Boston Holiday Rentals

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Check prices for these dates

Tonight
26 Nov - 27 Nov
Tomorrow
27 Nov - 28 Nov
This weekend
28 Nov - 30 Nov
Next weekend
5 Dec - 7 Dec

Holiday Rentals in Boston

Fridge, microwave, oven, stovetop
Cottage 229 - Downtown Historic Thomasville Getaway

Cottage 229 - Downtown Historic Thomasville Getaway

2.0 star property
Thomasville
10.0 out of 10, Exceptional, (11)
"Perfect location and accommodations. Relaxing and goes perfectly with the charm of Thomasville. Will stay again. "
United States
Michelle B.
The price is HK$933
HK$2,742 total
includes taxes & fees
2 Dec - 3 Dec
Cottage 229 - Downtown Historic Thomasville Getaway
Interior
Camellia Cottage - wheelchair friendly

Camellia Cottage - wheelchair friendly

Monticello
10.0 out of 10, Exceptional, (8)
"Great location, clean, and comfortable. "
United States
Teresa
The price is HK$731
HK$1,566 total
includes taxes & fees
7 Dec - 8 Dec
Camellia Cottage - wheelchair friendly
Microwave
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA

Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA

Downtown Historic District
10.0 out of 10, Exceptional, (2)
"It was great to be within walking distance to downtown Thomasville."
United States
Gina L.
The price is HK$455
HK$1,400 total
includes taxes & fees
7 Dec - 8 Dec
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
Fridge, microwave, oven, stovetop
Sprawling Updated Ranch with Fireplace on Wimbledon

Sprawling Updated Ranch with Fireplace on Wimbledon

2.0 star property
Thomasville
9.4 out of 10, Exceptional, (10)
"The house was very clean and up to date! Really enjoyed the stay!"
United States
Sondra A.
The price is HK$895
HK$2,694 total
includes taxes & fees
2 Dec - 3 Dec
Sprawling Updated Ranch with Fireplace on Wimbledon
Fridge, microwave, oven, stovetop
Mimosa Cottage - Near Downtown Thomasville

Mimosa Cottage - Near Downtown Thomasville

Thomasville
9.8 out of 10, Exceptional, (9)
"This was a very nice property. It had everything you need for a comfortable stay! The owners were also very easy to get ahold of. Thank you for a nice stay!"
United States
Catherine
The price is HK$700
HK$2,272 total
includes taxes & fees
1 Dec - 2 Dec
Mimosa Cottage - Near Downtown Thomasville
Fridge, microwave, oven, stovetop
Mimosa Getaway - Less than 1 mile from Downtown

Mimosa Getaway - Less than 1 mile from Downtown

2.0 star property
Thomasville
9.4 out of 10, Exceptional, (9)
"Everything was just as described. Not too far from town. Love the back yard space. Only needed to contact someone once with a question and they were quick to respond. Will definitely stay there again. "
United States
Amy S.
The price is HK$778
HK$2,543 total
includes taxes & fees
1 Dec - 2 Dec
Mimosa Getaway - Less than 1 mile from Downtown
Outdoor dining
Treehouse views in Historic Downtown Thomasville, Georgia

Treehouse views in Historic Downtown Thomasville, Georgia

Thomasville
10.0 out of 10, Exceptional, (2)
"Great location near downtown. I chose this spot because of the nice check in,/ check out times (3 & 11). Recommend!"
United States
Michael B.
The price is HK$1,369
HK$2,771 total
includes taxes & fees
1 Dec - 2 Dec
Treehouse views in Historic Downtown Thomasville, Georgia
Fridge, microwave, oven, stovetop
Modern Home Near Downtown Thomasville

Modern Home Near Downtown Thomasville

Thomasville
10.0 out of 10, Exceptional, (28)
"Nicole was very accommodating and the house was lovely. Great stay!"
United States
Jack D.
The price is HK$778
HK$2,550 total
includes taxes & fees
2 Dec - 3 Dec
Modern Home Near Downtown Thomasville
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
9.8 out of 10, Exceptional, (7)
"Great place"
United States
Michael S.
The price is HK$778
HK$2,737 total
includes taxes & fees
30 Nov - 1 Dec
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Property grounds
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.

Thomasville
10.0 out of 10, Exceptional, (4)
"The place was clean and beautiful! I felt safe there, thank you!"
United States
Sabrina S.
The price is HK$809
HK$1,946 total
includes taxes & fees
1 Dec - 2 Dec
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
Exterior
Dog friendly nature preserve Monticello, FL

Dog friendly nature preserve Monticello, FL

Monticello
10.0 out of 10, Exceptional, (1)
"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 HK$1,361
HK$1,676 total
includes taxes & fees
29 Nov - 30 Nov
Dog friendly nature preserve Monticello, FL
TV
An elegant waterside retreat in the Red Hills

An elegant waterside retreat in the Red Hills

Thomasville
9.8 out of 10, Exceptional, (24)
"Very nice property. Good amenities. Keurig didn’t work well, no good directions fot direct tv. Cabin very clean, wonderful setting at end of gravel road. Great wildlife, including the mouse which came to visit. Recommend highly. "
United States
michael
The price is HK$739
HK$2,283 total
includes taxes & fees
30 Nov - 1 Dec
An elegant waterside retreat in the Red Hills
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.

2.0 star property
Thomasville
9.6 out of 10, Exceptional, (4)
"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 HK$886
HK$2,097 total
includes taxes & fees
8 Dec - 9 Dec
Charming 2-bedroom cottage built with children and pets in mind.
2 bedrooms, iron/ironing board, free WiFi, bed sheets
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, (15)
"Clean great location and very friendly thank you for the stay we will be back"
United States
ROBERT B.
The price is HK$1,089
HK$2,531 total
includes taxes & fees
28 Nov - 29 Nov
Welcome to The Schoolhouse – A charming cottage in historic Monticello, Florida.
Terrace/patio
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, (129)
"Great location "
United States
Misti
The price is HK$1,314
HK$2,730 total
includes taxes & fees
30 Nov - 1 Dec
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
TV, books
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

Thomasville
10.0 out of 10, Exceptional, (52)
"Stayed here for my son’s graduation from FSU and it worked out well. "
United States
Jana H.
The price is HK$739
HK$2,384 total
includes taxes & fees
30 Nov - 1 Dec
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Fridge, microwave, oven, stovetop
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, (5)
"Host was welcoming and thoughtful. Home was clean and beautifully decorated. Very comfortable, we would definitely stay here again. "
United States
Teresa M.
The price is HK$1,711
HK$3,493 total
includes taxes & fees
30 Nov - 1 Dec
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
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, (1)
"Convenient location and has everything you need."
United States
Dee J.
The price is HK$1,650
HK$3,797 total
includes taxes & fees
7 Dec - 8 Dec
Southern Charm Home: Pool + Fireplace + Large Yard
Exterior
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, (4)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
The price is HK$2,216
HK$5,333 total
includes taxes & fees
1 Dec - 2 Dec
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Fridge, microwave, oven, stovetop
Newly Built, Stunning 4BR/2BA with Waterfront Views

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

Thomasville
10.0 out of 10, Exceptional, (12)
"Beautiful house, great location, great value!"
United States
DEANNA B.
The price is HK$1,485
HK$3,641 total
includes taxes & fees
7 Dec - 8 Dec
Newly Built, Stunning 4BR/2BA with Waterfront Views
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

Daffodale House B&B

Daffodale House B&B

10/10 Excellent
"The house was amazing with antiques. The owners were delightful. Definitely will stay there again!"
Karen 2-night trip
Posted 5 days ago
Daffodale House B&B

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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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?

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.: This holiday home rental outside of Boston has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.