A lake surrounded by autumn-colored trees.

Southeast Massachusetts Holiday Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Southeast Massachusetts holiday rentals

Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (135 reviews)
"Mike is the best. Very clean environment and family welcome"
United States
Catherine
The price is S$514
includes taxes & fees
7 Jul - 8 Jul
Brewster Green Resort
Private beach

Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (328 reviews)
"Clean rooms, excellent staff. "
United States
Jessica
Edgewater Beach Resort
Beach/ocean view

Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,195 reviews)
"Great value and a beautiful location!"
United States
Robert
The price is S$451
includes taxes & fees
12 Jul - 13 Jul
Sandcastle Resort and Club
Living area

Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (108 reviews)
"Location Location Location!!!"
United States
David
The price is S$549
includes taxes & fees
21 Jul - 22 Jul
Thomas Sea Suites
Private beach nearby, beach bar

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (362 reviews)
"The condo had everything we needed, and was clean, however there were a lot of ants on the main floor, mostly in the kitchen. This should definitely be looked into and maybe some traps set. There was a washer/dryer which was great and room service each day to change towels."
Canada
Rylea
The price is S$746
includes taxes & fees
7 Jul - 8 Jul
The Club at New Seabury
Interior

Pet-friendly Wareham Retreat Near Onset Beach!

Pet-friendly Wareham Retreat Near Onset Beach!
3.0 star property
Wareham
The price is S$330
includes taxes & fees
27 Jul - 28 Jul
Pet-friendly Wareham Retreat Near Onset Beach!
5 bedrooms, desk

Water Access 5-bed 2-bath Retreat

Water Access 5-bed 2-bath Retreat
2.0 star property
Hyannis
The price is S$1,312
includes taxes & fees
7 Jul - 8 Jul
Water Access 5-bed 2-bath Retreat
Interior

5 Mi to Beach: Cape Cod Getaway w/ Grill

5 Mi to Beach: Cape Cod Getaway w/ Grill
3.0 star property
Sandwich
The price is S$774
includes taxes & fees
20 Jul - 21 Jul
5 Mi to Beach: Cape Cod Getaway w/ Grill
Interior

Walk to Swift's Beach! Classic Cottage w/ Deck

Walk to Swift's Beach! Classic Cottage w/ Deck
3.0 star property
Wareham
10.0 out of 10, Exceptional, (1 review)
"3 of us had a great time in Wareham. The cottage was exactly as advertised and close to many beaches"
United States
Tracy
The price is S$703
includes taxes & fees
8 Jul - 9 Jul
Walk to Swift's Beach! Classic Cottage w/ Deck
Interior

Steps to Commercial St! Lofted Provincetown Gem

Steps to Commercial St! Lofted Provincetown Gem
4.0 star property
Provincetown
The price is S$827
includes taxes & fees
19 Jul - 20 Jul
Steps to Commercial St! Lofted Provincetown Gem
Interior

Walk to Commercial Street! Couples Retreat w/ Deck

Walk to Commercial Street! Couples Retreat w/ Deck
3.0 star property
Provincetown
The price is S$793
includes taxes & fees
19 Jul - 20 Jul
Walk to Commercial Street! Couples Retreat w/ Deck
Interior

1 Mi to Ferry: 'sea Street Cottage' in Hyannis

1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3.0 star property
Hyannis
8.0 out of 10, Very good, (1 review)
"The cottage is in a great location close to Main Street and the harbor. Easy parking at the cottage and it’s in a walkable area. Decor is cute and nautical, but it does feel like the cottage is missing a few things. It sleeps 4, but there is not enough seating for 4 in the living room. An additional comfortable chair would be nice. A stackable washer and dryer would also be great, but there is very little space for anything- we even had trouble finding spots for our luggage. The fridge door...
United States
Christa
1 Mi to Ferry: 'sea Street Cottage' in Hyannis
3 bedrooms, desk

Coastal Haven in West Dennis -15

Coastal Haven in West Dennis -15
2.5 star property
West Dennis
The price is S$1,132
includes taxes & fees
12 Jul - 13 Jul
Coastal Haven in West Dennis -15
Interior

Gillette Soccer Event HQ < 1 Mi to Patriot Place!

Gillette Soccer Event HQ < 1 Mi to Patriot Place!
3.0 star property
Foxborough
The price is S$1,691
includes taxes & fees
1 Aug - 2 Aug
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
Interior

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is S$1,714
includes taxes & fees
13 Jul - 14 Jul
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
Interior

3 Mi to Onset Beach & Village! Pet-friendly Apt

3 Mi to Onset Beach & Village! Pet-friendly Apt
3.0 star property
Wareham
The price is S$330
includes taxes & fees
13 Jul - 14 Jul
3 Mi to Onset Beach & Village! Pet-friendly Apt
Interior

3 Mi to Main Street: Newly Renovated Wareham Apt!

3 Mi to Main Street: Newly Renovated Wareham Apt!
3.0 star property
Wareham
The price is S$330
includes taxes & fees
8 Jul - 9 Jul
3 Mi to Main Street: Newly Renovated Wareham Apt!
Lobby

Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
8.8 out of 10, Excellent, (291 reviews)
"Amazing location we loved it"
United States
MARLYN
The price is S$667
includes taxes & fees
8 Jul - 9 Jul
Kasa Boston at Fenway
Iron/ironing board, free WiFi

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
The price is S$402
includes taxes & fees
7 Jul - 8 Jul
The Concord Hotel
Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (180 reviews)
"Room was clean and near the shops of Back Bay"
United States
Steven
The price is S$317
includes taxes & fees
20 Jul - 21 Jul
Maverick Suites at 245 Newbury St
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

Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Front desk staff and breakfast staff excellent! Always friendly with a smile and always so helpful. Property could definitely be better maintained. Being an annual guest for many years you can see the difference in new hires help."
Mindy 3-night trip
Posted less than an hour ago
Bayside Resort Hotel