Boston Vacation Rentals

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Vacation Rentals in Boston

Modern 2 Bed Suite on Bourbon Trail
2.0 star property
10.0 out of 10, Exceptional, (19)
"We really enjoyed our stay. The owner was awesome to work with!"
Jessie
The price is ¥6,913
¥14,657 total
includes taxes & fees
Oct 21 - Oct 22
Modern 2 Bed Suite on Bourbon Trail
Cozy Bourbon Trail Loft suite in charming Loretto
9.6 out of 10, Exceptional, (4)
"Very clean!"
Tony K.
The price is ¥4,880
¥12,480 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Bourbon Trail Loft suite in charming Loretto
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."
Jeremy M.
The price is ¥13,523
¥17,694 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Outlaw studio room with heated pool AC in charming New Hope
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"
Colleen W.
The price is ¥20,332
¥38,215 total
includes taxes & fees
Oct 19 - Oct 20
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
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. "
Linda
The price is ¥13,523
¥24,847 total
includes taxes & fees
Oct 19 - Oct 20
One of a kind cabin in the woods. Quiet and private but close to everything.
JuLicia's Other Place - #3
8.8 out of 10, Excellent, (3)
"The rental was perfect for what we needed for our weekend! The neighbor hood was quiet and the apartment was cozy."
Regina M.
The price is ¥9,324
¥20,218 total
includes taxes & fees
Oct 24 - Oct 25
JuLicia's Other Place - #3
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!"
leslie Z.
The price is ¥26,507
¥53,192 total
includes taxes & fees
Nov 4 - Nov 5
Kentucky Sunrise 18- Greet the Sun As it Rises
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
10.0 out of 10, Exceptional, (59)
"Great place to stay while doing a Bourbon Tour!!"
PATRICIA
The price is ¥17,039
¥43,961 total
includes taxes & fees
Oct 19 - Oct 20
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
10.0 out of 10, Exceptional, (3)
"The apartment was clean and conveniently located. Check in and out were easy and the host responded quickly. Couldn't ask for more. "
Michael K.
The price is ¥16,093
¥33,477 total
includes taxes & fees
Oct 27 - Oct 28
Parkside On Main. Downtown Bardstown. 2 KING BEDS. WALK TO EVERYTHING!!!
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
10.0 out of 10, Exceptional, (3)
"We had extended family coming in from two different states, so renting the two units (Hideaway 1&2) together was a perfect solution. We had together time but plenty of privacy too. "
Anonymous traveler
The price is ¥14,910
¥36,527 total
includes taxes & fees
Oct 29 - Oct 30
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
10.0 out of 10, Exceptional, (21)
"Such a beautiful place to stay!! "
Gracie T.
The price is ¥15,859
¥45,680 total
includes taxes & fees
Oct 31 - Nov 1
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Stay downtown within walking distance of restaurants, shopping, and breweries!
9.6 out of 10, Exceptional, (78)
"Great experience, perfect location for walking to shops, restaurants, short drive to distilleries. Beds were comfortable and would highly recommend "
Todd R.
The price is ¥19,534
¥34,620 total
includes taxes & fees
Nov 9 - Nov 10
Stay downtown within walking distance of restaurants, shopping, and breweries!
Central Bardstown Home Near Distilleries & Dining
10.0 out of 10, Exceptional, (12)
"Clean, comfortable, and great location. We had a good time. "
Nicholas S.
The price is ¥20,408
¥87,709 total
includes taxes & fees
Oct 20 - Oct 21
Central Bardstown Home Near Distilleries & Dining
Angels Envy 29 - A relaxing place by the lake!
9.4 out of 10, Exceptional, (19)
"Great place good accommodation "
Ryan D.
The price is ¥23,441
¥49,598 total
includes taxes & fees
Nov 9 - Nov 10
Angels Envy 29 - A relaxing place by the lake!
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, (78)
"Accommodations were excellent We are definitely recommending to friends "
John F.
The price is ¥16,673
¥48,101 total
includes taxes & fees
Oct 27 - Oct 28
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
Seabiscuit 5- Relax And Kick Back
9.6 out of 10, Exceptional, (53)
"The cabin was great and we all had a great time staying there. Allready planning our next trip and hoping to stay at the same place. Thanks again "
Robert M.
The price is ¥20,435
¥44,474 total
includes taxes & fees
Nov 5 - Nov 6
Seabiscuit 5- Relax And Kick Back
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. "
ANDREA
The price is ¥16,228
¥37,081 total
includes taxes & fees
Oct 19 - Oct 20
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
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 "
Travis R.
The price is ¥22,539
¥27,347 total
includes taxes & fees
Oct 26 - Oct 27
Cozy cottage in charming New Hope with AC, WiFi
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
10.0 out of 10, Exceptional, (8)
"We loved our stay!"
Marymae H.
The price is ¥19,609
¥38,528 total
includes taxes & fees
Oct 27 - Oct 28
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi
2.0 star property
10.0 out of 10, Exceptional, (2)
The price is ¥16,537
¥29,852 total
includes taxes & fees
Oct 27 - Oct 28
Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi
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

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:

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Look no further and take a look at our great range of rental properties in Boston!

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.