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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Boston vacation rentals

Fridge, microwave, oven, stovetop

The E-Town Retreat 2BR townhouse close to Downtown

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
10.0 out of 10, Exceptional, (5 reviews)
"The host was very welcoming and accomadating. We were travelling for a sad reason, a death in the family. It was nice to have a comfortable quiet place to stay. "
United States
Leanna H.
The price is ￥14,101
￥28,835 total
includes taxes & fees
Jun 16 - Jun 17
The E-Town Retreat 2BR townhouse close to Downtown
Interior

Cozy Bourbon Trail Loft suite in Loretto

Cozy Bourbon Trail Loft suite in Loretto
Loretto
9.8 out of 10, Exceptional, (9 reviews)
"Amazing host, place was super clean, conveniently located, place had everything you would need for a trip. I would highly recommend checking this place out."
United States
Andrea E
The price is ￥16,787
￥26,379 total
includes taxes & fees
Jun 18 - Jun 19
Cozy Bourbon Trail Loft suite in Loretto
Exterior

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Magnolia
10.0 out of 10, Exceptional, (4 reviews)
"Awesome place!"
United States
Scott B.
The price is ￥21,632
￥40,659 total
includes taxes & fees
Jun 16 - Jun 17
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Outdoor dining

On The Square!

On The Square!
Elizabethtown
9.0 out of 10, Wonderful, (24 reviews)
"Wonderful stay, everything was just perfect. We walked to a delicious pizza restaurant and then to a concert at the Theater nearby. Host was great with communication and provided everything we needed. "
United States
Randi K.
The price is ￥15,143
￥25,528 total
includes taxes & fees
Jun 16 - Jun 17
On The Square!
Smart TV

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (10 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
The price is ￥27,401
￥64,830 total
includes taxes & fees
Jun 21 - Jun 22
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Property grounds

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (30 reviews)
"Excellent accomodations. Well-priced with a great kitchen, more TVs than you could possibly ever dream possible, comfy outdoor seating, and so much more. Jeff is an incredible host who goes above and beyond."
United States
Russell
The price is ￥13,556
￥22,919 total
includes taxes & fees
Jun 16 - Jun 17
Modern 2 Bed Suite on Bourbon Trail
Interior

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (10 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
The price is ￥18,027
￥38,687 total
includes taxes & fees
Jun 21 - Jun 22
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Exterior

Ron & Orline's Home, park at the door & use our EV 50 amp charger

Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bardstown
10.0 out of 10, Exceptional, (165 reviews)
"Close to distilleries, clean and comfortable"
United States
Eddie
The price is ￥24,837
￥39,922 total
includes taxes & fees
Jun 22 - Jun 23
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Exterior

Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging

Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging
Elizabethtown
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥25,638
￥52,464 total
includes taxes & fees
Jun 16 - Jun 17
Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging
Bar (on property)

Cozy cottage in charming New Hope with AC, WiFi

Cozy cottage in charming New Hope with AC, WiFi
New Hope
10.0 out of 10, Exceptional, (18 reviews)
"The owners went above and beyond during our stay. This place is a true gem! The cottage has everything you need and the bed was super comfy!"
United States
Megan B.
The price is ￥24,036
￥29,507 total
includes taxes & fees
Jul 1 - Jul 2
Cozy cottage in charming New Hope with AC, WiFi
TV

Beautiful apartment in the heart of downtown Bardstown, KY

Beautiful apartment in the heart of downtown Bardstown, KY
Bardstown
9.4 out of 10, Exceptional, (163 reviews)
"Host responded quickly when questions were asked! Very clean, plenty of bedding, kitchen stocked well! Location is Fabulous!! "
United States
Anonymous traveler
The price is ￥18,748
￥35,858 total
includes taxes & fees
Jun 21 - Jun 22
Beautiful apartment in the heart of downtown Bardstown, KY
Exterior

One of a kind cabin in the woods. Quiet and private but close to everything.

One of a kind cabin in the woods. Quiet and private but close to everything.
Coxs Creek
10.0 out of 10, Exceptional, (121 reviews)
"Great stay. "
United States
Royce
The price is ￥22,930
￥36,054 total
includes taxes & fees
Jun 26 - Jun 27
One of a kind cabin in the woods. Quiet and private but close to everything.
Fitness facility

One-level Family Retreat I Game Room I Bourbon Trail I King bed

One-level Family Retreat I Game Room I Bourbon Trail I King bed
Lebanon
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable home to stay while we were in town for our daughter’s wedding at Bradsfordsville Manor. Beds comfortable, directions easily accessible and it felt like home. "
United States
Tammie T.
The price is ￥20,671
￥36,743 total
includes taxes & fees
Jun 21 - Jun 22
One-level Family Retreat I Game Room I Bourbon Trail I King bed
Terrace/patio

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (33 reviews)
"This stay was fantastic- super easy to check in (door code to let ourselves in when we arrived), very clean, well stocked with everything we could need (including plates/bowls/silverware/pots/pans etc.), and great communication with the host(the host messaged throughout the stay to make sure we didnt have questions or needs). I would definitely stay here again."
United States
April P.
The price is ￥14,614
￥24,051 total
includes taxes & fees
Jun 28 - Jun 29
The Rustic Suite on Bourbon Trail
Exterior

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Elizabethtown
10.0 out of 10, Exceptional, (24 reviews)
"Such a beautiful place to stay!! "
United States
Gracie T.
The price is ￥20,911
￥54,983 total
includes taxes & fees
Jun 16 - Jun 17
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Interior

NEW “Bourbon on the Square” Downtown Rustic Loft

NEW “Bourbon on the Square” Downtown Rustic Loft
Elizabethtown
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay in Elizabethtown, Todd was very accommodating and the place was as advertised. The location was great, with lots of restaurants and shopping within walking distance. Highly recommended if you are planning a trip to the area."
United States
Dan
The price is ￥19,533
￥36,373 total
includes taxes & fees
Jun 21 - Jun 22
NEW “Bourbon on the Square” Downtown Rustic Loft
Fridge, microwave, oven, stovetop

Elizabethtown Charm

Elizabethtown Charm
Elizabethtown
9.8 out of 10, Exceptional, (20 reviews)
"It was a very nice property and we enjoyed the stay. "
United States
William L.
The price is ￥21,152
￥35,872 total
includes taxes & fees
Jun 29 - Jun 30
Elizabethtown Charm
Fridge, microwave, oven, stovetop

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Radcliff
9.8 out of 10, Exceptional, (16 reviews)
"Host was very helpful, we got snowed in and forced to stay an extra day and the host continued to check on us to make sure we were good!"
United States
Thomas O.
The price is ￥11,537
￥29,500 total
includes taxes & fees
Jun 21 - Jun 22
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Fridge, microwave, oven, stovetop

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (58 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
The price is ￥21,488
￥45,239 total
includes taxes & fees
Jun 16 - Jun 17
New Downtown Luxury Townhouse in Bourbon Country
Terrace/patio

A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (129 reviews)
"Room Was clean -great location -had everything we needed. Would stay again on future trips "
United States
Cheryl B.
The price is ￥14,422
￥25,615 total
includes taxes & fees
Jun 17 - Jun 18
A Room Off Broadway, a prime downtown hideaway
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

Distill-Inn

Distill-Inn

10/10 Excellent
"Was only in town for a couple days but it was a nice clean hotel with helpful staff. Rooms and bathroom was nice and clean and comfortable bed. I would stay there again if in the area."
Robert 2-night trip
Posted 1 hour ago
Distill-Inn

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

Can I find vacation rentals in Boston?

Yes, we offer vacation rentals near popular attractions in Boston, or you can go with a secluded option if you're looking for relaxation.

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

Hot Tub- Sleeps 8- Bourbon Trail- Historic Home: This vacation home rental near Boston offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Kentucky Railway Museum, or get out into nature at a spot like Bernheim Arboretum and Research Forest. In the larger area, you’ll find Jim Beam American Outpost and Bardstown Art Gallery.

What’s a vacation rental in Boston like?

A vacation rental is a private property you can stay in for a long or short time in Boston. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for families.