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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Boston vacation rentals

Interior

1. Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (3 reviews)
"Nice rustic environment and very pet friendly."
United States
Jeff B.
The price is ￥26,976
￥33,219 total
includes taxes & fees
Sep 15 - Sep 16
Dog friendly nature preserve Monticello, FL
Terrace/patio

2. The Budd-Pafford House: The Rose Room

The Budd-Pafford House: The Rose Room
Monticello
8.2 out of 10, Very Good, (10 reviews)
"Easy location to access. Friendly host."
United States
Mary Ellen W.
The price is ￥19,269
￥33,528 total
includes taxes & fees
Sep 9 - Sep 10
The Budd-Pafford House: The Rose Room
Exterior

3. 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 ￥23,123
￥37,921 total
includes taxes & fees
Sep 15 - Sep 16
The Budd-Pafford House - The Exploration Suite
Terrace/patio

4. 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, (20 reviews)
"Cute house in great location. "
United States
Dan L.
The price is ￥14,983
￥33,592 total
includes taxes & fees
Sep 9 - Sep 10
Summer and Early Fall Special Rates Camellia Cottage - Wheelchair Accessible
Private kitchen

5. 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)
"Such a cute property. Clean and well maintained"
United States
Martha H.
The price is ￥21,581
￥50,022 total
includes taxes & fees
Sep 9 - Sep 10
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Outdoor dining

6. 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 ￥14,428
￥55,968 total
includes taxes & fees
Sep 16 - Sep 17
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Private kitchen

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

Southern Charm Home: Pool + Fireplace + Large Yard
Thomasville
10.0 out of 10, Exceptional, (8 reviews)
"Convenient location and has everything you need."
United States
Dee J.
The price is ￥28,135
￥71,235 total
includes taxes & fees
Oct 5 - Oct 6
Southern Charm Home: Pool + Fireplace + Large Yard
Private kitchen

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

Newly Built, Stunning 4BR/2BA with Waterfront Views
Thomasville
10.0 out of 10, Exceptional, (22 reviews)
"The property was clean and spacious for our family. The access were very easy."
United States
Frederick E
The price is ￥15,871
￥56,912 total
includes taxes & fees
Sep 14 - Sep 15
Newly Built, Stunning 4BR/2BA with Waterfront Views
Living area

9. Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.8 out of 10, Exceptional, (21 reviews)
"The Place was very comfortable and clean. "
United States
David Y.
The price is ￥15,871
￥55,987 total
includes taxes & fees
Sep 14 - Sep 15
Sprawling Updated Ranch with Fireplace on Wimbledon
Exterior detail

10. 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 ￥15,261
￥39,746 total
includes taxes & fees
Oct 5 - Oct 6
Whispering Pines Court in Historical Thomasville
Terrace/patio

11. 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, (13 reviews)
"Amazing property. We stayed here as a family vacation just to get away and it was a treat to enjoy such an awesome home."
United States
Matt P.
The price is ￥37,514
￥101,711 total
includes taxes & fees
Sep 9 - Sep 10
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Living area

12. The 1886 House Historic Downtown Thomasville 4 bedroom, sleeps 11

The 1886 House Historic Downtown Thomasville 4 bedroom, sleeps 11
Thomasville
The price is ￥24,279
￥40,958 total
includes taxes & fees
Sep 21 - Sep 22
The 1886 House Historic Downtown Thomasville 4 bedroom, sleeps 11
Exterior

13. Treehouse views in Historic Downtown Thomasville, Georgia

Treehouse views in Historic Downtown Thomasville, Georgia
Thomasville
10.0 out of 10, Exceptional, (11 reviews)
"Great location, very comfortable and charming home."
United States
Betsy H.
Treehouse views in Historic Downtown Thomasville, Georgia
Private kitchen

14. Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (63 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
The price is ￥13,707
￥48,594 total
includes taxes & fees
Sep 20 - Sep 21
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Private kitchen

15. 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 ￥14,428
￥52,546 total
includes taxes & fees
Sep 14 - Sep 15
Mimosa Getaway - Less than 1 mile from Downtown
Living area

16. 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)
"Very well appointed accommodations in a quiet neighborhood. It was perfect for our needs and near the hospital."
United States
Sheri B.
Mimosa Stay Cottage - Thomasville Close to all the Charm
Room

17. Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (23 reviews)
"Stay and area was Great!"
United States
Geoff
The price is ￥12,432
￥49,209 total
includes taxes & fees
Sep 28 - Sep 29
Mimosa Cottage - Near Downtown Thomasville
Dining

18. 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, (23 reviews)
"Our stay was absolutely wonderful! Will definitely be booking here again!"
United States
Unspecified U.
The price is ￥28,980
￥63,368 total
includes taxes & fees
Sep 9 - Sep 10
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Exterior detail

19. QUAIL COTTAGE - Downtown Thomasville!

QUAIL COTTAGE - Downtown Thomasville!
Thomasville
10.0 out of 10, Exceptional, (144 reviews)
"This was my 2nd stay at Quail Cottage. Highly recommend! "
United States
Misti B.
The price is ￥26,051
￥54,575 total
includes taxes & fees
Sep 9 - Sep 10
QUAIL COTTAGE - Downtown Thomasville!
Outdoor dining

20. 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)
"Great stay very peaceful "
United States
Chrisy O.
The price is ￥12,841
￥47,503 total
includes taxes & fees
Sep 9 - Sep 10
An elegant waterside retreat in the Red Hills
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

Best Western Plus Rose City Conference Center Inn

Best Western Plus Rose City Conference Center Inn

10/10 Excellent
"As usual, the room, bathroom, bedding are very clean. The bed is very comfortable. The step-in shower makes for easy access and the multiple choices for water streaming is most helpful. A grab bar could be useful if added. The elevated toilet is a big plus. The staff is friendly, helpful and accommodating when asked. The upgrades appear to be complete resulting in a very comfortable stay."
Clarence 3-night trip
Posted less than an hour ago
Best Western Plus Rose City Conference Center Inn

Find out more about Boston

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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 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?

While exploring the area, visit the sights like Thomasville's Historic Big Oak, Lapham-Patterson House, and Pebble Hill Plantation. In the larger area, you’ll find Sweet Grass Dairy Marketplace and Thomasville Genealogical, History and Fine Arts Library.

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.