Search Vacation Homes in Southeast Massachusetts

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

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
Beach nearby

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

10.0 out of 10, Exceptional, (98)
"Wonderful stay at this beautiful property! Great location and everything from the check in to the views were perfect!"
The price is AED 918
AED 1,399 total
includes taxes & fees
15 May - 16 May
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
Exterior

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

10.0 out of 10, Exceptional, (148)
"It was a quick stay unfortunately!! My husband and I loved this place. It had everything we needed and then some. Super easy walk to town. The outdoor space was amazing. It was very quiet and private. Hope to stay in this beautiful house again soon! "
The price is AED 1,377
AED 2,650 total
includes taxes & fees
21 May - 22 May
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Microwave, oven, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (91)
The price is AED 327
AED 1,641 total
includes taxes & fees
15 May - 16 May
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left
Interior

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

10.0 out of 10, Exceptional, (69)
"House is awesome, team is easy to work with. it was a perfect stay. "
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Outdoor spa tub

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

10.0 out of 10, Exceptional, (86)
"Wonderful property!"
The price is AED 1,028
AED 2,497 total
includes taxes & fees
22 May - 23 May
WATERFRONT w/Kayaks & SUP’s ★ Pet friendly ★ HOT TUB★Firepit & FPL★Deck & Patio
Sand Bar-Dog Friendly on Cooks Brook Beach
Fridge, microwave, oven, stovetop

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (16)
"The house was comfortable and proximity to the beach was great. Hosts were attentive and friendly. Thanks for a great stay"
The price is AED 748
AED 1,903 total
includes taxes & fees
14 May - 15 May
Sand Bar-Dog Friendly on Cooks Brook Beach
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
3 bedrooms, desk, iron/ironing board, WiFi

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

10.0 out of 10, Exceptional, (62)
"Great house, all redone, great location. Right at the edge of town but quiet area. "
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Nantucket - edge of town
Exterior

Nantucket - edge of town

9.8 out of 10, Exceptional, (75)
"The house was adorable - we loved it. "
The price is AED 687
AED 1,814 total
includes taxes & fees
21 May - 22 May
Nantucket - edge of town
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
TV, books

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

8.0 out of 10, Very Good, (9)
"Easy walk to Great Pond and the Bay."
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
Exterior

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

10.0 out of 10, Exceptional, (104)
"Fantastic location, right on the beach and convenient to restaurants and shops."
OCEANFRONT, PRIVATE BEACH AND DECK, AMAZING VIEWS, KAYAKS, 2 Story House, 4+BR
Secluded home with firepit, & scenic yard - near Nauset Beach & shops
Exterior

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

8.0 out of 10, Very Good, (38)
"I had a great Labor Day weekend here with my family. The house was very clean and very close to Nauset Light Beach. I would definitely stay here again."
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
Miscellaneous

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 AED 349
AED 1,177 total
includes taxes & fees
26 May - 27 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
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (49)
"This was a lovely home in a very nice location"
Charming cottage with deck, yard, & AC - walk to beach, Main Street, & ferry
Historic Oak Bluffs home, short walk to town, beach, and harbor.
Terrace/patio

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
Smart TV, fireplace, books

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!
Interior

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.
Outdoor dining

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

10.0 out of 10, Exceptional, (73)
"Impressed with everything. Would stay there again."
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Interior

Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista

9.6 out of 10, Exceptional, (110)
"Really amazing, breathtaking views, private! A great retreat for family time. "
Stunning Oceanfront Home With Amazing Views ~ Private Beach - capeoceanvista
Gorgeous Spacious Victorian Cape Code Beach View Retreat
Beach nearby

Gorgeous Spacious Victorian Cape Code Beach View Retreat

Gorgeous Spacious Victorian Cape Code Beach View Retreat
Cozy Yarmouth Cottage
Property grounds

Cozy Yarmouth Cottage

9.6 out of 10, Exceptional, (5)
"Beautiful and comfortable space perfect for our family of four. "
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.
Don't see what you're looking for?
See all available properties in Southeast Massachusetts
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Southeast Massachusetts

Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1022)
"Wonderful and attentive staff!"
The price is AED 426
AED 488 total
includes taxes & fees
26 May - 27 May
Sandcastle Resort and Club
Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (269)
"I love staying here "
The price is AED 777
AED 890 total
includes taxes & fees
14 May - 15 May
Edgewater Beach Resort, a VRI resort
The Cove At Yarmouth
Beach nearby

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (236)
"It is a very nice place to stay"
The price is AED 521
AED 596 total
includes taxes & fees
14 May - 15 May
The Cove At Yarmouth
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.