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Our top choices for Boston holiday rentals

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 £339
includes taxes & fees
10 Aug - 11 Aug
DOWNS ON MAIN STREET Walk to Bourbon, Dining & Music from This Historic Loft

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 £180
includes taxes & fees
12 Aug - 13 Aug
Downtown Bardstown- WALK TO EVERYTHING!! 2 KING SUITES

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 £167
includes taxes & fees
13 Aug - 14 Aug
One of a kind cabin in the woods. Quiet and private but close to everything.

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 £174
includes taxes & fees
10 Aug - 11 Aug
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

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 £136
includes taxes & fees
13 Aug - 14 Aug
The E-Town Retreat 2BR townhouse close to Downtown

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 £130
includes taxes & fees
9 Aug - 10 Aug
A Room Off Broadway, a prime downtown hideaway

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 £139
includes taxes & fees
12 Aug - 13 Aug
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

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 £167
includes taxes & fees
17 Aug - 18 Aug
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

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 £289
includes taxes & fees
9 Aug - 10 Aug
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

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 £121
includes taxes & fees
12 Aug - 13 Aug
On The Square!

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 £144
includes taxes & fees
9 Aug - 10 Aug
Stay in a historic Early 1800s Guest House!

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 £252
includes taxes & fees
9 Aug - 10 Aug
Hillside Home on the KY Bourbon Trail Sleeps 6

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 £194
includes taxes & fees
22 Aug - 23 Aug
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -

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 £291
includes taxes & fees
11 Aug - 12 Aug
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

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 £209
includes taxes & fees
10 Aug - 11 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

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 £221
includes taxes & fees
19 Aug - 20 Aug
The Elizabethtown Hideaway

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 £224
includes taxes & fees
10 Aug - 11 Aug
Modern rustic home near Bardstown top distilleries

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 £164
includes taxes & fees
9 Aug - 10 Aug
Stay downtown within walking distance of restaurants, shopping, and breweries!

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 £194
includes taxes & fees
9 Aug - 10 Aug
“New” Elizabethtown Poplar Place!

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 £239
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

Find out more about Boston

Everything you need to know about Boston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Boston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Boston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Boston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Boston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston holiday rentals we have selected for you start as low as £130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Boston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Boston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Boston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Explore a world of travel with Expedia

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.