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Boston Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Boston holiday rentals

3 bedrooms, iron/ironing board, WiFi, bed sheets

1. DOWNS ON MAIN STREET Walk to Bourbon, Dining & Music from This Historic Loft

DOWNS ON MAIN STREET Walk to Bourbon, Dining & Music from This Historic Loft
Bardstown
The price is HK$2,203
HK$3,613 total
includes taxes & fees
10 Aug - 11 Aug
DOWNS ON MAIN STREET Walk to Bourbon, Dining & Music from This Historic Loft
Private kitchen

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

Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES
Bardstown
10.0 out of 10, Exceptional, (1 review)
"Clean, well-kept place with comfortable beds and great location!"
United States
Barbara J.
The price is HK$953
HK$1,933 total
includes taxes & fees
12 Aug - 13 Aug
Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES
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, (127 reviews)
"Great stay. "
United States
Royce
The price is HK$1,045
HK$1,705 total
includes taxes & fees
10 Aug - 11 Aug
One of a kind cabin in the woods. Quiet and private but close to everything.
Smart TV, DVD player, books

4. 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.
The price is HK$1,024
HK$1,818 total
includes taxes & fees
10 Aug - 11 Aug
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
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 HK$690
HK$1,403 total
includes taxes & fees
12 Aug - 13 Aug
The E-Town Retreat 2BR townhouse close to Downtown
Terrace/patio

6. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (134 reviews)
"Amazing stay all the way around! Would definitely plan to stay here again. "
United States
Matt R.
The price is HK$791
HK$1,347 total
includes taxes & fees
10 Aug - 11 Aug
A Room Off Broadway, a prime downtown hideaway
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, (20 reviews)
"Wonderful home with a great host!"
United States
Megan H.
The price is HK$565
HK$1,444 total
includes taxes & fees
10 Aug - 11 Aug
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
2 bedrooms, WiFi, bed sheets

8. 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, (17 reviews)
"Cute place to stay in Bardstown!"
United States
Allison M.
The price is HK$812
HK$1,769 total
includes taxes & fees
18 Aug - 19 Aug
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Smart TV

9. 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 HK$1,341
HK$3,174 total
includes taxes & fees
16 Aug - 17 Aug
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Outdoor dining

10. On The Square!

On The Square!
Elizabethtown
9.0 out of 10, Wonderful, (28 reviews)
"Perfect little hidden gem! And walking distance to EVERYTHING!"
United States
Katie W.
The price is HK$741
HK$1,250 total
includes taxes & fees
12 Aug - 13 Aug
On The Square!
Exterior

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

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (133 reviews)
"In easy walking distance of many downtown locations "
United States
Carol H.
The price is HK$812
HK$1,501 total
includes taxes & fees
17 Aug - 18 Aug
Stay in a historic Early 1800s Guest House!
Interior

12. 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 HK$910
HK$3,122 total
includes taxes & fees
1 Sept - 2 Sept
Hillside Home on the KY Bourbon Trail Sleeps 6
Interior

13. Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -

Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Bardstown
10.0 out of 10, Exceptional, (4 reviews)
"We had extended family coming in from two different states, so renting the two units (Hideaway 1&2) together was a perfect solution. We had together time but plenty of privacy too. "
United States
Anonymous traveller
The price is HK$777
HK$1,946 total
includes taxes & fees
10 Aug - 11 Aug
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Property grounds

14. Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (62 reviews)
"Wonderful home, great location, looking forward to our next stay!"
United States
Cathy C.
The price is HK$996
HK$3,069 total
includes taxes & fees
11 Aug - 12 Aug
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Dining

15. 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, (68 reviews)
"Great stay on the bourbon trail! Very convenient and great access to lots of distilleries."
United States
Matthew A.
The price is HK$847
HK$2,223 total
includes taxes & fees
10 Aug - 11 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Interior

16. The Elizabethtown Hideaway

The Elizabethtown Hideaway
Elizabethtown
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic Experience in a beautiful home. Will be staying here again for sure. "
United States
ANDRAS J.
The price is HK$788
HK$1,893 total
includes taxes & fees
31 Aug - 1 Sept
The Elizabethtown Hideaway
Coffee/tea maker, fridge, microwave, oven

17. Modern rustic home near Bardstown top distilleries

Modern rustic home near Bardstown top distilleries
Bardstown
9.8 out of 10, Exceptional, (30 reviews)
"Great property. Very convenient location, friendly neighborhood, clean and well decorated. Supplied all we needed which was very helpful. Secondary bathroom could have been a bit bigger but we were good. I would recommend this property highly."
United States
Lee Ann C.
The price is HK$979
HK$2,782 total
includes taxes & fees
23 Aug - 24 Aug
Modern rustic home near Bardstown top distilleries
TV, fireplace, books

18. 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, (94 reviews)
"Great place, great location, fantastic price! Right in Bardstown, very comfortable, full kitchen, quiet location. We have stayed here multiple times and would always go back. "
United States
Eric M.
The price is HK$918
HK$1,695 total
includes taxes & fees
10 Aug - 11 Aug
Stay downtown within walking distance of restaurants, shopping, and breweries!
Coffee/tea maker, fridge, microwave, oven

19. “New” Elizabethtown Poplar Place!

“New” Elizabethtown Poplar Place!
Elizabethtown
10.0 out of 10, Exceptional, (33 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.
The price is HK$1,010
HK$2,038 total
includes taxes & fees
10 Aug - 11 Aug
“New” Elizabethtown Poplar Place!
Exterior detail

20. Cozy Getaway at Stone Horse

Cozy Getaway at Stone Horse
Bardstown
10.0 out of 10, Exceptional, (31 reviews)
"Great stay and Abbey is a great host!"
United States
Shannon D.
The price is HK$777
HK$2,560 total
includes taxes & fees
17 Aug - 18 Aug
Cozy Getaway at Stone Horse
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 Bardstown

La Quinta Inn & Suites by Wyndham Bardstown

10/10 Excellent
"Good place to stay"
Kerry 1-night trip
Posted 3 hours ago
La Quinta Inn & Suites by Wyndham Bardstown

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:

  • View our selection of featured holiday rentals in Boston
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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 holiday rentals in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston has to offer?

Missy’s unique stays: This holiday home rental outside of Boston is located in a rural location, and has an outdoor pool, a patio and a BBQ 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 wider area, you’ll find Jim Beam American Outpost and Schmidt Museum of Coca Cola Memorabilia.

What’s a holiday rental in Boston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boston. Holiday rentals offer extras 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 sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.