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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Boston vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. Charming 2-bedroom cottage built with children and pets in mind.

Charming 2-bedroom cottage built with children and pets in mind.
Thomasville
9.8 out of 10, Exceptional, (12 reviews)
"Property was perfect. Great location, super cute and clean. We enjoyed our stay & great communication with host. "
United States
Rosemary H.
$304 nightly
The price is $352
Aug 7 - Aug 8
Total with taxes and fees
Charming 2-bedroom cottage built with children and pets in mind.
Interior

2. Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (2 reviews)
"Nice rustic environment and very pet friendly."
United States
Jeff B.
$197 nightly
The price is $215
Aug 7 - Aug 8
Total with taxes and fees
Dog friendly nature preserve Monticello, FL
Exterior detail

3. QUAIL COTTAGE - Downtown Thomasville!

QUAIL COTTAGE - Downtown Thomasville!
Thomasville
10.0 out of 10, Exceptional, (143 reviews)
"Very nice home. Communication was excellent! We would stay here again."
United States
colleen z.
$304 nightly
The price is $352
Aug 9 - Aug 10
Total with taxes and fees
QUAIL COTTAGE - Downtown Thomasville!
Coffee/tea maker, fridge, microwave, oven

4. Southern Charm Home: Pool + Fireplace + Large Yard

Southern Charm Home: Pool + Fireplace + Large Yard
Thomasville
10.0 out of 10, Exceptional, (7 reviews)
"Convenient location and has everything you need."
United States
Dee J.
Southern Charm Home: Pool + Fireplace + Large Yard
Exterior

5. Treehouse views in Historic Downtown Thomasville, Georgia

Treehouse views in Historic Downtown Thomasville, Georgia
Thomasville
10.0 out of 10, Exceptional, (10 reviews)
"Great location, very comfortable and charming home."
United States
Betsy H.
$331 nightly
The price is $383
Aug 16 - Aug 17
Total with taxes and fees
Treehouse views in Historic Downtown Thomasville, Georgia
TV, books

6. Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.8 out of 10, Exceptional, (21 reviews)
"Was a very comfortable home for our girl’s trip of 5 ladies! "
United States
Julia N.
$350 nightly
The price is $374
Aug 24 - Aug 25
Total with taxes and fees
Sprawling Updated Ranch with Fireplace on Wimbledon
Outdoor dining

7. Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Thomasville
9.6 out of 10, Exceptional, (10 reviews)
"Great place"
United States
Michael S.
$326 nightly
The price is $349
Aug 9 - Aug 10
Total with taxes and fees
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Coffee/tea maker, fridge, microwave, oven

8. Newly Built, Stunning 4BR/2BA with Waterfront Views

Newly Built, Stunning 4BR/2BA with Waterfront Views
Thomasville
9.8 out of 10, Exceptional, (20 reviews)
"The property was clean and spacious for our family. The access were very easy."
United States
Frederick E
$348 nightly
The price is $372
Aug 9 - Aug 10
Total with taxes and fees
Newly Built, Stunning 4BR/2BA with Waterfront Views
2 bedrooms, iron/ironing board, WiFi, bed sheets

9. Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (22 reviews)
"Stay and area was Great!"
United States
Geoff
$288 nightly
The price is $308
Aug 9 - Aug 10
Total with taxes and fees
Mimosa Cottage - Near Downtown Thomasville
Dining

10. The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!

The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Thomasville
10.0 out of 10, Exceptional, (22 reviews)
"Our stay was absolutely wonderful! Will definitely be booking here again!"
United States
Unspecified U.
$358 nightly
The price is $413
Aug 10 - Aug 11
Total with taxes and fees
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Coffee/tea maker, fridge, microwave, oven

11. Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown
Thomasville
9.6 out of 10, Exceptional, (14 reviews)
"Great place, perfect for the weekend. "
United States
bill W.
$309 nightly
The price is $331
Aug 9 - Aug 10
Total with taxes and fees
Mimosa Getaway - Less than 1 mile from Downtown
TV, books

12. The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (30 reviews)
"Amazing location and charming loft. We loved our stay!"
United States
Katie P.
$230 nightly
The price is $246
Aug 11 - Aug 12
Total with taxes and fees
The Roost - Downtown Thomasville
Coffee/tea maker, fridge, microwave, oven

13. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (62 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
$292 nightly
The price is $312
Aug 9 - Aug 10
Total with taxes and fees
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Interior

14. The Mash Manor

The Mash Manor
Dawson Street Historic District
9.0 out of 10, Wonderful, (29 reviews)
"Perfect place for our group of 5! Everyone had their own bedroom and bath and the house was spacious and just beautiful! We loved the quick walk to downtown Thomasville and all the holiday festivities. The owner was very responsive and helpful as well. "
United States
Debra B.
$589 nightly
The price is $677
Aug 7 - Aug 8
Total with taxes and fees
The Mash Manor
Terrace/patio

15. Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible

Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Monticello
9.6 out of 10, Exceptional, (18 reviews)
"Cute house in great location. "
United States
Dan L.
$188 nightly
The price is $205
Aug 9 - Aug 10
Total with taxes and fees
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Outdoor dining

16. An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills
Thomasville
9.6 out of 10, Exceptional, (33 reviews)
"We loved being away from the city in this secluded, quiet retreat. I was able to take some remote work meetings from the covered deck, which was such a nice change of scenery! The owners provided top notch instructions and maintained excellent communication throughout the stay. We can’t wait to come back!"
United States
Rebecca V.
$277 nightly
The price is $296
Aug 9 - Aug 10
Total with taxes and fees
An elegant waterside retreat in the Red Hills
Exterior detail

17. Whispering Pines Court in Historical Thomasville

Whispering Pines Court in Historical Thomasville
Thomasville
10.0 out of 10, Exceptional, (1 review)
"Sheryl’s home was perfect for my husband’s business trip. It was comfortable, well-kept, and in a great location. I would definitely recommend it to anyone visiting the Thomasville area."
United States
Micca J.
$234 nightly
The price is $272
Aug 31 - Sep 1
Total with taxes and fees
Whispering Pines Court in Historical Thomasville
TV, books

18. Mimosa Stay Cottage - Thomasville Close to all the Charm

Mimosa Stay Cottage - Thomasville Close to all the Charm
Thomasville
10.0 out of 10, Exceptional, (6 reviews)
"Great location spacious layout furnished perfectly "
United States
Damian Ray V.
$315 nightly
The price is $337
Aug 24 - Aug 25
Total with taxes and fees
Mimosa Stay Cottage - Thomasville Close to all the Charm
Terrace/patio

19. 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
Thomasville
10.0 out of 10, Exceptional, (12 reviews)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
$613 nightly
The price is $657
Aug 10 - Aug 11
Total with taxes and fees
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Exterior

20. The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
9.0 out of 10, Wonderful, (13 reviews)
"Beautiful place with large rooms and great communication. The house was amazing and the town adorable."
United States
Angela M.
$226 nightly
The price is $246
Aug 9 - Aug 10
Total with taxes and fees
The Budd-Pafford House - The Exploration Suite
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

Rose Garden Inn & Suites

Rose Garden Inn & Suites

8/10 Good
"Nicely appointed, affordable option, with a convenient location."
Thomas 1-night trip
Posted 3 days ago
Rose Garden Inn & Suites

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 $205 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?

QUAIL COTTAGE - Downtown Thomasville!: This vacation home rental 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.