Boston Vacation Rentals

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Vacation Rentals in Boston

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

Bardstown
10.0 out of 10, Exceptional, (233)
"Everything was great can’t wait to stay again."
United States
Mark D.
$259 nightly
The price is $286
Nov 19 - Nov 20
Total with taxes and fees
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

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

Bardstown
9.6 out of 10, Exceptional, (80)
"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.
$192 nightly
The price is $212
Nov 19 - Nov 20
Total with taxes and fees
Stay downtown within walking distance of restaurants, shopping, and breweries!

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

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
Loretto
10.0 out of 10, Exceptional, (24)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
$120 nightly
The price is $129
Nov 19 - Nov 20
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail

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

Lebanon
10.0 out of 10, Exceptional, (18)
"Cute country house, loved the whimsical decor! "
United States
Brandon H.
$155 nightly
The price is $166
Nov 19 - Nov 20
Total with taxes and fees
Nice log cabin home in the heart of bourbon country. Pet friendly.

Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Bardstown
10.0 out of 10, Exceptional, (82)
"Accommodations were excellent We are definitely recommending to friends "
United States
John F.
$371 nightly
The price is $409
Nov 19 - Nov 20
Total with taxes and fees
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

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

Coxs Creek
10.0 out of 10, Exceptional, (112)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
$150 nightly
The price is $165
Nov 19 - Nov 20
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.

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

Bardstown
10.0 out of 10, Exceptional, (159)
"Excellent. Within walking distance of nightlife & dinner train. Host thought of everything. Great communicators."
United States
Amy
$232 nightly
The price is $256
Nov 19 - Nov 20
Total with taxes and fees
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Charming 4BR w/ Fire Pit + Next to Barton 1792

Bardstown
10.0 out of 10, Exceptional, (36)
"Great little place for a short stay. Loved the homemade soaps that were provided. If we ever need to stay in the area again we will absolutely stay in This place again. "
United States
Anonymous traveler
$284 nightly
The price is $313
Dec 1 - Dec 2
Total with taxes and fees
Charming 4BR w/ Fire Pit + Next to Barton 1792

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Taylorsville
10.0 out of 10, Exceptional, (227)
"We enjoyed our stay very much. It was a perfect location to explore the Bourbon Trail during the day (went to 5 different distilleries) and then relax in the cottage in the evening, especially the hot tub. It was very well appointed - it had everything we needed. "
United States
Robert G.
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

The Farmwife’s Hideaway

Bardstown
10.0 out of 10, Exceptional, (37)
"The property was great and beautifully decorated. "
United States
Grant S.
$283 nightly
The price is $312
Nov 19 - Nov 20
Total with taxes and fees
The Farmwife’s Hideaway

Bourbon on Broadway- 3 King Bed- Downtown Bardstown-Walk everywhere!!

Bardstown
10.0 out of 10, Exceptional, (47)
"Beautiful home and short walking distance to downtown Bardstown area. "
United States
Carrita P.
Bourbon on Broadway- 3 King Bed- Downtown Bardstown-Walk everywhere!!

Cozy Outlaw studio room with heated pool AC in charming New Hope

New Hope
10.0 out of 10, Exceptional, (3)
"Great place, amazing hosts. Perfect place to stay for the wedding venue just down the road."
United States
Jeremy M.
Cozy Outlaw studio room with heated pool AC in charming New Hope

Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Bardstown
10.0 out of 10, Exceptional, (9)
"We loved this little place - will be back again!"
United States
Deb M.
$281 nightly
The price is $310
Nov 23 - Nov 24
Total with taxes and fees
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

Bloomfield
10.0 out of 10, Exceptional, (1)
"What a fantastic property. I booked this for a bachelor party weekend and it was everything as described and some. Beautiful house with tons of space to relax and have a great time. Beds were very comfortable and amenities provided were fantastic. Anna was extremely friendly and responsive with anything we needed.The only thing I would recommend is to bring a large pot coffee maker. 10 coffee drinkers every morning is a lot for a single cup kuerig machine! "
United States
Matthew T.
Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

A Room Off Broadway, a prime downtown hideaway

Bardstown
10.0 out of 10, Exceptional, (108)
"Great place to stay in Bardstown. Perfect location to visit the Distilleries in the area. We would highly recommend this place and would definitely stay there again. "
United States
Crista O.
$135 nightly
The price is $149
Nov 20 - Nov 21
Total with taxes and fees
A Room Off Broadway, a prime downtown hideaway

Central Bardstown Home Near Distilleries & Dining

Bardstown
10.0 out of 10, Exceptional, (12)
"Clean, comfortable, and great location. We had a good time. "
United States
Nicholas S.
$295 nightly
The price is $311
Nov 19 - Nov 20
Total with taxes and fees
Central Bardstown Home Near Distilleries & Dining

Beautiful apartment in the heart of downtown Bardstown, KY

Bardstown
9.6 out of 10, Exceptional, (152)
"Great central location in Bardstown. Check-in was super easy. Very clean, and had everything we needed in the kitchen. A great place to stay!"
United States
Austin R.
$198 nightly
The price is $218
Nov 19 - Nov 20
Total with taxes and fees
Beautiful apartment in the heart of downtown Bardstown, KY

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

Elizabethtown
9.0 out of 10, Wonderful, (16)
"We had an excellent stay! Check-in and check-out were super easy. It was very clean and comfortable with a fully appointed kitchen. The hosts were friendly and attentive. We hope to stay again and enjoy this unique and beautiful location."
United States
Susan M.
$173 nightly
The price is $185
Nov 19 - Nov 20
Total with taxes and fees
Just 10 minutes from town -We're more than just a place to stay!

Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!

Bardstown
10.0 out of 10, Exceptional, (9)
$220 nightly
The price is $242
Nov 19 - Nov 20
Total with taxes and fees
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
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 $129 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.