Boston Vacation Rentals

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Our top choices for Boston vacation rentals

9.6 out of 10, Exceptional, (12 reviews)
"The house was very comfortable and clean, also close to downtown area "
United States
rushawn h.
$320 nightly
The price is $328
Feb 1 - Feb 2
Total with taxes and fees
Mimosa Getaway - Less than 1 mile from Downtown
9.6 out of 10, Exceptional, (14 reviews)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
$358 nightly
The price is $367
Jan 27 - Jan 28
Total with taxes and fees
Sprawling Updated Ranch with Fireplace on Wimbledon
9.8 out of 10, Exceptional, (8 reviews)
"Great place"
United States
Michael S.
$331 nightly
The price is $338
Jan 27 - Jan 28
Total with taxes and fees
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
10.0 out of 10, Exceptional, (16 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
$299 nightly
The price is $326
Jan 27 - Jan 28
Total with taxes and fees
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
9.8 out of 10, Exceptional, (24 reviews)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
$285 nightly
The price is $291
Jan 27 - Jan 28
Total with taxes and fees
An elegant waterside retreat in the Red Hills

Vacation Home in Thomasville

Modern Home Near Downtown Thomasville
10.0 out of 10, Exceptional, (28 reviews)
"Clean and perfect. Great location"
United States
glenn y.
$347 nightly
The price is $355
Feb 23 - Feb 24
Total with taxes and fees
Modern Home Near Downtown Thomasville

Vacation Home in Thomasville

Mimosa Cottage - Near Downtown Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"Great location"
United States
Landon W.
$286 nightly
The price is $293
Feb 1 - Feb 2
Total with taxes and fees
Mimosa Cottage - Near Downtown Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"We loved the home! Everything we needed was there for us and the location was perfect. Would love to stay here again!"
United States
emily h.
$350 nightly
The price is $360
Feb 1 - Feb 2
Total with taxes and fees
Cottage 229 - Downtown Historic Thomasville Getaway
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay and good people to deal with. "
United States
RYAN H.
$358 nightly
The price is $367
Jan 27 - Jan 28
Total with taxes and fees
Newly Built, Stunning 4BR/2BA with Waterfront Views

Apartment in Downtown Historic District

The Roost - Downtown Thomasville
10.0 out of 10, Exceptional, (20 reviews)
"Very convenient and super close to everything in downtown Thomasville. "
United States
Lisa L.
$263 nightly
The price is $271
Feb 2 - Feb 3
Total with taxes and fees
The Roost - Downtown Thomasville
10.0 out of 10, Exceptional, (1 review)
"Great location spacious layout furnished perfectly "
United States
Damian Ray V.
$316 nightly
The price is $324
Feb 23 - Feb 24
Total with taxes and fees
Mimosa Stay Cottage - Thomasville Close to all the Charm
9.4 out of 10, Exceptional, (27 reviews)
"Very comfortable place to stay when visiting Thomasville! "
United States
Sarah S.
$360 nightly
The price is $369
Feb 1 - Feb 2
Total with taxes and fees
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
8.8 out of 10, Excellent, (5 reviews)
"It was great to be within walking distance to downtown Thomasville."
United States
Gina L.
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA

Vacation Home in Thomasville

SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (77 reviews)
"Wonderful stay would love to stay again!"
United States
Lakeisa C.
$302 nightly
The price is $349
Jan 27 - Jan 28
Total with taxes and fees
SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (5 reviews)
"Great location near downtown. I chose this spot because of the nice check in,/ check out times (3 & 11). Recommend!"
United States
Michael B.
$333 nightly
The price is $385
Jan 27 - Jan 28
Total with taxes and fees
Treehouse views in Historic Downtown Thomasville, Georgia
10.0 out of 10, Exceptional, (6 reviews)
"Very beautiful property and well maintained with southern charm. "
United States
Rebecca N.
$394 nightly
The price is $454
Feb 1 - Feb 2
Total with taxes and fees
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
10.0 out of 10, Exceptional, (5 reviews)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
$663 nightly
The price is $685
Feb 1 - Feb 2
Total with taxes and fees
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks

Vacation Home in Dawson Street Historic District

The Mash Manor
9.2 out of 10, Wonderful, (26 reviews)
"Nicely restored property. Great location. Plenty of parking. Beautiful kitchen and dining area. "
United States
John N.
$553 nightly
The price is $636
Feb 9 - Feb 10
Total with taxes and fees
The Mash Manor
10.0 out of 10, Exceptional, (1 review)
"Convenient location and has everything you need."
United States
Dee J.
$445 nightly
The price is $461
Feb 9 - Feb 10
Total with taxes and fees
Southern Charm Home: Pool + Fireplace + Large Yard
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 Boston Hotel Reviews

Find out more about Boston

Everything you need to know about Boston 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 Boston 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 Boston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. 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 Boston 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 $271 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 Boston rentals

At Expedia, we put the best Boston 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 Boston 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 Boston 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 Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Boston?

Yes, you can find vacation rentals near well known attractions in Boston, or you can go with a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Boston?

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville: This vacation home rental near Boston is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Sweet Grass Dairy Marketplace, or get out into nature at a spot like Thomasville Rose Garden. In the larger area, you’ll find Thomasville's Historic Big Oak and Pebble Hill Plantation.

What’s a vacation rental in Boston like?

Vacation rentals are private properties you can book for a few weeks or just a few days in Boston. Vacation rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip.