble during a pandemic. The house was very clean when we arrived and we had everything we needed. Everything was comfortable and just roomy enough for my family to stay a week, even w/ 2 visitors who quarantined prior to our arrival (we came from VA so all needed to get COVID tested d/t MA rules which we did not mind at all!). We will definitely recommend to others and will look into staying again in the future! Thanks again for everything! … see more

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