Boston Vacation Rentals

  • 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

In two weeks
In two months
In three months
In four months

Our top choices for Boston vacation rentals

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (7 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 ¥27,127
¥63,833 total
includes taxes & fees
Apr 26 - Apr 27
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
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 ¥15,547
¥42,095 total
includes taxes & fees
Apr 21 - Apr 22
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

On The Square!

On The Square!
Elizabethtown
9.0 out of 10, Wonderful, (23 reviews)
"Great getaway! Host was amazing and welcoming! "
United States
nicole g.
The price is ¥14,991
¥25,272 total
includes taxes & fees
Apr 21 - Apr 22
On The Square!

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Elizabethtown
10.0 out of 10, Exceptional, (3 reviews)
" Everything was clean and comfortable. Check in and check out was very easy. If we are back in the area we would definitely stay here again. "
United States
Cory G.
The price is ¥13,802
¥27,458 total
includes taxes & fees
Apr 21 - Apr 22
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (29 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 ¥12,850
¥22,080 total
includes taxes & fees
Apr 21 - Apr 22
Modern 2 Bed Suite on Bourbon Trail

Just 10 minutes from town -We're more than just a place to stay!

Just 10 minutes from town -We're more than just a place to stay!
Elizabethtown
9.4 out of 10, Exceptional, (21 reviews)
"Clean and comfortable. Really pretty country"
United States
Deborah B.
The price is ¥17,847
¥29,298 total
includes taxes & fees
Apr 21 - Apr 22
Just 10 minutes from town -We're more than just a place to stay!

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (28 reviews)
"This is a great place. Very comfortable and perfect location next to Makers Mark. Clean, nice amenities, and great communication. Highly recommend. "
United States
Sharon M.
The price is ¥14,468
¥23,810 total
includes taxes & fees
Apr 22 - Apr 23
The Rustic Suite on Bourbon Trail

Seabiscuit 5- Relax And Kick Back

Seabiscuit 5- Relax And Kick Back
Taylorsville
9.6 out of 10, Exceptional, (54 reviews)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is ¥21,416
¥41,016 total
includes taxes & fees
Apr 21 - Apr 22
Seabiscuit 5- Relax And Kick Back

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB
Taylorsville
9.8 out of 10, Exceptional, (25 reviews)
"Very nice house, new hot tub in the resort it was located in was very nice"
United States
Mike O.
Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

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, (23 reviews)
"Such a beautiful place to stay!! "
United States
Gracie T.
The price is ¥20,423
¥54,134 total
includes taxes & fees
Apr 21 - Apr 22
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

The Elizabethtown Hideaway

The Elizabethtown Hideaway
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful place! Always felt safe, long driveway was awesome!!"
United States
Carter H.
The price is ¥12,374
¥33,629 total
includes taxes & fees
Apr 21 - Apr 22
The Elizabethtown Hideaway

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, (115 reviews)
"Great stay. "
United States
Royce
The price is ¥22,701
¥35,519 total
includes taxes & fees
Apr 26 - Apr 27
One of a kind cabin in the woods. Quiet and private but close to everything.

Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
Bardstown
10.0 out of 10, Exceptional, (16 reviews)
"Great place to stay"
United States
Benjamin P.
The price is ¥42,833
¥103,183 total
includes taxes & fees
Apr 21 - Apr 22
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (47 reviews)
"Beautiful home, comfortable beds, great location! "
United States
Amanda B.
The price is ¥25,700
¥45,119 total
includes taxes & fees
Apr 21 - Apr 22
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

Come visit Whiskeys Hideaway, a beautiful getaway located In Bourbon country

Come visit Whiskeys Hideaway, a beautiful getaway located In Bourbon country
New Hope
10.0 out of 10, Exceptional, (4 reviews)
"Great communication with the Host and lovely home "
United States
Stacy S.
The price is ¥38,074
¥72,578 total
includes taxes & fees
Apr 22 - Apr 23
Come visit Whiskeys Hideaway, a beautiful getaway located In Bourbon country

Justin Fitch Cabin - Active Heroes

Justin Fitch Cabin - Active Heroes
Bullitt County
The price is ¥34,901
¥39,844 total
includes taxes & fees
Apr 21 - Apr 22
Justin Fitch Cabin - Active Heroes

Bourbon Country Cottage - perfect for exploring the Bourbon Trail

Bourbon Country Cottage - perfect for exploring the Bourbon Trail
Bardstown
9.6 out of 10, Exceptional, (17 reviews)
"We absolutely loved our stay here! Clean and comfortable "
United States
Nicole F.
The price is ¥28,809
¥50,996 total
includes taxes & fees
Apr 26 - Apr 27
Bourbon Country Cottage - perfect for exploring the Bourbon Trail

StillHill: HotTub GameRoom Whiskey Lounge Acreage

StillHill: HotTub GameRoom Whiskey Lounge Acreage
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"The place was great. Comfortable accomodations and would visit again!"
United States
Alan R.
The price is ¥32,045
¥64,236 total
includes taxes & fees
Apr 21 - Apr 22
StillHill: HotTub GameRoom Whiskey Lounge Acreage

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away
Bardstown
10.0 out of 10, Exceptional, (10 reviews)
"The perfect home base for our Bardstown exploration! New finishes and very clean. Nice private, covered back porch to relax, as well."
United States
Karen R.
The price is ¥27,762
¥59,636 total
includes taxes & fees
Apr 21 - Apr 22
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

Apartment Downtown Bardstown<br>The PACK

Apartment Downtown Bardstown<br>The PACK
Bardstown
9.8 out of 10, Exceptional, (75 reviews)
"Great location, wonderful apartment. Had everything we needed. So nice to be able to walk down the stairs and be right downtown. Would highly recommend this apartment and Pat’s Restaurant, which is located below the apartment, for Breakfast. Hope to be able to come back soon!!!"
United States
Mark S.
The price is ¥27,762
¥42,847 total
includes taxes & fees
Apr 21 - Apr 22
Apartment Downtown Bardstown<br>The PACK
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!

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?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This vacation home rental near Boston is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.