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Compare 642 Vacation Homes in Southeast Massachusetts with updated reviews, rates, and availability.

Cozy 4 bedroom cottage in town, with parking

2.0 star property
10.0 out of 10, Exceptional, (5)
"James was an absolute pleasure of a host. Made sure to tell us the basic ground rules without being over bearing - and was super responsive via text. The location was perfect, and I had the best 30th birthday weekend with my best friends. Highly recommend booking with him. "
Cozy 4 bedroom cottage in town, with parking

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (139)
"The house was just as described. Beautiful, comfortable and it had everything we could possibly need. Peaceful, quiet, and a very convenient location."
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Waterfront, Incredible Views and Private Dock!

9.4 out of 10, Exceptional, (3)
"Location was great for us. Beds were very clean and comfortable and many bedrooms. Kitchen view was amazing and appliances worked well. Overall, very nice, quiet vacation home. "
Waterfront, Incredible Views and Private Dock!

Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

10.0 out of 10, Exceptional, (22)
"Thank you Thomas and Julie, had a great week, so convenient and Welcoming. "
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

East Orleans - walk to Nauset Beach

10.0 out of 10, Exceptional, (71)
"Very comfortable home, great location. We look forward to staying here again."
East Orleans - walk to Nauset Beach

Historic Oak Bluffs home, short walk to town, beach, and harbor.

9.6 out of 10, Exceptional, (28)
"We enjoy it all. "
Historic Oak Bluffs home, short walk to town, beach, and harbor.

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

8.0 out of 10, Very Good, (9)
"We plan to come back. This was a great place for 3 couples. We had a little problem with bugs but nothing we couldn’t handle. Close to the bay and everything we wanted. Definitely a good experience. Recommend"
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!

9.8 out of 10, Exceptional, (114)
"It was difficult with 7 women staying there & only 2 bathrooms."
Welcoming dog-friendly 5-bedroom retreat just across from SeaView Beach!

Fantastic lakefront home with firepit, game room, fireplace & W/D - dog-friendly

9.6 out of 10, Exceptional, (28)
"Nice location beautiful views of lake"
Fantastic lakefront home with firepit, game room, fireplace & W/D - dog-friendly

Charming Cape Cod get away on Great Pond with porch!

9.8 out of 10, Exceptional, (27)
"Reasonably priced and very comfortable."
Charming Cape Cod get away on Great Pond with porch!

Beautifully Renovated Main Street Cottage- Great Location

10.0 out of 10, Exceptional, (108)
"Great communication from the owner. It was a very clean home, 10-15 minute walk from town. Would definitely return!"
Beautifully Renovated Main Street Cottage- Great Location

Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches

10.0 out of 10, Exceptional, (89)
"My friends and I stayed at this wonderful property for my birthday celebration. We had a wonderful time. This is the best supplied Vrbo house I have ever stayed in and I have stayed in many. Korrie is a perfect host and her house is amazing. Great for a family with kids in that there are 2 separate fun areas for kids and grownups! We played ping pong and put puzzles together. The first floor bedroom is perfect for those who don't love stairs. I rate this house as 5/5 stars! Thank you...
Idyllic Vineyard House in Desirable Katama/Edgartown – Walk/Bike to Town/Beaches

WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!

9.8 out of 10, Exceptional, (54)
"This is as described by other reviews - a comfortable older home in an unbeatable location - with deer wandering through the yard every day of our stay! We love Madaket! Richard was great ! We will be returning!"
WALK THROUGH THE MOORS BY LONG POND TO DIONIS BEACH | bikes & beach gear incl!

Family-Friendly Beach House

Family-Friendly Beach House

Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

9.2 out of 10, Wonderful, (14)
"We loved a lot about this house. It has plenty of bedrooms with comfortable beds and A/C throughout. There are two bathrooms and an outdoor shower, which is convenient for a larger group. The kitchen is well-stocked and has both a large dining table and an island/breakfast bar for eating. The location is on a quiet woodsy street just a few minutes bike ride from the bike path and a 10-15 minute bike ride from 2 wonderful National Seashore ocean beaches. We used our car to get to the beach only...
Dog-friendly home with enclosed yard & firepit - near Rail Trail & beaches

Martha’s Vineyard 4BR Home-Katama Edgartown South Beach Area-open Mem Day wknd

9.8 out of 10, Exceptional, (49)
"We enjoyed our stay at this property. We didn’t spend a lot of time at the house but it certainly served its purpose. I think it would be a great place to stay in the summer with its proximity to the beach and bike path. The only minus was having to drive the long way around because of the horrible condition of the main dirt road. All that said, I would certainly stay there again!"
Martha’s Vineyard 4BR Home-Katama Edgartown South Beach Area-open Mem Day wknd

Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

7.4 out of 10, Good, (3)
"We had a wonderful early-June weekend stay at this charming house minutes walk from town. Highlights were reading on the rocking chair on the deck and playing games in the screened-in porch. Everything looks just like in the listing - charming, warm, like staying at your grandpa's beach house. There were a few bumps - the listed dryer was in a locked shed, a faucet wasn't working - but our sense was this is a new listing and details are still being ironed out. None of that interfered with our...
Inviting, two-story home with a large yard, sunroom, balcony, & washer/dryer

45B Beautiful Large Home Near Town Center

9.8 out of 10, Exceptional, (44)
"The host was very responsive and accommodating before/during our stay! The house was clean, spacious, well stocked, and well located. We really enjoyed the outdoor space as well. Highly recommend this house if you’re visiting Nantucket. "
45B Beautiful Large Home Near Town Center

Beautiful Great Island Ocean Club Home (2368)

10.0 out of 10, Exceptional, (4)
"Our stay here was nothing but amazing! The house was clean and beautiful. A 2 min walk to the beach and pool. Loaded with beach chairs and beach toys/floats. They also had a ping pong table, cornhole, basketball and a bunch of other games. Check in was very easy and convenient. Definitely recommend! "
Beautiful Great Island Ocean Club Home (2368)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Southeast Massachusetts

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (257)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
The price is SAR 746
SAR 854 total
includes taxes & fees
24 Feb - 25 Feb
Edgewater Beach Resort, a VRI resort

*Oceanfront Beach Home*

10.0 out of 10, Exceptional, (77)
"Salt Eire provided the best weekend getaway when we visited the cape for the polar express. Winter is off season for the cape but the home was gorgeous, right on the beach, and decorated for the holidays. We loved bundling up and running on the beach with our kids. The home provided a comfortable and cozy stay for our two families - 4 adults and 3 kids - and we created core memories we’ll all remember.forever. "
*Oceanfront Beach Home*

Courtyard Resort

3.0 star property
8.4 out of 10, Very Good, (49)
"Great for short or extended stay. "
The price is SAR 384
SAR 440 total
includes taxes & fees
24 Feb - 25 Feb
Courtyard Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.