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Boston Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Boston vacation rentals

A bedroom with a bed, a ceiling fan, a window with blinds, a painting of horses, and a nightstand with a lamp.

1. Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
Bardstown
The price is AED 1,168
AED 2,433 total
includes taxes & fees
3 Nov - 4 Nov
Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
A living room with a gray sectional sofa, a wooden coffee table, and a framed map on the wall.

2. Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (16 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
The price is AED 768
AED 1,660 total
includes taxes & fees
3 Nov - 4 Nov
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
A small, single-story cabin with a metal exterior, surrounded by trees and a wooden deck.

3. 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, (132 reviews)
"Feels like home. "
United States
MARLENE G.
The price is AED 496
AED 802 total
includes taxes & fees
27 Oct - 28 Oct
One of a kind cabin in the woods. Quiet and private but close to everything.
A wooden deck with a hot tub, outdoor seating, and a wooden house in the background.

4. 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, (28 reviews)
"Great place to stay"
United States
Benjamin P.
The price is AED 1,109
AED 2,555 total
includes taxes & fees
14 Oct - 15 Oct
Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub
A cozy living room with two armchairs, a small table, and a view of a wooden deck with outdoor furniture.

5. Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
New Haven
10.0 out of 10, Exceptional, (11 reviews)
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
A backyard with a fire pit, outdoor seating, and a covered patio area.

6. Bourbon Trailhead Bardstown

Bourbon Trailhead Bardstown
Bardstown
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful property, we’ll be back! Great location close to town but quiet and peaceful in the evenings. House was very clean, hot tub was perfect for stargazing, covered back patio was ideal for grilling."
United States
Michelle O.
The price is AED 1,234
AED 2,570 total
includes taxes & fees
26 Oct - 27 Oct
Bourbon Trailhead Bardstown
A covered patio with a grill, outdoor seating, and potted plants.

7. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (143 reviews)
"Great place and great location! We love it here!"
United States
Harlan K.
The price is AED 370
AED 631 total
includes taxes & fees
15 Oct - 16 Oct
A Room Off Broadway, a prime downtown hideaway
A hotel room with two beds, a TV, a microwave, and a desk.

8. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Shepherdsville
10.0 out of 10, Exceptional, (98 reviews)
"We felt so relaxed during our stay"
United States
Anonymous traveler
The price is AED 212
AED 236 total
includes taxes & fees
31 Oct - 1 Nov
2 Queen Beds | Non-Smoking
A living room with a sectional sofa, a fireplace, and a television mounted on the wall.

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

Stay downtown within walking distance of restaurants, shopping, and breweries!
Bardstown
9.4 out of 10, Exceptional, (97 reviews)
"Completely charming and very close to everything!"
United States
Susan M.
The price is AED 585
AED 985 total
includes taxes & fees
13 Oct - 14 Oct
Stay downtown within walking distance of restaurants, shopping, and breweries!
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

10. Hot Tub- Sleeps 10- Bourbon Trail- Historic Home

Hot Tub- Sleeps 10- Bourbon Trail- Historic Home
Coxs Creek
10.0 out of 10, Exceptional, (27 reviews)
"This was a great location very close to all of the best places in bardstown. Do not hesitate to book if staying in town!"
United States
Greg H.
The price is AED 744
AED 1,168 total
includes taxes & fees
12 Oct - 13 Oct
Hot Tub- Sleeps 10- Bourbon Trail- Historic Home
A red door with a small window above it, a mailbox, and two potted plants on the ground.

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

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Bardstown
10.0 out of 10, Exceptional, (263 reviews)
"Nice place to stay you can walk anywhere."
United States
Chris B.
The price is AED 657
AED 1,049 total
includes taxes & fees
11 Oct - 12 Oct
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
An outdoor seating area with wooden tables and chairs, a mural of clocks on the wall, and hanging plants.

12. On The Square!

On The Square!
Elizabethtown
9.2 out of 10, Wonderful, (29 reviews)
"Perfect little hidden gem! And walking distance to EVERYTHING!"
United States
Katie W.
The price is AED 347
AED 585 total
includes taxes & fees
20 Oct - 21 Oct
On The Square!
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

13. 1 King Bed Non-Smoking

1 King Bed Non-Smoking
Shepherdsville
10.0 out of 10, Exceptional, (100 reviews)
"We had a great time staying here"
United States
Anonymous traveler
The price is AED 194
AED 216 total
includes taxes & fees
10 Oct - 11 Oct
1 King Bed Non-Smoking
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a granite countertop, and a black trash bin.

14. New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (62 reviews)
"Highly recommend!"
United States
Hallie D.
The price is AED 493
AED 988 total
includes taxes & fees
12 Oct - 13 Oct
New Downtown Luxury Townhouse in Bourbon Country
A hallway with a door, a window, a table with candles, and a painting on the wall.

15. Apartment Downtown Bardstown<br>The PACK

Apartment Downtown Bardstown<br>The PACK
Bardstown
9.8 out of 10, Exceptional, (84 reviews)
"Very nice accommodations that keep you right in the heart of Bardstown."
United States
Kim A.
The price is AED 643
AED 984 total
includes taxes & fees
18 Oct - 19 Oct
Apartment Downtown Bardstown<br>The PACK
A living room with a brick wall, a fireplace, a large clock, and a leather sofa.

16. Beautiful apartment in the heart of downtown Bardstown, KY

Beautiful apartment in the heart of downtown Bardstown, KY
Bardstown
9.4 out of 10, Exceptional, (179 reviews)
"Stairs were a little crazy but great location!"
United States
Amy A.
The price is AED 430
AED 814 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful apartment in the heart of downtown Bardstown, KY
A building with a large tree in front, outdoor seating with chairs, and string lights.

17. 4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown

4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
Bardstown
10.0 out of 10, Exceptional, (46 reviews)
"This place was perfect for our couple trip. The backyard was amazing to just sit and relax on our summer night!"
United States
Jeremy k.
The price is AED 508
AED 1,396 total
includes taxes & fees
9 Nov - 10 Nov
4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
A bedroom with a bed, bedside tables, a ceiling fan, a door, and a framed picture on the wall.

18. The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Bardstown
10.0 out of 10, Exceptional, (24 reviews)
The price is AED 422
AED 879 total
includes taxes & fees
9 Nov - 10 Nov
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
A kitchen with white cabinets, a black refrigerator, a stove, and a dishwasher.

19. The E-Town Retreat 2BR townhouse close to Downtown

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
9.6 out of 10, Exceptional, (12 reviews)
"Nice place"
United States
Natalie G.
The price is AED 323
AED 657 total
includes taxes & fees
13 Oct - 14 Oct
The E-Town Retreat 2BR townhouse close to Downtown
A modern kitchen with a central island, bar stools, and stainless steel appliances.

20. Luxurious downtown rooftop condo c free ev charging for any type vehicle

Luxurious downtown rooftop condo c free ev charging for any type vehicle
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"Very clean and comfortable! A little noisy until town settles down, but no trouble sleeping. Great place I’d stay at again!"
United States
Laura S.
Luxurious downtown rooftop condo c free ev charging for any type vehicle
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

Holiday Inn Express and Suites-Elizabethtown North by IHG

Holiday Inn Express and Suites-Elizabethtown North by IHG

10/10 Excellent
"Room was clean, quiet and laid out well. Nearby restaurants were nice and within walking distance. Would definitely stay here again."
Barry 3-night trip
Posted 2 hours ago
Holiday Inn Express and Suites-Elizabethtown North by IHG

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?

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!: This vacation home rental near Boston offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.