Cottages in Massachusetts

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Cities in Massachusetts

Featured Cottages in Massachusetts

Cape Cod Holiday Estates, a VRI resort

3.0 star property
9.6 out of 10, Exceptional, (120)
"Nice & clean. The only complaint Would be that the pool closed at 6 PM because they were low on staff so by the time we got back from sightseeing, we weren’t able to get in the pool"
Cape Cod Holiday Estates, a VRI resort

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

Martha's Vineyard Getaway Cottage

10.0 out of 10, Exceptional, (2)
"Bright, open, clean & cozy. Will return and love the year round option."
Martha's Vineyard Getaway Cottage

Oceana Cottages

2.5 star property
8.2 out of 10, Very good, (56)
"The property management is outstanding. Extremely friendly and helpful "
Oceana Cottages

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (109)
"We came to visit Nantucket and Martha’s Vineyard and one of the best parts of our trip is this gem. It was the perfect size for 4 of us. Close to the beach and the seashell collecting was amazing. Lots of shops and restaurants close by. We had some questions and the owner was very responsive. We would stay here again!"
Steps to the beach with an ocean view,

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

10.0 out of 10, Exceptional, (253)
"We had the most wonderful stay!! The cottage is perfectly located and beautiful. "
The price is HK$1,946
HK$4,469 total
includes taxes & fees
9 Dec - 10 Dec
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Charming/CozyBeachCottage-Please note rental details prior to booking. Thank You

9.8 out of 10, Exceptional, (19)
"Cozy little cottage on the beach lots of memories from my husband’s childhood. Lovely stay."
Charming/CozyBeachCottage-Please note rental details prior to booking. Thank You

Beachfront on our private beach! Driftwood Cottage - Pipers' Shore

9.8 out of 10, Exceptional, (39)
"College friends & I stayed for a great weekend in a great spot! We really enjoyed the house and the location and especially enjoyed the porch & the close proximity to the beach and to Wellfleet & Provincetown. A great spot to have our mini-girls reunion! Thanks! "
Beachfront on our private beach! Driftwood Cottage - Pipers' Shore

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 HK$654
HK$2,440 total
includes taxes & fees
1 Dec - 2 Dec
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

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

9.8 out of 10, Exceptional, (166)
"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!!!

10.0 out of 10, Exceptional, (195)
"I spent the weekend in this adorable cottage after waking up in 5 different states 5 days in a row for a work trip. The location is perfect and the sunrise and sunsets from the beach were some of the most vibrant and colorful I have ever seen. I’m sure this is an amazing place to vacation in the summer but the quiet and solitude of November was its own treasure. And I was able to visit Walden Pond on my way to Boston Airport—-just a quick 30 minute detour and well worth the visit. "
Steps to the Ocean! Perfect Location!!!

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

10.0 out of 10, Exceptional, (111)
"Well situated convenient step for sunset"
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

10.0 out of 10, Exceptional, (86)
"Quiet, cozy, well-stocked house. Perfect summer hang. Conveniently located. "
⭐️FABULOUS-WATERFRONT⭐️3bdrm 2bth. Kayaks & Firepit⭐️

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (138)
"The home was very clean and comfortable. Perfect layout for a family and conveniently located near town. "
LUXURIOUS Cottage with Breathtaking Harbor Views

Beachfront on our private beach! Siren Cottage - Pipers' Shore

10.0 out of 10, Exceptional, (45)
"This was our second stay at Piper’s Shore cottages. Michelle and Brice are wonderful hosts. The cottage was equipped with everything we needed. The relaxed vibe of Truro and the gorgeous panoramic view are all you need for a perfect vacation. Hope to go back again next year. "
Beachfront on our private beach! Siren Cottage - Pipers' Shore

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!

9.8 out of 10, Exceptional, (52)
"Property was clean, well taken care of, and comfortable. Thank you. "
The price is HK$1,751
HK$4,078 total
includes taxes & fees
1 Dec - 2 Dec
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Cottage with Direct Water Access!

10.0 out of 10, Exceptional, (107)
"Perfect little cottage for my husband and I and our two dogs. Lots of day trips to see the sites and walk the dogs. Denise is a great host and easy to communicate with. Loved our stay, would definitely recommend!"
Cottage with Direct Water Access!

12 VINEYARD VIEW - FULLY RENOVATED

9.8 out of 10, Exceptional, (39)
"We had such an amazing time staying here! The location is perfect and has amazing ocean views right from the house. Everything was super clean and well maintained. We will definitely be coming back! "
12 VINEYARD VIEW - FULLY RENOVATED

2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (85)
"We absolutely LOVED staying here. Close enough to downtown to walk but far out enough to be very quiet and peaceful. The space itself is very open and spacious while still feeling cozy and comfortable. We will definitely be back!"
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
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.
Don't see what you're looking for?
See all available properties in Massachusetts
Save an average of 15% on thousands of hotels when you're signed in
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

How much do cottages in Massachusetts cost?
Rates for cottages in Massachusetts range between HK$654 and HK$1,946 per night. No matter your budget, you’ll find the perfect place to soak up nature’s beauty. 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 Massachusetts?
Explore our 947 cottages in Massachusetts and then book your favourite. Whether you’re thinking about a family holiday or a weekend with buddies, your ideal stay is clicks away with Expedia.
Why book your cottage in Massachusetts with Expedia?
We think that vacays should be easy, so if you’re chasing cottages in Massachusetts at an affordable rate, Expedia has got you covered. Save cash and pick a low-cost option far from the rush of the city, or splurge on a luxury cottage to pamper your loved ones.
How can I find cheap cottages in Massachusetts?
The best way to spot cheap cottages in Massachusetts is with Expedia’s filter tool. Narrow your search by star rating, amenities and budget to discover excellent rates with only a few clicks.
What is there to do in Massachusetts near my cottage?
No matter your interests, there are many things to see and do in Massachusetts. If you’re making your way to Boston, you’ll want to check out New England Aquarium, Boston Museum of Fine Arts and Museum of Science. Taking off to Plymouth? Plimoth Patuxet Museums, Mayflower II and Plymouth Long Beach are top attractions here.