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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Boston vacation rentals

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1. Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more

Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more
Elizabethtown
9.0 out of 10, Wonderful, (4 reviews)
"Very nice accomodation, just as advertised. Perfect quiet getaway"
Canada
Bob A.
The price is ￥23,545
￥43,139 total
includes taxes & fees
Oct 20 - Oct 21
Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more
A small, single-story cabin with a metal exterior, surrounded by trees and a wooden deck.

2. 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 ￥18,631
￥31,339 total
includes taxes & fees
Oct 27 - Oct 28
One of a kind cabin in the woods. Quiet and private but close to everything.
A hotel room with two beds, a TV, a microwave, and a desk.

3. 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 ￥9,160
￥10,195 total
includes taxes & fees
Oct 23 - Oct 24
2 Queen Beds | Non-Smoking
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

4. 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 ￥8,357
￥9,302 total
includes taxes & fees
Oct 23 - Oct 24
1 King Bed Non-Smoking
A covered patio with a grill, outdoor seating, and potted plants.

5. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (144 reviews)
"Great place and great location! We love it here!"
United States
Harlan K.
The price is ￥15,928
￥27,140 total
includes taxes & fees
Oct 27 - Oct 28
A Room Off Broadway, a prime downtown hideaway
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.

6. The E-town Exclusive B

The E-town Exclusive B
Elizabethtown
10.0 out of 10, Exceptional, (1 review)
"Property was clean and convenient to where I needed to be I will be staying there again"
United States
JEFF
The price is ￥13,274
￥29,495 total
includes taxes & fees
Oct 20 - Oct 21
The E-town Exclusive B
A spacious living room with leather sofas, a coffee table, and a fireplace.

7. 2BR Suite w/ POOL, PICKLEBALL, GAMES, GYM, COLD PLUNGE, SAUNA,

2BR Suite w/ POOL, PICKLEBALL, GAMES, GYM, COLD PLUNGE, SAUNA,
Elizabethtown
The price is ￥18,773
￥46,608 total
includes taxes & fees
Oct 25 - Oct 26
2BR Suite w/ POOL, PICKLEBALL, GAMES, GYM, COLD PLUNGE, SAUNA,
An outdoor seating area with wooden tables and chairs, a mural of clocks on the wall, and hanging plants.

8. On The Square!

On The Square!
Elizabethtown
9.2 out of 10, Wonderful, (29 reviews)
"cute little place close walk to great food."
United States
Jerry B.
The price is ￥14,933
￥25,174 total
includes taxes & fees
Oct 20 - Oct 21
On The Square!
A cozy living room with two armchairs, a small table, and a view of a wooden deck with outdoor furniture.

9. 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)
"The stay was amazing. The property was exactley ascdescribed. We enjoyed our stay very much."
United States
Beverly R.
The price is ￥23,861
￥40,941 total
includes taxes & fees
Oct 25 - Oct 26
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
A kitchen with white cabinets, a black refrigerator, a stove, and a dishwasher.

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

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
9.4 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Natalie G.
The price is ￥13,906
￥28,262 total
includes taxes & fees
Oct 20 - Oct 21
The E-Town Retreat 2BR townhouse close to Downtown
Room

11. Welcoming Downtown Single Private Upstairs Apartment

Welcoming Downtown Single Private Upstairs Apartment
Elizabethtown
The price is ￥15,360
￥32,263 total
includes taxes & fees
Oct 20 - Oct 21
Welcoming Downtown Single Private Upstairs Apartment
A living room with a brick wall, a fireplace, a large clock, and a leather sofa.

12. 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, (180 reviews)
"Stairs were a little crazy but great location!"
United States
Amy A.
The price is ￥18,488
￥35,014 total
includes taxes & fees
Oct 21 - Oct 22
Beautiful apartment in the heart of downtown Bardstown, KY
A two-story brick house with a front entrance, a small front yard with plants, and a clear blue sky.

13. 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 ￥16,355
￥30,051 total
includes taxes & fees
Oct 25 - Oct 26
Stay in a historic Early 1800s Guest House!
A bedroom with a bed, a ceiling fan, a window with blinds, a painting of horses, and a nightstand with a lamp.

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

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
Bardstown
The price is ￥42,507
￥94,869 total
includes taxes & fees
Oct 21 - Oct 22
Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
A living room with a sofa, coffee table, and a dining area with stools and a table.

15. Hillside Home on the KY Bourbon Trail Sleeps 6

Hillside Home on the KY Bourbon Trail Sleeps 6
Bardstown
9.6 out of 10, Exceptional, (7 reviews)
"Cozy place with charm. Great location for bourbon trail activities."
United States
Aaron S.
The price is ￥13,653
￥57,033 total
includes taxes & fees
Oct 26 - Oct 27
Hillside Home on the KY Bourbon Trail Sleeps 6
A living room with a sectional sofa, a fireplace, and a television mounted on the wall.

16. 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, (98 reviews)
"Completely charming and very close to everything!"
United States
Susan M.
The price is ￥25,173
￥42,383 total
includes taxes & fees
Oct 21 - Oct 22
Stay downtown within walking distance of restaurants, shopping, and breweries!
A wooden deck with a hot tub, outdoor seating, and a wooden house in the background.

17. 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, (30 reviews)
"Great place to stay"
United States
Benjamin P.
The price is ￥43,456
￥104,521 total
includes taxes & fees
Oct 20 - Oct 21
Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub
A modern living room with a leather sofa, a coffee table, and a rustic barrel. A kitchen is visible in the background, and a 'WELCOME' sign is on the wall.

18. NEW “Bourbon on the Square” Downtown Rustic Loft

NEW “Bourbon on the Square” Downtown Rustic Loft
Elizabethtown
10.0 out of 10, Exceptional, (28 reviews)
"Amazing loft with great close restaurants and shops. Not extremely quiet for sleeping- but was pleasant!"
United States
Nicole R.
The price is ￥19,263
￥36,043 total
includes taxes & fees
Oct 20 - Oct 21
NEW “Bourbon on the Square” Downtown Rustic Loft
A bedroom with a bed, bedside tables, a ceiling fan, a door, and a framed picture on the wall.

19. 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, (26 reviews)
"Cute place to stay in Bardstown!"
United States
Allison M.
The price is ￥18,172
￥37,801 total
includes taxes & fees
Nov 2 - Nov 3
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

20. 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 ￥8,357
￥9,302 total
includes taxes & fees
Oct 22 - Oct 23
1 King Bed | Smoking
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

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

8/10 Good
"Room was a lot better than I expected for the price. Bed was comfortable."
Tony 1-night trip
Posted less than an hour ago
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94

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.