Southeast Massachusetts Holiday Rentals

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Holiday Rentals in Southeast Massachusetts

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (336)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (117)
"Super clean and a really large space! "
United States
Linda
The price is AU$409
includes taxes & fees
26 Oct - 27 Oct
Brewster Green Resort
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (1127)
"Right on the beach, outstanding room/views"
United States
Kris
The price is AU$173
includes taxes & fees
26 Oct - 27 Oct
Sandcastle Resort and Club
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! "
United States
Kate
The price is AU$1,032
includes taxes & fees
26 Oct - 27 Oct
Harborview Nantucket
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (288)
"All around a great place to stay!"
United States
Samantha
The price is AU$359
includes taxes & fees
31 Oct - 1 Nov
Edgewater Beach Resort, a VRI resort
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 !"
United States
James
The price is AU$712
includes taxes & fees
24 Oct - 25 Oct
Harbourtown Suites
Thomas Sea Suites
3.5 star property
9.0 out of 10, Wonderful, (91)
"Excellent "
United States
Tin
Thomas Sea Suites
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
10.0 out of 10, Exceptional, (128)
"Numerous options of comfortable seating to enjoy great open ocean view. "
United States
Jen
The price is AU$597
includes taxes & fees
24 Oct - 25 Oct
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
The Charming Gem Near The Water!
9.6 out of 10, Exceptional, (34)
"This was wonderful clean comfortable inviting and relaxing place to stay and would definitelyreturn in the future ."
United States
Elizabeth C.
The price is AU$343
includes taxes & fees
26 Oct - 27 Oct
The Charming Gem Near The Water!
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (24)
"Very nice house and neighborhood. We enjoyed our stay very much and hope to return next year!"
United States
Lisa D.
The price is AU$1,002
includes taxes & fees
18 Nov - 19 Nov
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Charming cottage overlooking the bay in Padanaram Village.
2.0 star property
10.0 out of 10, Exceptional, (8)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is AU$583
includes taxes & fees
3 Nov - 4 Nov
Charming cottage overlooking the bay in Padanaram Village.
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."
United States
Kathleen
Riverview Resort
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.6 out of 10, Exceptional, (29)
"Great visit! Clean property a bit tucked in the woods but overall close to everything and a great spot for the price!"
United States
Christian B.
The price is AU$546
includes taxes & fees
3 Nov - 4 Nov
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (99)
"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. "
United States
Mike D.
The price is AU$638
includes taxes & fees
27 Oct - 28 Oct
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
10.0 out of 10, Exceptional, (65)
"House is beautiful and roomy with a wonderful water view. Elina and Jack were wonderful hosts and very attentive. Would definitely want this rental again on our next return to Plymouth."
United States
cheryl s.
The price is AU$1,095
includes taxes & fees
27 Oct - 28 Oct
Home with spectacular panoramic ocean views from a bluff high above Cape Cod Bay
Ocean Dreams, Waves as far as the eyes can see...........
9.8 out of 10, Exceptional, (155)
"Beautiful beach house with everything we needed and the location can’t be beat. Hope to stay again the next time I’m looking for ocean views and beach time!"
United States
Elise T.
The price is AU$1,446
includes taxes & fees
24 Oct - 25 Oct
Ocean Dreams, Waves as far as the eyes can see...........
Sal's Place
2.0 star property
The price is AU$890
includes taxes & fees
24 Oct - 25 Oct
Sal's Place
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
9.8 out of 10, Exceptional, (29)
"We loved the cottage itself and location. It was outside of Nantucket but it was super easy to get to with the shuttle and the perk of being outside of town is that it was very peaceful. Lots to do on the island itself and surrounding areas. We would stay again. "
United States
Nicole M.
The price is AU$1,938
includes taxes & fees
24 Oct - 25 Oct
Charming Post and Beam Cottage! Walk to the beach, Tennis, Bike Path, & Shuttle
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
9.8 out of 10, Exceptional, (26)
"The space was perfect for our needs. The beds were comfortable, the rooms were very clean. If needed, we would definitely come back to this rental."
United States
Lynn
The price is AU$655
includes taxes & fees
1 Nov - 2 Nov
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Coastal Haven in West Dennis -15
2.0 star property
The price is AU$1,200
includes taxes & fees
30 Oct - 31 Oct
Coastal Haven in West Dennis -15
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

Find out more about Southeast Massachusetts

Everything you need to know about Southeast Massachusetts holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Massachusetts holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southeast Massachusetts holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southeast Massachusetts holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southeast Massachusetts. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southeast Massachusetts holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southeast Massachusetts holiday rentals we have selected for you start as low as AU$173 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southeast Massachusetts rentals

At Expedia, we put the best Southeast Massachusetts holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southeast Massachusetts rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southeast Massachusetts holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southeast Massachusetts. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.