Eastern Massachusetts Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Eastern Massachusetts vacation rentals

Rooftop terrace

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, (631 reviews)
"Beautiful hotel and easy access to everything."
United States
Kimberely
$309 nightly
The price is $355
May 10 - May 11
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.4 out of 10, Very Good, (30 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
$276 nightly
The price is $317
May 9 - May 10
Total with taxes and fees
The Chester Hotel
Luxury Suite 3 | Living area | Smart TV, Netflix, Hulu, streaming services

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (36 reviews)
"Excellent location, very easy check in process, clean, just as the pictures showed online."
United States
shannon
$843 nightly
The price is $969
May 18 - May 19
Total with taxes and fees
The Monty Boston
Exterior

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, (166 reviews)
"Great location. Well priced. Its appeals to a specific type of traveler. Overall clean, quiet, solid WiFi services. I had some initial challenges getting in the building, but that was my fault for not checking in and providing the required documents. I would definitely stay again. PS The pizza place right across the street makes a great thin crust pie. "
United States
James
$228 nightly
The price is $262
May 10 - May 11
Total with taxes and fees
Maverick Suites at 245 Newbury St
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (112 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
$220 nightly
The price is $252
May 10 - May 11
Total with taxes and fees
Maverick Suites at 40 Temple St
Premium Studio Suite | Premium bedding, desk, iron/ironing board, free WiFi

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (210 reviews)
"The rooms are very spacious and clean. I liked the lighting provided as well."
United States
Hayley
$346 nightly
The price is $398
May 10 - May 11
Total with taxes and fees
Charlesgate Suites
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (690 reviews)
"Great staff, clean, and location"
United States
Juan
$231 nightly
The price is $265
May 10 - May 11
Total with taxes and fees
Global Luxury Suites Downtown Boston
TV

Blissful South End Studio

Blissful South End Studio
Back Bay
9.4 out of 10, Exceptional, (3 reviews)
"Great place on a quiet street convenient to everything!"
United States
Penelope D.
$224 nightly
The price is $263
May 18 - May 19
Total with taxes and fees
Blissful South End Studio
42-inch TV with satellite channels

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.4 out of 10, Good, (144 reviews)
"Great location!"
United States
Kevin
$230 nightly
The price is $264
May 9 - May 10
Total with taxes and fees
Maverick Suites at 400 Columbus Ave
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (359 reviews)
"Great stay. "
United States
Anna
$235 nightly
The price is $270
May 10 - May 11
Total with taxes and fees
Maverick Suites at 28 Fenway
Fridge, microwave, oven, stovetop

Central Boston Beacon Hill 2brm

Central Boston Beacon Hill 2brm
Beacon Hill
9.2 out of 10, Wonderful, (23 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
$443 nightly
The price is $509
May 10 - May 11
Total with taxes and fees
Central Boston Beacon Hill 2brm
TV

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca

Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca
North End
9.6 out of 10, Exceptional, (144 reviews)
"Fun location convenient to tons of excellent restaurants. "
United States
David G.
$1,085 nightly
The price is $1,200
May 10 - May 11
Total with taxes and fees
Gorgeous Rare 3BR 3BA duplex with free Parking, Rare gorgeous 3 bds 3 baths w/ Parking in Best loca
1 bedroom, desk, iron/ironing board, internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
8.0 out of 10, Very Good, (12 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
$255 nightly
The price is $300
May 10 - May 11
Total with taxes and fees
Cozy Studio Steps from Boston Common and Theaters
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (10 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
$274 nightly
The price is $295
May 9 - May 10
Total with taxes and fees
Stylish Back Bay Retreat, Steps from Prudential
Dining

North End Entire House

North End Entire House
North End
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful home in the heart of the north end. We had a wonderful stay!"
United States
Kerry y.
$448 nightly
The price is $515
May 10 - May 11
Total with taxes and fees
North End Entire House
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,186 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
$134 nightly
The price is $150
May 25 - May 26
Total with taxes and fees
Crescent Suites Hotel
TV

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
$343 nightly
The price is $394
May 25 - May 26
Total with taxes and fees
Prime Central 1brm in North End Boston
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very Good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
$276 nightly
The price is $305
May 19 - May 20
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (274 reviews)
"Booked it for just 1 night. Attended a concert at the MGM 2 miles away. No street parking, its downtown Boston. We paid 38 bucks for overnight parking around the corner. Property was clean, but no heat, no hot water. March in Boston is freezing. The host answered fast w generic answers about heat n hot water."
United States
Wanya
$163 nightly
The price is $187
May 10 - May 11
Total with taxes and fees
Premier Suites - Bay Village
1 bedroom, desk, iron/ironing board, WiFi

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
$218 nightly
The price is $256
May 10 - May 11
Total with taxes and fees
Perfect One Bedroom Stay In 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.
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Top Eastern Massachusetts Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Beautiful hotel and staff was great !"
Tonda 2-night trip
Posted 1 hour ago
Seaport 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 $136 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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