Boston Holiday Rentals

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Our top choices for Boston holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Great spot. Owners made everything easy. Super clean and welcoming home. Will stay again for next trip"
United States
Matthew M.
The price is AU$585
includes taxes & fees
22 Jan - 23 Jan
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
9.8 out of 10, Exceptional, (6 reviews)
"Amazing host, place was super clean, conveniently located, place had everything you would need for a trip. I would highly recommend checking this place out."
United States
Andrea E
The price is AU$164
includes taxes & fees
4 Feb - 5 Feb
Cozy Bourbon Trail Loft suite in charming Loretto
2.0 star property
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 AU$232
includes taxes & fees
25 Jan - 26 Jan
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
The price is AU$338
includes taxes & fees
4 Feb - 5 Feb
Valor Cottage - Cozy 2BR Near Ft. Knox & Elizabethtown
9.8 out of 10, Exceptional, (12 reviews)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is AU$259
includes taxes & fees
25 Jan - 26 Jan
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
10.0 out of 10, Exceptional, (17 reviews)
"Close to everything and owners are easy to contact."
United States
Sherry
The price is AU$447
includes taxes & fees
22 Jan - 23 Jan
Fun 2 BdRm Apt in the Bourbon Capital with Pool Table, PAC-Man & More!
3.0 star property
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 AU$394
includes taxes & fees
30 Jan - 31 Jan
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
10.0 out of 10, Exceptional, (49 reviews)
"Perfect for our stay. "
United States
Ranee T.
The price is AU$508
includes taxes & fees
1 Feb - 2 Feb
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
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 AU$434
includes taxes & fees
22 Jan - 23 Jan
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
9.4 out of 10, Exceptional, (82 reviews)
"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 AU$321
includes taxes & fees
1 Feb - 2 Feb
Stay downtown within walking distance of restaurants, shopping, and breweries!
2.0 star property
10.0 out of 10, Exceptional, (28 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 AU$207
includes taxes & fees
7 Feb - 8 Feb
Modern 2 Bed Suite on Bourbon Trail
10.0 out of 10, Exceptional, (21 reviews)
"We would recommend this place to everyone. We enjoyed our stay immensely. "
United States
Andrew H.
The price is AU$323
includes taxes & fees
25 Jan - 26 Jan
NEW “Bourbon on the Square” Downtown Rustic Loft
10.0 out of 10, Exceptional, (2 reviews)
"Awesome place!"
United States
Scott B.
The price is AU$371
includes taxes & fees
2 Feb - 3 Feb
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
10.0 out of 10, Exceptional, (4 reviews)
"Great place, amazing hosts. Perfect place to stay for the wedding venue just down the road."
United States
Jeremy M.
The price is AU$178
includes taxes & fees
31 Jan - 1 Feb
Cozy Outlaw studio room with heated pool AC in charming New Hope
9.6 out of 10, Exceptional, (24 reviews)
"Great stay. Very clean and has everything you need. "
United States
Jeff
The price is AU$215
includes taxes & fees
2 Feb - 3 Feb
The Rustic Suite on Bourbon Trail
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 AU$522
includes taxes & fees
22 Jan - 23 Jan
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
9.4 out of 10, Exceptional, (20 reviews)
"Great place good accommodation "
United States
Ryan D.
The price is AU$445
includes taxes & fees
1 Feb - 2 Feb
Angels Envy 29 - A relaxing place by the lake!
10.0 out of 10, Exceptional, (14 reviews)
"The apartment was clean and conveniently located. Check in and out were easy and the host responded quickly. Couldn't ask for more. "
United States
Michael K.
The price is AU$323
includes taxes & fees
27 Jan - 28 Jan
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
9.8 out of 10, Exceptional, (65 reviews)
"Really superb location within walking distance of everything right down town."
United States
Scotty K.
The price is AU$326
includes taxes & fees
22 Jan - 23 Jan
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (17 reviews)
"Clean, comfortable, and great location. We had a good time. "
United States
Nicholas S.
The price is AU$459
includes taxes & fees
25 Jan - 26 Jan
Spacious & Stylish Central Bardstown Home!
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, 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 favourite 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 depend 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 AU$224 per night. Entering your travel dates in the search wizard might find you 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?

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.