A lake surrounded by autumn-colored trees.

Search Southeast Massachusetts Cottage Rentals from CA $278

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Southeast Massachusetts cottages

A single-story house with a front door, a small porch, and a fenced yard.

1. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is CA $146
CA $556 total
includes taxes & fees
Nov 17 - Nov 18
Charming Family-friendly Getaway in Sandwich!
A house surrounded by dense forest, overlooking a body of water.

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 CA $235
CA $559 total
includes taxes & fees
Nov 17 - Nov 18
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A house with a front porch, a small garden, and a mailbox.

3. 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 CA $214
CA $497 total
includes taxes & fees
Dec 1 - Dec 2
Cozy, vacation home in a charming duplex cottage
A building with a white door and windows, surrounded by gravel and plants.

4. 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 CA $128
CA $456 total
includes taxes & fees
Nov 16 - Nov 17
Charming cottage, close to lower Main Street.
A residential area with two-story houses, a dock, and a marina in the background.

5. 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 CA $289
CA $734 total
includes taxes & fees
Nov 16 - Nov 17
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
A residential property with a well-maintained lawn, a front porch with seating, and a two-story building with a balcony.

6. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (23 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
The price is CA $899
CA $1,004 total
includes taxes & fees
Nov 16 - Nov 17
Harborview Nantucket
A two-story house with a wooden staircase leading to the front door, surrounded by a wooden fence and small shrubs.

7. 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 CA $353
CA $815 total
includes taxes & fees
Nov 29 - Nov 30
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

8. 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 CA $219
CA $690 total
includes taxes & fees
Nov 16 - Nov 17
Seaside Escape-Art-filled 2 Bd on Town Cove
A house with a white picket fence, a well-maintained lawn, and a clear blue sky.

9. 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 CA $353
CA $759 total
includes taxes & fees
Nov 19 - Nov 20
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
A wooden cabin with a snow-covered roof and a small porch area.

10. Cottage Getaway walk to beach

Cottage Getaway walk to beach
Eastham
The price is CA $14,269
CA $17,335 total
includes taxes & fees
Nov 21 - Nov 22
Cottage Getaway walk to beach
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

11. 🦀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 CA $219
CA $573 total
includes taxes & fees
Nov 16 - Nov 17
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A single-story house with a front porch, a small front yard, and a flagpole with an American flag.

12. 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 CA $428
CA $799 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A two-story house with a deck, large windows, and a stone chimney.

13. 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 CA $1,087
CA $1,868 total
includes taxes & fees
Nov 19 - Nov 20
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
A lighthouse with a wooden walkway leading to it, a sandy beach, and a sailboat in the background.

14. LUXURIOUS Breathtaking Harbor Views!

LUXURIOUS Breathtaking Harbor Views!
Nantucket Town
9.8 out of 10, Exceptional, (24 reviews)
"Perfect location for a family going to Nantucket. Very clean and great views of the water. Would definitely book again."
United States
Arthur N.
The price is CA $450
CA $889 total
includes taxes & fees
Nov 29 - Nov 30
LUXURIOUS Breathtaking Harbor Views!
A residential area with multiple two-story houses, a 'NO PARKING' sign, and a view of the sea and pier in the background.

15. Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (272 reviews)
"Great location near downtown but also to nearby neighborhoods and local eateries. Spacious, clean and well equipped. Washer and dryer is nice to have."
United States
Paul
The price is CA $1,926
CA $2,868 total
includes taxes & fees
Dec 6 - Dec 7
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
A row of houses with a stone wall and a sign for East Island Reserve.

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, (210 reviews)
"The accommodations were lovely and they provided every appliance and more than we even expected. The location was perfect, close to Newport and all the activities and tours and shopping in and around Newport as well as local shops and the beautiful Newport Vineyards was right next door, a quick walk from our place."
United States
Mary O.
The price is CA $213
CA $278 total
includes taxes & fees
Nov 16 - Nov 17
Dog Friendly Cottages w/ easy access to Newport, beaches, trails and vineyards
A row of houses with a stone wall and a sign for East Island Reserve.

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, (88 reviews)
"convenient ;location"
United States
Lynn
The price is CA $213
CA $278 total
includes taxes & fees
Nov 16 - Nov 17
Cottages with easy access to Newport, beaches, nature trails and vineyards
A blue house with a garage, a covered patio, and a fenced yard.

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 CA $170
CA $298 total
includes taxes & fees
Nov 24 - Nov 25
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A house with a view of a body of water and a boat.

19. 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 CA $328
CA $885 total
includes taxes & fees
Nov 22 - Nov 23
Cozy Coastal Cottage · Water Views · Steps to Beach & Restaurants · Pet Friendly
A small, single-story house with a blue exterior, a yellow front door, and a chimney.

20. 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, (16 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
The price is CA $139
CA $325 total
includes taxes & fees
Nov 16 - Nov 17
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to 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.
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Top Southeast Massachusetts Hotel Reviews

Harbor Hotel Provincetown

Harbor Hotel Provincetown

10/10 Excellent
"Lovely clean room, helpful staff and beautiful location."
Brandon 3-night trip
Posted less than an hour ago
Harbor Hotel Provincetown

Find out more about Southeast Massachusetts

Southeast Massachusetts Cottages information

Number of reviews
980
Accommodation
132 Cottages
Lowest Price
CA $278
Highest Price
CA $2,868

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
Expect to pay between CA $278 and CA $2,868 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 132 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 vacay 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 vacation is an awesome itinerary! Cape Cod Baseball Hall of Fame, John F. Kennedy Hyannis Museum and Hyannis Harbor 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.