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Compare 34 Cottages in Eastern Massachusetts with updated reviews, rates, and availability.

Renovated Cottage off Main Street- Great Location
Living Room I

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
Peaceful waterfront cottage with furnished deck, beautiful view, firepit

Peaceful waterfront cottage with furnished deck, beautiful view, firepit

7.2 out of 10, Good, (20)
"Nice little house on the lake. We enjoyed it. "
Peaceful waterfront cottage with furnished deck, beautiful view, firepit
Luxury 1900's romantic retreat steps from the beach - King Suite!
Property grounds

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

9.6 out of 10, Exceptional, (30)
"Exactly how it was described clean easy to get to! Highly recommended "
Luxury 1900's romantic retreat steps from the beach - King Suite!
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Entryway/Outside Deck

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
LUXURIOUS Cottage with Breathtaking Harbor Views
Stunning "Polly Cottage" with Harbor View !

LUXURIOUS Cottage with Breathtaking Harbor Views

10.0 out of 10, Exceptional, (139)
"Clean, comfy beds, and a fabulous location! Easy walk to town and other locations. "
LUXURIOUS Cottage with Breathtaking Harbor Views
Oceanside 2 - SD335
Exterior

Oceanside 2 - SD335

9.6 out of 10, Exceptional, (13)
"House is set behind a dune. dune is a little steep, especially climbing back up. Kind of tough for the elderly. Set up of the house was good for 2 seniors. Many restaurants close by. Quiet area."
Oceanside 2 - SD335
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Honey Left Entry

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

10.0 out of 10, Exceptional, (86)
"Perfect set up for families traveling together. "
2 Bedrooms + Loft - sleeps 6 in beds but max 4 adults- 5 Blocks to Town
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
Dennis Port Vacation Rental | 3BR | 2BA | 1,800 Sq Ft | Stairs Required

Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome

9.2 out of 10, Wonderful, (57)
"We had a wounderful long weekend. "
Oceanfront Cape Cod Gem w/ Balcony, Pets Welcome
Lovely Cape Cottage 2 bedroom with private beach and central air.
Modern, clean living room.

Lovely Cape Cottage 2 bedroom with private beach and central air.

10.0 out of 10, Exceptional, (44)
"Such a cute and comfortable place. We enjoyed the neighborhood and the beach down the street. Owner was really responsive if we needed anything "
Lovely Cape Cottage 2 bedroom with private beach and central air.
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Private kitchen

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

10.0 out of 10, Exceptional, (112)
"Quaint cottage, good location Perfect for 2 people "
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Lovely oceanfront cottage with deck, grill, & panoramic views

Lovely oceanfront cottage with deck, grill, & panoramic views

9.0 out of 10, Wonderful, (85)
"Fantastic view, cant say enough about sunrise and sunset. Nice away from it all spot close enough to places to go fora really good balance. The road in isa back road on the cape going any faster than 5mph will rattle you around but totally worth the slow roll in. "
Lovely oceanfront cottage with deck, grill, & panoramic views
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Exterior

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!
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Entrance to Good Harbor Beach just down the street!

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

10.0 out of 10, Exceptional, (194)
"Great time in Gloucester for the ancient mariner hockey tourney. The owners are so easy to work with and the home is beautiful!"
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Exquisite Oceanfont Cottage at Madaket Beach!
Location!

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!
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Private kitchen

Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything

9.8 out of 10, Exceptional, (142)
"This was our second time staying at this property. It is in a great location and has many modern amenities. The beds are very comfortable with very nice linens. It is beautifully decorated and has everything you could want. Communication with property management was very good. "
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Living area

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

10.0 out of 10, Exceptional, (210)
"We had an amazing stay at Millie Cottage! The house was beautifully maintained, cozy, and had everything we needed for a perfect family getaway—including our dog, who loved the yard!. The location was ideal; close to beaches, restaurants, downtown and all the charm Nantucket has to offer. Theresa and the property addressed every detail to make our stay comfortable and enjoyable. We can’t wait to return!"
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Two-bedroom cottage with one Queen-size bed, two twin beds, and a sofa bed.
Exterior

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.
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Chatham Seaside Cottages

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
Beach cottage sleeps 6
Welcome to 143 6A- Oceanside Cottages

Beach cottage sleeps 6

9.4 out of 10, Exceptional, (3)
"This is the perfect place for a quiet get away if you don’t mind driving everywhere. It’s tucked away and peaceful. The cabin itself is pleasant. Two of the bedrooms are on the second floor and the staircase leading there is VERY narrow and would be inaccessible to many with limited mobility. Also, it would be difficult for people of larger builds carrying small children. The beach is rocky, but that’s related to where it is on the cape. Not an ideal spot for infants and toddlers. A large sand...
Beach cottage sleeps 6
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

10.0 out of 10, Exceptional, (208)
"This was the perfect place for the Christmas Stroll! Everything was perfect with the house and Theresa was perfect as a host. We will be returning!"
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
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 Eastern Massachusetts

Sonder 907 Main
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (405)
"Perfect location!"
The price is SAR 483
SAR 560 total
includes taxes & fees
24 Dec - 25 Dec
Sonder 907 Main
Maverick Suites at 28 Fenway
Lobby sitting area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (157)
"Great stay. "
The price is SAR 383
SAR 807 total
includes taxes & fees
24 Dec - 25 Dec
Maverick Suites at 28 Fenway
Global Luxury Suites Downtown Boston
Living room

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (508)
"Easy access to almost everything "
The price is SAR 458
SAR 984 total
includes taxes & fees
25 Dec - 26 Dec
Global Luxury Suites Downtown Boston
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 Eastern Massachusetts cost?
Rates for cottages in Eastern Massachusetts range between and per night. Whatever your budget, you’re sure to find a 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 Eastern Massachusetts?
Browse our 34 cottages in Eastern Massachusetts and reserve your favorite. Whether you’re arranging a family escape or a break with buddies, your perfect stay is just a few clicks away with Expedia.
Why book your cottage in Eastern Massachusetts with Expedia?
Reserving a cottage in Eastern Massachusetts is as simple as working out your travel dates and choosing an ideal place for outdoor recreation and relaxation. From upscale retreats to low-cost stays and cottages that come with conveniences like a kitchen, Expedia has something for all traveler tastes. As for awesome deals? We’ve have them as well!
How can I find cheap cottages in Eastern Massachusetts?
With Expedia’s useful filter tool, sourcing cheap cottages in Eastern Massachusetts is easy. To discover properties that’ll make your bank balance smile, fine-tune your search results by budget, star rating and amenities.