Boston Holiday Rentals

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Holiday Rentals in Boston

The Roost - Downtown Thomasville

10.0 out of 10, Exceptional, (12)
"We enjoyed our stay at The Roost. The location is perfect for exploring and enjoying downtown Thomasville and the surrounding area. Thank you."
The Roost - Downtown Thomasville

SOUTHERN CHARM (Kid’s Bunk Room!)

10.0 out of 10, Exceptional, (66)
"The house was a great, little, cozy place for our family to stay at for a short weekend."
The price is AU$530
includes taxes & fees
26 July - 27 July
SOUTHERN CHARM (Kid’s Bunk Room!)

Chic Thomasville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (17)
"Would definitely stay with you again. "
Chic Thomasville Home: Walk to Downtown!

Newly Renovated - Thomasville Getaway - Large Fenced Backyard

10.0 out of 10, Exceptional, (45)
"Great house, great location."
The price is AU$468
includes taxes & fees
27 July - 28 July
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

10.0 out of 10, Exceptional, (123)
"Beautiful home close to downtown. Very quite neighborhood. Loved swing on front porch! Highly recommend this place!"
The price is AU$537
includes taxes & fees
27 July - 28 July
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

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

10.0 out of 10, Exceptional, (7)
"Great place to stay and good people to deal with. "
Newly Built, Stunning 4BR/2BA with Waterfront Views

Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe

10.0 out of 10, Exceptional, (8)
"Excellent stay!"
The price is AU$268
includes taxes & fees
26 July - 27 July
Charming 1-bedroom house in Metcalfe with modern amenities and a vintage vibe

Cottage On Park Ave. Off-season pricing.

10.0 out of 10, Exceptional, (179)
"Secluded and enjoyable. More comfortable than any hotel."
Cottage On Park Ave. Off-season pricing.

Camellia Cottage - wheelchair friendly

10.0 out of 10, Exceptional, (1)
"Cutest little cottage! High ceilings and large rooms make this cozy cottage feel oh so spacious! Well appointed, artfully decorated and a super convenient location make this a perfect getaway for 2!"
The price is AU$313
includes taxes & fees
27 July - 28 July
Camellia Cottage - wheelchair friendly

Cozy Thomasville Cottage - Walk to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. We are from Western New York and It felt like home. It was a great place to be with some of our siblings who live in other states to be together other than our brothers' house in Camilla for our family reunion. The communication with the owner and Chris was phenomenal! The directions and other communication was timely and refreshing. This home is a perfect place to relax, enjoy and not be stressed. We would recommend to anyone to stay here. We felt safe the...
Cozy Thomasville Cottage - Walk to Downtown!

Hoodwood bed and breakfast

10.0 out of 10, Exceptional, (63)
"Quiet neighborhood, convenient to historic downtown, comfortable accommodations. Charming old home with updated amenities. Would happily stay there again!"
Hoodwood bed and breakfast

The Mash Manor

9.2 out of 10, Wonderful, (21)
"The home was beautiful, clean and in a perfect walkable location to downtown and the Big Oak tree."
The price is AU$957
includes taxes & fees
28 July - 29 July
The Mash Manor

Mimosa Cottage - Near Downtown Thomasville

9.8 out of 10, Exceptional, (8)
"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!"
Mimosa Cottage - Near Downtown Thomasville

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."
The price is AU$327
includes taxes & fees
31 July - 1 Aug
Dog friendly nature preserve Monticello, FL

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

9.0 out of 10, Wonderful, (18)
"The property was clean and spacious. We really enjoyed our stay"
The price is AU$559
includes taxes & fees
29 July - 30 July
Spacious 4BR/3BA Home with Large Fenced Yard – Near Downtown Thomasville

Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

10.0 out of 10, Exceptional, (2)
"Great place"
Tall Timbers Waterfront Oasis: 3BR / 2 BATH Retreat with Garage

Private Quiet Neighborhood

10.0 out of 10, Exceptional, (21)
"I would stay again. "
Private Quiet Neighborhood

Walk to Broad St: Central Thomasville Condo

9.8 out of 10, Exceptional, (15)
"Very cute property, well equipped, great location "
Walk to Broad St: Central Thomasville Condo

Newly Updated-Sprawling Ranch on Wimbledon

2.0 star property
9.0 out of 10, Wonderful, (6)
"The property was perfect for the occasion "
Newly Updated-Sprawling Ranch on Wimbledon

The Quail's Nest! Convenient to downtown, quiet and fully remodeled!

10.0 out of 10, Exceptional, (41)
"We thoroughly enjoyed our stay at this home. Clean, spacious and well equipped. Would definitely stay again."
The Quail's Nest! Convenient to downtown, quiet and fully remodeled!
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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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?

SOUTHERN CHARM (Kid’s Bunk Room!): This holiday home rental outside of Boston is located in the city centre, 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 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.