A lake surrounded by autumn-colored trees.

Search Southeast Massachusetts Cottage Accommodations

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

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 AU$568
includes taxes & fees
9 Nov - 10 Nov
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 AU$559
includes taxes & fees
9 Nov - 10 Nov
WOW View! Waterfront Cottage. Private Beach, King Bed, Full Kitchen. Relax&Enjoy
A wooden deck with Adirondack chairs and a table, surrounded by potted plants and overlooking a body of water.

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 AU$770
includes taxes & fees
1 Dec - 2 Dec
Charming cottage overlooking the bay in Padanaram Village.
A house with a front porch, a small garden, and a mailbox.

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 AU$499
includes taxes & fees
1 Dec - 2 Dec
Cozy, vacation home in a charming duplex cottage
A wooden mailbox with a number plate, surrounded by a wooden fence and a wooden archway covered with pink roses.

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 AU$461
includes taxes & fees
9 Nov - 10 Nov
Charming cottage, close to lower Main Street.
An outdoor patio with wicker furniture, a round table, and a view of trees and water.

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 AU$581
includes taxes & fees
9 Nov - 10 Nov
The Breeze on Minister's Pond
A residential area with two-story houses, a dock, and a marina in the background.

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 AU$733
includes taxes & fees
9 Nov - 10 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

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 AU$1,025
includes taxes & fees
9 Nov - 10 Nov
Harborview Nantucket
A patio with two striped lounge chairs, a small round table, and two blue glass candle holders.

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 AU$693
includes taxes & fees
9 Nov - 10 Nov
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.

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 AU$754
includes taxes & fees
19 Nov - 20 Nov
Cape Cod Beach Cottage, only 5 minute walk to Glendon beach & local restaurants
A two-story house with a wooden staircase leading to the front door, surrounded by a wooden fence and small shrubs.

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 AU$794
includes taxes & fees
11 Nov - 12 Nov
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
An outdoor patio with a table and chairs, a covered grill, and a view of a lake.

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 AU$603
includes taxes & fees
9 Nov - 10 Nov
🦀Waterfront at The Velvet Crab~Amazing Sunsets
A single-story house with a gabled roof, a front porch, and a small front yard.

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 AU$799
includes taxes & fees
9 Nov - 10 Nov
Charming 2-bedroom cottage in fabulous Harwich with WiFi, AC
A snow-covered outdoor area with a building, two red Adirondack chairs, and a covered seating area.

14. Cottage Getaway walk to beach

Cottage Getaway walk to beach
Eastham
The price is AU$17,405
includes taxes & fees
14 Nov - 15 Nov
Cottage Getaway walk to beach
A two-story house with a deck, large windows, and a stone chimney.

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 AU$1,906
includes taxes & fees
9 Nov - 10 Nov
Gillette Soccer Event HQ < 1 Mi to Patriot Place!
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, (209 reviews)
"great hotel...clean, beautiful, and quiet."
United States
Daniel
The price is AU$271
includes taxes & fees
9 Nov - 10 Nov
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, (87 reviews)
"convenient ;location"
United States
Lynn
The price is AU$271
includes taxes & fees
9 Nov - 10 Nov
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 AU$308
includes taxes & fees
18 Nov - 19 Nov
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A small, single-story house with a blue exterior, a yellow front door, and a chimney.

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 AU$412
includes taxes & fees
10 Nov - 11 Nov
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A house with a view of a body of water and a boat.

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 AU$911
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southeast Massachusetts Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"Perfect"
Ana 1-night trip
Posted 12 hours ago
Margaritaville Resort Cape Cod

Find out more about Southeast Massachusetts

Southeast Massachusetts Cottages information

Number of reviews
770
Accommodation
141 Cottages
Lowest Price
AU$271
Highest Price
AU$1,906

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
You'll pay between AU$271 and AU$1,906 per night for cottages in Southeast Massachusetts. No matter your budget, a wonderful stay is only a click away on Expedia. This price was 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 141 cottages on offer. Enter your destination and travel dates and book your perfect trip today.
What is there to do in Southeast Massachusetts near my cottage?
Whether you're interested in arts, culture, shopping or dining, Southeast Massachusetts promises something for everyone! The well-known city of Plymouth has loads of things to do and see, including Plimoth Patuxet Museums, Mayflower II and Plymouth Long Beach. If you're holidaying in Hyannis, Cape Codder Water Park, Cape Cod Inflatable Park and John F. Kennedy Hyannis Museum shouldn't be missed.