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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Boston vacation rentals

A hotel room with two beds, a TV, a microwave, and a desk.

1. 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 ￥9,101
￥10,130 total
includes taxes & fees
Nov 1 - Nov 2
2 Queen Beds | Non-Smoking
A flat-screen TV mounted on a wall, a microwave, and a refrigerator below it.

2. 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 ￥8,304
￥9,243 total
includes taxes & fees
Nov 1 - Nov 2
1 King Bed Non-Smoking
An outdoor seating area with wooden tables and chairs, a mural of clocks on the wall, and hanging plants.

3. On The Square!

On The Square!
Elizabethtown
9.2 out of 10, Wonderful, (30 reviews)
"cute little place close walk to great food."
United States
Jerry B.
The price is ￥14,899
￥25,117 total
includes taxes & fees
Nov 1 - Nov 2
On The Square!
A small, single-story cabin with a metal exterior, surrounded by trees and a wooden deck.

4. 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, (134 reviews)
"Feels like home. "
United States
MARLENE G.
The price is ￥18,162
￥30,797 total
includes taxes & fees
Nov 2 - Nov 3
One of a kind cabin in the woods. Quiet and private but close to everything.
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, (13 reviews)
"The stay was amazing. The property was exactley ascdescribed. We enjoyed our stay very much."
United States
Beverly R.
The price is ￥23,807
￥40,680 total
includes taxes & fees
Nov 1 - Nov 2
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
A covered patio with a grill, outdoor seating, and potted plants.

6. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (146 reviews)
"Great place and great location! We love it here!"
United States
Harlan K.
The price is ￥15,882
￥25,671 total
includes taxes & fees
Nov 4 - Nov 5
A Room Off Broadway, a prime downtown hideaway
A wooden deck with a metal railing overlooking a grassy yard with trees and a distant building.

7. The E-town Exclusive B

The E-town Exclusive B
Elizabethtown
9.4 out of 10, Exceptional, (3 reviews)
"Property was clean and convenient to where I needed to be I will be staying there again"
United States
JEFF
The price is ￥14,883
￥31,056 total
includes taxes & fees
Nov 1 - Nov 2
The E-town Exclusive B
A small round table with two figurines and a vase with branches and red flowers.

8. Enjoy this 4 bedroom 3 bath house sleeps 7. Close to Elizabethtown Sports Park

Enjoy this 4 bedroom 3 bath house sleeps 7. Close to Elizabethtown Sports Park
Elizabethtown
The price is ￥5,518
￥26,071 total
includes taxes & fees
Nov 1 - Nov 2
Enjoy this 4 bedroom 3 bath house sleeps 7. Close to Elizabethtown Sports Park
A modern kitchen with wooden flooring, a bench, and a washing machine.

9. The E-town Hideaway

The E-town Hideaway
Elizabethtown
9.8 out of 10, Exceptional, (11 reviews)
"We had a great stay. The space was very clean, the thoughtful amenities and the great communication wins this stay 5 stars. Will definitely stay here. Very, very clean! Ty Taylor!"
United States
Susan
The price is ￥13,226
￥38,094 total
includes taxes & fees
Nov 2 - Nov 3
The E-town Hideaway
A modern kitchen with a large island, wooden cabinets, and a stainless steel refrigerator.

10. 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, (70 reviews)
"Excellent location with easy access to Bardstown and distilleries. Well equipped bar for home tasting as well as games and entertainment. We had a great stay!"
United States
Patrick M.
The price is ￥17,027
￥44,668 total
includes taxes & fees
Nov 1 - Nov 2
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

11. 1 King Bed | Smoking

1 King Bed | Smoking
Shepherdsville
10.0 out of 10, Exceptional, (95 reviews)
"Totally enjoyed our time here, so peaceful for the whole family!"
United States
Anonymous traveler
The price is ￥8,304
￥9,243 total
includes taxes & fees
Nov 1 - Nov 2
1 King Bed | Smoking
A two-story brick house with a front entrance, a small front yard with plants, and a clear blue sky.

12. Stay in a historic Early 1800s Guest House!

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (140 reviews)
"We loved our time at this property! Great location and beautiful neighborhood. Easy walk to nearby shops and restaurants. Would stay here again."
United States
Debbie B.
The price is ￥16,307
￥28,400 total
includes taxes & fees
Nov 12 - Nov 13
Stay in a historic Early 1800s Guest House!
A hotel room with two beds, a TV, a microwave, and a desk.

13. 2 Queen Beds | Smoking

2 Queen Beds | Smoking
Shepherdsville
10.0 out of 10, Exceptional, (89 reviews)
"Super chill place, we loved it!"
United States
Anonymous traveler
The price is ￥9,101
￥10,130 total
includes taxes & fees
Nov 5 - Nov 6
2 Queen Beds | Smoking
Room

14. Welcoming Downtown Single Private Upstairs Apartment

Welcoming Downtown Single Private Upstairs Apartment
Elizabethtown
The price is ￥15,608
￥33,370 total
includes taxes & fees
Nov 5 - Nov 6
Welcoming Downtown Single Private Upstairs Apartment
A building with a large tree in front, outdoor seating with chairs, and string lights.

15. 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 ￥13,920
￥50,185 total
includes taxes & fees
Nov 3 - Nov 4
4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
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, (181 reviews)
"Stairs were a little crazy but great location!"
United States
Amy A.
The price is ￥18,446
￥34,761 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful apartment in the heart of downtown Bardstown, KY
A stone building with a white door, black shutters, and a small porch.

17. Cozy Getaway at Stone Horse

Cozy Getaway at Stone Horse
Bardstown
10.0 out of 10, Exceptional, (36 reviews)
"Great stay and Abbey is a great host!"
United States
Shannon D.
The price is ￥16,544
￥49,851 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Getaway at Stone Horse
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, (27 reviews)
"Cute place to stay in Bardstown!"
United States
Allison M.
The price is ￥18,131
￥37,716 total
includes taxes & fees
Nov 2 - Nov 3
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
A wooden deck with a bench and picnic table, surrounded by trees and a fenced area.

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

Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
Bardstown
10.0 out of 10, Exceptional, (27 reviews)
"We had a lovely stay - the place was just as described and it was very convenient. Should our travels bring us back to the area, we would choose to stay here again."
United States
Scott K.
The price is ￥26,645
￥53,532 total
includes taxes & fees
Nov 5 - Nov 6
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY
A kitchen with white cabinets, stainless steel appliances, a round dining table with chairs, and a window with blinds.

20. Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES

Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES
Bardstown
9.8 out of 10, Exceptional, (10 reviews)
"Clean, well-kept place with comfortable beds and great location!"
United States
Barbara J.
The price is ￥21,599
￥42,060 total
includes taxes & fees
Nov 2 - Nov 3
Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES
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

Distill-Inn

Distill-Inn

10/10 Excellent
"Easy to find and easy on and off from the road. Parking was right there in the front or back of property. Only downfall was no elevator, so if you had heavy luggage, you had to carry it up the stairs. Breakfast was included, which was a nice feature. The coffee machine could make anything from coffee, to a latte, to a cappuccino. It was a great variety. Rooms were spacious and had all the amenities you needed."
Shannon 3-night trip
Posted 9 hours ago
Distill-Inn

Find out more about Boston

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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.