Holiday Rentals in Boston

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Holiday Rentals in Boston

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Bardstown
10.0 out of 10, Exceptional, (234)
"Everything was great can’t wait to stay again."
United States
Mark D.
The price is €252
includes taxes & fees
30 Nov - 1 Dec
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

Stay downtown within walking distance of restaurants, shopping, and breweries!

Bardstown
9.6 out of 10, Exceptional, (80)
"This was our second stay at the property this year. My wife and I love the apartment and its location to everything downtown. It’s our Bardstown “home away from home”"
United States
John Y.
The price is €189
includes taxes & fees
11 Dec - 12 Dec
Stay downtown within walking distance of restaurants, shopping, and breweries!

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Shepherdsville
10.0 out of 10, Exceptional, (104)
"The house was clean, the pool was lovely and we had everything we needed to be comfortable."
United States
Doug & Nancy F.
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Nice log cabin home in the heart of bourbon country. Pet friendly.

Lebanon
10.0 out of 10, Exceptional, (19)
"Cute country house, loved the whimsical decor! "
United States
Brandon H.
The price is €147
includes taxes & fees
30 Nov - 1 Dec
Nice log cabin home in the heart of bourbon country. Pet friendly.

Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

Bardstown
10.0 out of 10, Exceptional, (82)
"Accommodations were excellent We are definitely recommending to friends "
United States
John F.
The price is €282
includes taxes & fees
1 Dec - 2 Dec
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

Coxs Creek
10.0 out of 10, Exceptional, (9)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
United States
Chris V.
The price is €571
includes taxes & fees
30 Nov - 1 Dec
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

The Farmwife’s Hideaway

Bardstown
10.0 out of 10, Exceptional, (39)
"Great location for the bourbon trail. One of the cleanest properties we have stayed at and there have been a lot all over the US. Communication with owner prompt and helpful. Awesome place. "
United States
Teresa J.
The price is €276
includes taxes & fees
30 Nov - 1 Dec
The Farmwife’s Hideaway

Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

Bloomfield
10.0 out of 10, Exceptional, (2)
"What a fantastic property. I booked this for a bachelor party weekend and it was everything as described and some. Beautiful house with tons of space to relax and have a great time. Beds were very comfortable and amenities provided were fantastic. Anna was extremely friendly and responsive with anything we needed.The only thing I would recommend is to bring a large pot coffee maker. 10 coffee drinkers every morning is a lot for a single cup kuerig machine! "
United States
Matthew T.
Luxury 5BR Estate: Bourbon Bar, Spa, Pool, 100"TV Cinema, 12 mins to Bardstown

Beautiful apartment in the heart of downtown Bardstown, KY

Bardstown
9.6 out of 10, Exceptional, (152)
"Great central location in Bardstown. Check-in was super easy. Very clean, and had everything we needed in the kitchen. A great place to stay!"
United States
Austin R.
The price is €195
includes taxes & fees
30 Nov - 1 Dec
Beautiful apartment in the heart of downtown Bardstown, KY

Ron & Orline's Home, park at the door & use our EV 50 amp charger

Bardstown
10.0 out of 10, Exceptional, (159)
"Great stay! Amazing people! "
United States
Casey B.
The price is €225
includes taxes & fees
30 Nov - 1 Dec
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

Bardstown
10.0 out of 10, Exceptional, (5)
The price is €667
includes taxes & fees
11 Dec - 12 Dec
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub

Apartment Downtown Bardstown<br>The PACK

Bardstown
9.8 out of 10, Exceptional, (63)
"It was the perfect place to stay if you’re looking to stop in Bardstown. Located in the center of town within walking distance to everything."
United States
Jessica W.
The price is €192
includes taxes & fees
30 Nov - 1 Dec
Apartment Downtown Bardstown<br>The PACK

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
Loretto
10.0 out of 10, Exceptional, (27)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
The price is €128
includes taxes & fees
21 Dec - 22 Dec
Modern 2 Bed Suite on Bourbon Trail

Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!

Bardstown
10.0 out of 10, Exceptional, (9)
The price is €215
includes taxes & fees
8 Dec - 9 Dec
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!

Charming 4BR w/ Fire Pit + Next to Barton 1792

Bardstown
10.0 out of 10, Exceptional, (36)
"Great little place for a short stay. Loved the homemade soaps that were provided. If we ever need to stay in the area again we will absolutely stay in This place again. "
United States
Anonymous traveller
The price is €265
includes taxes & fees
1 Dec - 2 Dec
Charming 4BR w/ Fire Pit + Next to Barton 1792

A Room Off Broadway, a prime downtown hideaway

Bardstown
10.0 out of 10, Exceptional, (108)
"we really loved it. was a great location Amy was very nice."
United States
scott f.
The price is €132
includes taxes & fees
30 Nov - 1 Dec
A Room Off Broadway, a prime downtown hideaway

Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Bardstown
10.0 out of 10, Exceptional, (9)
"We loved this little place - will be back again!"
United States
Deb M.
The price is €269
includes taxes & fees
9 Dec - 10 Dec
Welcome to Bourbon Oak Smokehouse, in the heart of Bardstown, KY

Bourbon on Broadway- 3 King Bed- Downtown Bardstown-Walk everywhere!!

Bardstown
10.0 out of 10, Exceptional, (48)
"Beautiful home and short walking distance to downtown Bardstown area. "
United States
Carrita P.
Bourbon on Broadway- 3 King Bed- Downtown Bardstown-Walk everywhere!!

Foster & 5th / 3 BDRM Downtown Historical Colonial

Bardstown
9.8 out of 10, Exceptional, (56)
"The place was exactly as described, great location for an easy walk into town. Everything was nice and clean. No issues, great place to enjoy downtown Bardstown."
United States
Jim Z.
Foster & 5th / 3 BDRM Downtown Historical Colonial

Stay in a historic Early 1800s Guest House!

Bardstown
9.8 out of 10, Exceptional, (113)
"Great location. Easy walk to town. We would stay again for sure. "
United States
Mathew K.
The price is €179
includes taxes & fees
16 Dec - 17 Dec
Stay in a historic Early 1800s Guest House!
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 €128 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?

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65: This holiday home rental outside of Boston is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Spalding Hall.

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.