Search Cottages in Southeast 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

Check prices for these dates

Compare 199 Cottages in Southeast Massachusetts with updated reviews, rates, and availability.

Charming Antique Boathouse Located Directly On Long Pond.

9.8 out of 10, Exceptional, (93)
"The boat house was wonderful. It was perfect for me, right on Long Pond, everything I needed, within distance of all the places I went, the fall foliage was lovely and Lynn was fabulous. "
Charming Antique Boathouse Located Directly On Long Pond.

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. "
beachfront cottage at Chases Ocean Grove

Gorgeous Cottage steps from the beach

9.0 out of 10, Wonderful, (12)
"Perfect getaway"
Gorgeous Cottage steps from the beach

Steps to the beach with an ocean view,

10.0 out of 10, Exceptional, (111)
"To stay a block from the beach and look out the window at the water is the ultimate vacation! Even in winter this place is warm and inviting! The hosts are caring and communicative - just the best! This cottage lets you do just that"
Steps to the beach with an ocean view,

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 “Cynthia” cottage. Walk & bike to everything!

10.0 out of 10, Exceptional, (209)
"Everything else we read about this place was true. The heat on first floor didn’t work initially but the caretaker was on it quickly to get the heat restored. Wish we could have stayed longer!"
The price is SAR 1,294
SAR 2,610 total
includes taxes & fees
7 Apr - 8 Apr
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Cape Code Waterfront Cottage

9.6 out of 10, Exceptional, (41)
"My wife and my Yorkie, and I loved our stay. This is a beautiful home with the best views of Swan Pond. The entire back of the home has floor to ceiling windows so you can see the pond from the living area and the bedroom. We are looking forward to next year’s stay! Thank you, "
Cape Code Waterfront Cottage

Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.

9.4 out of 10, Exceptional, (25)
"The front door to the attached apartment is actually on the side of the house. This was confusing when we checked in. There are multiple front doors. Everything was clean, well stocked and lovely. Our only issue was that there was a problem with the boiler in the basement under the apartment during our stay. We experienced on and off loud humming sound through the heat vents even though we were not using the heat. The owners were responsive to direct chats through the Vrbo App. I would...
Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.

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!

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (145)
"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 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!

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (58)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

10.0 out of 10, Exceptional, (2)
"This TOTALLY renovated beach cottage was great. Very close to the beach and easy access to many restaurants."
The price is SAR 1,309
SAR 2,499 total
includes taxes & fees
22 Mar - 23 Mar
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!

Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

10.0 out of 10, Exceptional, (108)
"This apartment is perfect for a couple and a perfect location within a short walking distance from town. We stayed here for my husband's milestone birthday and Thanksgiving and we didn't want to leave. Thank you for a special weekend! We hope to be back and stay here again! "
The price is SAR 525
SAR 1,295 total
includes taxes & fees
24 Mar - 25 Mar
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

9.4 out of 10, Exceptional, (20)
"The sofa could be bigger and L- shaped. The wicker chair in the corner could be a corner electric fireplace. The lighting outside is not good. Could be put a motion sensor or timer. I'm sure you probably don't get a lot of winter guests. But the steps down weren't cleaned off and no railings down. Having said that the location is absolutely beautiful. And we had a good time. "
The price is SAR 300
SAR 1,121 total
includes taxes & fees
24 Mar - 25 Mar
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach

9.6 out of 10, Exceptional, (160)
"The house was spotless and had everything we needed. Very well organized and stocked with loads of pots and pans and anything else you might want. Also, host is very nice."
Dennisport : Dog Friendly with a fenced in large yard. 1/2 mile from beach

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

6.8 out of 10, (22)
"Nice little house on the lake. We enjoyed it. "
Peaceful waterfront cottage with furnished deck, beautiful view, firepit

⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*

10.0 out of 10, Exceptional, (64)
"Meg's attentions to details and accessibility made this stay one of the very best we have experienced on the cape! The view of the pond at all times of the day or night is fantastic for viewing wildlife and relaxing. The property is well stocked with dishes and cookware plus we appreciated the little touches such as ample dishwashing detergent and dog blankets for covering the couch. Beds were very comfortable with very nice pillows and linens. Was a little too cold for making use of the kayaks...
⭐️ STUNNING WATERFRONT ⭐️Pet Friendly 3BDRM/2BTH*FIREPIT*KAYAKS*GAS FIREPLACE*

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

10.0 out of 10, Exceptional, (113)
"Quaint cottage, good location Perfect for 2 people "
The price is SAR 919
SAR 1,835 total
includes taxes & fees
1 Apr - 2 Apr
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Mermaid Cottage! beautiful propety!

10.0 out of 10, Exceptional, (100)
"The Mermaid Cottage has everything you’d want. It’s close to shopping and beach areas. The house is stocked with so many extras, like strollers, high chair, fire pit and outdoor patio. "
Mermaid Cottage! beautiful propety!
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 Southeast Massachusetts
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Southeast Massachusetts

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (260)
"This was my second stay here and it was lovely. We visited in November for a mother/daughters trip and stayed in the two bedroom suite. Rooms were very clean, had plenty of extra towels and the fireplace was lovely. We used the pool as well and walked on the beach. At sunrise on the beach we had a seal swim up and say hello. Excellent place to have a little R&R"
The price is SAR 859
SAR 983 total
includes taxes & fees
25 Mar - 26 Mar
Edgewater Beach Resort, a VRI resort

Sandcastle Resort and Club

3.0 star property
7.4 out of 10, Good, (1017)
"Nice location, friendly staff, kitchenette had everything "
The price is SAR 300
SAR 344 total
includes taxes & fees
5 Apr - 6 Apr
Sandcastle Resort and Club

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (162)
"Girl at front desk was awesome!!!"
The price is SAR 440
SAR 504 total
includes taxes & fees
27 Mar - 28 Mar
InnSeason Resorts Captain's Quarters
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.

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
Expect to pay between SAR 300 and SAR 1,309 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 199 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.