Holiday Rentals in Boston

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Our top choices for Boston holiday rentals

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (3 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
The price is €339
includes taxes & fees
11 Mar - 12 Mar
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
10.0 out of 10, Exceptional, (4 reviews)
"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 €228
includes taxes & fees
15 Mar - 16 Mar
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

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, (114 reviews)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
One of a kind cabin in the woods. Quiet and private but close to everything.

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

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, (84 reviews)
"Nice home in a great location in Bardstown that is near distilleries and restaurants. We had a very enjoyable stay. "
United States
William A.
The price is €357
includes taxes & fees
11 Mar - 12 Mar
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

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, (13 reviews)
"Perfect for our stay and clean. Close to Elizabethtown"
United States
Brandi J.
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

On The Square!

On The Square!
Elizabethtown
8.8 out of 10, Excellent, (20 reviews)
"Everything was perfect. Would defiantly stay here again! "
United States
Wendy T.
The price is €137
includes taxes & fees
9 Apr - 10 Apr
On The Square!

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB
Taylorsville
9.8 out of 10, Exceptional, (24 reviews)
"Very nice house, new hot tub in the resort it was located in was very nice"
United States
Mike O.
The price is €348
includes taxes & fees
11 Mar - 12 Mar
Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (42 reviews)
"The house was great! Great location to everything in Bardstown. We would definitely book again. "
United States
Mark M.
The price is €291
includes taxes & fees
9 Apr - 10 Apr
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Elizabethtown
10.0 out of 10, Exceptional, (1 review)
"The host was very welcoming and accomadating. We were travelling for a sad reason, a death in the family. It was nice to have a comfortable quiet place to stay. "
United States
Leanna H.
The price is €153
includes taxes & fees
12 Mar - 13 Mar
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

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, (64 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
The price is €249
includes taxes & fees
11 Mar - 12 Mar
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Elizabethtown
10.0 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay!! "
United States
Gracie T.
The price is €309
includes taxes & fees
10 Apr - 11 Apr
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

The Maple Den

The Maple Den
Elizabethtown
10.0 out of 10, Exceptional, (13 reviews)
"Out of all of the verbos' we have stayed at this one was definitely the best! Everything was very clean and comfortable."
United States
Brian R.
The Maple Den

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (10 reviews)
"Owner was extremely supportive. Communication was excellent. I would definitely rent again. "
United States
Mary and Ron R.
The price is €246
includes taxes & fees
11 Mar - 12 Mar
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Magnolia
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place!"
United States
Scott B.
The price is €220
includes taxes & fees
11 Mar - 12 Mar
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (29 reviews)
"The location was perfect, the host was responsive and helpful, the room was super clean, the bed was very comfortable, and all of the little extras were so thoughtful. It was truly a perfect stay."
United States
Lisa P.
The price is €159
includes taxes & fees
10 Apr - 11 Apr
Modern 2 Bed Suite on Bourbon Trail

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

Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bardstown
10.0 out of 10, Exceptional, (161 reviews)
"Close to distilleries, clean and comfortable"
United States
Eddie
The price is €218
includes taxes & fees
11 Mar - 12 Mar
Ron & Orline's Home, park at the door & use our EV 50 amp charger

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

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Bardstown
9.8 out of 10, Exceptional, (6 reviews)
"We were happy with everything about this place! Thanks so much. "
United States
Anonymous traveller
The price is €265
includes taxes & fees
11 Mar - 12 Mar
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (117 reviews)
"The room was awesome and it felt very secluded. Amy was amazing and id highly recommend!"
United States
Beth
The price is €132
includes taxes & fees
12 Mar - 13 Mar
A Room Off Broadway, a prime downtown hideaway

Kentucky Sunrise 18- Greet the Sun As it Rises

Kentucky Sunrise 18- Greet the Sun As it Rises
Taylorsville
9.8 out of 10, Exceptional, (51 reviews)
"Quiet, peaceful place to rest. Perfect for a weekend getaway"
United States
Ryan D.
The price is €271
includes taxes & fees
15 Mar - 16 Mar
Kentucky Sunrise 18- Greet the Sun As it Rises

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (54 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
The price is €251
includes taxes & fees
11 Mar - 12 Mar
New Downtown Luxury Townhouse in Bourbon Country
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 €191 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.