Search Vacation Homes in Southeast Massachusetts

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Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Southeast Massachusetts vacation homes

Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort

Vacation Home in Harwich

9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
The price is AED 547
AED 1,863 total
includes taxes & fees
12 Dec - 13 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort
Fridge, microwave, oven, stovetop
Make this charming, modern retreat your home away from home!!

Vacation Home in Wareham

9.6 out of 10, Exceptional, (5)
"Great stay. Clean, comfortable, and exactly as listed. Perfect location with a great backyard to grill or sit by the fire pit. Check-in was easy and the host was very responsive. Would definitely book again!!"
United States
Laura D.
The price is AED 547
AED 1,141 total
includes taxes & fees
10 Dec - 11 Dec
Make this charming, modern retreat your home away from home!!
Beach
Plymouth MA White Horse Beach Moana

Vacation Home in Plymouth

10.0 out of 10, Exceptional, (4)
"Great location "
United States
Shailesh
The price is AED 617
AED 1,492 total
includes taxes & fees
10 Dec - 11 Dec
Plymouth MA White Horse Beach Moana
Interior
Charming garden level 1 bedroom 1 bath apartment in Brockton

Vacation Home in Brockton

7.6 out of 10, Good, (8)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is AED 349
AED 636 total
includes taxes & fees
4 Jan - 5 January 2026
Charming garden level 1 bedroom 1 bath apartment in Brockton
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Vacation Home in Dennis

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
The price is AED 511
AED 1,241 total
includes taxes & fees
10 Dec - 11 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Vacation Home in West Brewster

2.0 star property
10.0 out of 10, Exceptional, (25)
"Beautiful, well appointed home ideally situated for exploring all the Cape has to offer from the Canal to Provincetown. Very enjoyable and relaxing vacation venue."
United States
Art T.
The price is AED 459
AED 2,522 total
includes taxes & fees
12 Dec - 13 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Beach
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

Vacation Home in Plymouth

10.0 out of 10, Exceptional, (18)
"Fun spot for the family or a group. Simple, but clean and themed well. "
United Kingdom
Kyle J.
The price is AED 636
AED 1,519 total
includes taxes & fees
10 Dec - 11 Dec
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Vacation Home in Chatham

9.6 out of 10, Exceptional, (101)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is AED 327
AED 1,495 total
includes taxes & fees
14 Dec - 15 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Sun loungers, beach towels
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Vacation Home in Bayside

9.8 out of 10, Exceptional, (15)
"Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. "
United States
Candice C.
The price is AED 625
AED 1,475 total
includes taxes & fees
14 Dec - 15 Dec
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Vacation Home in West Brewster

9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AED 485
AED 1,903 total
includes taxes & fees
14 Dec - 15 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Beach nearby, sun loungers, beach towels
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Vacation Home in Plymouth

10.0 out of 10, Exceptional, (129)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
The price is AED 918
AED 1,407 total
includes taxes & fees
14 Dec - 15 Dec
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Vacation Home in Dennis

9.8 out of 10, Exceptional, (177)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is AED 327
AED 1,148 total
includes taxes & fees
10 Dec - 11 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Beach nearby, sun loungers, beach towels
Brayton Point Beach Bungalow in Somerset Massachusetts

Vacation Home in Somerset

2.0 star property
10.0 out of 10, Exceptional, (4)
"Brilliant house. Everything we needed was there. Area was quiet, lovely setting. Amazing hosts made us feel at home."
United Kingdom
Ann R.
The price is AED 533
AED 833 total
includes taxes & fees
10 Dec - 11 Dec
Brayton Point Beach Bungalow in Somerset Massachusetts
Exterior
37 - 3BR Quincy - Cozy Townhouse near Adams Park

Vacation Home in Quincy

9.2 out of 10, Wonderful, (36)
"property was as described, very clean and remodeled. Owner was a pleasure to deal with. Would stay again in the future. "
United States
Andrew A.
The price is AED 356
AED 1,152 total
includes taxes & fees
11 Dec - 12 Dec
37 - 3BR Quincy - Cozy Townhouse near Adams Park
Fridge, microwave, oven, stovetop
39 - 3BR - Quincy Stunning Townhouse near Adams

Vacation Home in Quincy

9.6 out of 10, Exceptional, (50)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is AED 559
AED 1,400 total
includes taxes & fees
14 Dec - 15 Dec
39 - 3BR - Quincy Stunning Townhouse near Adams
4 bedrooms, desk, free WiFi, bed sheets
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Vacation Home in Eastham

10.0 out of 10, Exceptional, (2)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
The price is AED 708
AED 2,424 total
includes taxes & fees
10 Dec - 11 Dec
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Smart TV, fireplace, books
Modern Beach & Pond Getaway; Heart of Cape Cod

Vacation Home in South Yarmouth

10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
The price is AED 592
AED 2,031 total
includes taxes & fees
13 Dec - 14 Dec
Modern Beach & Pond Getaway; Heart of Cape Cod
Fridge, microwave, oven, stovetop
Family Cottage Close to Beach!!

Vacation Home in Harwichport

9.8 out of 10, Exceptional, (75)
"Check in was easy, loved the back yard and kitchen. Clean lovely space. Easy to get to beaches and town. We had a great vacation in Harwich!"
United States
Jeannine A.
The price is AED 664
AED 2,190 total
includes taxes & fees
10 Dec - 11 Dec
Family Cottage Close to Beach!!
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Vacation Home in Wellfleet

10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
The price is AED 512
AED 1,591 total
includes taxes & fees
14 Dec - 15 Dec
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Property grounds
Charming 2-bedroom building in delightful Hull with ocean view

Vacation Home in Nantasket Beach

9.6 out of 10, Exceptional, (5)
"Stayed with family for a wedding reception close by. Location is outstanding. Walkable to all the beach restaurants and beach. "
United States
Sarah S.
The price is AED 511
AED 1,009 total
includes taxes & fees
4 Jan - 5 January 2026
Charming 2-bedroom building in delightful Hull with ocean view
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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Top Southeast Massachusetts Hotel Reviews

Hilton Garden Inn Foxborough Patriot Place

Hilton Garden Inn Foxborough Patriot Place

10/10 Excellent
"Clean and close to our party... a short walk!"
Kathryn 1-night trip
Posted 2 days ago
Hilton Garden Inn Foxborough Patriot Place

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