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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (125 reviews)
"Great location, clean and the room setup is perfect for family."
United States
Heather
$362 nightly
The price is $405
Sep 30 - Oct 1
Total with taxes and fees
Thomas Sea Suites
A covered outdoor deck with wicker furniture, a small table, and chairs.

2. Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay

Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
Plymouth
10.0 out of 10, Exceptional, (161 reviews)
"Beautiful view extremely clean easy check in/out. LOTS of amenities. Everything you could need or want is there!!"
United States
Roseanne
$321 nightly
The price is $359
Sep 29 - Sep 30
Total with taxes and fees
Plymouth private ocean front oversized suite on the bluff of Cape Cod Bay
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

3. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 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
$215 nightly
The price is $246
Oct 12 - Oct 13
Total with taxes and fees
The Club at New Seabury
A dining area with a wooden table, white chairs, and a television on a cabinet.

4. Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
Bourne
10.0 out of 10, Exceptional, (26 reviews)
"Great place to stay. "
United States
Ronald
$245 nightly
The price is $280
Sep 29 - Sep 30
Total with taxes and fees
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
An outdoor patio with round tables and chairs, surrounded by green umbrellas.

5. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,291 reviews)
"The full kitchen is amazing. The laundry soap provided was a nice surprise! It’s clean, quiet and gives a home like feeling for a hotel."
United States
Mrs. Andrea
$161 nightly
The price is $179
Oct 11 - Oct 12
Total with taxes and fees
Crescent Suites Hotel
A living room with a sofa, coffee table, and a view of the kitchen.

6. Village Colonial / Harbor Views.

Village Colonial / Harbor Views.
Cohasset
9.8 out of 10, Exceptional, (60 reviews)
"Second time staying at this beautiful Cohasset destination and home. Would love to come back again. Excellent location, harbor walks, downtown walks, comfortable beds, well appointed kitchen, everything you need!"
United States
Beth G.
$584 nightly
The price is $641
Sep 29 - Sep 30
Total with taxes and fees
Village Colonial / Harbor Views.
A balcony with a city view, featuring a table with wine glasses and a bottle, and a chair.

7. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (668 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
$571 nightly
The price is $656
Oct 4 - Oct 5
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
A coastal town with houses along the beach and a view of the sea.

8. Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.6 out of 10, Exceptional, (32 reviews)
"This location is really wonderful. What a cute town and the house had everything we needed. "
United States
Tony and Beck V.
$437 nightly
The price is $488
Oct 1 - Oct 2
Total with taxes and fees
Amazing Onset Getaway in the Starfish Suite
A house with a front porch, a white door, and a number '36' on the wall.

9. Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.

Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
Sandwich
9.8 out of 10, Exceptional, (104 reviews)
"This property was the perfect beach house for our weekend trip. Everything looked exactly like the photos, was clean and accurate. The owner made check-in and check-out extremely clear on expectations and definitely provided a reasonable price for its amazing location. I will be staying here again!"
United States
Alysha D.
$471 nightly
The price is $539
Oct 24 - Oct 25
Total with taxes and fees
Town Neck Beach , Sandwich, MA, Cape Cod. Treehouse Brewery, marina, cc canal.
A cozy room with a hanging chair, a desk, a cushioned bench, and a round table with a patterned cover.

10. Top Floor Loft 3BR w Skylights Spa Walkable

Top Floor Loft 3BR w Skylights Spa Walkable
2.0 star property
Warren
$539 nightly
The price is $614
Sep 29 - Sep 30
Total with taxes and fees
Top Floor Loft 3BR w Skylights Spa Walkable
Interior

11. Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
Dartmouth
10.0 out of 10, Exceptional, (17 reviews)
"This property was beautiful, peaceful, and so relaxing! The communication and check-in were effortless, the house was spotless, and the views were fabulous! We definitely want to return!"
United States
Judith M.
$437 nightly
The price is $488
Sep 30 - Oct 1
Total with taxes and fees
Charming cottage overlooking the bay in Padanaram Village.
A bedroom with a bed, a round table with chairs, a TV, and a large mirror.

12. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (24 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
$309 nightly
The price is $355
Sep 30 - Oct 1
Total with taxes and fees
The Concord Hotel
A kitchen with white cabinets, a tiled backsplash, and a knife block on the counter.

13. Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41

Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
Quincy
9.6 out of 10, Exceptional, (33 reviews)
"We enjoyed our stay at this place. Comfortable and plenty of space for us."
United States
Jeff L.
$266 nightly
The price is $298
Sep 29 - Sep 30
Total with taxes and fees
Spacious Greater Boston 3BR Townhouse Near I-93 • Parking • Pet-Friendly - 41
A spacious living room with a dining area, wooden columns, and a large window providing natural light.

14. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (329 reviews)
"Place was spotless and had everything you needed for a great stay."
United States
Jenn K.
$250 nightly
The price is $279
Sep 30 - Oct 1
Total with taxes and fees
Near Boston Historic two-bedroom with Modern Amenities
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

15. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (149 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
$317 nightly
The price is $365
Oct 4 - Oct 5
Total with taxes and fees
Maverick Suites at 40 Temple St
A row of brick buildings with storefronts, including a bakery and a liquor store.

16. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very good, (204 reviews)
"Right in the heart of the shopping district, easy walking and central to Fenway/downtown Boston"
United States
Jennifer
$337 nightly
The price is $388
Oct 29 - Oct 30
Total with taxes and fees
Maverick Suites at 245 Newbury St
An outdoor patio area with a covered seating area, a fire pit, and a well-lit ambiance.

17. 🎖The Boiler Room - Close to Subway & Downtown🎖

🎖The Boiler Room - Close to Subway & Downtown🎖
Dorchester
9.8 out of 10, Exceptional, (92 reviews)
"Honestly, the Boiler Room is even bigger than it looks in the pictures and is so perfectly curated! We LOVED our stay and if I ever get the opportunity to come back to Boaton, I will be staying here!"
United States
Katie C.
$270 nightly
The price is $310
Oct 18 - Oct 19
Total with taxes and fees
🎖The Boiler Room - Close to Subway & Downtown🎖
An aerial view of a large house with a swimming pool, a tennis court, and a well-maintained lawn.

18. Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!

Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
West Barnstable
10.0 out of 10, Exceptional, (145 reviews)
"Great fit for our family!"
United States
William H.
$1,447 nightly
The price is $1,656
Sep 29 - Sep 30
Total with taxes and fees
Luxurious 7BR Estate Includes - Tennis Crt, Pool, Hot Tub, Home Theater, & Gym!
A balcony with two white chairs and two wine glasses, overlooking a beach with a clear sky.

19. Sandcastle Resort and Club

Sandcastle Resort and Club
3.0 star property
Provincetown
7.4 out of 10, Good, (1,263 reviews)
"Loved the property, it was right on the beach and close to downtown."
United States
Christopher D
$52 nightly
The price is $59
Oct 25 - Oct 26
Total with taxes and fees
Sandcastle Resort and Club
A living room with a fireplace, a television, and a dining area with chairs and a table.

20. Casa de Los Clarey • Boston • Logan • Beaches • Free Parking

Casa de Los Clarey • Boston • Logan • Beaches • Free Parking
Winthrop
10.0 out of 10, Exceptional, (58 reviews)
"Loved the character of the property. Very roomy. Great location"
United States
Jeffrey V.
$336 nightly
The price is $375
Sep 29 - Sep 30
Total with taxes and fees
Casa de Los Clarey • Boston • Logan • Beaches • Free Parking
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

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

8/10 Good
"It was goods"
colleen 1-night trip
Posted less than an hour ago
Hyatt Regency Boston/Cambridge

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 $59 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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