Holiday 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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Holiday Homes in Southeast Massachusetts

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 AU$700
includes taxes & fees
14 Sept - 15 Sept
The Flamingo House @OBC Cape Cod Beach Resort-12PPL.HotTub

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 AU$624
includes taxes & fees
29 Sept - 30 Sept
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

The price is AU$782
includes taxes & fees
9 Sept - 10 Sept
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

10.0 out of 10, Exceptional, (117)
"Beautiful property and the hosts were great! "
The price is AU$591
includes taxes & fees
14 Sept - 15 Sept
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!

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 AU$1,206
includes taxes & fees
8 Sept - 9 Sept
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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 AU$534
includes taxes & fees
9 Sept - 10 Sept
Tahiti*sleeps 5*near beach*fire pit*outdoor shower*grill

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 AU$593
includes taxes & fees
8 Sept - 9 Sept
Quaint 1 Bed 1 bath private beach home. Long term renters welcome for winter!

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 AU$532
includes taxes & fees
9 Sept - 10 Sept
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

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 AU$482
includes taxes & fees
14 Sept - 15 Sept
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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

10.0 out of 10, Exceptional, (18)
"Very nice place. I’d stay there again!"
The price is AU$638
includes taxes & fees
8 Sept - 9 Sept
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

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

9.6 out of 10, Exceptional, (98)
"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 AU$689
includes taxes & fees
14 Sept - 15 Sept
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

9.6 out of 10, Exceptional, (47)
"Everything was great clean beautiful house as advertised "
The price is AU$818
includes taxes & fees
14 Sept - 15 Sept
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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."
The price is AU$1,534
includes taxes & fees
5 Oct - 6 Oct
HIGH TIDE - Comfy Home W/Pool, High Tide

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 AU$1,165
includes taxes & fees
15 Sept - 16 Sept
Popponesset-Exclusive Waterfront Home, Firepit, Hot Tub, & central A/C

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"
The price is AU$1,471
includes taxes & fees
17 Sept - 18 Sept
Waterfront on Lake! 6 bd, 2 bth. Central Air. Huge Deck. Paddle boat!

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."
The price is AU$746
includes taxes & fees
2 Oct - 3 Oct
Sleeps 2-8/Soaking Tub/FirePit~Burrows

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 AU$887
includes taxes & fees
10 Sept - 11 Sept
Cozy Large Home in Harwich with Patio near Wequassett Resort

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!"
The price is AU$899
includes taxes & fees
21 Sept - 22 Sept
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

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 AU$773
includes taxes & fees
28 Sept - 29 Sept
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

Top Southeast Massachusetts Hotel Reviews

Find out more about Southeast Massachusetts

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
Accommodation
791 Holiday Homes
Lowest Price
AU$482
Highest Price
AU$1,866

Explore a world of travel with Expedia

Explore a world of travel with Expedia