Boston Holiday Rentals

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Check prices for these dates

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Holiday Rentals in Boston

Stay in a historic Early 1800s Guest House!
Exterior

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (108)
"Great location and cottage! We loved it!"
The price is HK$895
HK$1,570 total
includes taxes & fees
29 Oct - 30 Oct
Stay in a historic Early 1800s Guest House!
Charming 3-bedroom house with WiFi and AC in lovely Loretto
Outdoor dining

Charming 3-bedroom house with WiFi and AC in lovely Loretto

2.0 star property
9.8 out of 10, Exceptional, (10)
"The house was cute and very clean! The outdoor area was great! Host was super easy to communicate with."
Charming 3-bedroom house with WiFi and AC in lovely Loretto
Cozy cottage in charming New Hope with AC, WiFi
Bar (on property)

Cozy cottage in charming New Hope with AC, WiFi

10.0 out of 10, Exceptional, (12)
"Was a great place to relax and get away. Awesome drive to property. Loved it"
The price is HK$1,167
HK$1,416 total
includes taxes & fees
6 Oct - 7 Oct
Cozy cottage in charming New Hope with AC, WiFi
A Room Off Broadway, a prime downtown hideaway
Exterior

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (101)
"In town for KY Bourbon Festival. Great location, very clean, great accommodations & extra touches. Outdoor patio is beautiful! It’s said location-location-location is every thing (it is!) but it’s even better when host is friendly, communicative, accommodating & offers suggestions for dining, etc. Highly recommend!"
The price is HK$700
HK$1,158 total
includes taxes & fees
5 Oct - 6 Oct
A Room Off Broadway, a prime downtown hideaway
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
Outdoor dining

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

10.0 out of 10, Exceptional, (6)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is HK$1,751
HK$5,035 total
includes taxes & fees
8 Oct - 9 Oct
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Outdoor pool

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

10.0 out of 10, Exceptional, (98)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Foster & 5th / 3 BDRM Downtown Historical Colonial
Fridge, microwave, oven, stovetop

Foster & 5th / 3 BDRM Downtown Historical Colonial

9.8 out of 10, Exceptional, (51)
"Our group of friends had a wonderful stay! This place has plenty of parking, outdoor space, plenty of places to hang out inside, great bathrooms and comfortable bedrooms! We were a group of 6 and could sit and talk as a group or find our own nook to hang out in easily. Great decor and amenities. You cannot beat the location if you want to walk downtown Bardstown! "
Foster & 5th / 3 BDRM Downtown Historical Colonial
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Exterior

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

10.0 out of 10, Exceptional, (155)
"Like visiting Grandma's house while super close to all the bourbon awesomeness"
The price is HK$1,206
HK$1,990 total
includes taxes & fees
5 Oct - 6 Oct
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
Property grounds

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

10.0 out of 10, Exceptional, (1)
"Great place to stay"
The price is HK$1,926
HK$4,328 total
includes taxes & fees
5 Oct - 6 Oct
Bourbon Country Cabin - Game Room, Fire Pit, and Hot Tub
Stunning view! Hot Tub, Privacy & Relaxation
Outdoor spa tub

Stunning view! Hot Tub, Privacy & Relaxation

2.0 star property
10.0 out of 10, Exceptional, (18)
"Awesome place. Very clean. Very peaceful and relaxing "
Stunning view! Hot Tub, Privacy & Relaxation
Apartment Downtown Bardstown<br>The PACK
Exterior detail

Apartment Downtown Bardstown<br>The PACK

9.8 out of 10, Exceptional, (61)
"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."
The price is HK$1,226
HK$1,926 total
includes taxes & fees
13 Oct - 14 Oct
Apartment Downtown Bardstown<br>The PACK
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Outdoor dining

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

10.0 out of 10, Exceptional, (58)
"Great place to stay while doing a Bourbon Tour!!"
The price is HK$1,019
HK$2,393 total
includes taxes & fees
27 Oct - 28 Oct
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Just 10 minutes from town -We're more than just a place to stay!
1 bedroom, iron/ironing board, WiFi, bed sheets

Just 10 minutes from town -We're more than just a place to stay!

9.2 out of 10, Wonderful, (15)
"It was so great. Super clean and awesome location. We got to roam around and enjoy the property as well"
The price is HK$875
HK$1,445 total
includes taxes & fees
9 Oct - 10 Oct
Just 10 minutes from town -We're more than just a place to stay!
Cozy Getaway at Stone Horse
Fridge, microwave, oven, stovetop

Cozy Getaway at Stone Horse

10.0 out of 10, Exceptional, (22)
"Very comfortable and easy to get to downtown Bardstown and other locations we visited. "
The price is HK$934
HK$2,376 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Getaway at Stone Horse
Spacious, Fully-Stocked, Walking distance to Downtown
Fridge, microwave, oven, stovetop

Spacious, Fully-Stocked, Walking distance to Downtown

10.0 out of 10, Exceptional, (28)
"It was fabulous! Loved Bardstown and the drive to Louisville was good! The house was wonderful and very comfortable! Definitely would stay again!"
Spacious, Fully-Stocked, Walking distance to Downtown
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Exterior

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

9.6 out of 10, Exceptional, (5)
"This VRBO is clean, convenient and comfortable. Great for a several night stay."
The price is HK$1,159
HK$2,410 total
includes taxes & fees
5 Oct - 6 Oct
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Stay downtown within walking distance of restaurants, shopping, and breweries!
Terrace/patio

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

9.6 out of 10, Exceptional, (76)
"Great experience, perfect location for walking to shops, restaurants, short drive to distilleries. Beds were comfortable and would highly recommend "
The price is HK$910
HK$1,681 total
includes taxes & fees
13 Oct - 14 Oct
Stay downtown within walking distance of restaurants, shopping, and breweries!
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Interior

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

10.0 out of 10, Exceptional, (225)
"This property was perfect for our trip to bourbon country! We could walk to many restaurants and shops in Bardstown. Parking was close and easy. Clean, comfortable and a cute welcome gift along with light snacks provided. We would gladly stay here again. "
The price is HK$1,393
HK$2,179 total
includes taxes & fees
26 Oct - 27 Oct
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Nice log cabin home in the heart of bourbon country. Pet friendly.
Exterior

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

10.0 out of 10, Exceptional, (11)
The price is HK$1,050
HK$1,291 total
includes taxes & fees
3 Oct - 4 Oct
Nice log cabin home in the heart of bourbon country. Pet friendly.
Hillside Home Close To The Bourbon Trail
Interior

Hillside Home Close To The Bourbon Trail

9.0 out of 10, Wonderful, (12)
"Nice place in walking distance to the Bardstown downtown area. Enjoyed the accommodations, local food and activities! "
The price is HK$776
HK$2,614 total
includes taxes & fees
8 Oct - 9 Oct
Hillside Home Close To The Bourbon Trail
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

Fairfield Inn & Suites by Marriott Louisville Shepherdsville

Fairfield Inn & Suites by Marriott Louisville Shepherdsville

10/10 Excellent
"Would stay here again "
Dennis 3-night trip
Posted 4 days ago
Fairfield Inn & Suites by Marriott Louisville Shepherdsville

Find out more about Boston

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
  • Use the map to find apartments and other holiday homes in the Boston neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Boston while they last

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?

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 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.