Boston Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Boston vacation rentals

Exterior detail

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (137 reviews)
"Perfect place to stay, clean, close to everything, Would stay again and highly recommend!"
United States
Molly S.
The price is ￥26,940
￥55,959 total
includes taxes & fees
May 4 - May 5
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
Interior

The Mash Manor

The Mash Manor
Dawson Street Historic District
9.2 out of 10, Wonderful, (28 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 ￥48,110
￥105,785 total
includes taxes & fees
May 4 - May 5
The Mash Manor
Exterior detail

SOUTHERN CHARM (Kid’s Bunk Room!)

SOUTHERN CHARM (Kid’s Bunk Room!)
Thomasville
10.0 out of 10, Exceptional, (84 reviews)
"Wonderful stay would love to stay again!"
United States
Lakeisa C.
The price is ￥26,303
￥54,901 total
includes taxes & fees
Apr 30 - May 1
SOUTHERN CHARM (Kid’s Bunk Room!)
Exterior

Treehouse views in Historic Downtown Thomasville, Georgia

Treehouse views in Historic Downtown Thomasville, Georgia
Thomasville
10.0 out of 10, Exceptional, (9 reviews)
"Walking to downtown was great! The house is large and clean, and we hope to stay there again!"
United States
Catherine C.
The price is ￥31,563
￥60,556 total
includes taxes & fees
Apr 30 - May 1
Treehouse views in Historic Downtown Thomasville, Georgia
Fridge, microwave, oven, stovetop

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (57 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
The price is ￥15,159
￥48,924 total
includes taxes & fees
May 11 - May 12
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Microwave, oven, stovetop, dishwasher

New!! Remodeled downtown home. Golf cart available to rent. Walk to Broad St.

New!! Remodeled downtown home. Golf cart available to rent. Walk to Broad St.
Thomasville
10.0 out of 10, Exceptional, (3 reviews)
"Our favorite VRBO served stayed in! Clean, cozy, great location to downtown Thomasville. We loved our stay. And our hosts we super helpful and friendly! 10 star stay"
United States
Cody D.
The price is ￥20,086
￥47,211 total
includes taxes & fees
May 4 - May 5
New!! Remodeled downtown home. Golf cart available to rent. Walk to Broad St.
2 bedrooms, iron/ironing board, travel crib, WiFi

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

Charming 2-bedroom cottage built with children and pets in mind.
Thomasville
9.6 out of 10, Exceptional, (10 reviews)
"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.
The price is ￥20,106
￥48,344 total
includes taxes & fees
May 4 - May 5
Charming 2-bedroom cottage built with children and pets in mind.
Exterior

The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
8.8 out of 10, Excellent, (11 reviews)
"Beautiful, clean home. Well stocked kitchen and bedroom/bathroom. My bed was wonderful. The house is within walking distance to many restaurants, shops, markets, etc. Wonderful location."
United States
Jennifer T.
The price is ￥23,912
￥38,259 total
includes taxes & fees
Apr 30 - May 1
The Budd-Pafford House - The Exploration Suite
Dining

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, (17 reviews)
"Very beautiful property and well maintained with southern charm. "
United States
Rebecca N.
The price is ￥23,114
￥56,303 total
includes taxes & fees
May 4 - May 5
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Interior

Camellia Cottage - wheelchair friendly

Camellia Cottage - wheelchair friendly
Monticello
9.8 out of 10, Exceptional, (16 reviews)
"Great location, clean, and comfortable. "
United States
Teresa
The price is ￥18,095
￥37,934 total
includes taxes & fees
May 17 - May 18
Camellia Cottage - wheelchair friendly
Fridge, microwave, oven, stovetop

Modern Home Near Downtown Thomasville

Modern Home Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (30 reviews)
"House was beautiful, comfortable, amenities were good. "
United States
Elizabeth C.
The price is ￥15,957
￥56,647 total
includes taxes & fees
May 3 - May 4
Modern Home Near Downtown Thomasville
Interior

Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL
Monticello
10.0 out of 10, Exceptional, (1 review)
"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.
The price is ￥27,897
￥33,875 total
includes taxes & fees
Apr 30 - May 1
Dog friendly nature preserve Monticello, FL
Terrace/patio

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
9.8 out of 10, Exceptional, (8 reviews)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
The price is ￥41,488
￥104,646 total
includes taxes & fees
May 3 - May 4
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
2 bedrooms, iron/ironing board, WiFi, bed sheets

Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (19 reviews)
"Nice and clean great location "
United States
Russ W.
The price is ￥12,766
￥47,776 total
includes taxes & fees
May 4 - May 5
Mimosa Cottage - Near Downtown Thomasville
Interior

The Roost - Downtown Thomasville

The Roost - Downtown Thomasville
Downtown Historic District
10.0 out of 10, Exceptional, (25 reviews)
"Excellent stay!"
United States
Becky A W.
The price is ￥15,957
￥43,084 total
includes taxes & fees
May 12 - May 13
The Roost - Downtown Thomasville
Fridge, microwave, oven, stovetop

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

Newly Built, Stunning 4BR/2BA with Waterfront Views
Thomasville
9.8 out of 10, Exceptional, (16 reviews)
"Great place to stay and good people to deal with. "
United States
RYAN H.
The price is ￥17,553
￥58,052 total
includes taxes & fees
May 4 - May 5
Newly Built, Stunning 4BR/2BA with Waterfront Views
Fridge, microwave, oven, stovetop

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Thomasville
9.4 out of 10, Exceptional, (28 reviews)
"Very comfortable place to stay when visiting Thomasville! "
United States
Sarah S.
The price is ￥17,553
￥58,531 total
includes taxes & fees
May 3 - May 4
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Fridge, microwave, oven, stovetop

Southern Charm Home: Pool + Fireplace + Large Yard

Southern Charm Home: Pool + Fireplace + Large Yard
Thomasville
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location and has everything you need."
United States
Dee J.
The price is ￥25,506
￥67,240 total
includes taxes & fees
May 3 - May 4
Southern Charm Home: Pool + Fireplace + Large Yard
Outdoor dining

An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills
Thomasville
9.8 out of 10, Exceptional, (27 reviews)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
The price is ￥14,187
￥48,160 total
includes taxes & fees
May 3 - May 4
An elegant waterside retreat in the Red Hills
Fridge, microwave, oven, stovetop

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 ￥15,957
￥56,647 total
includes taxes & fees
May 12 - May 13
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
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
"Very nice. Excellent nights sleep!"
Stephanie 1-night trip
Posted 1 day ago
Baymont by Wyndham Thomasville

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?

SOUTHERN CHARM (Kid’s Bunk Room!): 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. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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.