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Boston Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Boston vacation rentals

Exterior detail

1. 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.
The price is AED 621
AED 1,304 total
includes taxes & fees
16 Aug - 17 Aug
QUAIL COTTAGE - Downtown Thomasville!
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.
The price is AED 643
AED 799 total
includes taxes & fees
14 Aug - 15 Aug
Dog friendly nature preserve Monticello, FL
Exterior

3. 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.
The price is AED 727
AED 1,421 total
includes taxes & fees
20 Aug - 21 Aug
Treehouse views in Historic Downtown Thomasville, Georgia
Interior

4. The Mash Manor

The Mash Manor
Dawson Street Historic District
9.0 out of 10, Wonderful, (30 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.
The price is AED 1,107
AED 2,516 total
includes taxes & fees
16 Aug - 17 Aug
The Mash Manor
TV, books

5. 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.
The price is AED 378
AED 1,382 total
includes taxes & fees
16 Aug - 17 Aug
Sprawling Updated Ranch with Fireplace on Wimbledon
Coffee/tea maker, fridge, microwave, oven

6. 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.
The price is AED 624
AED 1,308 total
includes taxes & fees
16 Aug - 17 Aug
Charming 2-bedroom cottage built with children and pets in mind.
Dining

7. 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.
The price is AED 800
AED 1,651 total
includes taxes & fees
12 Sep - 13 Sep
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
TV, books

8. 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.
The price is AED 344
AED 1,003 total
includes taxes & fees
16 Aug - 17 Aug
The Roost - Downtown Thomasville
Outdoor dining

9. 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.
The price is AED 344
AED 1,341 total
includes taxes & fees
17 Aug - 18 Aug
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Terrace/patio

10. 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.
The price is AED 894
AED 2,442 total
includes taxes & fees
17 Aug - 18 Aug
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Outdoor dining

11. 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.
The price is AED 306
AED 1,136 total
includes taxes & fees
16 Aug - 17 Aug
An elegant waterside retreat in the Red Hills
Coffee/tea maker, fridge, microwave, oven

12. 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.
The price is AED 344
AED 1,270 total
includes taxes & fees
16 Aug - 17 Aug
Mimosa Getaway - Less than 1 mile from Downtown
2 bedrooms, iron/ironing board, WiFi, bed sheets

13. 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
The price is AED 275
AED 1,146 total
includes taxes & fees
17 Aug - 18 Aug
Mimosa Cottage - Near Downtown Thomasville
Coffee/tea maker, fridge, microwave, oven

14. 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
The price is AED 378
AED 1,382 total
includes taxes & fees
16 Aug - 17 Aug
Newly Built, Stunning 4BR/2BA with Waterfront Views
Coffee/tea maker, fridge, microwave, oven

15. 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.
The price is AED 327
AED 1,158 total
includes taxes & fees
26 Aug - 27 Aug
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Coffee/tea maker, fridge, microwave, oven

16. Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Monticello
10.0 out of 10, Exceptional, (24 reviews)
"The Schoolhouse was comfortable, stylish and very clean. It had everything we needed for a wonderful stay. We hope to return one day!"
United States
Heather S.
The price is AED 514
AED 1,210 total
includes taxes & fees
16 Aug - 17 Aug
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Terrace/patio

17. 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, (19 reviews)
"Cute house in great location. "
United States
Dan L.
The price is AED 360
AED 804 total
includes taxes & fees
16 Aug - 17 Aug
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Exterior

18. 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.
The price is AED 551
AED 915 total
includes taxes & fees
16 Aug - 17 Aug
The Budd-Pafford House - The Exploration Suite
TV, books

19. 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.
The price is AED 344
AED 1,248 total
includes taxes & fees
26 Aug - 27 Aug
Mimosa Stay Cottage - Thomasville Close to all the Charm
Exterior detail

20. 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.
The price is AED 397
AED 1,011 total
includes taxes & fees
6 Sep - 7 Sep
Whispering Pines Court in Historical Thomasville
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

Red Roof Inn & Suites Thomasville

Red Roof Inn & Suites Thomasville

10/10 Excellent
"I Came From Pennsylvania & Was Pleasantly Surprised. The Room Was Clean, Beautiful Updated Bathroom. The Pool Was Open && Clean. Highly Recommend && Will Be My Normal On Trips. Also The Young Lady In The Front Was Very Friendly && Quick ."
Jennifer 2-night trip
Posted 1 day ago
Red Roof Inn & Suites Thomasville

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.