Boston Vacation Rentals

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In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Boston

Microwave
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA

Apartment in Downtown Historic District

10.0 out of 10, Exceptional, (2)
"It was great to be within walking distance to downtown Thomasville."
United States
Gina L.
$183 nightly
The price is $213
Dec 9 - Dec 10
Total with taxes and fees
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
Fridge, microwave, oven, stovetop
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Vacation Home in Thomasville

9.2 out of 10, Wonderful, (25)
"Large house, with beautiful back yard. "
United States
Charles H.
$355 nightly
The price is $364
Dec 7 - Dec 8
Total with taxes and fees
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Fridge, microwave, oven, stovetop
Charming 2-bedroom cottage built with children and pets in mind.

Cottage in Thomasville

2.0 star property
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay in Thomasville! The beds were comfortable, everything was clean and my dogs especially loved the court yard area. It was in walking distance to downtown which we loved. Would definitely stay here again! "
United States
Lindsey J.
$220 nightly
The price is $255
Dec 8 - Dec 9
Total with taxes and fees
Charming 2-bedroom cottage built with children and pets in mind.
Terrace/patio
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (132)
"Great location "
United States
Misti
$303 nightly
The price is $351
Dec 7 - Dec 8
Total with taxes and fees
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
Fridge, microwave, oven, stovetop
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (5)
"Host was welcoming and thoughtful. Home was clean and beautifully decorated. Very comfortable, we would definitely stay here again. "
United States
Teresa M.
$389 nightly
The price is $449
Dec 7 - Dec 8
Total with taxes and fees
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Fridge, microwave, oven, stovetop
Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe

Vacation Home in Metcalf

10.0 out of 10, Exceptional, (10)
"Excellent stay!"
United States
William
Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe
Exterior
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (4)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
$657 nightly
The price is $679
Dec 8 - Dec 9
Total with taxes and fees
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Vacation Home in Monticello

10.0 out of 10, Exceptional, (15)
"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
Dec 7 - Dec 8
Total with taxes and fees
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Interior
The Roost - Downtown Thomasville

Apartment in Downtown Historic District

10.0 out of 10, Exceptional, (17)
"Everything was great!"
United States
Liz S.
$260 nightly
The price is $268
Dec 7 - Dec 8
Total with taxes and fees
The Roost - Downtown Thomasville
Smart TV
Hayden's Getaway: Sleep 6, Charming & Spacious

Vacation Home in Thomasville

9.2 out of 10, Wonderful, (11)
"Clean and cozy. Always choose this place when in town. "
United States
Nic E.
Hayden's Getaway: Sleep 6, Charming & Spacious
Outdoor dining
Treehouse views in Historic Downtown Thomasville, Georgia

Cottage in Thomasville

10.0 out of 10, Exceptional, (2)
"Great location near downtown. I chose this spot because of the nice check in,/ check out times (3 & 11). Recommend!"
United States
Michael B.
$335 nightly
The price is $387
Dec 7 - Dec 8
Total with taxes and fees
Treehouse views in Historic Downtown Thomasville, Georgia
Fridge, microwave, oven, stovetop
Mimosa Getaway - Less than 1 mile from Downtown

Vacation Home in Thomasville

2.0 star property
9.4 out of 10, Exceptional, (10)
"The house was very comfortable and clean, also close to downtown area "
United States
rushawn h.
$316 nightly
The price is $324
Dec 7 - Dec 8
Total with taxes and fees
Mimosa Getaway - Less than 1 mile from Downtown
TV, books
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (53)
"Stayed here for my son’s graduation from FSU and it worked out well. "
United States
Jana H.
$303 nightly
The price is $311
Dec 14 - Dec 15
Total with taxes and fees
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Exterior detail
SOUTHERN CHARM (Kid’s Bunk Room!)

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (76)
"Wonderful stay would love to stay again!"
United States
Lakeisa C.
$303 nightly
The price is $350
Dec 14 - Dec 15
Total with taxes and fees
SOUTHERN CHARM (Kid’s Bunk Room!)
Interior
Camellia Cottage - wheelchair friendly

Cottage in Monticello

10.0 out of 10, Exceptional, (8)
"Great location, clean, and comfortable. "
United States
Teresa
$175 nightly
The price is $190
Dec 7 - Dec 8
Total with taxes and fees
Camellia Cottage - wheelchair friendly
Property grounds
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.

Vacation Home in Thomasville

10.0 out of 10, Exceptional, (5)
$228 nightly
The price is $265
Dec 7 - Dec 8
Total with taxes and fees
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
Outdoor dining
Georgia Blue Cottage

Cottage in Thomasville

9.4 out of 10, Exceptional, (17)
"Great for 6 adults."
United States
Stefan D.
Georgia Blue Cottage
Fridge, microwave, oven, stovetop
Charming Industrial Barndominium Retreat 78 Acres of Southern Serenity

Apartment in Ochlocknee

10.0 out of 10, Exceptional, (2)
"Excellent location for a quiet weekend getaway, yet close enough to plan an outing on the town. Exceptionally clean and modern amenities. Will definitely stay again. 5Star. "
United States
Gina T.
$172 nightly
The price is $189
Dec 7 - Dec 8
Total with taxes and fees
Charming Industrial Barndominium Retreat 78 Acres of Southern Serenity
Fridge, microwave, oven, stovetop
Sprawling Updated Ranch with Fireplace on Wimbledon

Vacation Home in Thomasville

2.0 star property
9.4 out of 10, Exceptional, (11)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
$355 nightly
The price is $364
Dec 7 - Dec 8
Total with taxes and fees
Sprawling Updated Ranch with Fireplace on Wimbledon
Fridge, microwave, oven, stovetop
Cottage 229 - Downtown Historic Thomasville Getaway

Vacation Home in Thomasville

2.0 star property
10.0 out of 10, Exceptional, (11)
"Perfect location and accommodations. Relaxing and goes perfectly with the charm of Thomasville. Will stay again. "
United States
Michelle B.
$339 nightly
The price is $349
Dec 7 - Dec 8
Total with taxes and fees
Cottage 229 - Downtown Historic Thomasville Getaway
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

Remodeled farmhouse, close to Moultrie, Thomasville and Valdosta!

Remodeled farmhouse, close to Moultrie, Thomasville and Valdosta!

10/10 Excellent
"It was great, quiet, well shocked, very clean. "
James H. 4-night trip
Posted 4 days ago
Remodeled farmhouse, close to Moultrie, Thomasville and Valdosta!

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 $189 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.

Explore a world of travel with Expedia

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?

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville: This vacation home near Boston is located in the city center and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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.