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Our top choices for Boston holiday rentals

1. 2BR Family Suite w/ Pool, PickelBall, Gym

2BR Family Suite w/ Pool, PickelBall, Gym
Elizabethtown
2BR Family Suite w/ Pool, PickelBall, Gym

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, (136 reviews)
"Feels like home. "
United States
MARLENE G.
The price is £139
includes taxes & fees
15 Nov - 16 Nov
One of a kind cabin in the woods. Quiet and private but close to everything.

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 traveller
The price is £48
includes taxes & fees
1 Dec - 2 Dec
2 Queen Beds | Non-Smoking

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 traveller
The price is £44
includes taxes & fees
1 Dec - 2 Dec
1 King Bed Non-Smoking

5. 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 £138
includes taxes & fees
10 Nov - 11 Nov
The E-town Exclusive B

6. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (147 reviews)
"Enjoyed sitting out on the very comfortable and cozy porch in the evening!Very clean and comfortable accomodations"
United States
Sheila J.
The price is £124
includes taxes & fees
11 Nov - 12 Nov
A Room Off Broadway, a prime downtown hideaway

7. On The Square!

On The Square!
Elizabethtown
9.2 out of 10, Wonderful, (31 reviews)
"cute little place close walk to great food."
United States
Jerry B.
The price is £115
includes taxes & fees
10 Nov - 11 Nov
On The Square!

8. Hillside Home on the KY Bourbon Trail Sleeps 6

Hillside Home on the KY Bourbon Trail Sleeps 6
Bardstown
9.0 out of 10, Wonderful, (8 reviews)
"Cozy place with charm. Great location for bourbon trail activities."
United States
Aaron S.
The price is £241
includes taxes & fees
16 Nov - 17 Nov
Hillside Home on the KY Bourbon Trail Sleeps 6

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

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (19 reviews)
"Very clean and spacious. We really enjoyed are stay."
United States
Pamela W.
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

10. Welcoming Downtown Single Private Upstairs Apartment

Welcoming Downtown Single Private Upstairs Apartment
Elizabethtown
10.0 out of 10, Exceptional, (1 review)
"Great place at a great price. Very clean and quiet."
United States
michael s.
The price is £154
includes taxes & fees
10 Nov - 11 Nov
Welcoming Downtown Single Private Upstairs Apartment

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

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (142 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 £138
includes taxes & fees
12 Nov - 13 Nov
Stay in a historic Early 1800s Guest House!

12. 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 £173
includes taxes & fees
23 Nov - 24 Nov
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

13. 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, (14 reviews)
"Nice place"
United States
Natalie G.
The price is £129
includes taxes & fees
9 Dec - 10 Dec
The E-Town Retreat 2BR townhouse close to Downtown

14. 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 £183
includes taxes & fees
16 Nov - 17 Nov
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

15. 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, (182 reviews)
"Stairs were a little crazy but great location!"
United States
Amy A.
The price is £153
includes taxes & fees
10 Nov - 11 Nov
Beautiful apartment in the heart of downtown Bardstown, KY

16. Country Clean Cozy

Country Clean Cozy
Elizabethtown
9.6 out of 10, Exceptional, (49 reviews)
"Great place to stay while visiting friends who live locally."
United States
Kyla C.
Country Clean Cozy

17. 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 £127
includes taxes & fees
15 Nov - 16 Nov
Enjoy this 4 bedroom 3 bath house sleeps 7. Close to Elizabethtown Sports Park

18. Modern rustic home near Bardstown top distilleries

Modern rustic home near Bardstown top distilleries
Bardstown
10.0 out of 10, Exceptional, (32 reviews)
"The home is beautiful and had all the amenities we needed. It was walking distance from town, quiet, clean, and comfortable! Highly recommended!"
United States
Blaine B.
The price is £297
includes taxes & fees
10 Nov - 11 Nov
Modern rustic home near Bardstown top distilleries

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

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
Bardstown
The price is £581
includes taxes & fees
10 Nov - 11 Nov
Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!

20. Call Me Old Fashioned! *Heart of Bardstown Square*

Call Me Old Fashioned! *Heart of Bardstown Square*
Bardstown
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay! Will stay here again if I’m back in town."
United States
Connor
The price is £400
includes taxes & fees
10 Nov - 11 Nov
Call Me Old Fashioned! *Heart of Bardstown Square*
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.

Find holiday rentals that suit your style

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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 £452 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.

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?

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!: This holiday home rental outside of Boston offers a fireplace, a BBQ 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 wider area, you’ll find Jim Beam American Outpost and Bardstown Art Gallery.

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.

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