Search Cottages in Southeast Massachusetts

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Cottages in Southeast Massachusetts and around

Renovated Cottage off Main Street- Great Location
Exterior

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (155)
"The cabin was perfect. It was on more of a busy road than we anticipated, but everything else was wonderful. We enjoyed ourselves so much!!"
Renovated Cottage off Main Street- Great Location
LUXURIOUS Cottage with Breathtaking Harbor Views
Fridge, microwave, oven, stovetop

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (158)
"As always the perfect place to be in April. Thanks to our hostess for graciously assisting us when needed. "
The price is €1,659
includes taxes & fees
31 Aug - 1 Sept
LUXURIOUS Cottage with Breathtaking Harbor Views
Steps to the beach with an ocean view,
On the beach, sun-loungers, beach towels

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (124)
"We had a wonderful time staying in Hyannis off season (April vacation for CT, but not for MA)! The host provided us with everything we needed and the location can't be beat! It's in a very walkable area, close to Main Street and the beach! We would love to come back again in the warmer weather! "
Steps to the beach with an ocean view,
Steps to the Ocean! Perfect Location!!!
Beach nearby, sun-loungers

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (217)
"Perfect for a couple and two kids"
Steps to the Ocean! Perfect Location!!!
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Smart TV, DVD player

Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks

9.8 out of 10, Exceptional, (174)
"Very happy with our stay"
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Exterior

Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!

9.8 out of 10, Exceptional, (32)
"Great location, excellent communication with owner!!"
Pets allowed with warmer weather around the corner! Plan your Cape Cod vacation!
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Beach nearby, sun-loungers

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

9.6 out of 10, Exceptional, (24)
"Enjoyed our stay: clean, modern and great location."
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Harborview Nantucket
View from property

Harborview Nantucket

4.0 star property
9.6 out of 10, Exceptional, (13)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
Harborview Nantucket
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (220)
"Absolutely loved staying here. Great location and Theresa was super responsive! The property was well stocked and had everything we needed for a peaceful couple weeks. Our dogs loved being so close to the beach! "
The price is €1,465
includes taxes & fees
7 Sept - 8 Sept
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Sun-loungers

Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach

9.0 out of 10, Wonderful, (4)
"The home was very clean and the location was great!"
Quintessential 2-bedroom Cape cottage with salt marsh views near Seagull Beach
Peaceful waterfront cottage with furnished deck, beautiful view, firepit
Dining

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

7.0 out of 10, Good, (26)
"Everything about the place was perfect. Lovely home, close to local attractions."
Peaceful waterfront cottage with furnished deck, beautiful view, firepit
Seaview cottage near Ocean Beaches & The Skipper!
Outdoor dining

Seaview cottage near Ocean Beaches & The Skipper!

Seaview cottage near Ocean Beaches & The Skipper!
Mermaid Cottage! beautiful propety!
Beach nearby, sun-loungers, beach towels

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (102)
"Great property and location!"
Mermaid Cottage! beautiful propety!
On Town Cove with salt water access! Kayaks and paddle board available for use!
Beach nearby, sun-loungers

On Town Cove with salt water access! Kayaks and paddle board available for use!

9.8 out of 10, Exceptional, (54)
"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! Kayaks and paddle board available for use!
PTOWN WEST END COTTAGE: Charm, privacy, close to everything & affordable.
Exterior

PTOWN WEST END COTTAGE: Charm, privacy, close to everything & affordable.

9.8 out of 10, Exceptional, (55)
"Wonderfully well kept and decorated cottage in a small private community with short walking distances to most places. Off street designated parking was a major plus! Easy check in and out made our stay all the more enjoyable. We can’t wait to go back!"
PTOWN WEST END COTTAGE: Charm, privacy, close to everything & affordable.
Cozy family-friendly cottage on beautiful Shining Sea bike trail
Fridge, microwave, oven, stovetop

Cozy family-friendly cottage on beautiful Shining Sea bike trail

10.0 out of 10, Exceptional, (4)
"This cottage is charming and inviting. The hosts have outdone themselves with their attention to detail. This place has everything you could want or need. We hope to return someday! "
Cozy family-friendly cottage on beautiful Shining Sea bike trail
beachfront cottage at Chases Ocean Grove
On the beach, sun-loungers

beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (29)
"Very rustic cottage, close to beach, relaxing"
beachfront cottage at Chases Ocean Grove
Gorgeous Cottage steps from the beach
Beach nearby, sun-loungers

Gorgeous Cottage steps from the beach

8.4 out of 10, Very good, (16)
"Great place to stay we loved it"
Gorgeous Cottage steps from the beach
Cozy Cape Cottage
Interior

Cozy Cape Cottage

9.4 out of 10, Exceptional, (16)
"So cute. Very clean. Very quiet. Would definitely stay again. "
Cozy Cape Cottage
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
Exterior

Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.

10.0 out of 10, Exceptional, (21)
"Great location."
Cozy Chatham Cottage walk to Hardings beach Restaurants & downtown.
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.
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

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

10/10 Excellent
"It was a lovely stay."
Ray 1-night trip
Posted 19 hours ago
Hotel 1620 Plymouth Harbor

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
Expect to pay between €1,465 and €1,659 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 141 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.