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

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 AED 294
AED 1,098 total
includes taxes & fees
26 Mar - 27 Mar
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach

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.

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

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

Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane

10.0 out of 10, Exceptional, (71)
" "
Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane

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 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 AED 1,267
AED 2,556 total
includes taxes & fees
7 Apr - 8 Apr
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

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

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

10.0 out of 10, Exceptional, (156)
"Our second year visiting and just wonderful! Hope we can always make this our fall getaway!!"
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views

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 AED 900
AED 1,924 total
includes taxes & fees
1 Apr - 2 Apr
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Gorgeous Cottage steps from the beach

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

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!"
The price is AED 1,010
AED 2,228 total
includes taxes & fees
1 Apr - 2 Apr
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

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

Clean and Cute Brewster Cottage

10.0 out of 10, Exceptional, (13)
"The cottage was perfect. The owner was very accommodating and welcoming. My husband and I stayed for a short honeymoon and it was just the right amount of space. The property was clean and had everything you would need. We truly loved this cottage and hope to return again. Truly a beautiful gem! "
Clean and Cute Brewster Cottage

PTown Cottage: A/C outdoor shower,parking, pool,outdoor shower, steps to beach.

9.8 out of 10, Exceptional, (26)
"We had such a wonderful time here. The only problem was that we weren't able to stay longer. My wife runs each morning and she was able to run through downtown PTown with ease; so very, very close but far enough away so there are no crowds. A perfectly beautiful beach with great views and privacy - just perfect. Not a big please so pay attn to the Host's words but very clean, very "Cape Cod" so if you're looking for true "Cape" then this is it - sand in the toes, wind in your face, salt air,...
PTown Cottage: A/C outdoor shower,parking, pool,outdoor shower, steps to 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 AED 514
AED 1,268 total
includes taxes & fees
27 Mar - 28 Mar
Charming one bedroom cottage, close to lower Main Street and Handlebar Cafe.

Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane

10.0 out of 10, Exceptional, (70)
"We had a lovely time celebrating our 40th birthdays and taking a Mom break at this beautiful property! Clean and comfortable, we could walk into town easily. Kendra was a delight to work with, super responsive, and flexible as we arrived earlier than expected. Such a gem - we will be back for sure!"
Walk to Town! Bike or Bus to Beach! Charming Cottage- Leeward- on Private Lane

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

Exquisite Oceanfont Cottage at Madaket Beach!

10.0 out of 10, Exceptional, (12)
"Fantastic property well aportioned and great communication. Would highly recommend"
Exquisite Oceanfont Cottage at Madaket Beach!

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 AED 1,282
AED 2,447 total
includes taxes & fees
26 Mar - 27 Mar
ENCHANTING SEASIDE COTTAGE, STEPS TO THE BEACH!
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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Other property types in Southeast Massachusetts

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (261)
"beach was close by on property..the indoor/outdoor pool was nice..the 2 bedroom was overly spacious and well kept ,overall very nice place too stay"
The price is AED 841
AED 963 total
includes taxes & fees
26 Mar - 27 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 AED 294
AED 337 total
includes taxes & fees
7 Apr - 8 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 AED 432
AED 495 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 AED 294 and AED 1,282 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.