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Compare 795 Vacation Homes in Southeast Massachusetts with updated reviews, rates, and availability.

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

10.0 out of 10, Exceptional, (95)
"This property is absolutely beautiful, the ocean view is spectacular sunrise and sunset is breathtaking. Thank you Mike and Judy for making our stay possible."
The price is SAR 747
SAR 1,190 total
includes taxes & fees
18 Apr - 19 Apr
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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

10.0 out of 10, Exceptional, (140)
"A long time visitor of 40 years to Nantucket and 5th time renting one of Theresa’s properties. We have never been disappointed with her rentals and her newest cottage rental was an absolute delight to stay in. Everything from bedding to decor to appliances was high end quality and there was an abundance of supplies on hand. The walk to town was less than 10 minutes. The cottage was small but very quaint and we were very comfortable (2 of us and the dog) but easily could’ve had one extra on...
The price is SAR 1,069
SAR 2,289 total
includes taxes & fees
19 Apr - 20 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

9.6 out of 10, Exceptional, (90)
"Wonderful house and very close to the town of Chatham, the lighthouse, fish pier and beaches. "
The price is SAR 353
SAR 1,705 total
includes taxes & fees
17 Apr - 18 Apr
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

10.0 out of 10, Exceptional, (68)
"We had a great stay in the Bayside Jewel. The owner was courteous, available and so helpful! The property is exactly as advertised, fully stocked, and so comfy for our group of 5 adults, one toddler and one infant. The location was convenient for our needs. The garage was a stellar asset and large enough to fit our Grand Wagonerr! We highly recommend this property, its owners and managers!!! Our only disappointment in our trip was the weather. We came a but too early seasonally and the rain all...
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left

WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

10.0 out of 10, Exceptional, (84)
"House was just as it looked in pictures. Great yard and hot tub. Close to all the cape has to offer. Will stay again !"
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (15)
"Hope to be back soon!"
The price is SAR 1,011
SAR 2,261 total
includes taxes & fees
20 Apr - 21 Apr
Sand Bar-Dog Friendly on Cooks Brook Beach

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

10.0 out of 10, Exceptional, (61)
"Such a unique gem, it will delight you in so many ways. Pictures are accurate - even better when you see it. Beds are comfy, decor is uplifting and beautifully done. My sister and I wanted to take my Mom away for a special treat for a weekend and she said she felt like she was whisked away for a magical week. Many restaurants are closed off season; we went to Island Kitchen 2x - fantastic! Could’ve easily shopped and cooked, but nah! Although it is walking distance to everything, mom’s mobility...
The price is SAR 1,463
SAR 2,896 total
includes taxes & fees
20 Apr - 21 Apr
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Nantucket - edge of town

9.8 out of 10, Exceptional, (75)
"The house was adorable - we loved it. "
The price is SAR 627
SAR 1,760 total
includes taxes & fees
27 Apr - 28 Apr
Nantucket - edge of town

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

OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

10.0 out of 10, Exceptional, (103)
"Host was always responsive. Property was even better than listing pictures. Location cannot be beat. The perfect gathering place for our Fall Friends Getaway. Already booked for next year! "
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR

Secluded home with firepit, & scenic yard - near Nauset Beach & shops

8.0 out of 10, Very Good, (38)
"Location was very convenient to all the beaches and hiking! 4 stars for the location and price compared to other options, but be aware that the amenities are pretty basic. The house was adequately sized for our family of four but teens found the beds very small. (Room w 2 twins is clearly geared towards littles, w kitschy Tinkerbell lamps.) As others mentioned, bathroom repairs are needed (instead of fixing the running toilet, they just removed the flusher entirely, plus we noted a few other...
Secluded home with firepit, & scenic yard - near Nauset Beach & shops

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

10.0 out of 10, Exceptional, (150)
"Perfect for our stay, comfortable beds, well stocked kitchen very clean, easy to communicate with owner, nice that it is pet friendly"
The price is SAR 338
SAR 1,172 total
includes taxes & fees
11 May - 12 May
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

9.6 out of 10, Exceptional, (49)
"We had a wonderful time. The home is clean, comfortable, well furnished, and extremely well stocked. Plenty of dish detergent, paper towels, soap, etc. and they even provided travel size containers of shampoo and conditioner. Great location within walking distance to the beach. Would definitely stay here again."
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry

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.

6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

6 Richards Way - New Listing! East Sandwich Home with Hot Tub & Near Beach

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!

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

10.0 out of 10, Exceptional, (73)
"Great location and the house was immaculate. Highly recommend."
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (109)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Cozy Yarmouth Cottage

9.6 out of 10, Exceptional, (5)
"Beautiful and comfortable space perfect for our family of four. "
The price is SAR 420
SAR 1,031 total
includes taxes & fees
21 Apr - 22 Apr
Cozy Yarmouth Cottage
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, (266)
"Check-in was great!"
Edgewater Beach Resort, a VRI resort

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1018)
"Nice location, friendly staff, kitchenette had everything "
The price is SAR 334
SAR 382 total
includes taxes & fees
17 Apr - 18 Apr
Sandcastle Resort and Club

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (165)
"Beautiful property. Lots of amenities. Excellent appliances. Great location. View of the ocean & pool. Peaceful."
The price is SAR 552
SAR 631 total
includes taxes & fees
21 Apr - 22 Apr
InnSeason Resorts Captain's Quarters
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.