Boston Vacation Rentals

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Oct 25 - Oct 26
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Nov 7 - Nov 9

Vacation Rentals in Boston

Property grounds
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
10.0 out of 10, Exceptional, (1)
"House was clean and exactly as described. Host was prompt with replies. House was 2 minutes from downtown thomasville.If we need to stay in thomasville again, would not hesitate to stay here again."
United States
Mike P.
$215 nightly
The price is $250
Oct 26 - Oct 27
Total with taxes and fees
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
TV, books
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
10.0 out of 10, Exceptional, (49)
"Stayed here for my son’s graduation from FSU and it worked out well. "
United States
Jana H.
$315 nightly
The price is $323
Nov 17 - Nov 18
Total with taxes and fees
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Interior
Treehouse views in Historic Downtown Thomasville, Georgia
Treehouse views in Historic Downtown Thomasville, Georgia
10.0 out of 10, Exceptional, (1)
"Great location near downtown. I chose this spot because of the nice check in,/ check out times (3 & 11). Recommend!"
United States
Michael B.
$310 nightly
The price is $358
Nov 9 - Nov 10
Total with taxes and fees
Treehouse views in Historic Downtown Thomasville, Georgia
Fridge, microwave, oven, stovetop
Mimosa Cottage - Near Downtown Thomasville
Mimosa Cottage - Near Downtown Thomasville
9.8 out of 10, Exceptional, (9)
"This was a very nice property. It had everything you need for a comfortable stay! The owners were also very easy to get ahold of. Thank you for a nice stay!"
United States
Catherine
$299 nightly
The price is $307
Nov 3 - Nov 4
Total with taxes and fees
Mimosa Cottage - Near Downtown Thomasville
Exterior
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
10.0 out of 10, Exceptional, (3)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
$663 nightly
The price is $685
Oct 27 - Oct 28
Total with taxes and fees
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Fridge, microwave, oven, stovetop
Charming 2-bedroom cottage built with children and pets in mind.
Charming 2-bedroom cottage built with children and pets in mind.
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.
$252 nightly
The price is $293
Oct 27 - Oct 28
Total with taxes and fees
Charming 2-bedroom cottage built with children and pets in mind.
Exterior detail
SOUTHERN CHARM (Kid’s Bunk Room!)
SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (73)
"Property was very clean and cool! "
United States
Carlyn B.
$299 nightly
The price is $346
Oct 27 - Oct 28
Total with taxes and fees
SOUTHERN CHARM (Kid’s Bunk Room!)
Property grounds
Cottage On Park Ave. Off-season pricing.
Cottage On Park Ave. Off-season pricing.
10.0 out of 10, Exceptional, (187)
"For us this cottage was perfect. Clean, good set up, perfect for a couple. Pet friendly. It is a great spot and we will be back for sure. "
United States
Melissa
Cottage On Park Ave. Off-season pricing.
Exterior
Dog friendly nature preserve Monticello, FL
Dog friendly nature preserve Monticello, FL
10.0 out of 10, Exceptional, (1)
"Quiet and relaxing spot. Very well maintained and clean. Wonderful hosts. My only regret is that we couldn't stay longer."
United States
KARL L.
$200 nightly
The price is $218
Oct 31 - Nov 1
Total with taxes and fees
Dog friendly nature preserve Monticello, FL
Fridge, microwave, oven, stovetop
Sprawling Updated Ranch with Fireplace on Wimbledon
Sprawling Updated Ranch with Fireplace on Wimbledon
2.0 star property
9.4 out of 10, Exceptional, (8)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
$329 nightly
The price is $338
Oct 26 - Oct 27
Total with taxes and fees
Sprawling Updated Ranch with Fireplace on Wimbledon
Fridge, microwave, oven, stovetop
Mimosa Getaway - Less than 1 mile from Downtown
Mimosa Getaway - Less than 1 mile from Downtown
2.0 star property
9.6 out of 10, Exceptional, (8)
"Great place to stay , clean, kids loved the bunk beds, much better than a hotel, enjoyed it"
United States
carl e.
$318 nightly
The price is $326
Oct 26 - Oct 27
Total with taxes and fees
Mimosa Getaway - Less than 1 mile from Downtown
Fridge, microwave, oven, stovetop
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
10.0 out of 10, Exceptional, (4)
"Very beautiful property and well maintained with southern charm. "
United States
Rebecca N.
$392 nightly
The price is $452
Oct 26 - Oct 27
Total with taxes and fees
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Outdoor dining
Georgia Blue Cottage
Georgia Blue Cottage
9.2 out of 10, Wonderful, (15)
"Great for 6 adults."
United States
Stefan D.
Georgia Blue Cottage
Exterior
The Budd-Pafford House - The Exploration Suite
The Budd-Pafford House - The Exploration Suite
9.0 out of 10, Wonderful, (9)
"Spent a very chilly weekend at this beautiful home. Neighborhood was picturesque & full of history. Resident hosts were very attentive & friendly. We felt very welcome"
United States
ASHLEY C.
$225 nightly
The price is $245
Oct 26 - Oct 27
Total with taxes and fees
The Budd-Pafford House - The Exploration Suite
Outdoor dining
Home Sweet Home
Home Sweet Home
10.0 out of 10, Exceptional, (15)
"The property was convenient."
United States
patricia h.
Home Sweet Home
4 bedrooms, desk, iron/ironing board, travel crib
BuckHaven Countryside Retreat with Fishing Pond
BuckHaven Countryside Retreat with Fishing Pond
9.8 out of 10, Exceptional, (7)
"My second time stating here with friends. Just as good the second time as the first. "
United States
Michael S.
BuckHaven Countryside Retreat with Fishing Pond
Terrace/patio
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
10.0 out of 10, Exceptional, (44)
"As always my stay was amazing "
United States
RONNIE B.
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
Interior
Camellia Cottage - wheelchair friendly
Camellia Cottage - wheelchair friendly
10.0 out of 10, Exceptional, (5)
"Great, great place! I highly recommend when you are in the area!"
United States
Darrin M.
$154 nightly
The price is $167
Oct 28 - Oct 29
Total with taxes and fees
Camellia Cottage - wheelchair friendly
Outdoor dining
Southern Charm Home: Pool + Fireplace + Large Yard
Southern Charm Home: Pool + Fireplace + Large Yard
$381 nightly
The price is $408
Oct 26 - Oct 27
Total with taxes and fees
Southern Charm Home: Pool + Fireplace + Large Yard
Interior
Stunning suite in amazing National Landmark property. Blocks from downtown.
Stunning suite in amazing National Landmark property. Blocks from downtown.
10.0 out of 10, Exceptional, (3)
"We stayed in the LPH suite for FSU parents weekend. It has a lot of historic charm but modern comforts too: comfortable king bed, great water pressure in updated shower, keyless entry, good lighting…Will definitely be back when we have more time to explore downtown Thomasville!"
United States
Melissa I.
Stunning suite in amazing National Landmark property. Blocks from downtown.
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

Baymont by Wyndham Thomasville

Baymont by Wyndham Thomasville

10/10 Excellent
"yes"
Tiffanee 1-night trip
Posted 4 days ago
Baymont by Wyndham Thomasville

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 $167 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?

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.: This vacation home rental near Boston has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.