Search Cottages in Southeast Massachusetts

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Compare 117 Cottages in Southeast Massachusetts with updated reviews, rates, and availability.

Renovated Cottage off Main Street- Great Location
Living Room I
Renovated Cottage off Main Street- Great Location
10.0 out of 10, Exceptional, (143)
"Visiting a niece working on the island for the summer. Planned the trip with this purpose to see family. It was wonderful and met all our expectations. 🥰❤️"
Renovated Cottage off Main Street- Great Location
Steps to the beach with an ocean view,
Keyes Beach, 120 steps from the deck.
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (106)
"This was a very nice, clean and comfortable place for my sister and I to stay to enjoy the Cape Cod experience We had a great stay here! It was drivable in day trips to all of the activities we wanted to do! (Nantucket, Marthas Vineyard, lighthouses, Ptown, etc.). Highly recommend! "
Steps to the beach with an ocean view,
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Exterior
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
10.0 out of 10, Exceptional, (252)
"We have loved this cottage for years. It now feels like our very own Nantucket home. We can’t wait for next year! "
The price is AED 1,286
AED 2,581 total
includes taxes & fees
6 Nov - 7 Nov
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.4 out of 10, Exceptional, (19)
"Well equipped and comfortable small house. Wifi is a big deal us and it was slow with a lot of buffering. It is managed by a company, not the owner. We went by a couple of hours early and it was cleaned. We asked to check in and was denied. They even made us wait until exactly 4:00 PM. "
The price is AED 367
AED 1,239 total
includes taxes & fees
6 Nov - 7 Nov
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
True Oceanfront Gem! Private beach, deck, kayaks. 51 South Shore Dr, Yarmouth,
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (165)
"Beautiful, well-equipped house right on the beach, convenient to Hyannis port and all the Cape has to offer. "
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Steps to the Ocean! Perfect Location!!!
Charming Cape Cod cottage just steps to the beach.
Steps to the Ocean! Perfect Location!!!
10.0 out of 10, Exceptional, (191)
"We enjoyed our stay at this cute cottage. It was clean and comfortable, with extra blankets for the chilly nights. It was nicely located to accommodate our beach hopping and to explore the many quaint towns and villages on the Cape. One drawback was the TV was a bit frustrating to use."
Steps to the Ocean! Perfect Location!!!
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Private kitchen
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
10.0 out of 10, Exceptional, (109)
"Great place! "
The price is AED 826
AED 1,830 total
includes taxes & fees
6 Nov - 7 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
LUXURIOUS Cottage with Breathtaking Harbor Views
Stunning "Polly Cottage" with Harbor View !
LUXURIOUS Cottage with Breathtaking Harbor Views
10.0 out of 10, Exceptional, (137)
"The property is within walking distance of downtown and all the local shops. The place is very clean and comfortable. Plenty of room for 4 adults with parking spot. We had an excellent time. Thyouwaperfectwas perfect"
The price is AED 1,194
AED 2,462 total
includes taxes & fees
6 Nov - 7 Nov
LUXURIOUS Cottage with Breathtaking Harbor Views
On Town Cove with salt water access! Kayak and paddle board available for use!
House with new siding and windows
On Town Cove with salt water access! Kayak and paddle board available for use!
9.8 out of 10, Exceptional, (50)
"Very clean, convenient location, short walk to water access, great place to enjoy the off season with everything you need to “eat-in.” Catching the Northern Lights was a great bonus. "
On Town Cove with salt water access! Kayak and paddle board available for use!
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
9.8 out of 10, Exceptional, (51)
"Cindy's Cottage was perfect for our weekend stay. We wish we could have stayed longer to enjoy all the comforts of this beautiful home. "
The price is AED 826
AED 1,916 total
includes taxes & fees
6 Nov - 7 Nov
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Honey Left Entry
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
10.0 out of 10, Exceptional, (83)
"Our 5th time here, and enjoyed it as always. Great walkable location to town, and quiet surroundings. House is well cared for. We had a great time!"
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Cozy beachfront cottage at Chases Ocean Grove
Exterior
Cozy beachfront cottage at Chases Ocean Grove
9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove
Lovely Cape Cottage 2 bedroom with private beach and central air.
Modern, clean living room.
Lovely Cape Cottage 2 bedroom with private beach and central air.
10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS
Ten windows in the spectacular "Ship's Bridge" veranda. Surrounded by water!
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS
9.4 out of 10, Exceptional, (107)
"Wonderful stay. Wish we had an additional week! The “loft” views of Swan Pond, with the breezes filtering in, made even our simplest of meals an experience! Whether using the complementary watercraft on the Pond or sitting and reading (or napping) by the pond, the salt air relaxed the soul. Even a rainy day in that “loft” made one feel like a kid in a tree house. Laurence is a Primo host!! Five Star! So knowledgeable and friendly, not at all intrusive, but so helpful. Our elderly canine...
THE BOAT HOUSE LOFT ~ PRIVATE WATERFRONT "BEACH HOUSE" ~ SHORT & LONG TERM STAYS
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
10.0 out of 10, Exceptional, (205)
"Property was clean and updated. The location is perfect. "
The price is AED 1,194
AED 2,462 total
includes taxes & fees
6 Nov - 7 Nov
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Exquisite Oceanfont Cottage at Madaket Beach!
Location!
Exquisite Oceanfont Cottage at Madaket Beach!
10.0 out of 10, Exceptional, (11)
"Great location, beautiful and well kept cottage, and the host was easy to get a hold of and very nice. "
Exquisite Oceanfont Cottage at Madaket Beach!
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
Street view
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
9.4 out of 10, Exceptional, (80)
"We really enjoyed the cottage for our end of summer trip to Chatham. Sharon was a wonderful and generous host who responded timely to any inquiries we had. Great location in Chatham with easy access to downtown as well as Chatham beaches. Nice, quiet street with access to walking trails. Would stay here again!"
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
Charming Antique Boathouse Located Directly On Long Pond.
.
Charming Antique Boathouse Located Directly On Long Pond.
9.8 out of 10, Exceptional, (92)
"The boat house was wonderful. It was perfect for me, right on Long Pond, everything I needed, within distance of all the places I went, the fall foliage was lovely and Lynn was fabulous. "
Charming Antique Boathouse Located Directly On Long Pond.
Quiet Plymouth Cottage on Great South Pond!
Plymouth Vacation Rental | 1BR | 1BA | 1 Entry Step | 650 Sq Ft
Quiet Plymouth Cottage on Great South Pond!
10.0 out of 10, Exceptional, (10)
"This property is a hidden paradise. My wife and I chose this cottage to get away from the hustle and bustle of NYC. The view is amazing and the cottage is cozy and beautiful. Communication with Michelle and John was great and they have stocked the property with every household item you may need. Even though the property is hidden, you are only 5 minutes away from restaurants and shopping centers. We’ll definitely come back. Thank you "
Quiet Plymouth Cottage on Great South Pond!
BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! SPRING & FALL DAYS AVAILABLE
Exterior detail
BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! SPRING & FALL DAYS AVAILABLE
10.0 out of 10, Exceptional, (122)
"We had an amazing time on Nantucket and Cynthia's home was the perfect base for our festivities. The location on Orange provided easy access to all parts of the island with several of the free Wave bus routes stopping right in front. Only 5 min. by bus or 15 min. walking from the ferry port and downtown; Cumberland Farms convenience store 2 doors down, the Stop & Shop a few more steps as well as several dining options including the Island Kitchen, Pi Pizzeria, Wicked Island Bakery and many more....
BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! SPRING & FALL DAYS AVAILABLE
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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Other property types in Southeast Massachusetts

Sandcastle Resort and Club
Front of property
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (1005)
"Everything was great. No complaints! "
The price is AED 400
AED 458 total
includes taxes & fees
6 Nov - 7 Nov
Sandcastle Resort and Club
Oceanside 2 - SD335
Exterior
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (12)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335
Edgewater Beach Resort, a VRI resort
Courtyard
Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (252)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI resort
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.

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
Cottages in Southeast Massachusetts range between AED 367 and AED 1,286 per night. These properties offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Southeast Massachusetts?
Southeast Massachusetts has 117 cottages to choose from. Enter your destination, click on your travel dates and start organizing your next escape today.
Why book your cottage in Southeast Massachusetts with Expedia?
We think that vacations should be a piece of cake, so if you’re after cottages in Southeast Massachusetts at a competitive rate, Expedia has you covered. Keep the budget under control and choose an inexpensive option far away from the city rush, or splurge on a 5-star cottage to really spoil your favorite people.
How can I find cheap cottages in Southeast Massachusetts?
Expedia can help you look for cheap cottages in Southeast Massachusetts. To reserve your perfect stay in a matter of clicks, try out our convenient filter tool to refine your search by star rating, amenities and budget.