Search Holiday Rentals 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

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
17 Oct - 19 Oct
Next weekend
24 Oct - 26 Oct

Top Holiday Rentals in Southeast Massachusetts

Property grounds
Sandcastle Resort and Club
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (1120)
"Nice affordable place to stay right on thr outskirts of Provincetown. "
The price is ฿3,196
฿3,658 total
includes taxes & fees
19 Oct - 20 Oct
Sandcastle Resort and Club
BBQ/picnic Area
Edgewater Beach Resort, a VRI resort
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (287)
"All around a great place to stay!"
The price is ฿8,111
฿9,283 total
includes taxes & fees
23 Oct - 24 Oct
Edgewater Beach Resort, a VRI resort
Front of property
Holly Tree Resort
Holly Tree Resort
3.0 star property
9.0 out of 10, Wonderful, (358)
"Nice rooms nice property great location"
Holly Tree Resort
Indoor pool, outdoor pool
Brewster Green Resort
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (113)
"Nice big space. "
The price is ฿6,808
฿7,792 total
includes taxes & fees
20 Oct - 21 Oct
Brewster Green Resort
Sun deck
Riverview Resort
Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (166)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
The price is ฿5,831
฿6,674 total
includes taxes & fees
2 Nov - 3 Nov
Riverview Resort
On the beach, white sand
InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (187)
"Great location and helpful staff"
InnSeason Resorts Captain's Quarters
Presidential Penthouse | 1 bedroom, premium bedding, down duvets, memory-foam beds
Thomas Sea Suites
Thomas Sea Suites
3.5 star property
9.2 out of 10, Wonderful, (89)
"Everything about our stay was wonderful. Would definitely stay here again!!"
Thomas Sea Suites
Lobby
Harbourtown Suites
Harbourtown Suites
4.0 star property
9.2 out of 10, Wonderful, (69)
"Great location great staff extremely clean highly Recommend. I can’t wait to go back next summer !"
The price is ฿10,424
฿15,064 total
includes taxes & fees
31 Oct - 1 Nov
Harbourtown Suites
Seasonal outdoor pool
Beachside Village Resort
Beachside Village Resort
3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
Beachside Village Resort
View from property
Harborview Nantucket
Harborview Nantucket
4.0 star property
9.6 out of 10, Exceptional, (14)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
The price is ฿19,545
฿21,832 total
includes taxes & fees
19 Oct - 20 Oct
Harborview Nantucket
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

Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Some things needed updating but otherwise great stay"
Tracy 1-night trip
Posted 1 day ago
Cape Sands Inn

Find out more about Southeast Massachusetts

Search for holiday rentals in Southeast Massachusetts on Expedia! You can easily find your home rentals, villas, holiday apartments in Southeast Massachusetts using one of the methods below:

  • View our selection of featured holiday rentals in Southeast Massachusetts
  • Use the map to find apartments and other holiday homes in the Southeast Massachusetts neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southeast Massachusetts while they last

Look no further and take a look at our great range of rental properties in Southeast Massachusetts!