Southeast Massachusetts Vacation Rentals

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Vacation Rentals in Southeast Massachusetts

Property grounds
Sandcastle Resort and Club
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (1136)
"Very nice place in front of the beach, beautiful view whole year round ☀️🌊"
United States
Maria
$98 nightly
The price is $112
Nov 17 - Nov 18
Total with taxes and fees
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, (289)
"All around a great place to stay!"
United States
Samantha
$194 nightly
The price is $223
Nov 6 - Nov 7
Total with taxes and fees
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, (362)
"Yearly trip that makes it all worth it with our stay at the Holly Tree!"
United States
Angel
Holly Tree Resort
Smart TV, stereo
Modern Beachfront Condo, Gorgeous Views and Centrally Located
Modern Beachfront Condo, Gorgeous Views and Centrally Located
10.0 out of 10, Exceptional, (56)
"Everything about this rental is perfect. Beautiful, clean, well equipped, views, views views!!!!!! Hosts were amazing!!!!! We cannot wait to revisit this special place again!!!!!!!"
United States
Joseph S.
Modern Beachfront Condo, Gorgeous Views and Centrally Located
Indoor pool, outdoor pool
Brewster Green Resort
Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (118)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
United States
Jessica
Brewster Green Resort
Sundeck
Riverview Resort
Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (168)
"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
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, (189)
"Great place to stay. Close to Island Queen ferry and right by the beach. Would definitely go back!"
United States
Matt
InnSeason Resorts Captain's Quarters
Terrace/patio
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
10.0 out of 10, Exceptional, (27)
"From the moment we arrived we were overtaken by the stunning views and private location. The accommodations and amenities went far beyond our high expectations. David is the ultimate host. He truly assisted us with all aspects of our stay. From changing our dates, to restaurant recommendations his guidance is genuine and compassionate. Thank you David, we appreciate all that you have done for us, and until the next time, may your visits to the Cape give you sunny days, and warm water!"
United States
Don H.
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Presidential Penthouse | 1 bedroom, premium bedding, down comforters, memory foam beds
Thomas Sea Suites
Thomas Sea Suites
3.5 star property
9.0 out of 10, Wonderful, (93)
"We have stayed at this property several times. The rooms are all beautiful and the location is perfect!"
United States
Jennifer
$337 nightly
The price is $377
Nov 4 - Nov 5
Total with taxes and fees
Thomas Sea Suites
Exterior
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
10.0 out of 10, Exceptional, (286)
"Loved this cottage. It was perfect for the two of us plus our puppy. And it was in the perfect location: across the street from the Children's Beach, 4 houses down from the White Elephant and the Brant Point Grill restaurant, and 3 blocks from downtown Nantucket. It was new, spotless, charming and the appliances and accommodations were exemplary. Would definitely stay here again"
United States
Elizabeth M.
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Beach nearby, sun loungers
Steps to the Ocean! Perfect Location!!!
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (230)
"Perfect for a couple and two kids"
United States
Shelly R.
Steps to the Ocean! Perfect Location!!!
Outdoor dining
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
10.0 out of 10, Exceptional, (176)
"Great place to stay! Walking distance to town and lovely yard to relax in."
United States
Danielle J.
$457 nightly
The price is $510
Dec 1 - Dec 2
Total with taxes and fees
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Outdoor dining
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
10.0 out of 10, Exceptional, (39)
"The house and property was simply amazing and such a perfect spot for our company team retreat of 12"
United States
Jennifer S.
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining
Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (60)
"Loved our stay in Dennis. The condo was so nice and so clean.. I would certainly consider next summer to revisit. "
United States
Rosemarie P.
$256 nightly
The price is $293
Nov 8 - Nov 9
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining
Exterior
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
8.8 out of 10, Excellent, (81)
"We loved the Unit, exactly what we needed for 6 people looking for a place to stay for a few days. Very clean and we fit comfortably, for the value it was great!"
United States
Colby C.
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
Terrace/patio
Cozy 4 bedroom cottage in town, with parking
Cozy 4 bedroom cottage in town, with parking
2.0 star property
9.0 out of 10, Wonderful, (21)
"This house worked well for our group of 6 adults. Walkable to town (approx 20 min) and bus routes. Both bathrooms were on the 1st floor which wasn’t a big deal for us, but wouldn’t work as well for families with kids. Loved the outdoor shower and backyard. Communication with owner was challenging - we couldn’t find the white binder with home instructions, and the owner was very slow to respond (1-2 days). "
United States
Heather N.
Cozy 4 bedroom cottage in town, with parking
Exterior
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.4 out of 10, (31)
"It is an old home that has had no updates. It’s shabby- a little bit of a smell and outdated furniture. That being said, it has everything you need and is a good location on the island, especially if you are driving. It was a deal compared to everything else around and was somehow available during summer with less than 2 months before we booked."
United States
Myrtle A.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Beach
Cozy getaway in a central location w/ a full kitchen & furnished deck
Cozy getaway in a central location w/ a full kitchen & furnished deck
6.6 out of 10, (24)
"The home was nice, a little outdated, but great for a family. Unfortunately it does not have AC and when we arrived we found 2 fans were broken. We immediately contacted Vacasa who said they would send maintenance. While waiting for maintenance, we also noticed within the first hour that one of the dining chair backs was broken/not attached, one of the bed posts fell off as it was not attached, and the fan in one of the bathrooms was stuck on. We planned to notify maintenance when they came but...
United States
Dawn R.
Cozy getaway in a central location w/ a full kitchen & furnished deck
Terrace/patio
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
9.4 out of 10, Exceptional, (85)
"Central, open, easy to access. Very much a great group location!"
United States
Michael F.
$329 nightly
The price is $376
Nov 4 - Nov 5
Total with taxes and fees
Immerse yourself in Ptown's vibrant heart at the center of Commercial Street
Terrace/patio
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.2 out of 10, Very Good, (70)
"The view of the river is beautiful and relaxing."
United States
Cecelia B.
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
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

Hilton Garden Inn Foxborough Patriot Place

Hilton Garden Inn Foxborough Patriot Place

10/10 Excellent
"Amazing. Views incredible rooms immaculate and just magical "
Damian 2-night trip
Posted 1 day ago
Hilton Garden Inn Foxborough Patriot Place

Find out more about Southeast Massachusetts

Everything you need to know about Southeast Massachusetts vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Massachusetts vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southeast Massachusetts vacation 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 low season months. For more hustle and bustle, you may prefer to visit Southeast Massachusetts in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Southeast Massachusetts rentals

At Expedia, we put the best Southeast Massachusetts vacation 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 vacation.

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.

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