A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Eastern Massachusetts Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Eastern Massachusetts vacation rentals

A spacious living room with a large white marble table, a blue sofa, and a view of the street through large windows.

1. Thomas Sea Suites

Thomas Sea Suites
3.5 star property
Plymouth Downtown Waterfront District
9.0 out of 10, Wonderful, (132 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
$457 nightly
The price is $511
Nov 14 - Nov 15
Total with taxes and fees
Thomas Sea Suites
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

2. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,306 reviews)
"Awesome location - cute property - kitchens well stocked."
United States
Candi
$98 nightly
The price is $112
Nov 29 - Nov 30
Total with taxes and fees
Sandcastle Resort and Club
A golf course with a clubhouse, a lake, and surrounding trees.

3. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
$164 nightly
The price is $187
Nov 15 - Nov 16
Total with taxes and fees
The Club at New Seabury
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

4. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,357 reviews)
"Wehave stayed here several times and each time has been a pleasure."
United States
Kasandra
$140 nightly
The price is $157
Nov 20 - Nov 21
Total with taxes and fees
Crescent Suites Hotel
A pool area with lounge chairs and flags.

5. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (275 reviews)
"Everything was great. Very clean room"
United States
Manizheh
$106 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
The Cove at Yarmouth by Westgate Resorts
A beach with clear skies, calm waves, and large rocks.

6. InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (224 reviews)
"Very clean suite, great staff, great location, great beach view"
United States
Nancy
$126 nightly
The price is $144
Dec 14 - Dec 15
Total with taxes and fees
InnSeason Resorts Captain's Quarters
A modern living room with a blue wall, a large window, a sofa, a coffee table, and a TV.

7. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (45 reviews)
"I had a great stay at The Chester Hotel. Super cute vibe, easy check-in, and good location for where I needed to be for work. Bed is super comfy, the room aesthetic is great and the restaurant MIDA next door was really good!"
United States
Tracy
$247 nightly
The price is $284
Nov 23 - Nov 24
Total with taxes and fees
The Chester Hotel
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

8. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (682 reviews)
"Nice hotel with a great location. Rooms were very spacious with many amenities to offer. Will definitely be back again."
United States
Joseph
$259 nightly
The price is $298
Nov 29 - Nov 30
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A modern living room with a black leather sofa, grey armchairs, a coffee table, and a large window offering a city view.

9. Kasa Boston at Fenway

Kasa Boston at Fenway
4.0 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (352 reviews)
"Great location, very comfortable apartment, great facilities, everyone was friendly and helpful!!!"
United States
antonio
$270 nightly
The price is $297
Nov 23 - Nov 24
Total with taxes and fees
Kasa Boston at Fenway
A modern hotel room with a large bed, a sofa, a small table, and a view of the city.

10. Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston
2.5 star property
Everett
8.4 out of 10, Very good, (24 reviews)
"Good location for visiting Boston"
United Kingdom
Liam
$264 nightly
The price is $295
Nov 14 - Nov 15
Total with taxes and fees
Furnished Apartments near Encore Boston
A modern lobby with a wooden panel wall, a beige sofa, a patterned rug, and a large abstract painting.

11. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (776 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
$197 nightly
The price is $226
Dec 14 - Dec 15
Total with taxes and fees
Global Luxury Suites Downtown Boston
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

12. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
$341 nightly
The price is $390
Nov 15 - Nov 16
Total with taxes and fees
Charming Family-friendly Getaway in Sandwich!
A row of multi-story brick buildings with a central entrance, a flag, and parked cars on the street.

13. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (477 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
$199 nightly
The price is $229
Dec 6 - Dec 7
Total with taxes and fees
Maverick Suites at 28 Fenway
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

14. The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.2 out of 10, Very good, (41 reviews)
"Super nice place to stay plus it was super close to shopping and all the sights"
Canada
Rupintal
$244 nightly
The price is $280
Nov 24 - Nov 25
Total with taxes and fees
The Concord Hotel
A row of brick buildings with storefronts, including a bakery and a liquor store.

15. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
$157 nightly
The price is $180
Dec 14 - Dec 15
Total with taxes and fees
Maverick Suites at 245 Newbury St
A two-story beach house with a balcony, a deck, and a sign reading "Plovers Nest".

16. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
$343 nightly
The price is $383
Nov 17 - Nov 18
Total with taxes and fees
Plovers Nest
A large, multi-story hotel with a wooden exterior and multiple balconies. A wooden boardwalk leads to the entrance.

17. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (23 reviews)
"Wonderful property. Very clean and modern. Close to everything downtown. Highly recommend!"
United States
John
$630 nightly
The price is $704
Nov 15 - Nov 16
Total with taxes and fees
Harborview Nantucket
A living room with a black leather sofa, a glass coffee table, a brick fireplace, and a TV mounted on the wall.

18. Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (101 reviews)
"Enjoyed the stay"
United States
Frances
$160 nightly
The price is $184
Dec 13 - Dec 14
Total with taxes and fees
Maverick Suites at 402 Columbus Ave
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

19. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (169 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
$151 nightly
The price is $173
Dec 1 - Dec 2
Total with taxes and fees
Maverick Suites at 40 Temple St
A spacious indoor swimming pool with large windows, modern seating, and a wooden ceiling.

20. Global Luxury Suites East Boston

Global Luxury Suites East Boston
4.0 star property
East Boston
6.8 out of 10, (216 reviews)
"Cozy, comfy and cute✨. Would def rent again❤️"
United States
Erica
$216 nightly
The price is $249
Dec 13 - Dec 14
Total with taxes and fees
Global Luxury Suites East 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.
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Top Eastern Massachusetts Hotel Reviews

The Godfrey Hotel Boston

The Godfrey Hotel Boston

10/10 Excellent
"Great place to stay! Great location."
ROBERTA 3-night trip
Posted 2 hours ago
The Godfrey Hotel Boston

Find out more about Eastern Massachusetts

Everything you need to know about Eastern Massachusetts vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Eastern Massachusetts vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Eastern Massachusetts vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Eastern Massachusetts vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Eastern Massachusetts. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Eastern Massachusetts in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Eastern Massachusetts rentals

At Expedia, we put the best Eastern Massachusetts vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Eastern Massachusetts rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Eastern Massachusetts vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Eastern Massachusetts. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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