Search Cottages in Southeast Massachusetts

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Our top choices for Southeast Massachusetts cottages

1. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is €350
includes taxes & fees
9 Nov - 10 Nov
Charming Family-friendly Getaway in Sandwich!

2. WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
Sandwich
10.0 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay at this property. The view was amazing and had our own private beach to lounge at!"
United States
Sean H.
The price is €356
includes taxes & fees
9 Nov - 10 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy

3. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"Place was very cute, nicely decorated and updated. Views were beautiful from the deck! Mattress in the bedroom was uncomfortable dipping in the center so we kept rolling into the middle."
United States
Gretchen M.
The price is €484
includes taxes & fees
24 Nov - 25 Nov
Charming cottage overlooking the bay in Padanaram Village.

4. Cozy, vacation home in a charming duplex cottage

Cozy, vacation home in a charming duplex cottage
Yarmouth
9.6 out of 10, Exceptional, (10 reviews)
"Amazingly clean, comfortable and a great location. We didn’t want to leave!"
United States
Sarah B.
The price is €300
includes taxes & fees
7 Dec - 8 Dec
Cozy, vacation home in a charming duplex cottage

5. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (143 reviews)
"Amazing stay!!! Perfect location!! Will stay again!!!"
United States
Nina D.
The price is €297
includes taxes & fees
9 Nov - 10 Nov
Charming cottage, close to lower Main Street.

6. The Breeze on Minister's Pond

The Breeze on Minister's Pond
Eastham
10.0 out of 10, Exceptional, (27 reviews)
"The Breeze is the cutest, warmest, comfiest home. We thoroughly enjoyed our stay and will definitely book again!"
United States
MelanieC
The price is €368
includes taxes & fees
9 Nov - 10 Nov
The Breeze on Minister's Pond

7. Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (134 reviews)
"Great little spot. Looking forward to coming back!"
United States
Anonymous traveller
The price is €449
includes taxes & fees
9 Nov - 10 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

8. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (22 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
The price is €632
includes taxes & fees
15 Nov - 16 Nov
Harborview Nantucket

9. Seaside Escape-Art-filled 2 Bd on Town Cove

Seaside Escape-Art-filled 2 Bd on Town Cove
EASTHAM
7.4 out of 10, Good, (3 reviews)
"The cottage was very well decorated, maintained and well stocked. Loved the location with a view of the cove.My kids loved the loft"
United States
Myriam A.
The price is €431
includes taxes & fees
19 Nov - 20 Nov
Seaside Escape-Art-filled 2 Bd on Town Cove

10. Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
Dennis
9.6 out of 10, Exceptional, (92 reviews)
"We had a great stay! We loved how close it was to the beach and that we could bring our dog. We also really appreciated the outdoor shower and extra room with tv for space."
United States
Holleigh B.
The price is €485
includes taxes & fees
19 Nov - 20 Nov
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants

11. Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Nantucket Town
9.8 out of 10, Exceptional, (66 reviews)
"Great last minute getaway"
United States
Alyssa C.
The price is €493
includes taxes & fees
11 Nov - 12 Nov
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

12. 🦀Waterfront at The Velvet Crab~Amazing Sunsets

🦀Waterfront at The Velvet Crab~Amazing Sunsets
Eastham
9.8 out of 10, Exceptional, (30 reviews)
"Perfect size home for a family of 4, welcoming and cozy! Having -All towels and linens and shampoo, body wash and conditioner all included made for a much easier stay! Highly recommend."
United States
Emily A.
The price is €376
includes taxes & fees
15 Nov - 16 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets

13. Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
Harwich
9.0 out of 10, Wonderful, (6 reviews)
"would stay here again"
United States
david r.
The price is €494
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC

14. Cottage Getaway walk to beach

Cottage Getaway walk to beach
Eastham
The price is €11,195
includes taxes & fees
14 Nov - 15 Nov
Cottage Getaway walk to beach

15. 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 €1,175
includes taxes & fees
9 Nov - 10 Nov
Gillette Soccer Event HQ < 1 Mi to Patriot Place!

16. Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
Middletown
9.8 out of 10, Exceptional, (209 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is €168
includes taxes & fees
17 Nov - 18 Nov
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards

17. Cottages with easy access to Newport, beaches, nature trails and vineyards

Cottages with easy access to Newport, beaches, nature trails and vineyards
Middletown
9.8 out of 10, Exceptional, (87 reviews)
"convenient ;location"
United States
Lynn
The price is €168
includes taxes & fees
9 Nov - 10 Nov
Cottages with easy access to Newport, beaches, nature trails and vineyards

18. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (34 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is €189
includes taxes & fees
18 Nov - 19 Nov
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

19. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (14 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is €260
includes taxes & fees
10 Nov - 11 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

20. Cozy Coastal Cottage · Water Views · Steps to Beach & Restaurants · Pet Friendly

Cozy Coastal Cottage · Water Views · Steps to Beach & Restaurants · Pet Friendly
Portsmouth
9.4 out of 10, Exceptional, (13 reviews)
"Very very nice cottage! Excellent location. We very much enjoyed our visit!"
United States
JOHN M I.
The price is €567
includes taxes & fees
9 Nov - 10 Nov
Cozy Coastal Cottage · Water Views · Steps to Beach & Restaurants · Pet Friendly
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.

Learn more about Southeast Massachusetts

Unmissable purely for its history, this region also offers spectacular coastal scenery and a rich cultural community.

A calm river with reflections of houses and trees.

Frequently Asked Questions

How much do cottages in Southeast Massachusetts cost?

Expect to pay between €168 and €11,194 per night for cottages in Southeast Massachusetts. No matter your budget, a wonderful stay is just clicks away on Expedia. 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 cottages to pick from. Enter your destination, select your travel dates and book your dream getaway today.

Why book your cottage in Southeast Massachusetts with Expedia?

Expedia has some great cottages in Southeast Massachusetts, so start packing your bags for an unforgettable holiday on nature's doorstep. If you need to stick to a budget, choose how much you're willing to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a pool or a hot tub. We'll help you find the right fit whatever your trip looks like.

How can I find cheap cottages in Southeast Massachusetts?

Expedia can help you easily locate cheap cottages in Southeast Massachusetts. To book your special stay in a couple of quick clicks, simply use the filter tool to tailor your search results by amenities, star rating and budget.

What is there to do in Southeast Massachusetts near my cottage?

The best accessory to take on your Southeast Massachusetts holiday is an awesome itinerary! Cape Cod Baseball Hall of Fame, John F. Kennedy Hyannis Museum and Hyannis Harbour are among the top things to do if you're off to Hyannis. West Yarmouth also offers lots of superb attractions, such as Wild Animal Lagoon. Need more travel inspo? Stop by Bayberry Hills Golf Course and Cape Cod Inflatable Park too.