Boston Holiday Rentals

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Check prices for these dates

Tonight
3 Jan - 4 Jan
Tomorrow
4 Jan - 5 Jan
Next weekend
9 Jan - 11 Jan
In two weeks
16 Jan - 18 Jan

Our top choices for Boston holiday rentals

Property grounds
Cozy Bourbon Trail Loft suite in charming Loretto

Apartment in Loretto

Cozy Bourbon Trail Loft suite in charming Loretto
9.6 out of 10, Exceptional, (5)
"The property is very cozy, quiet, and comfortable! All the details were well thought out and I appreciated the informative labels, such as on the AC. Stayed in the queen bed which was super comfortable as well. Only suggestion would be to add directions on how to find it. I came in after dark and had a difficult time figuring out where it was after Google maps incorrectly sent me to an apartment building nearby. A unit number marking on the exterior would be useful, as I only realized I was in...
United States
Michael
The price is HK$379
HK$814 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Bourbon Trail Loft suite in charming Loretto
Dining
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Holiday Home in Bardstown

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
2.0 star property
10.0 out of 10, Exceptional, (1)
"Great spot. Owners made everything easy. Super clean and welcoming home. Will stay again for next trip"
United States
Matthew M.
The price is HK$1,416
HK$3,312 total
includes taxes & fees
13 Jan - 14 Jan
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Property grounds
Modern 2 Bed Suite on Bourbon Trail

Apartment in Loretto

Modern 2 Bed Suite on Bourbon Trail
2.0 star property
10.0 out of 10, Exceptional, (28)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
The price is HK$554
HK$1,001 total
includes taxes & fees
8 Jan - 9 Jan
Modern 2 Bed Suite on Bourbon Trail
Fridge, microwave, oven, stovetop
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!

Apartment in Bardstown

Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
2.0 star property
10.0 out of 10, Exceptional, (16)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is HK$694
HK$2,320 total
includes taxes & fees
8 Jan - 9 Jan
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
TV
Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown

Condo in Radcliff

Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown
2.0 star property
The price is HK$330
HK$1,653 total
includes taxes & fees
6 Jan - 7 Jan
Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown
Interior
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Cottage in Vine Grove

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
10.0 out of 10, Exceptional, (4)
"The house was perfect for our short visit with our son at Ft. Knox. The house was small but clean and well maintained. The layout made good use of the space and everything was in working order. Overall a great option for someone looking for a place to stay. "
United States
ANDREA
The price is HK$763
HK$2,066 total
includes taxes & fees
4 Jan - 5 Jan
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
Outdoor dining
On The Square!

Apartment in Elizabethtown

On The Square!
9.0 out of 10, Wonderful, (19)
"Everything was perfect. Would defiantly stay here again! "
United States
Wendy T.
The price is HK$596
HK$1,130 total
includes taxes & fees
4 Jan - 5 Jan
On The Square!
Fridge, microwave, oven, stovetop
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Cottage in Magnolia

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
2.0 star property
10.0 out of 10, Exceptional, (2)
"Awesome place!"
United States
Scott B.
The price is HK$1,051
HK$1,926 total
includes taxes & fees
16 Jan - 17 Jan
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Exterior
Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!

Holiday Home in Bardstown

Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
10.0 out of 10, Exceptional, (43)
"The house was beautiful. Great location close to downtown. Check in was smooth and the place was ready to go upon our arrival. The hosts were also wonderful and accommodating. Would definitely recommend and would stay there again. "
United States
Cory B.
The price is HK$646
HK$2,257 total
includes taxes & fees
12 Jan - 13 Jan
Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Holiday Home in Radcliff

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
9.8 out of 10, Exceptional, (12)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is HK$596
HK$1,344 total
includes taxes & fees
4 Jan - 5 Jan
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Property grounds
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!

Apartment in Bardstown

Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
10.0 out of 10, Exceptional, (12)
"Very convenient location with shopping, dining and historical tours just down the street. The apartment was very clean and had everything we needed for our stay. There is some traffic noise in the mornings, so earplugs are recommended if you want to sleep in. Will check availability here the next time we're in town!"
United States
Nat H.
The price is HK$764
HK$1,675 total
includes taxes & fees
13 Jan - 14 Jan
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
Private kitchen
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

Holiday Home in Elizabethtown

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
2.0 star property
The price is HK$542
HK$1,198 total
includes taxes & fees
14 Jan - 15 Jan
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Outdoor dining
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Holiday Home in New Hope

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
10.0 out of 10, Exceptional, (62)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
The price is HK$883
HK$2,261 total
includes taxes & fees
14 Jan - 15 Jan
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Fridge, microwave, oven, stovetop
The Rustic Suite on Bourbon Trail

Apartment in Loretto

The Rustic Suite on Bourbon Trail
9.6 out of 10, Exceptional, (24)
"Great stay. Very clean and has everything you need. "
United States
Jeff
The price is HK$624
HK$1,076 total
includes taxes & fees
14 Jan - 15 Jan
The Rustic Suite on Bourbon Trail
Interior
One of a kind cabin in the woods. Quiet and private but close to everything.

Cottage in Coxs Creek

One of a kind cabin in the woods. Quiet and private but close to everything.
10.0 out of 10, Exceptional, (114)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
The price is HK$701
HK$1,288 total
includes taxes & fees
5 Jan - 6 Jan
One of a kind cabin in the woods. Quiet and private but close to everything.
Terrace/patio
Spacious & Stylish Central Bardstown Home!

Holiday Home in Bardstown

Spacious & Stylish Central Bardstown Home!
10.0 out of 10, Exceptional, (16)
"Clean, comfortable, and great location. We had a good time. "
United States
Nicholas S.
The price is HK$762
HK$2,390 total
includes taxes & fees
4 Jan - 5 Jan
Spacious & Stylish Central Bardstown Home!
Fridge, microwave, oven, stovetop
Cozy Getaway at Stone Horse

Apartment in Bardstown

Cozy Getaway at Stone Horse
10.0 out of 10, Exceptional, (28)
"Nicely cared for property that offers all the basics."
United States
Suzanne
The price is HK$779
HK$2,180 total
includes taxes & fees
13 Jan - 14 Jan
Cozy Getaway at Stone Horse
Terrace/patio
Stay downtown within walking distance of restaurants, shopping, and breweries!

Apartment in Bardstown

Stay downtown within walking distance of restaurants, shopping, and breweries!
9.4 out of 10, Exceptional, (82)
"The perfect location for a Bardstown trip. We really enjoyed walking to the restaurants and shops in town. The proximity to Hadorn’s Bakery was not good for my attempts at healthy eating! We were very comfortable here and had plenty of room; we found the rooms even more spacious than they appear in the photos. "
United States
Blaine S.
The price is HK$911
HK$1,665 total
includes taxes & fees
13 Jan - 14 Jan
Stay downtown within walking distance of restaurants, shopping, and breweries!
Property grounds
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Holiday Home in Bardstown

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
10.0 out of 10, Exceptional, (48)
"Clean comfortable quiet home in a lovely neighborhood with open space behind the house made for a lovely stay!!"
United States
Anonymous traveller
The price is HK$736
HK$2,708 total
includes taxes & fees
4 Jan - 5 Jan
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Exterior
Nice log cabin home in the heart of bourbon country. Pet friendly.

Cabin in Lebanon

Nice log cabin home in the heart of bourbon country. Pet friendly.
10.0 out of 10, Exceptional, (23)
"Super cute & cozy cabin! It definitely felt like home away from home. Would definitely book again if we end up back in the area."
United States
Cayley S.
The price is HK$1,051
HK$1,292 total
includes taxes & fees
13 Jan - 14 Jan
Nice log cabin home in the heart of bourbon country. Pet friendly.
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

Distill-Inn

Distill-Inn

10/10 Excellent
"The bourbon bar is excellent! The place is clean, the staff friendly. They serve breakfast too."
Daniel 3-night trip
Posted 16 hours ago
Distill-Inn

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?

Ron & Orline's Home, park at the door & use our EV 50 amp charger: This holiday home rental outside of Boston offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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.