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Top Cities in Massachusetts

Featured Cottages in Massachusetts

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

New Listing!! Panoramic Bay Views!

New Listing!! Panoramic Bay Views!

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

8.6 out of 10, Excellent, (79)
"Great location but the place was dirty. Need a better cleaning service. "
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Steps to the Ocean! Perfect Location!!!

10.0 out of 10, Exceptional, (201)
"Loved the rental. Perfect setting, loved being able to walk 2 minutes and be on the beach! So much nicer than a hotel room, very clean and comfortable for the four of us. Steve was a very kind and helpful host!"
Steps to the Ocean! Perfect Location!!!

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

7.0 out of 10, Good, (21)
"Nice little house on the lake. We enjoyed it. "
Peaceful waterfront cottage with furnished deck, beautiful view, firepit

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

10.0 out of 10, Exceptional, (258)
"It was wonderful for two people! The property is close to beach, downtown and the free public buses. The property was clean, well equipped and easy to navigate. Loved our stay, and look forward to a return trip. Cudos to VRBO owner!"
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.6 out of 10, Exceptional, (32)
"This property was perfect! It was clean, comfortable and cozy. It was 2 miles from our family and we enjoyed being close to the water and town as well. The bed was comfortable, which isn't often the case in a rental. We didn't want to leave!"
Luxury 1900's romantic retreat steps from the beach - King Suite!

On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

10.0 out of 10, Exceptional, (114)
"The place had"
On The Beach! Relax and Unwind at your Private Waterfront Beach Bungalow

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

9.8 out of 10, Exceptional, (53)
"We loved our stay in this little slice of heaven. The place is even nicer than the photos. Home is completely updated with high end finishes throughout. We are very particular and the home met our expectations. Great location for walking into town. Highly recommend. "
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

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

Cozy Cape Cottage with Beach Access

9.2 out of 10, Wonderful, (9)
"Enjoyed returning to the familiar place where we've had so many great family memories."
Cozy Cape Cottage with Beach Access

Cozy beachfront cottage at Chases Ocean Grove

9.8 out of 10, Exceptional, (24)
"Enjoyed coffee on the enclosed porch overlooking ocean. Great communication with owner. Bathroom nicely done. Very clean, cute, well setup for a cottage. "
Cozy beachfront cottage at Chases Ocean Grove

Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

8.8 out of 10, Excellent, (18)
"Could use some updates and repairs but overall a nice cottage close to the ocean / beach, shopping and restaurants. Outdoor shower was great and nice hot water! Furniture in living space could be better. More comt seating and the table and chairs inside weren't needed and just took up space. Extra countertop would be good as it was hard to cook and the stove needs to be leveled. Some kind of high top bar with stools would have been great and a different arrangement with the living room...
Grandma's Cottage: Olde Cape Cod at its best. Steps to the beach. Dog-friendly!

2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

10.0 out of 10, Exceptional, (96)
"Clean, cozy, well-located, it's a great spot for folks who want to stay together and have separate space at the same time. The adjoining unit makes this possible and unique in that way. "
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

Cape Cod Cottage steps from Private Beach

10.0 out of 10, Exceptional, (32)
"Property was great. Small but we were out a lot. Great location and ownner was very helpful and responsive"
Cape Cod Cottage steps from Private Beach

Beautiful Free-Standing Cottage, In The Heart of Provincetown.

9.8 out of 10, Exceptional, (101)
"This was a great place and the owner was very responsive. This cottage was perfectly efficient and charming, with parking conveniently located right off the street and a fully gated, pet-friendly fenced area. While there was ample outdoor seating, we weren't able to enjoy it due to inclement weather during our stay. However, our dogs loved the freedom of roaming off-leash. The sleeping quarters were a bit tight but still efficient, and while the bathroom was small, it was adequate, including...
Beautiful Free-Standing Cottage, In The Heart of Provincetown.

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (144)
"We spent about a month in this absolutely wonderful home on Nantucket. When we arrived, it was clear the house has been professionally cleaned and was spotless. The kitchen is great for cooking for meals in. The tv room has a ton of natural light & was a great place to hang out as a family. There are 2 bedrooms, one on main floor which is easily accessible and 1 in the loft which is a steep staircase (fine for us as we have no mobility issues but bear this in mind). The little patio on the side...
Renovated Cottage off Main Street- Great Location

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (140)
"We absolutely loved our stay here for NYE, and were very impressed with the property & location! This spot was very convenient to town and allowed us to enjoy the getaway with our four-legged boy. We hope to visit again very soon- Thank you so much! "
LUXURIOUS Cottage with Breathtaking Harbor Views

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

10.0 out of 10, Exceptional, (211)
"We loved our stay at The Millie cottage. We did have to contact the host and got responses and help right away. The place is beautiful and clean. It's a quick walk to everything in town. Perfect for a Christmas away. "
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

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
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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Frequently asked questions

How much do cottages in Massachusetts cost?
Rates for cottages in Massachusetts range between and 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 cottages in Massachusetts and then book your favorite. Whether you’re thinking about a family vacation 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.