Boston Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
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Mar 27 - Mar 29

Vacation Rentals in Boston

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

Apartment in Bardstown

10.0 out of 10, Exceptional, (235)
"Everything was great can’t wait to stay again."
United States
Mark D.
The price is ￥27,759
￥44,278 total
includes taxes & fees
Dec 10 - Dec 11
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Exterior
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (159)
"Great stay! Amazing people! "
United States
Casey B.
The price is ￥24,037
￥39,491 total
includes taxes & fees
Dec 7 - Dec 8
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Exterior
Nice log cabin home in the heart of bourbon country. Pet friendly.

Cabin in Lebanon

10.0 out of 10, Exceptional, (19)
"Cute country house, loved the whimsical decor! "
United States
Brandon H.
The price is ￥20,936
￥25,734 total
includes taxes & fees
Dec 13 - Dec 14
Nice log cabin home in the heart of bourbon country. Pet friendly.
Outdoor pool
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Vacation Home in Shepherdsville

10.0 out of 10, Exceptional, (104)
"We had a lovely long weekend. The house was very clean, we appreciated having a high chair & pack n play available as well. We enjoyed the pool. Great location overall. "
United States
Sharon M.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
3 bedrooms, iron/ironing board, free WiFi, bed sheets
The Farmwife’s Hideaway

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (39)
"The property was great and beautifully decorated. "
United States
Grant S.
The price is ￥28,891
￥48,433 total
includes taxes & fees
Dec 7 - Dec 8
The Farmwife’s Hideaway
TV
Beautiful apartment in the heart of downtown Bardstown, KY

Apartment in 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.
The price is ￥18,144
￥33,849 total
includes taxes & fees
Dec 8 - Dec 9
Beautiful apartment in the heart of downtown Bardstown, KY
Property grounds
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

Cabin in Bardstown

10.0 out of 10, Exceptional, (6)
The price is ￥45,361
￥104,544 total
includes taxes & fees
Dec 7 - Dec 8
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
Terrace/patio
Stay downtown within walking distance of restaurants, shopping, and breweries!

Apartment in Bardstown

9.6 out of 10, Exceptional, (81)
"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 ￥18,144
￥33,165 total
includes taxes & fees
Dec 15 - Dec 16
Stay downtown within walking distance of restaurants, shopping, and breweries!
Exterior detail
Apartment Downtown Bardstown<br>The PACK

Apartment in Bardstown

9.8 out of 10, Exceptional, (63)
"It was the perfect place to stay if you’re looking to stop in Bardstown. Located in the center of town within walking distance to everything."
United States
Jessica W.
The price is ￥20,936
￥33,338 total
includes taxes & fees
Dec 10 - Dec 11
Apartment Downtown Bardstown<br>The PACK
Fridge, microwave, oven, stovetop
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (82)
"Accommodations were excellent We are definitely recommending to friends "
United States
John F.
The price is ￥20,657
￥54,571 total
includes taxes & fees
Dec 6 - Dec 7
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Outdoor dining
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

Vacation Home in Coxs Creek

10.0 out of 10, Exceptional, (10)
"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!"
United States
Chris V.
The price is ￥34,893
￥97,448 total
includes taxes & fees
Dec 10 - Dec 11
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
Sauna
Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

Vacation Home in Bloomfield

10.0 out of 10, Exceptional, (2)
"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
Exterior
Stay in a historic Early 1800s Guest House!

Vacation Home in Bardstown

9.8 out of 10, Exceptional, (113)
"Great location. Easy walk to town. We would stay again for sure. "
United States
Mathew K.
The price is ￥16,051
￥29,321 total
includes taxes & fees
Dec 10 - Dec 11
Stay in a historic Early 1800s Guest House!
Outdoor spa tub
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Cottage in Taylorsville

10.0 out of 10, Exceptional, (229)
"This property was perfect for our bourbon trail trip. It’s central to Louisville, Frankfort and Bardstown. Everything was comfortable and we especially appreciated the hot tub at the end of our long days."
United States
Judy F.
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Property grounds
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!

Apartment in Bardstown

10.0 out of 10, Exceptional, (9)
The price is ￥18,842
￥37,528 total
includes taxes & fees
Dec 10 - Dec 11
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
Property grounds
Modern 2 Bed Suite on Bourbon Trail

Apartment in Loretto

2.0 star property
10.0 out of 10, Exceptional, (27)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
The price is ￥11,026
￥19,940 total
includes taxes & fees
Dec 16 - Dec 17
Modern 2 Bed Suite on Bourbon Trail
Fridge, microwave, oven, stovetop
Charming 4BR w/ Fire Pit + Next to Barton 1792

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (37)
"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
The price is ￥20,167
￥52,501 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming 4BR w/ Fire Pit + Next to Barton 1792
Exterior
A Room Off Broadway, a prime downtown hideaway

Apartment in Bardstown

10.0 out of 10, Exceptional, (109)
"we really loved it. was a great location Amy was very nice."
United States
scott f.
The price is ￥13,957
￥23,080 total
includes taxes & fees
Dec 9 - Dec 10
A Room Off Broadway, a prime downtown hideaway
Property grounds
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Cottage in Bardstown

10.0 out of 10, Exceptional, (9)
"Comfortable relaxing stay"
United States
Daren K.
The price is ￥23,107
￥48,041 total
includes taxes & fees
Dec 9 - Dec 10
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
Interior
Bourbon Royale, Home of Two Kings; putting green, downtown, free coffee & snacks

Vacation Home in Bardstown

9.8 out of 10, Exceptional, (32)
"We really enjoyed our stay and will be back! "
United States
Jennifer
Bourbon Royale, Home of Two Kings; putting green, downtown, free coffee & snacks
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

La Quinta Inn & Suites by Wyndham Elizabethtown

La Quinta Inn & Suites by Wyndham Elizabethtown

10/10 Excellent
"Clean. Safe. Friendly staff "
Walter 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Elizabethtown

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?

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 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.