Boston Vacation Rentals

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Vacation Rentals in Boston

The Roost - Downtown Thomasville

10.0 out of 10, Exceptional, (10)
"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, (65)
"The house was a great, little, cozy place for our family to stay at for a short weekend."
The price is CA $226
CA $475 total
includes taxes & fees
Jul 17 - Jul 18
SOUTHERN CHARM (Kid’s Bunk Room!)

Chic Thomasville Home: Walk to Downtown!

9.8 out of 10, Exceptional, (16)
"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, (44)
"Great house, great location."
The price is CA $130
CA $419 total
includes taxes & fees
Jul 20 - Jul 21
Newly Renovated - Thomasville Getaway - Large Fenced Backyard

QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

10.0 out of 10, Exceptional, (120)
"Beautiful home close to downtown. Very quite neighborhood. Loved swing on front porch! Highly recommend this place!"
The price is CA $232
CA $482 total
includes taxes & fees
Jul 17 - Jul 18
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville

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

10.0 out of 10, Exceptional, (6)
"Great location!!Great home!!"
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 CA $177
CA $239 total
includes taxes & fees
Jul 21 - Jul 22
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.

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!

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 CA $413
CA $857 total
includes taxes & fees
Jul 21 - Jul 22
The Mash Manor

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

Mimosa Cottage - Near Downtown Thomasville

10.0 out of 10, Exceptional, (7)
"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 CA $240
CA $298 total
includes taxes & fees
Jul 31 - Aug 1
Dog friendly nature preserve Monticello, FL

Secluded pool home on 4+ acres

10.0 out of 10, Exceptional, (23)
"Property was very nice host/owner is very easy to work with and helped us a lot with our stay. "
Secluded pool home on 4+ acres

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, (14)
"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, (39)
"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!

Stylish and Spacious Townhouse overlooking Andrews Lake

9.0 out of 10, Wonderful, (18)
"This townhouse was in a great location for our visit with family! It was super clean, quiet and had everything we needed. Would definitely stay here again!"
Stylish and Spacious Townhouse overlooking Andrews Lake
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 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?

SOUTHERN CHARM (Kid’s Bunk Room!): This vacation home rental near Boston is located in the city center 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.