Boston Holiday Rentals

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Check prices for these dates

Tonight
14 Jan - 15 Jan
Tomorrow
15 Jan - 16 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for Boston holiday rentals

Interior

Cottage in Monticello

Camellia Cottage - wheelchair friendly
10.0 out of 10, Exceptional, (10 reviews)
"Great location, clean, and comfortable. "
United States
Teresa
The price is HK$765
HK$1,598 total
includes taxes & fees
18 Jan - 19 Jan
Camellia Cottage - wheelchair friendly
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Mimosa Getaway - Less than 1 mile from Downtown
2.0 star property
9.6 out of 10, Exceptional, (11 reviews)
"The house was very comfortable and clean, also close to downtown area "
United States
rushawn h.
The price is HK$780
HK$2,559 total
includes taxes & fees
19 Jan - 20 Jan
Mimosa Getaway - Less than 1 mile from Downtown
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
9.8 out of 10, Exceptional, (8 reviews)
"Great place"
United States
Michael S.
The price is HK$780
HK$2,785 total
includes taxes & fees
19 Jan - 20 Jan
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
TV, books

Holiday Home in Thomasville

Sprawling Updated Ranch with Fireplace on Wimbledon
2.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
The price is HK$975
HK$3,019 total
includes taxes & fees
19 Jan - 20 Jan
Sprawling Updated Ranch with Fireplace on Wimbledon
2 bedrooms, iron/ironing board, WiFi, bed sheets

Holiday Home in Thomasville

Mimosa Cottage - Near Downtown Thomasville
10.0 out of 10, Exceptional, (13 reviews)
"Great location"
United States
Landon W.
The price is HK$702
HK$2,255 total
includes taxes & fees
18 Jan - 19 Jan
Mimosa Cottage - Near Downtown Thomasville
TV

Apartment in Downtown Historic District

Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
8.6 out of 10, Excellent, (4 reviews)
"It was great to be within walking distance to downtown Thomasville."
United States
Gina L.
The price is HK$667
HK$1,670 total
includes taxes & fees
19 Jan - 20 Jan
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
Outdoor dining

Cabin in Thomasville

An elegant waterside retreat in the Red Hills
9.8 out of 10, Exceptional, (24 reviews)
"Was absolutely amazing we will be comin back for sure!!! So peaceful just perfect "
United States
brittiny c.
The price is HK$741
HK$2,392 total
includes taxes & fees
18 Jan - 19 Jan
An elegant waterside retreat in the Red Hills
Fridge, microwave, oven, stovetop

Holiday Home in Monticello

Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
10.0 out of 10, Exceptional, (16 reviews)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is HK$1,092
HK$2,539 total
includes taxes & fees
15 Jan - 16 Jan
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Interior

Holiday Home in Thomasville

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
9.6 out of 10, Exceptional, (9 reviews)
"House was clean and exactly as described. Host was prompt with replies. House was 2 minutes from downtown thomasville.If we need to stay in thomasville again, would not hesitate to stay here again."
United States
Mike P.
The price is HK$912
HK$2,069 total
includes taxes & fees
15 Jan - 16 Jan
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Cottage 229 - Downtown Historic Thomasville Getaway
2.0 star property
10.0 out of 10, Exceptional, (13 reviews)
"We loved the home! Everything we needed was there for us and the location was perfect. Would love to stay here again!"
United States
emily h.
The price is HK$1,123
HK$2,891 total
includes taxes & fees
2 Feb - 3 Feb
Cottage 229 - Downtown Historic Thomasville Getaway
Exterior

Cottage in Thomasville

Treehouse views in Historic Downtown Thomasville, Georgia
10.0 out of 10, Exceptional, (5 reviews)
The price is HK$1,544
HK$2,985 total
includes taxes & fees
15 Jan - 16 Jan
Treehouse views in Historic Downtown Thomasville, Georgia
Interior

Apartment in Downtown Historic District

The Roost - Downtown Thomasville
10.0 out of 10, Exceptional, (19 reviews)
"Very convenient and super close to everything in downtown Thomasville. "
United States
Lisa L.
The price is HK$897
HK$2,256 total
includes taxes & fees
19 Jan - 20 Jan
The Roost - Downtown Thomasville
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Southern Charm Home: Pool + Fireplace + Large Yard
10.0 out of 10, Exceptional, (1 review)
"Convenient location and has everything you need."
United States
Dee J.
The price is HK$1,474
HK$3,587 total
includes taxes & fees
2 Feb - 3 Feb
Southern Charm Home: Pool + Fireplace + Large Yard
Exterior detail

Holiday Home in Thomasville

SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (77 reviews)
"Wonderful stay would love to stay again!"
United States
Lakeisa C.
The price is HK$1,286
HK$2,701 total
includes taxes & fees
15 Jan - 16 Jan
SOUTHERN CHARM (Kid’s Bunk Room!)
TV, books

Holiday Home in Thomasville

Mimosa Stay Cottage - Thomasville Close to all the Charm
2.0 star property
The price is HK$780
HK$2,518 total
includes taxes & fees
2 Feb - 3 Feb
Mimosa Stay Cottage - Thomasville Close to all the Charm
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Newly Built, Stunning 4BR/2BA with Waterfront Views
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay and good people to deal with. "
United States
RYAN H.
The price is HK$1,209
HK$3,264 total
includes taxes & fees
18 Jan - 19 Jan
Newly Built, Stunning 4BR/2BA with Waterfront Views
Fridge, microwave, oven, stovetop

Holiday Home in Thomasville

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
9.4 out of 10, Exceptional, (27 reviews)
"Very comfortable place to stay when visiting Thomasville! "
United States
Sarah S.
The price is HK$967
HK$2,970 total
includes taxes & fees
18 Jan - 19 Jan
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville
Terrace/patio

Holiday Home in Thomasville

Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
10.0 out of 10, Exceptional, (5 reviews)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
The price is HK$2,191
HK$5,352 total
includes taxes & fees
26 Jan - 27 Jan
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Dining

Holiday Home in Thomasville

The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
10.0 out of 10, Exceptional, (6 reviews)
"Very beautiful property and well maintained with southern charm. "
United States
Rebecca N.
The price is HK$1,715
HK$3,541 total
includes taxes & fees
22 Jan - 23 Jan
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Interior

Holiday Home in Dawson Street Historic District

The Mash Manor
9.2 out of 10, Wonderful, (26 reviews)
"Nicely restored property. Great location. Plenty of parking. Beautiful kitchen and dining area. "
United States
John N.
The price is HK$2,106
HK$4,965 total
includes taxes & fees
18 Jan - 19 Jan
The Mash Manor
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

Thomasville Bed and Breakfast

Thomasville Bed and Breakfast

10/10 Excellent
"Great place to stay. Close to the old downtown area with multiple restaurants."
Michael 1-night trip
Posted 3 days ago
Thomasville Bed and Breakfast

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:

  • View our selection of featured holiday rentals in Boston
  • Use the map to find apartments and other holiday homes in the Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Boston while they last

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

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Frequently asked questions

Are there holiday rentals in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston has to offer?

Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville: This holiday home rental outside of Boston is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 wider area, you’ll find Thomasville's Historic Big Oak and Pebble Hill Plantation.

What’s a holiday rental in Boston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boston. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a small group gathering.