Boston Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Boston

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
10.0 out of 10, Exceptional, (3)
"The place was clean and beautiful! I felt safe there, thank you!"
United States
Sabrina S.
The price is ¥16,015
¥38,688 total
includes taxes & fees
Nov 15 - Nov 16
2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.
Treehouse views in Historic Downtown Thomasville, Georgia
10.0 out of 10, Exceptional, (1)
"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 ¥27,102
¥55,184 total
includes taxes & fees
Dec 5 - Dec 6
Treehouse views in Historic Downtown Thomasville, Georgia
An elegant waterside retreat in the Red Hills
9.8 out of 10, Exceptional, (23)
"This property provided a well needed time of relaxation with a great view of God's magnificent nature!"
United States
Angie E.
The price is ¥14,629
¥45,211 total
includes taxes & fees
Nov 10 - Nov 11
An elegant waterside retreat in the Red Hills
Charming 2-bedroom cottage built with children and pets in mind.
2.0 star property
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 ¥18,197
¥42,605 total
includes taxes & fees
Dec 2 - Dec 3
Charming 2-bedroom cottage built with children and pets in mind.
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
10.0 out of 10, Exceptional, (51)
"Stayed here for my son’s graduation from FSU and it worked out well. "
United States
Jana H.
The price is ¥15,267
¥48,564 total
includes taxes & fees
Nov 17 - Nov 18
Newly Renovated - Thomasville Getaway - Large Fenced Backyard
Cottage On Park Ave. Off-season pricing.
10.0 out of 10, Exceptional, (189)
"Lovely accommodations, very comfortable, charming hosts!"
United States
David S.
Cottage On Park Ave. Off-season pricing.
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
10.0 out of 10, Exceptional, (44)
"This house is adorable with a lovely yard in a great neighborhood."
United States
Natalie W.
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
Mimosa Cottage - Near Downtown Thomasville
9.8 out of 10, Exceptional, (9)
"Booked for my husband’s business trip. The house had all the niceties. Very confortable stay. Would book again. "
United States
evelyn r.
The price is ¥16,038
¥47,700 total
includes taxes & fees
Nov 17 - Nov 18
Mimosa Cottage - Near Downtown Thomasville
Mimosa Getaway - Less than 1 mile from Downtown
2.0 star property
9.4 out of 10, Exceptional, (9)
"Great place to stay , clean, kids loved the bunk beds, much better than a hotel, enjoyed it"
United States
carl e.
The price is ¥15,421
¥49,964 total
includes taxes & fees
Nov 9 - Nov 10
Mimosa Getaway - Less than 1 mile from Downtown
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
10.0 out of 10, Exceptional, (5)
"Incredible host great location will he back. The was outstanding. I highly recommend this property "
United States
Russ W.
The price is ¥33,878
¥69,173 total
includes taxes & fees
Nov 9 - Nov 10
The Hansell House, your Downtown Thomasville Destination! Family + Pet Friendly!
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
10.0 out of 10, Exceptional, (2)
"Loved this adorable place! Very tastefully appointed - bed and sofa were extremely comfy. It’s super convenient to all the restaurants and shops in the downtown area (“the bricks”). Super clean. Really nice finish work in the interior - gorgeous high wood paneled ceilings, nice crisp mill work and great shower!"
United States
Sallie C.
The price is ¥9,021
¥27,736 total
includes taxes & fees
Nov 16 - Nov 17
Cozy studio in a vintage 1930’s Gulf Gas Station in charming Thomasville GA
SOUTHERN CHARM (Kid’s Bunk Room!)
10.0 out of 10, Exceptional, (73)
"Property was very clean and cool! "
United States
Carlyn B.
The price is ¥25,408
¥53,342 total
includes taxes & fees
Nov 9 - Nov 10
SOUTHERN CHARM (Kid’s Bunk Room!)
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
10.0 out of 10, Exceptional, (126)
"Great location "
United States
Misti
The price is ¥26,061
¥54,133 total
includes taxes & fees
Nov 9 - Nov 10
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
9.8 out of 10, Exceptional, (7)
"Great place"
United States
Michael S.
The price is ¥16,655
¥56,386 total
includes taxes & fees
Nov 16 - Nov 17
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage
Honeycomb Haven, 1 Mile to Downtown Thomasville, Patio and Porch, 2 Bedroom Home
9.4 out of 10, Exceptional, (32)
"It was a very good property!"
United States
Mary B.
Honeycomb Haven, 1 Mile to Downtown Thomasville, Patio and Porch, 2 Bedroom Home
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
10.0 out of 10, Exceptional, (3)
"Nicely equipped kitchen , great areas to relax and very quiet "
United States
Jesse V.
The price is ¥43,579
¥106,044 total
includes taxes & fees
Nov 10 - Nov 11
Orchard Pines - 4 Bed, 3.5 Bath Private Thomasville Retreat on Pond + Kayaks
Dog friendly nature preserve Monticello, FL
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 ¥26,948
¥32,723 total
includes taxes & fees
Nov 29 - Nov 30
Dog friendly nature preserve Monticello, FL
Stunning suite in amazing National Landmark property. Blocks from downtown.
10.0 out of 10, Exceptional, (3)
"Lovely slice of history, very comfortable stay."
United States
Nicholas M.
Stunning suite in amazing National Landmark property. Blocks from downtown.
Home Sweet Home
10.0 out of 10, Exceptional, (15)
"Everything was great including the fenced in backyard and access to a terrific house cleaner during our extended stay. Norma is terrific and accommodating. I highly recommend. "
United States
Barbara H.
Home Sweet Home
Southern Charm Home: Pool + Fireplace + Large Yard
The price is ¥24,638
¥62,335 total
includes taxes & fees
Nov 9 - Nov 10
Southern Charm Home: Pool + Fireplace + Large Yard
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Boston Hotel Reviews

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!

Explore a world of travel with Expedia

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?

2-bedroom house in charming Thomasville w/ small, fenced area & covered parking.: This vacation home rental near 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 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.