Boston Vacation Rentals

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Our top choices for Boston vacation rentals

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
$248 nightly
The price is $265
Apr 9 - Apr 10
Total with taxes and fees
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (4 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
$361 nightly
The price is $398
Apr 13 - Apr 14
Total with taxes and fees
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

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
$205 nightly
The price is $226
Apr 6 - Apr 7
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.

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.
$131 nightly
The price is $140
Apr 6 - Apr 7
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail

Cozy Bourbon Trail Loft suite in charming Loretto

Cozy Bourbon Trail Loft suite in charming Loretto
Loretto
9.8 out of 10, Exceptional, (7 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
$129 nightly
The price is $138
Apr 5 - Apr 6
Total with taxes and fees
Cozy Bourbon Trail Loft suite in charming Loretto

Kentucky Sunrise 18- Greet the Sun As it Rises

Kentucky Sunrise 18- Greet the Sun As it Rises
Taylorsville
9.8 out of 10, Exceptional, (52 reviews)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
$282 nightly
The price is $310
Apr 5 - Apr 6
Total with taxes and fees
Kentucky Sunrise 18- Greet the Sun As it Rises

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, (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.
$157 nightly
The price is $173
Apr 6 - Apr 7
Total with taxes and fees
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

The Elizabethtown Hideaway

The Elizabethtown Hideaway
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"Fantastic Experience in a beautiful home. Will be staying here again for sure. "
United States
ANDRAS J.
$204 nightly
The price is $218
Apr 13 - Apr 14
Total with taxes and fees
The Elizabethtown Hideaway

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, (14 reviews)
"Perfect for our stay and clean. Close to Elizabethtown"
United States
Brandi J.
$157 nightly
The price is $173
Apr 9 - Apr 10
Total with taxes and fees
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

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.
$134 nightly
The price is $143
Apr 8 - Apr 9
Total with taxes and fees
The Rustic Suite on Bourbon Trail

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (66 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
$263 nightly
The price is $290
Apr 5 - Apr 6
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

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.
$145 nightly
The price is $159
Apr 5 - Apr 6
Total with taxes and fees
On The Square!

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.
$243 nightly
The price is $267
Apr 6 - Apr 7
Total with taxes and fees
Seabiscuit 5- Relax And Kick Back

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (51 reviews)
"Perfect for our stay. "
United States
Ranee T.
$348 nightly
The price is $384
Apr 5 - Apr 6
Total with taxes and fees
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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, (2 reviews)
"Awesome place!"
United States
Scott B.
$236 nightly
The price is $253
Apr 6 - Apr 7
Total with taxes and fees
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

The Maple Den

The Maple Den
Elizabethtown
10.0 out of 10, Exceptional, (14 reviews)
"Great place and stay no issues. "
United States
Dalton R.
$260 nightly
The price is $278
Apr 6 - Apr 7
Total with taxes and fees
The Maple Den

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (55 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
$253 nightly
The price is $279
Apr 6 - Apr 7
Total with taxes and fees
New Downtown Luxury Townhouse in Bourbon Country

NEW “Bourbon on the Square” Downtown Rustic Loft

NEW “Bourbon on the Square” Downtown Rustic Loft
Elizabethtown
10.0 out of 10, Exceptional, (23 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
$207 nightly
The price is $228
Apr 5 - Apr 6
Total with taxes and fees
NEW “Bourbon on the Square” Downtown Rustic Loft

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Springfield
10.0 out of 10, Exceptional, (12 reviews)
"Great place for a large group."
United States
MATT 무용 B.
$227 nightly
The price is $243
Apr 6 - Apr 7
Total with taxes and fees
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Angels Envy 29 - A relaxing place by the lake!

Angels Envy 29 - A relaxing place by the lake!
Taylorsville
9.4 out of 10, Exceptional, (20 reviews)
"Just visited distilleries"
United States
Pam M.
$277 nightly
The price is $305
Apr 4 - Apr 5
Total with taxes and fees
Angels Envy 29 - A relaxing place by the 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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Top Boston Hotel Reviews

Find out more about Boston

Everything you need to know about Boston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $189 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.