Search Vacation Homes in Southeast Massachusetts

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Vacation Homes in Southeast Massachusetts

Our top choices for Southeast Massachusetts vacation homes

The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
Interior

The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub

9.4 out of 10, Exceptional, (8)
"Beautiful house perfect location ideal for all aspects of a vacation."
The price is SAR 191
SAR 1,941 total
includes taxes & fees
7 Sep - 8 Sep
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Beach

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was perfect. Fenced in large back yard, quiet neighborhood, centrally located to everythjng. House was clean & neat neat "
The price is SAR 709
SAR 1,517 total
includes taxes & fees
29 Sep - 30 Sep
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Outdoor dining

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach

The Mod Pod~2 bd/2.5 bth/dog/games/steps to beach
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Beach nearby, sun loungers, beach towels

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

10.0 out of 10, Exceptional, (117)
"Beautiful property and the hosts were great! "
The price is SAR 938
SAR 1,438 total
includes taxes & fees
14 Sep - 15 Sep
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Fridge, microwave, oven, stovetop

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

2.0 star property
10.0 out of 10, Exceptional, (19)
"We’d loved our stay. Great house in a great neighborhood. Would love to stay here again!"
The price is SAR 765
SAR 2,937 total
includes taxes & fees
8 Sep - 9 Sep
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Beach

Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

10.0 out of 10, Exceptional, (11)
"it was very clean and felt safe great location. Johanna couldn’t be nicer or more helpful, I highly recommend these cottages."
The price is SAR 524
SAR 1,298 total
includes taxes & fees
9 Sep - 10 Sep
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
On the beach, sun loungers, beach towels

Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

10.0 out of 10, Exceptional, (17)
"We had a great stay at Oceans 11! The home is beautiful, it was incredibly clean, and very well stocked! We look forward to staying here again!!"
The price is SAR 604
SAR 1,446 total
includes taxes & fees
8 Sep - 9 Sep
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
Beach

Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill

10.0 out of 10, Exceptional, (14)
"Our family thoroughly enjoyed our 5 day stay at the end of July. The location was perfect... a less than 10 minute stroll on a sidewalk to a wide, sandy beach and about a 15 min drive to the shops and restaurants of downtown Plymouth."
The price is SAR 520
SAR 1,294 total
includes taxes & fees
9 Sep - 10 Sep
Oahu*sleeps 5*near beach*outdoor shower*firepit*gas grill
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

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

10.0 out of 10, Exceptional, (164)
"This vrbo is in the perfect location! Short walk to the beach, great sun room, and great outdoor area. Everything you need from a grocery store, to diners are a very short drive or walk!"
The price is SAR 334
SAR 1,173 total
includes taxes & fees
14 Sep - 15 Sep
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Beach

Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

10.0 out of 10, Exceptional, (18)
"Very nice place. I’d stay there again!"
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
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, (97)
"Stayed here for a weekend with my fiance and our dog and it was perfect. Short 5 minute drive from downtown and all the great restaurants and shopping. Very dog friendly with fenced in backyard. "
The price is SAR 431
SAR 1,676 total
includes taxes & fees
14 Sep - 15 Sep
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, oven, stovetop

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

9.6 out of 10, Exceptional, (47)
"Everything was great clean beautiful house as advertised "
The price is SAR 533
SAR 1,994 total
includes taxes & fees
14 Sep - 15 Sep
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
HIGH TIDE - Comfy Home W/Pool, High Tide
Fridge, microwave, oven, stovetop

HIGH TIDE - Comfy Home W/Pool, High Tide

9.6 out of 10, Exceptional, (42)
"The house was very clean and I loved the outdoor shower."
HIGH TIDE - Comfy Home W/Pool, High Tide
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
Outdoor dining

Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

10.0 out of 10, Exceptional, (179)
"The best and the most relaxing stay in Cape Cod. Close to ocean, breathtaking views , beautiful and very comfortable house. "
The price is SAR 934
SAR 2,839 total
includes taxes & fees
15 Sep - 16 Sep
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Exterior detail

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

10.0 out of 10, Exceptional, (30)
"Good location, pretty spot on pond. Nice deck plenty of room for family of 12"
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Outdoor dining

Sleeps 2-8/Soaking Tub/FirePit~Burrows

10.0 out of 10, Exceptional, (7)
"Very cute and comfortable 3-bedroom home. The kitchen is nice and big and very well stocked. We enjoyed the large deck."
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Cozy Large Home in Harwich with Patio near Wequassett Resort
Exterior

Cozy Large Home in Harwich with Patio near Wequassett Resort

9.8 out of 10, Exceptional, (10)
"We had a great time here - the kids’ room is truly special!"
The price is SAR 747
SAR 2,157 total
includes taxes & fees
10 Sep - 11 Sep
Cozy Large Home in Harwich with Patio near Wequassett Resort
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Dining

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

9.4 out of 10, Exceptional, (3)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Cozy three-bedroom home close to Boston
Property grounds

Cozy three-bedroom home close to Boston

10.0 out of 10, Exceptional, (37)
"Confortable Beds, easy to find, close to the T to get in and out of town easily. Friendly hosts. Highly recommend "
The price is SAR 827
SAR 1,825 total
includes taxes & fees
19 Sep - 20 Sep
Cozy three-bedroom home close to Boston
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Massachusetts Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Wonderful!"
Zilanda 2-night trip
Posted 4 days ago
Margaritaville Resort Cape Cod
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

10/10 Excellent
"Good value"
Eric 1-night trip
Posted 4 days ago
Hotel 1620 Plymouth Harbor

Explore a world of travel with Expedia

Explore a world of travel with Expedia