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Compare 141 Cottages in Southeast Massachusetts with updated reviews, rates, and availability.

Beach | Beach nearby, sun loungers, beach towels
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (96)
"Tom Loved your perfect cottage !!!"
Steps to the beach with an ocean view,
Property grounds
Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.
9.0 out of 10, Wonderful, (8)
"We enjoyed our stay!"
Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.
Exterior
Renovated Cottage off Main Street- Great Location
10.0 out of 10, Exceptional, (135)
"We had a wonderful stay at this house. It had everything we needed and our host Peter communicated well with us. The house was very clean and had plenty room for all four of us. It was a very cold spring weekend and the heat worked very fast and well in all the rooms. We loved cooking and sitting in the sunlight living room. We can't wait to visit this wonderful cottage again!"
Renovated Cottage off Main Street- Great Location
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Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Fridge, microwave, oven, stovetop
Sweet Cottage Condo, Great Location!
9.8 out of 10, Exceptional, (8)
"Great place and I will go back. Gas heating unit wasn't working and had too cobble together heat from space heaters and oven. Also, my first time with this management group, long form emails from them and I didn't read the fine print that linens were not provided. When they found out they immediately ordered the linens for me. As I said love the cottage and will go in...in the off season after verifying that the gas heater is working."
Sweet Cottage Condo, Great Location!
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (149)
"We enjoyed our 4 night stay in early September. The weather was hot and muggy, so we were grateful for the air conditioning. The cottage is tiny but it had everything we needed to cook meals. We found the murphy bed to be very comfortable and easy to open and close."
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Beach nearby, sun loungers
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
9.2 out of 10, Wonderful, (85)
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
Exterior
Beautiful Free-Standing Cottage, In The Heart of Provincetown.
9.8 out of 10, Exceptional, (91)
"Great experience overall!"
Beautiful Free-Standing Cottage, In The Heart of Provincetown.
Exterior
Charming Antique Boathouse Located Directly On Long Pond.
9.8 out of 10, Exceptional, (75)
"Awesome stay."
The price is $213
$343 total
includes taxes & fees
May 22 - May 23
Charming Antique Boathouse Located Directly On Long Pond.
View from property
Updated Chatham Cottage walk to Hardings ⛱️ & Restaurants & stores!
10.0 out of 10, Exceptional, (4)
"Chatham is a beautiful, quaint little town, and Cape Cod in general is a wonderful place. This house was perfect for a couple, and I'm sure would be perfect with up to 4 (given 2 bedrooms). It's a short drive to town, it was spotless, check in was super easy, it looks exactly like the pictures, and Jill was prompt and professional. We had a great time and built memories we won't soon forget."
Updated Chatham Cottage walk to Hardings ⛱️ & Restaurants & stores!
Fridge, microwave, oven, stovetop
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.4 out of 10, Exceptional, (13)
"Very quiet, peaceful and clean in a very nice part of town. My only complaint is that I forgot to bring my own pillow and really didn't like theirs... otherwise it was lovely."
The price is $83
$312 total
includes taxes & fees
May 19 - May 20
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Property grounds
2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
10.0 out of 10, Exceptional, (71)
"The perfect location for walks to downtown, Steps beach, neighborhood stroll, and exploring. House was clean, great space and quiet. We went in mid April."
2 Bedrooms plus Loft - sleeps 6 in beds - 5 Blocks to Center of Town
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (37)
"We had a wonderful time."
Lovely Cape Cottage 2 bedroom with private beach and central air.
Fridge, microwave, oven, stovetop
LUXURIOUS Cottage with Breathtaking Harbor Views
10.0 out of 10, Exceptional, (121)
"2nd time staying at this property. Wonderful “Nantucket” vibes. Decor fits the island and the property is a quick walk to town. Perfect location. Well run property. Highly recommended. Hope to be back soon. A++"
The price is $1,100
$1,659 total
includes taxes & fees
Jun 1 - Jun 2
LUXURIOUS Cottage with Breathtaking Harbor Views
Beach nearby, sun loungers, beach towels
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
9.8 out of 10, Exceptional, (131)
"Property was amazing! Better than the pictures. Location was close to wonderful restaurants and shopping as well as the ferry. Was wonderfully supplied with everything you needed! Highly recommend this property!"
The price is $875
$1,353 total
includes taxes & fees
Jun 1 - Jun 2
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
1 bedroom, desk, free WiFi, bed sheets
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
9.8 out of 10, Exceptional, (20)
"Cute little apartment off of the property garage with privacy. Location is perfect for exploring the Cape, and the property was clean and comfortable. We had a great time!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, iron/ironing board, free WiFi, bed sheets
1940s Cottage Stunner Large Studio w/loft feel dog friendly
10.0 out of 10, Exceptional, (5)
"Great little cottage right in the heart of Eastham. My family and I loved it!"
1940s Cottage Stunner Large Studio w/loft feel dog friendly
Beach towels
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE - CLOSE TO DOWNTOWN CHATHAM!!
9.4 out of 10, Exceptional, (74)
"What a great place to stay! I was on the Cape for Thanksgiving so it was a different kind of vacation but just as much fun. This sweet house had everything I needed and close to town and the beach. I loved walking the Sylvan Path every morning. The host stayed in touch to make sure everything was fine. Thanks Sharon!"
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE - CLOSE TO DOWNTOWN CHATHAM!!
Fridge, microwave, oven, stovetop
Brand new upscale cottage-great location
10.0 out of 10, Exceptional, (10)
"Great location and really cool place. Don’t tell anyone…"
Brand new upscale cottage-great location
Exterior
Historic Cottage w/ Yard & Grill - Walk to Town, Ferry, Shops, and Dining
7.6 out of 10, Good, (23)
"The cottage was clean and comfortable as reported. The location is excellent, we walked to town, and all around. I would call the house a cottage as it is relatively small and the decor etc are a little dated but cute. The one draw back was that it was like 90+ degrees and there is no AC. We opened all the windows and there were plenty of window fans available and overhead fans, and while it did cool down some at night, we were still hot and there really wasn't anything to do to get some relief....
Historic Cottage w/ Yard & Grill - Walk to Town, Ferry, Shops, and Dining
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See all available properties in Southeast Massachusetts
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.

Other property types in Southeast Massachusetts

Property grounds
Sandcastle Resort and Club
3.0 star property
7.4 out of 10, Good, (915)
"Nice hotel, zero communication, arrived at 5 pm, no one at desk, “checked in” as I was checking out. Hot tub not open. "
The price is $129
$148 total
includes taxes & fees
May 20 - May 21
Sandcastle Resort and Club
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (300)
"Great place to stay."
Holly Tree Resort by VRI Americas
Fridge, microwave, oven, stovetop
Oceanside 2 - SD335
9.8 out of 10, Exceptional, (10)
"This little cottage was perfect for my wife and I. We started coming to the Cape in the Fall because the Summers are too crowded for us there. This cottage was nearly perfect for our stay. It is nestled in a small loop off of the road where there are a few cottages. Not bad in October but probably more bustling in the Summer. The only thing I didn't like was that the path down to the beach is alongside of this cottage and when coming off the beach, everyone is passing the back deck. Otherwise,...
Oceanside 2 - SD335
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.

Southeast Massachusetts Cottages information

Number of reviews
1,083
Accommodation
141 Cottages
Lowest Price
$83
Highest Price
$1,100

Frequently asked questions

How much do cottages in Southeast Massachusetts cost?
You’ll pay between $83 and $1,100 per night for cottages in Southeast Massachusetts. No matter your budget, a wonderful stay is only a click away on Expedia. This price was 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 on offer. Enter your destination and travel dates and book your perfect trip today.
Why book your cottage in Southeast Massachusetts with Expedia?
Booking a cottage in Southeast Massachusetts is as easy as clicking on your travel dates and choosing your ideal place for a getaway in nature. From chic retreats to inexpensive stays and cottages that come with conveniences like a kitchen, Expedia has something for all styles and tastes. As for the best deals around? We’ve got you covered!
How can I find cheap cottages in Southeast Massachusetts?
Expedia can help you track down cheap cottages in Southeast Massachusetts. To reserve a superb stay in a couple of clicks, use our convenient filter tool to refine your search by amenities, budget and star rating.
What is there to do in Southeast Massachusetts near my cottage?
Whether you’re interested in arts, culture, shopping or dining, Southeast Massachusetts promises something for everyone! The well-known city of Plymouth has loads of things to do and see, including Plimoth Patuxet Museums, Mayflower II and Plymouth Long Beach. If you’re vacationing in Hyannis, Cape Codder Water Park, Cape Cod Inflatable Park and John F. Kennedy Hyannis Museum shouldn’t be missed.

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