Boston Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Boston vacation rentals

Dining

Vacation Home in Bardstown

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great spot. Owners made everything easy. Super clean and welcoming home. Will stay again for next trip"
United States
Matthew M.
The price is ￥27,039
￥63,101 total
includes taxes & fees
Jan 21 - Jan 22
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Interior

Apartment in Loretto

Cozy Bourbon Trail Loft suite in charming Loretto
9.8 out of 10, Exceptional, (6 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 ￥8,538
￥17,435 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Bourbon Trail Loft suite in charming Loretto
Living area

Vacation Home in Elizabethtown

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 ￥11,005
￥24,335 total
includes taxes & fees
Jan 20 - Jan 21
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Property grounds

Apartment in Loretto

Modern 2 Bed Suite on Bourbon Trail
2.0 star property
10.0 out of 10, Exceptional, (28 reviews)
"The location was perfect, the host was responsive and helpful, the room was super clean, the bed was very comfortable, and all of the little extras were so thoughtful. It was truly a perfect stay."
United States
Lisa P.
The price is ￥11,242
￥20,331 total
includes taxes & fees
Jan 20 - Jan 21
Modern 2 Bed Suite on Bourbon Trail
Microwave, oven, stovetop, dishwasher

Condo in Radcliff

Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown
2.0 star property
The price is ￥6,578
￥33,400 total
includes taxes & fees
Jan 26 - Jan 27
Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown
Fridge, microwave, oven, stovetop

Apartment in Bardstown

Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
2.0 star property
10.0 out of 10, Exceptional, (17 reviews)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is ￥14,088
￥47,080 total
includes taxes & fees
Jan 20 - Jan 21
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
Exterior

Cottage in Coxs Creek

One of a kind cabin in the woods. Quiet and private but close to everything.
10.0 out of 10, Exceptional, (114 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is ￥15,812
￥27,891 total
includes taxes & fees
Feb 17 - Feb 18
One of a kind cabin in the woods. Quiet and private but close to everything.
TV, fireplace, books

Apartment in Bardstown

Stay downtown within walking distance of restaurants, shopping, and breweries!
9.4 out of 10, Exceptional, (82 reviews)
"This was our second stay at the property this year. My wife and I love the apartment and its location to everything downtown. It’s our Bardstown “home away from home”"
United States
John Y.
The price is ￥18,500
￥33,642 total
includes taxes & fees
Jan 20 - Jan 21
Stay downtown within walking distance of restaurants, shopping, and breweries!
Microwave, oven, stovetop, dishwasher

Apartment in Bardstown

Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
10.0 out of 10, Exceptional, (14 reviews)
"The apartment was clean and conveniently located. Check in and out were easy and the host responded quickly. Couldn't ask for more. "
United States
Michael K.
The price is ￥15,512
￥33,833 total
includes taxes & fees
Jan 20 - Jan 21
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
Terrace/patio

Apartment in Loretto

The Rustic Suite on Bourbon Trail
9.6 out of 10, Exceptional, (24 reviews)
"Great stay. Very clean and has everything you need. "
United States
Jeff
The price is ￥13,369
￥22,608 total
includes taxes & fees
Jan 20 - Jan 21
The Rustic Suite on Bourbon Trail
Exterior detail

Apartment in Bardstown

Cozy Getaway at Stone Horse
10.0 out of 10, Exceptional, (28 reviews)
"Nicely cared for property that offers all the basics."
United States
Suzanne
The price is ￥15,812
￥44,275 total
includes taxes & fees
Jan 20 - Jan 21
Cozy Getaway at Stone Horse
Exterior

Vacation Home in Bardstown

Stay in a historic Early 1800s Guest House!
9.8 out of 10, Exceptional, (116 reviews)
"Great location. Easy walk to town. We would stay again for sure. "
United States
Mathew K.
The price is ￥16,365
￥29,895 total
includes taxes & fees
Jan 20 - Jan 21
Stay in a historic Early 1800s Guest House!
House (3 Bedrooms) | Interior

Cottage in Vine Grove

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"The house was perfect for our short visit with our son at Ft. Knox. The house was small but clean and well maintained. The layout made good use of the space and everything was in working order. Overall a great option for someone looking for a place to stay. "
United States
ANDREA
The price is ￥15,496
￥41,957 total
includes taxes & fees
Jan 20 - Jan 21
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
Interior

Apartment in Bardstown

Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
10.0 out of 10, Exceptional, (3 reviews)
"We had extended family coming in from two different states, so renting the two units (Hideaway 1&2) together was a perfect solution. We had together time but plenty of privacy too. "
United States
Anonymous traveler
The price is ￥15,654
￥38,001 total
includes taxes & fees
Jan 20 - Jan 21
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Outdoor dining

Vacation Home in Taylorsville

Angels Envy 29 - A relaxing place by the lake!
9.4 out of 10, Exceptional, (20 reviews)
"Great place good accommodation "
United States
Ryan D.
The price is ￥21,346
￥48,539 total
includes taxes & fees
Jan 20 - Jan 21
Angels Envy 29 - A relaxing place by the lake!
Property grounds

Vacation Home in Bardstown

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
10.0 out of 10, Exceptional, (48 reviews)
"Perfect for our stay. "
United States
Ranee T.
The price is ￥14,942
￥54,997 total
includes taxes & fees
Jan 20 - Jan 21
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Dining

Vacation Home in New Hope

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
10.0 out of 10, Exceptional, (64 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is ￥20,919
￥49,730 total
includes taxes & fees
Jan 20 - Jan 21
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Outdoor dining

Apartment in Elizabethtown

On The Square!
8.8 out of 10, Excellent, (20 reviews)
"Everything was perfect. Would defiantly stay here again! "
United States
Wendy T.
The price is ￥12,096
￥22,924 total
includes taxes & fees
Jan 20 - Jan 21
On The Square!
TV

Apartment in Bardstown

Beautiful apartment in the heart of downtown Bardstown, KY
9.6 out of 10, Exceptional, (152 reviews)
"We had a great stay. The place was perfect and in such a great location. Everything was as described and the host had great communication."
United States
Victoria D.
The price is ￥18,500
￥34,513 total
includes taxes & fees
Jan 20 - Jan 21
Beautiful apartment in the heart of downtown Bardstown, KY
Fridge, microwave, oven, stovetop

Vacation Home in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
9.8 out of 10, Exceptional, (12 reviews)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is ￥12,096
￥27,282 total
includes taxes & fees
Jan 25 - Jan 26
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
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

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

10/10 Excellent
"The room was great like always.This is our go to place.and breakfeast was good as well!"
donna 1-night trip
Posted 1 day ago
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

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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Look no further and take a look at our great range of rental properties in Boston!

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?

Ron & Orline's Home, park at the door & use our EV 50 amp charger: This vacation home near Boston offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games 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 Spalding Hall.

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.