Holiday Homes in Southeast Massachusetts

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Featured Holiday Homes in Southeast Massachusetts

Fridge, microwave, oven, stovetop
Make this charming, modern retreat your home away from home!!

Make this charming, modern retreat your home away from home!!

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 AU$473
includes taxes & fees
8 Dec - 9 Dec
Make this charming, modern retreat your home away from home!!
Interior
Charming garden level 1 bedroom 1 bath apartment in Brockton

Charming garden level 1 bedroom 1 bath apartment in Brockton

Brockton
7.6 out of 10, Good, (8)
"Easy to find, very comfortable, clean and convenient"
United States
David W.
The price is AU$240
includes taxes & fees
4 Jan - 5 Jan 2026
Charming garden level 1 bedroom 1 bath apartment in Brockton
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

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

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 AU$629
includes taxes & fees
8 Dec - 9 Dec
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort

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 AU$772
includes taxes & fees
12 Dec - 13 Dec
Cozy Large Home in Harwich with Patio near Wequassett Resort
Property grounds
Big Sandy Beachcomber

Big Sandy Beachcomber

Ponds of Plymouth
9.6 out of 10, Exceptional, (12)
"Our stay was perfect! The house was clean and the host very responsive throughout! Would definitely stay again!"
United States
Ben L.
The price is AU$596
includes taxes & fees
8 Dec - 9 Dec
Big Sandy Beachcomber
Beach
Plymouth MA White Horse Beach Moana

Plymouth MA White Horse Beach Moana

Plymouth
10.0 out of 10, Exceptional, (4)
"Great location "
United States
Shailesh
The price is AU$619
includes taxes & fees
8 Dec - 9 Dec
Plymouth MA White Horse Beach Moana
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

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

2.0 star property
Dennis
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveller
The price is AU$514
includes taxes & fees
8 Dec - 9 Dec
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Sun-loungers, beach towels
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen

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 AU$612
includes taxes & fees
14 Dec - 15 Dec
Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen
Beach nearby, sun-loungers, beach towels
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

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

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 AU$583
includes taxes & fees
14 Dec - 15 Dec
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Beach nearby, sun-loungers, beach towels
Brayton Point Beach Bungalow in Somerset Massachusetts

Brayton Point Beach Bungalow in Somerset Massachusetts

2.0 star property
Somerset
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 AU$345
includes taxes & fees
8 Dec - 9 Dec
Brayton Point Beach Bungalow in Somerset Massachusetts
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

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

2.0 star property
West Brewster
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 AU$1,053
includes taxes & fees
8 Dec - 9 Dec
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Smart TV, fireplace, books
Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod

South Yarmouth
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
The price is AU$824
includes taxes & fees
14 Dec - 15 Dec
Modern Beach & Pond Getaway; Heart of Cape Cod
Beach
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr

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

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 AU$630
includes taxes & fees
8 Dec - 9 Dec
Santorini*themed*priv. yard*near beach* firepit*outdoor shwr
4 bedrooms, desk, free WiFi, bed sheets
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

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 AU$1,001
includes taxes & fees
8 Dec - 9 Dec
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

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

Dennis
10.0 out of 10, Exceptional, (176)
"Excellent property, super clean and location is perfect! "
United States
Karen B.
The price is AU$476
includes taxes & fees
8 Dec - 9 Dec
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Exterior
37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse

37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse

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 AU$512
includes taxes & fees
11 Dec - 12 Dec
37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse
Fridge, microwave, oven, stovetop
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

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

West Brewster
9.6 out of 10, Exceptional, (50)
"House was perfect for our family reunion! "
United States
Gregg H.
The price is AU$788
includes taxes & fees
8 Dec - 9 Dec
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
Fridge, microwave, oven, stovetop
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

Quincy
9.6 out of 10, Exceptional, (50)
"Very clean and stay was enjoyable. "
United States
Sheldon S.
The price is AU$447
includes taxes & fees
8 Dec - 9 Dec
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Property grounds
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston

Quincy
9.6 out of 10, Exceptional, (44)
"Beautiful home! Neighborhood is a little older, but the property is beautiful and close to Boston!"
United States
Christopher S.
The price is AU$530
includes taxes & fees
10 Dec - 11 Dec
383-Spacious NEW townhouse 7 beds 3 baths 20’To Boston
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

The Pet-Friendly Surf Shack Hideaway on the Cove

Eastham
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
The price is AU$761
includes taxes & fees
8 Dec - 9 Dec
The Pet-Friendly Surf Shack Hideaway on the Cove
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.
View all properties
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

Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

10/10 Excellent
"Clean room and very affordable.."
JAYAKRISHNA 1-night trip
Posted 19 hours ago
Hyatt Place Boston/Braintree

Find out more about Southeast Massachusetts

Southeast Massachusetts Holiday Homes information

Number of reviews
668
Accommodation
731 Holiday Homes
Lowest Price
AU$240
Highest Price
AU$1,053