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Featured Cottages in Eastern Massachusetts

Renovated Cottage off Main Street- Great Location
Exterior

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
Miscellaneous

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!
View from property

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

9.6 out of 10, Exceptional, (31)
"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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

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
Property grounds

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
TV, fireplace, books, smart speakers

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.
Beach nearby

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!
Beach nearby, sun-loungers, beach towels

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
Terrace/patio

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!
Beach nearby, sun-loungers, beach towels

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!
On the beach, sun-loungers, beach towels

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
Beach nearby, sun-loungers, beach towels

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!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (211)
"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.
Property grounds

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
On the beach, sun-loungers

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
On the beach

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!
Fridge, microwave, oven, stovetop

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
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (407)
"Perfect location!"
The price is AU$240
includes taxes & fees
2 Jan - 3 Jan 2025
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (157)
"Great stay. "
The price is AU$377
includes taxes & fees
2 Jan - 3 Jan 2025
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio

Temple Place Suites

2.5 star property
6.8 out of 10, (175)
"I recently had the pleasure of staying at Temple Place Suites, and I can honestly say it you get what you pay for. The location is absolutely perfect, situated in the heart of the city, with easy access to vibrant neighborhoods, restaurants, and cultural landmarks. The suite is minimalistic and there’s a sense of homeliness. Spacious, impeccably clean, and tastefully decorated. The staff at Temple Place Suites went above and beyond to make my stay memorable. They were friendly, attentive, and...
The price is AU$276
includes taxes & fees
16 Jan - 17 Jan 2025
Temple Place Suites
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’ll find the ideal place to reconnect with nature. 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 Eastern Massachusetts?
Browse our 35 cottages in Eastern Massachusetts and then select your favourite. Whether you’re embarking on a family trip or a weekend with buddies, your perfect stay is just a few clicks away with Expedia.
What is there to do in Eastern Massachusetts near my cottage?
The most important accessory for your Eastern Massachusetts holiday is a well-designed itinerary! New England Aquarium, Boston Museum of Fine Arts and Museum of Science are among the top sights if you’re heading to Boston. Cambridge also lures travellers with its excellent attractions, such as Boston Museum of Fine Arts. Need more ideas for your to-do list? Visit Museum of Science and Isabella Stewart Gardner Museum too.