Boston Vacation Rentals

Start date: Check-in selected.
End date: Check-out

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Boston

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (221)
"This property was perfect for our trip to bourbon country! We could walk to many restaurants and shops in Bardstown. Parking was close and easy. Clean, comfortable and a cute welcome gift along with light snacks provided. We would gladly stay here again. "
$261 nightly
The price is $288
Sep 8 - Sep 9
Total with taxes and fees
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Nice log cabin home in the heart of bourbon country. Pet friendly.

10.0 out of 10, Exceptional, (5)
$155 nightly
The price is $166
Sep 3 - Sep 4
Total with taxes and fees
Nice log cabin home in the heart of bourbon country. Pet friendly.

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (94)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

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

10.0 out of 10, Exceptional, (154)
"Like visiting Grandma's house while super close to all the bourbon awesomeness"
$234 nightly
The price is $258
Sep 9 - Sep 10
Total with taxes and fees
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Downtown Bourbon Black Swan House

9.8 out of 10, Exceptional, (12)
"Loved staying here! So close to downtown-we were able to walk everywhere we wanted. The house is so nice. I would definitely stay here again and recommend highly!"
$304 nightly
The price is $335
Sep 9 - Sep 10
Total with taxes and fees
Downtown Bourbon Black Swan House

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (15)
"We really enjoyed our stay. The owner was awesome to work with!"
$116 nightly
The price is $124
Sep 3 - Sep 4
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (2)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
$645 nightly
The price is $711
Sep 29 - Sep 30
Total with taxes and fees
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (105)
"We loved the guest house, and the location could not be beat! Just a block walk to the lovely downtown. The guest house had everything we needed for a comfortable, nice visit to Bardstown."
$183 nightly
The price is $202
Sep 22 - Sep 23
Total with taxes and fees
Stay in a historic Early 1800s Guest House!

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (28)
"We visited for a long weekend, great place to stay! Lots of space for everyone and a great outdoor space to also enjoy our evenings. Definitely plan to go back!"
$283 nightly
The price is $312
Sep 3 - Sep 4
Total with taxes and fees
The Farmwife’s Hideaway

Cozy cottage in charming New Hope with AC, WiFi

9.8 out of 10, Exceptional, (10)
"Perfect little cottage to unwind in after a day on the road. Clean and the bed is super comfy. Situated close to the Bourbon Trail distilleries. Our hosts (Jon and Robin) really paid attention to details from the bottled water in the frig to the coffee pods for the Keurig. We will definitely stay again when we're in the area."
$170 nightly
The price is $182
Oct 1 - Oct 2
Total with taxes and fees
Cozy cottage in charming New Hope with AC, WiFi

Stunning view! Hot Tub, Privacy & Relaxation

2.0 star property
10.0 out of 10, Exceptional, (16)
"Awesome place. Very clean. Very peaceful and relaxing "
Stunning view! Hot Tub, Privacy & Relaxation

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (98)
"Great space, clean and perfect size for the two of us (adults). Definitely recommend the property and the town"
$135 nightly
The price is $149
Sep 8 - Sep 9
Total with taxes and fees
A Room Off Broadway, a prime downtown hideaway

Beautiful apartment in the heart of downtown Bardstown, KY

9.6 out of 10, Exceptional, (145)
"Host hospitality was great, coffee, pancake mix and eggs available. Location is great. Located on second floor, if you have larger luggage."
$199 nightly
The price is $219
Sep 14 - Sep 15
Total with taxes and fees
Beautiful apartment in the heart of downtown Bardstown, KY

Quaint,newly remodeled country cabin in the heart of Bourbon Country.

2.0 star property
9.8 out of 10, Exceptional, (7)
"Quaint, recently updated place in the heart of bourbon country! Quiet stay, scenic area!"
Quaint,newly remodeled country cabin in the heart of Bourbon Country.

Stay downtown within walking distance of restaurants, shopping, and breweries!

9.6 out of 10, Exceptional, (76)
"This place is just adorable and perfect location! "
$192 nightly
The price is $212
Sep 3 - Sep 4
Total with taxes and fees
Stay downtown within walking distance of restaurants, shopping, and breweries!

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

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
$269 nightly
The price is $296
Sep 3 - Sep 4
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Apartment Downtown Bardstown<br>The PACK

9.8 out of 10, Exceptional, (57)
"Such a beautifully decorated and easy location in Bardstown. We enjoyed our stay very much. "
$218 nightly
The price is $240
Sep 7 - Sep 8
Total with taxes and fees
Apartment Downtown Bardstown<br>The PACK

Call Me Old Fashioned! *Heart of Bardstown Square*

10.0 out of 10, Exceptional, (44)
"Very comfortable and welcoming accommodation for our party of six to enjoy Bourbon Country from. Perfectly walkable to Bardstown’s lovely downtown. "
$767 nightly
The price is $846
Sep 3 - Sep 4
Total with taxes and fees
Call Me Old Fashioned! *Heart of Bardstown Square*

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Exactly as described, was perfect for our family. Alan was great at communicating and giving places to eat at."
$354 nightly
The price is $390
Sep 10 - Sep 11
Total with taxes and fees
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

Historic Bardstown Cottage

10.0 out of 10, Exceptional, (57)
"The location of the cottage is perfect for a visit to many distilleries as well as things for a non-bourbon drinking wife to enjoy. Bardstown itself is a lovely town. "
Historic Bardstown Cottage
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

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 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?

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown: This vacation home rental near Boston offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.