Boston Vacation Rentals

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Vacation Rentals in Boston

Interior
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.
10.0 out of 10, Exceptional, (111)
"Unique, comfortable , cozy cabin, well equipped kitchen and bath . Communication with host excellent. Enjoyed our stay. "
United States
Linda
$150 nightly
The price is $165
Oct 29 - Oct 30
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.
House (3 Bedrooms) | Interior
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
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
$231 nightly
The price is $247
Oct 29 - Oct 30
Total with taxes and fees
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
Property grounds
Cozy Bourbon Trail Loft suite in charming Loretto
Cozy Bourbon Trail Loft suite in charming Loretto
9.6 out of 10, Exceptional, (4)
"Very clean!"
United States
Tony K.
$90 nightly
The price is $96
Oct 29 - Oct 30
Total with taxes and fees
Cozy Bourbon Trail Loft suite in charming Loretto
Property grounds
Modern 2 Bed Suite on Bourbon Trail
Modern 2 Bed Suite on Bourbon Trail
2.0 star property
10.0 out of 10, Exceptional, (21)
"This was a great little gem!! Plenty of room, had snacks, coffee, shampoo & soap. Definitely will stay again!!! "
United States
Joyce
$117 nightly
The price is $126
Oct 29 - Oct 30
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail
Outdoor dining
Cozy Outlaw studio room with heated pool AC in charming New Hope
Cozy Outlaw studio room with heated pool AC in charming New Hope
10.0 out of 10, Exceptional, (3)
"Great place, amazing hosts. Perfect place to stay for the wedding venue just down the road."
United States
Jeremy M.
$110 nightly
The price is $118
Oct 29 - Oct 30
Total with taxes and fees
Cozy Outlaw studio room with heated pool AC in charming New Hope
Fridge, microwave, oven, stovetop
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
9.8 out of 10, Exceptional, (12)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Property grounds
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
10.0 out of 10, Exceptional, (44)
"The property is even better than expected!! It’s very clean, inviting and fully equipped for a great time!! It’s close to the heart of Bardstown and the entire Bourbon Trail! Melissa is an awesome host and has thought of everything for her guests!!"
United States
Rod T.
$316 nightly
The price is $348
Oct 29 - Oct 30
Total with taxes and fees
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Fridge, microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (79)
"Accommodations were excellent We are definitely recommending to friends "
United States
John F.
$293 nightly
The price is $323
Oct 29 - Oct 30
Total with taxes and fees
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Exterior detail
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
10.0 out of 10, Exceptional, (11)
"Grandson had a great time fishing the lake, my family and I enjoyed all the amenities of the house and resort. Had a great stay."
United States
Laura R.
$333 nightly
The price is $367
Nov 1 - Nov 2
Total with taxes and fees
Bourbon Boating Lake House, 3bed, 3 bath cottage on Taylorsville Lake-Cottage 41
Bar (on property)
Cozy cottage in charming New Hope with AC, WiFi
Cozy cottage in charming New Hope with AC, WiFi
10.0 out of 10, Exceptional, (15)
"Host was great to communicate with. Very nice little space "
United States
Travis R.
$172 nightly
The price is $184
Oct 29 - Oct 30
Total with taxes and fees
Cozy cottage in charming New Hope with AC, WiFi
Exterior
Nice log cabin home in the heart of bourbon country. Pet friendly.
Nice log cabin home in the heart of bourbon country. Pet friendly.
10.0 out of 10, Exceptional, (16)
"We had a celebration of life at a family member close to the stay. I live in Louisville so would've been a far drive once the celebration was over. The stay was unique and well kept. Would definitely stay again if the opportunity presents itself"
United States
Damian E.
$155 nightly
The price is $166
Oct 29 - Oct 30
Total with taxes and fees
Nice log cabin home in the heart of bourbon country. Pet friendly.
Outdoor dining
On The Square!
On The Square!
8.8 out of 10, Excellent, (17)
"Everything was perfect. Would defiantly stay here again! "
United States
Wendy T.
$154 nightly
The price is $170
Oct 29 - Oct 30
Total with taxes and fees
On The Square!
Outdoor spa tub
Kentucky Sunrise 18- Greet the Sun As it Rises
Kentucky Sunrise 18- Greet the Sun As it Rises
9.8 out of 10, Exceptional, (50)
"Great place - everything and more!Suzanne was super helpful!"
United States
leslie Z.
$323 nightly
The price is $355
Nov 24 - Nov 25
Total with taxes and fees
Kentucky Sunrise 18- Greet the Sun As it Rises
Terrace/patio
The Rustic Suite on Bourbon Trail
The Rustic Suite on Bourbon Trail
9.6 out of 10, Exceptional, (21)
"Great location relative to Maker Mark facility. "
United States
Scott
$135 nightly
The price is $144
Nov 28 - Nov 29
Total with taxes and fees
The Rustic Suite on Bourbon Trail
Outdoor dining
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
10.0 out of 10, Exceptional, (9)
"We loved our stay!"
United States
Marymae H.
$244 nightly
The price is $261
Oct 29 - Oct 30
Total with taxes and fees
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Outdoor dining
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
10.0 out of 10, Exceptional, (60)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
$263 nightly
The price is $290
Oct 30 - Oct 31
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Outdoor dining
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
10.0 out of 10, Exceptional, (22)
"Such a beautiful place to stay!! "
United States
Gracie T.
$288 nightly
The price is $309
Oct 31 - Nov 1
Total with taxes and fees
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Interior
Hillside Home Close To The Bourbon Trail
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! "
United States
Michael D.
$280 nightly
The price is $309
Nov 17 - Nov 18
Total with taxes and fees
Hillside Home Close To The Bourbon Trail
Fridge, microwave, oven, stovetop
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
2.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely awesome!!! Philip could not have been any better. The cottage was beautiful. Will definitely stay again"
United States
Colleen W.
$237 nightly
The price is $254
Oct 29 - Oct 30
Total with taxes and fees
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Outdoor dining
Angels Envy 29 - A relaxing place by the lake!
Angels Envy 29 - A relaxing place by the lake!
9.4 out of 10, Exceptional, (19)
"Great place good accommodation "
United States
Ryan D.
$300 nightly
The price is $330
Nov 9 - Nov 10
Total with taxes and fees
Angels Envy 29 - A relaxing place by the lake!
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Boston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Boston vacation 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 low season months. For more hustle and bustle, you may prefer to visit Boston in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Boston rentals

At Expedia, we put the best Boston vacation 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 vacation.

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 vacation rentals in Boston?

Yes, we offer vacation rentals near popular attractions in Boston, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Boston has to offer?

Stunning view! Hot Tub, Privacy & Relaxation: This vacation home rental near Boston is located in the mountains and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the hot tub 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 larger area, you’ll find Jim Beam American Outpost and Heaven Hill Bourbon Heritage Center.

What’s a vacation rental in Boston like?

A vacation rental is a private property you can stay in for a long or short time in Boston. Vacation rentals offer amenities 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 sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for families.