Southeast Massachusetts Holiday Rentals

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Holiday Rentals in Southeast Massachusetts

Property grounds
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (916)
"This is a nice location, with clean rooms. There is a murphy bed, which honestly was very comfortable, and it was nice to be able to fold it away. The room was very spacious and clean, and it is definitely a benefit to have a mini kitchen in the room. The kitchen is fully equipped to be able to make breakfast (stove, pans, coffee machine, microwave). We stayed in May which for us was great as the whole place was quiet and relaxed"
The price is NZ$242
per night
28 May - 29 May
Sandcastle Resort and Club
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Loved this property "
Holly Tree Resort by VRI Americas
Children's play area - outdoor
Cape Winds Resort by VRI Americas
3.5 star property
8.8 out of 10, Excellent, (389)
"The facilities are old and there are things that do not work well"
The price is NZ$245
per night
28 May - 29 May
Cape Winds Resort by VRI Americas
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Fridge, microwave, oven, stovetop
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
Property grounds
2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
10.0 out of 10, Exceptional, (73)
"Fabulous space and easy to work with the Property Manager."
2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
Property grounds
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
9.6 out of 10, Exceptional, (15)
"Lots of fun for more than one family to stay!"
Historic Cape home with private pool, tennis court, summer kitchen, & game barn
Exterior
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
9.4 out of 10, Exceptional, (31)
"Beautiful home. Beautiful beaches nearby. Lovely fenced yard."
Dog-friendly home with firepit, deck & washer/dryer - walk to Sandy Neck Beach
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Interior
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
9.6 out of 10, Exceptional, (110)
"It was a perfect place, the balcony by was in the right position to watch sunrise and sunsets. Condo was very clean and comfortable."
The price is NZ$1,113
per night
4 Jun - 5 Jun
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! capeoceanvista
2 bedrooms, Internet, bed sheets
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
9.0 out of 10, Wonderful, (33)
"All the things we needed: beach, comfortable place to sleep, eat and shower. Appreciated the extra beach chairs! Plenty of towels for showering. Plenty of movies and games if there’s a bad weather day - we were lucky to have none of those! We hope to return. Thanks for sharing your place!"
The price is NZ$687
per night
28 May - 29 May
Family-friendly house w/gas grill, deck, streaming services - near Haigis Beach
Indoor pool
Courtyard Resort
3.0 star property
9.0 out of 10, Wonderful, (19)
"so good we even did not swim. fridge kichen constant hot water, can open door to balcony"
The price is NZ$254
per night
4 Jun - 5 Jun
Courtyard Resort
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (151)
"Perfect for two. Loved having the ocean at our doorstep. The Murphy bed was sturdy and comfortable. The small kitchen area was likely not suitable for gourmet cooking, but could serve well for basic vacation meals (We ate all our meals out. ). Overall, the cabin was clean and neat and cozy. The early May weather was cool but pleasant. Some of our time was spent (with jackets on) sitting on the deck drinking morning coffee while watching the ocean and the few people who walked by. We also did...
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Beach nearby, sun-loungers
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (168)
"Wonderful stay at this cottage. Very clean and comfortable! Beds comfortable. Location!! Steps away from beach. Will definitely stay at this cottage again."
Steps to the Ocean! Perfect Location!!!
Presidential Penthouse
Thomas Sea Suites
3.5 star property
9.0 out of 10, Wonderful, (52)
"There was a Restaurant on the roof, Safe elevator and room code. However, expedia never sent the email with the code so when I called the number to the actual Thomas Suites, a very friendly gentleman answered and sent me everything I needed and answered all my questions. We will definitely stay there again."
The price is NZ$783
per night
9 Jun - 10 Jun
Thomas Sea Suites
Beach nearby, sun-loungers, beach towels
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
9.8 out of 10, Exceptional, (123)
"Clean, well located, between beach and downtown. Responsive and friendly host."
New House,2 Masters,Steps to Beach, Main Street, Ferry, Central AC, WiFi, Linens
Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
On the beach
Charming, waterfront studio condo w/ direct beach access - close to town
7.0 out of 10, Good, (20)
"Great location , rates were comparable. There was sand on our sheets when we pulled back the covers . Washroom and floors could have been cleaner. Overall we had fun ."
Charming, waterfront studio condo w/ direct beach access - close to town
On the beach
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
8.8 out of 10, Excellent, (16)
"Great view, overall a great place for a getaway!"
Oceanfront, 2nd-floor condo with amazing view - steps to beach, near town/trails
Exterior
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
9.4 out of 10, Exceptional, (42)
"Just loved"
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
Property grounds
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
10.0 out of 10, Exceptional, (20)
"Very clean and efficient cottage with nice view and deck overlooking the lake."
Serene Waterview Renovated w/Kayaks Deck Firepit Dogs Welcome 5 Minutes to Ocean
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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.

Other types of properties in Southeast Massachusetts you may be interested in

Front of property
Bayside Resort Hotel
3.0 star property
8.8 out of 10, Excellent, (1020)
"We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub."
The price is NZ$356
per night
27 May - 28 May
Bayside Resort Hotel
Exterior
Marriott Boston Quincy
3.5 star property
8.6 out of 10, Excellent, (1001)
"Staff was amazing!"
The price is NZ$254
per night
27 May - 28 May
Marriott Boston Quincy
Marina
Best Western Adams Inn Quincy-Boston
2.5 star property
7.4 out of 10, Good, (1004)
"Great water view."
The price is NZ$270
per night
27 May - 28 May
Best Western Adams Inn Quincy-Boston
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southeast Massachusetts holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southeast Massachusetts. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southeast Massachusetts. Seeing all the best attractions is bound to make you fall in love with Southeast Massachusetts. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southeast Massachusetts short-term rentals, that won’t be hard to do.

Recent reviews of Southeast Massachusetts properties
Expedia verified reviews