Boston Vacation Rentals

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Vacation Rentals in Boston

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is CA $294
CA $871 total
includes taxes & fees
Aug 10 - Aug 11
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (92)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (215)
"This was a great place to stay"
The price is CA $233
CA $358 total
includes taxes & fees
Aug 28 - Aug 29
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (96)
"Perfect location, clean and well appointed. Absolutely recommend for anyone traveling through Bardstown."
The price is CA $124
CA $205 total
includes taxes & fees
Aug 10 - Aug 11
A Room Off Broadway, a prime downtown hideaway

Nice log cabin home in the heart of bourbon country. Pet friendly.

10.0 out of 10, Exceptional, (4)
"Cute country house, loved the whimsical decor! "
The price is CA $186
CA $229 total
includes taxes & fees
Aug 7 - Aug 8
Nice log cabin home in the heart of bourbon country. Pet friendly.

Beautiful apartment in the heart of downtown Bardstown, KY

9.6 out of 10, Exceptional, (140)
"Overall great stay and location in the heart of Bardstown "
The price is CA $161
CA $304 total
includes taxes & fees
Aug 10 - Aug 11
Beautiful apartment in the heart of downtown Bardstown, KY

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

10.0 out of 10, Exceptional, (154)
"Cozy home with a wonderful host. I would definitely recommend staying here to anyone"
The price is CA $213
CA $354 total
includes taxes & fees
Aug 7 - Aug 8
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Cozy cottage in charming New Hope with AC, WiFi

9.8 out of 10, Exceptional, (9)
"Perfect little cottage to unwind in after a day on the road. Clean and the bed is super comfy. Situated close to the Bourbon Trail distilleries. Our hosts (Jon and Robin) really paid attention to details from the bottled water in the frig to the coffee pods for the Keurig. We will definitely stay again when we're in the area."
The price is CA $220
CA $268 total
includes taxes & fees
Aug 7 - Aug 8
Cozy cottage in charming New Hope with AC, WiFi

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (216)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (32)
"We really enjoyed our visit and the house was furnished and decorated very nice. Super easy communication with the owner, very transparent willing to help with whatever we needed. Will stay again. "
The price is CA $141
CA $493 total
includes taxes & fees
Aug 12 - Aug 13
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
The price is CA $162
CA $411 total
includes taxes & fees
Aug 7 - Aug 8
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

8.8 out of 10, Excellent, (8)
"Decent for a townhouse"
The price is CA $152
CA $266 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

Angels Envy 29 - A relaxing place by the lake!

9.4 out of 10, Exceptional, (19)
"Nice accommodations for a girls weekend. "
Angels Envy 29 - A relaxing place by the lake!

One of a kind cabin in the woods. Quiet and private but close to everything.

10.0 out of 10, Exceptional, (107)
"The cabin was unique and in the perfect location for the bourbon trail. It was quiet with plenty of amenities. "
The price is CA $197
CA $316 total
includes taxes & fees
Aug 7 - Aug 8
One of a kind cabin in the woods. Quiet and private but close to everything.

Stay downtown within walking distance of restaurants, shopping, and breweries!

9.6 out of 10, Exceptional, (74)
"This place is just adorable and perfect location! "
The price is CA $167
CA $306 total
includes taxes & fees
Aug 7 - Aug 8
Stay downtown within walking distance of restaurants, shopping, and breweries!

Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

9.4 out of 10, Exceptional, (47)
"Lovely quiet spot. We enjoyed our time here."
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

3B/3B; Single Family Lakeside Retreat W/Hot Tub

9.6 out of 10, Exceptional, (54)
"Loved the location, hot tub and having two rooms with king beds! Great for traveling as couples. "
3B/3B; Single Family Lakeside Retreat W/Hot Tub

Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

10.0 out of 10, Exceptional, (3)
"Our stay at this townhouse was wonderful. The host answered our questions in a fast friendly manner. Its was very clean and the location was perfect. Loved our stay"
Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

Modern 2 Bed Suite on Bourbon Trail

2.0 star property
10.0 out of 10, Exceptional, (13)
"We really enjoyed our stay. The owner was awesome to work with!"
The price is CA $103
CA $177 total
includes taxes & fees
Aug 11 - Aug 12
Modern 2 Bed Suite on Bourbon Trail

Classic Kentucky Farm: Bluegrass - Bourbon - PGA -Firepit-Horse Country-WiFi

10.0 out of 10, Exceptional, (53)
"Super clean, super cozy. The most beautiful views! We all really enjoyed our stay. "
Classic Kentucky Farm: Bluegrass - Bourbon - PGA -Firepit-Horse Country-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

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?

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown: This vacation home rental near Boston offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 Bardstown Art Gallery.

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.