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
4 Rab. II - 6 Rab. II
In two weeks
11 Rab. II - 13 Rab. II
In one month
25 Rab. II - 27 Rab. II
In two months
23 Jum. I - 25 Jum. I

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, (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 746
SAR 1,182 total
includes taxes & fees
5 Apr - 6 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
Exterior

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."
The price is SAR 6,940
SAR 9,738 total
includes taxes & fees
31 Mar - 1 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
Microwave, oven, stovetop, dishwasher

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

9.6 out of 10, Exceptional, (89)
"Beautiful home! Check in was easy. I had a quick question and the host answered very promptly and was super nice ! House was very clean and the electric fireplace was a plus! We will definitely stay here again! "
The price is SAR 334
SAR 1,561 total
includes taxes & fees
26 Mar - 27 Mar
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, (67)
"My family and I had a wonderful stay at Luxury Bayside Jewel in Squantum, MA, over the holidays, and I cannot recommend this property enough. From the start, the property manager, Susan, made the experience seamless. She was incredibly responsive to all my questions before and during the trip, addressing even the smallest details—like when and where to put the trash out—with patience and care.The home itself exceeded all expectations. Thoughtful touches made us feel welcome from the moment we...
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, (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
Fridge, microwave, oven, stovetop

Sand Bar-Dog Friendly on Cooks Brook Beach

10.0 out of 10, Exceptional, (15)
"Hope to be back soon!"
The price is SAR 879
SAR 2,092 total
includes taxes & fees
31 Mar - 1 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
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, (60)
"Great house, all redone, great location. Right at the edge of town but quiet area. "
The price is SAR 713
SAR 1,965 total
includes taxes & fees
31 Mar - 1 Apr
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 SAR 664
SAR 1,806 total
includes taxes & fees
1 Apr - 2 Apr
Nantucket - edge of town
Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach
Fridge, microwave, oven, stovetop

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
Exterior

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
Exterior

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

8.0 out of 10, Very Good, (37)
"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"
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, (48)
"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.
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, (72)
"We thoroughly enjoyed our stay! The house is lovely! An easy walk to downtown shops and restaurants and a beautiful neighborhood as well! Lisa and Brian are wonderful hosts and are available with anything you may need. A true gem for your Chatham stay!"
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, (108)
"Absolutely gorgeous location with amazing views and lots of privacy in the winter. Will stay again!"
The price is SAR 2,059
SAR 4,049 total
includes taxes & fees
26 Mar - 27 Mar
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. "
The price is SAR 503
SAR 1,133 total
includes taxes & fees
22 Apr - 23 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.
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

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, (261)
"beach was close by on property..the indoor/outdoor pool was nice..the 2 bedroom was overly spacious and well kept ,overall very nice place too stay"
The price is SAR 859
SAR 983 total
includes taxes & fees
26 Mar - 27 Mar
Edgewater Beach Resort, a VRI resort
Sandcastle Resort and Club
Property grounds

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1017)
"Nice location, friendly staff, kitchenette had everything "
The price is SAR 300
SAR 344 total
includes taxes & fees
8 Apr - 9 Apr
Sandcastle Resort and Club
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is SAR 456
SAR 522 total
includes taxes & fees
27 Mar - 28 Mar
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.