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Boston Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Boston vacation rentals

Smart TV

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

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (12 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
The price is AED 628
AED 1,486 total
includes taxes & fees
26 Aug - 27 Aug
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Outdoor dining

2. 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, (24 reviews)
"Great house, relaxing environment, would definitely stay again!"
United States
Dustin S.
The price is AED 909
AED 2,302 total
includes taxes & fees
26 Aug - 27 Aug
Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub
Exterior

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, (128 reviews)
"Feels like home. "
United States
MARLENE G.
The price is AED 473
AED 780 total
includes taxes & fees
30 Aug - 31 Aug
One of a kind cabin in the woods. Quiet and private but close to everything.
Outdoor dining

4. 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
26 Aug - 27 Aug
On The Square!
Coffee/tea maker, fridge, microwave, oven

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

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
9.8 out of 10, Exceptional, (9 reviews)
"Nice place"
United States
Natalie G.
The price is AED 323
AED 665 total
includes taxes & fees
26 Aug - 27 Aug
The E-Town Retreat 2BR townhouse close to Downtown
Smart TV, DVD player, books

6. 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, (10 reviews)
"The home is quite comfortable and a nice, scenic property. There was very little road noise, providing an excellent night’s sleep. We would absolutely stay here again."
United States
Erin A.
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
Coffee/tea maker, fridge, microwave, oven

7. Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Radcliff
9.8 out of 10, Exceptional, (23 reviews)
"Wonderful home with a great host!"
United States
Megan H.
The price is AED 264
AED 676 total
includes taxes & fees
26 Aug - 27 Aug
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
1 bedroom, WiFi (free)

8. 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 AED 202
AED 224 total
includes taxes & fees
28 Aug - 29 Aug
1 King Bed | Smoking
1 bedroom, WiFi (free)

9. 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 202
AED 224 total
includes taxes & fees
28 Aug - 29 Aug
1 King Bed Non-Smoking
Interior

10. Hillside Home on the KY Bourbon Trail Sleeps 6

Hillside Home on the KY Bourbon Trail Sleeps 6
Bardstown
9.2 out of 10, Wonderful, (5 reviews)
The price is AED 321
AED 1,329 total
includes taxes & fees
1 Sep - 2 Sep
Hillside Home on the KY Bourbon Trail Sleeps 6
Exterior

11. Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging

Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging
Elizabethtown
10.0 out of 10, Exceptional, (7 reviews)
"Very easy process and will book again in the future"
United States
Clint K.
The price is AED 588
AED 1,194 total
includes taxes & fees
21 Sep - 22 Sep
Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging
Coffee/tea maker, fridge, microwave, oven

12. New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (60 reviews)
"Easy parking, clean property, cool rooftop sitting area."
United States
Dawn C.
New Downtown Luxury Townhouse in Bourbon Country
2 bedrooms, WiFi, bed sheets

13. 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, (20 reviews)
"Cute place to stay in Bardstown!"
United States
Allison M.
The price is AED 380
AED 828 total
includes taxes & fees
26 Aug - 27 Aug
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Terrace/patio

14. Bourbon Trailhead Bardstown

Bourbon Trailhead Bardstown
Bardstown
10.0 out of 10, Exceptional, (4 reviews)
"Brooke and Dave have a wonderful property in the heart of bourbon country. They communicated clearly and responsively about our stay. The house was perfect for our time exploring Bardstown and the surrounding area. So many distilleries were between 10-50 minutes away. No chance to experience them all. The home is roomy and designed with our enjoyment in mind: from the cozy lower level with pool table, shuffle board and game cabinet to the main floor with massive TV and 2 video game...
United States
Anonymous traveler
The price is AED 927
AED 2,204 total
includes taxes & fees
27 Aug - 28 Aug
Bourbon Trailhead Bardstown
Coffee/tea maker, fridge, microwave, oven

15. “New” Elizabethtown Poplar Place!

“New” Elizabethtown Poplar Place!
Elizabethtown
10.0 out of 10, Exceptional, (34 reviews)
"Relatively quiet neighborhood with quick access to downtown. We loved the screened in porch and spent a lot of time out there!"
United States
MacKenzie S.
“New” Elizabethtown Poplar Place!
Exterior

16. Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Elizabethtown
10.0 out of 10, Exceptional, (26 reviews)
"This was the cleanest/nicest VRBO my family has stayed in. There were plenty of towels, hand soap at both sinks, TP, hangers, k-cups and so much more. I would definitely recommend this place and will definitely stay here again if we are ever in the area. Plenty of restaurants and shopping pretty close by."
United States
Teri B.
The price is AED 479
AED 1,256 total
includes taxes & fees
6 Sep - 7 Sep
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Terrace/patio

17. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (139 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
27 Aug - 28 Aug
A Room Off Broadway, a prime downtown hideaway
TV

18. 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, (172 reviews)
"Very quaint apartment, everything we needed for a one night stay."
United States
Leslie R.
The price is AED 430
AED 822 total
includes taxes & fees
30 Aug - 31 Aug
Beautiful apartment in the heart of downtown Bardstown, KY
Coffee/tea maker, fridge, microwave, oven

19. Lavish Rooftop Condo B with free ev charging for any vehicle

Lavish Rooftop Condo B with free ev charging for any vehicle
Elizabethtown
9.8 out of 10, Exceptional, (6 reviews)
"Clean condo with beautiful rooftop views and an easy walk to local restaurants. The host communicated quickly and was great to work with. Highly recommended!"
United States
Joel K.
The price is AED 533
AED 1,134 total
includes taxes & fees
26 Aug - 27 Aug
Lavish Rooftop Condo B with free ev charging for any vehicle
Coffee/tea maker, fridge, microwave, oven

20. Modern rustic home near Bardstown top distilleries

Modern rustic home near Bardstown top distilleries
Bardstown
10.0 out of 10, Exceptional, (31 reviews)
"Great experience! Very clean and comfortable home. Close to great food and all things bourbon!"
United States
Terran R.
The price is AED 353
AED 1,174 total
includes taxes & fees
30 Aug - 31 Aug
Modern rustic home near Bardstown top distilleries
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

Baymont by Wyndham Elizabethtown

Baymont by Wyndham Elizabethtown

10/10 Excellent
"Quiet place to stay especially with young kiddos."
Laura 1-night trip
Posted 16 hours ago
Baymont by Wyndham Elizabethtown

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?

Missy’s unique stays: This vacation home rental near Boston is located in a rural location and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Schmidt Museum of Coca Cola Memorabilia.

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.