Boston Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Boston vacation rentals

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, (20 reviews)
"Stay and area was Great!"
United States
Geoff
The price is ￥12,003
￥48,870 total
includes taxes & fees
Jun 8 - Jun 9
Mimosa Cottage - Near Downtown Thomasville
Interior

Camellia Cottage - wheelchair friendly

Camellia Cottage - wheelchair friendly
Monticello
9.6 out of 10, Exceptional, (18 reviews)
"Great location, clean, and comfortable. "
United States
Teresa
The price is ￥18,177
￥38,106 total
includes taxes & fees
Jun 21 - Jun 22
Camellia Cottage - wheelchair friendly
Hair dryer, towels

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Thomasville
10.0 out of 10, Exceptional, (58 reviews)
"Enjoyed our stay very much."
United States
Barbara F.
The price is ￥14,253
￥49,568 total
includes taxes & fees
Jun 8 - Jun 9
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
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, (31 reviews)
"Quiet, peaceful surroundings "
United States
Lili G.
The price is ￥13,352
￥48,914 total
includes taxes & fees
Jul 5 - Jul 6
An elegant waterside retreat in the Red Hills
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 ￥15,003
￥43,291 total
includes taxes & fees
Jun 15 - Jun 16
The Roost - Downtown Thomasville
Terrace/patio

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 ￥20,036
￥34,061 total
includes taxes & fees
Jun 8 - Jun 9
The Budd-Pafford House: The Rose Room
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.
Thomasville
9.6 out of 10, Exceptional, (10 reviews)
"Host was very responsive and accommodating. Home was comfortable and well equipped. Would book again!"
United States
Andrew K.
The price is ￥18,033
￥45,411 total
includes taxes & fees
Jun 8 - Jun 9
Charming 2-bedroom cottage built with children and pets in mind.
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, (140 reviews)
"Perfect place to stay, clean, close to everything, Would stay again and highly recommend!"
United States
Molly S.
The price is ￥27,089
￥55,948 total
includes taxes & fees
Jun 8 - Jun 9
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
TV, books

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, (5 reviews)
"Great location spacious layout furnished perfectly "
United States
Damian Ray V.
The price is ￥15,003
￥51,145 total
includes taxes & fees
Jul 6 - Jul 7
Mimosa Stay Cottage - Thomasville Close to all the Charm
TV, books

Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon
Thomasville
9.6 out of 10, Exceptional, (20 reviews)
"Was a very comfortable home for our girl’s trip of 5 ladies! "
United States
Julia N.
The price is ￥16,503
￥59,659 total
includes taxes & fees
Jun 14 - Jun 15
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
Thomasville
9.6 out of 10, Exceptional, (13 reviews)
"Great place, perfect for the weekend. "
United States
bill W.
The price is ￥15,003
￥52,908 total
includes taxes & fees
Jun 15 - Jun 16
Mimosa Getaway - Less than 1 mile from Downtown
Fridge, microwave, oven, stovetop

Modern Home Near Downtown Thomasville

Modern Home Near Downtown Thomasville
Thomasville
10.0 out of 10, Exceptional, (31 reviews)
"House was beautiful, comfortable, amenities were good. "
United States
Elizabeth C.
Modern Home Near 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, (18 reviews)
"The property was clean and spacious for our family. The access were very easy."
United States
Frederick E
The price is ￥18,603
￥62,086 total
includes taxes & fees
Jun 15 - Jun 16
Newly Built, Stunning 4BR/2BA with Waterfront Views
Exterior

The Budd-Pafford House - The Exploration Suite

The Budd-Pafford House - The Exploration Suite
Monticello
9.0 out of 10, Wonderful, (13 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 ￥24,044
￥39,272 total
includes taxes & fees
Jun 8 - Jun 9
The Budd-Pafford House - The Exploration Suite
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, (29 reviews)
"Very comfortable place to stay when visiting Thomasville! "
United States
Sarah S.
The price is ￥19,204
￥61,934 total
includes taxes & fees
Jun 22 - Jun 23
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Fridge, microwave, oven, stovetop

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, (23 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is ￥22,441
￥52,015 total
includes taxes & fees
Jun 14 - Jun 15
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
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, (3 reviews)
"Convenient location and has everything you need."
United States
Dee J.
The price is ￥24,005
￥67,761 total
includes taxes & fees
Jun 8 - Jun 9
Southern Charm Home: Pool + Fireplace + Large Yard
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.
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
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, (19 reviews)
"Charming house, nicely decorated and has everything one needs for staying. Great location to downtown Thomasville and other shopping. "
United States
Beth T.
The price is ￥31,096
￥66,687 total
includes taxes & fees
Jun 8 - Jun 9
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Interior

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 ￥28,051
￥34,222 total
includes taxes & fees
Jun 30 - Jul 1
Dog friendly nature preserve Monticello, FL
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
"property was clean quiet and everything worked as it should. Continental breakfast better than average"
john 1-night trip
Posted 13 hours ago
Baymont by Wyndham Thomasville

Find out more about Boston

Search for holiday rentals in Boston on Expedia! You can easily find your home rentals, villas, holiday apartments in Boston using one of the methods below:

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Look no further and take a look at our great range of rental properties in Boston!

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?

The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!: This vacation home rental near Boston is equipped with a patio, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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.

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.