Boston Vacation Rentals

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Vacation Rentals in Boston

Property grounds
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (173)
"We stayed at this property for 5 nights. Perfect size for the 3 of us. Hot tub was awesome. Everything was provided from trash bags to soaps and shampoos. The neighborhood was quiet. A great place to get a way from it all and explore Kentucky!!!"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
Interior
Beautiful apartment in the heart of downtown Bardstown, KY
9.8 out of 10, Exceptional, (94)
"Really nice place, convenient to the historic downtown area."
The price is CA $178
CA $309 total
includes taxes & fees
May 19 - May 20
Beautiful apartment in the heart of downtown Bardstown, KY
Interior
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
10.0 out of 10, Exceptional, (161)
"The apartment was very clean and well stocked with all of the needed necessities for our visit. Owner always responded quickly for any questions we had during the booking process and visit. Bardstown was very convenient for distillery visits, restaurants and shops. Great breakfast place beneath the apartment. Short drive to our final destination in downtown Louisville for the Derby. Highly recommend this property for an enjoyable stay in Bardstown."
The price is CA $245
CA $375 total
includes taxes & fees
May 19 - May 20
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
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Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.5 star property
Kentucky House: 22-acre Property on Bourbon Trail
Exterior
A Room Off Broadway, a prime downtown hideaway
10.0 out of 10, Exceptional, (48)
"We had a great stay! The room is a little small, but we weren't there to stay in our room. It was wonderfully located, the host was very friendly and helpful, and there were snacks and water! The bed was really comfortable and it was extremely clean! I'd happily stay again if we're ever back in the area!"
The price is CA $150
CA $234 total
includes taxes & fees
May 19 - May 20
A Room Off Broadway, a prime downtown hideaway
Exterior
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (29)
"This place is conveniently located over third Street. It is very cute And clean. Easy access from third street. Also has convenient parking in the rear of the apartment with access there as well."
The price is CA $239
CA $369 total
includes taxes & fees
May 19 - May 20
Apartment Downtown Bardstown<br>The PACK
Fridge, microwave, oven, stovetop
Couples Cozy Lake Cottage at Edgewater Resort 36
9.6 out of 10, Exceptional, (37)
"We would have loved to stay longer"
Couples Cozy Lake Cottage at Edgewater Resort 36
Outdoor dining
Open Derby Week! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
10.0 out of 10, Exceptional, (24)
"The property is gorgeous from inside out. Owner has put a lot of thought into making this place feel welcoming and unique. It exudes charm and relaxation. Perfect for a family or friend getaway."
Open Derby Week! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
Fridge, microwave, oven, stovetop
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
10.0 out of 10, Exceptional, (64)
"We really enjoyed the stay and the property was great. We would definitely stay here again"
BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit
Fridge, microwave, oven, stovetop
Barrel House in Bardstown
The price is CA $176
CA $358 total
includes taxes & fees
May 27 - May 28
Barrel House in Bardstown
Fridge, microwave, oven, stovetop
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
10.0 out of 10, Exceptional, (5)
"A very short drive to Bardstown from the house, perfect for those on the bourbon trail. The house was clean and spacious for our small group. We would stay here again, without hesitation."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Fridge, microwave, oven, stovetop
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
Exterior
Stay in a historic Early 1800s Guest House!
10.0 out of 10, Exceptional, (68)
"Nice property, quiet neighborhood, easy walk to downtown."
The price is CA $171
CA $280 total
includes taxes & fees
May 20 - May 21
Stay in a historic Early 1800s Guest House!
Exterior
The Angels Share 4BR in Bardstown KY on Bourbon Trail
10.0 out of 10, Exceptional, (9)
"We planned this stay to take advantage of the Bourbon Trail. We were able to visit many distilleries due to their close proximity of this home! The home is beautifully decorated and the beds are comfortable. We took advantage of the outside gas grill and cooked some delicious steaks one night. Brickhouses are right next door which was a special treat to see. We will definitely stay here again!"
The price is CA $190
CA $410 total
includes taxes & fees
Jun 3 - Jun 4
The Angels Share 4BR in Bardstown KY on Bourbon Trail
Terrace/patio
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
10.0 out of 10, Exceptional, (4)
"This rental is exactly as listed. It is beautiful!! The owners were great to respond to all of our questions or needs in a timely manner! Plan to rent again if in the area in the future!!!"
The price is CA $198
CA $492 total
includes taxes & fees
May 28 - May 29
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Interior
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
10.0 out of 10, Exceptional, (4)
"Best stay ever in a home rental. Loved the property. Loved the home and set up. Loved the privacy. Had a great time. We'll be coming back. Told all our friends how great it was."
Cozy cabin surrounded by nature, w/2 fire pits. Super close to towns and parks.
Exterior
Ron & Orline's Home, park at the door & use our EV 50 amp charger
10.0 out of 10, Exceptional, (137)
"Amazing property and an outstanding host"
The price is CA $212
CA $353 total
includes taxes & fees
May 20 - May 21
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Exterior
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.
10.0 out of 10, Exceptional, (23)
"This was a great place for us to stay with our family of 7 (all adults) to attend the 150th Kentucky Derby. It had plenty of room and nice living room to hang out. The porch was awesome! We really enjoyed Bardstown."
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.
Fridge, microwave, oven, stovetop
Call Me Old Fashioned! *Heart of Bardstown Square*
10.0 out of 10, Exceptional, (30)
"We loved this property. It was perfect for us, three couples. It was a little rainy on our weekend so didn’t get a chance to walk into town but loved how close we were to everything."
Call Me Old Fashioned! *Heart of Bardstown Square*
Smart TV, fireplace, video games, foosball
LogCabin-15 min Bardstown Pool
10.0 out of 10, Exceptional, (2)
"We had eleven family members together to celebrate our parent's anniversary. The house and grounds are gorgeous! The layout of the house is great for that many people. Lots of areas to gather and visit or play games. There were a couple hiccups that were addressed very quickly. We also found out they were probably due to lightning or power surge from tornado that had come through the day before our visit. So, we can hardly blame them for freak occurrences. Overall, we all had an amazing time. We...
LogCabin-15 min Bardstown Pool
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See all available properties in Boston
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.

Other types of properties in Boston you may be interested in

Lobby
Gold Vault Inn
2.5 star property
8.2 out of 10, Very good, (732)
"The overall experience was great. My only complaint is that the room needs a slight update so that I can charge my phone next to the bed and not so far away. They need to purchase USB ports for charging. Other than that, the staff was excellent, the rooms were clean, and the amenities were great. If I come back to the Louisville area again, I will definitely use this hotel again and hopefully next time, we can use the pool and the weather will be nice. "
The price is CA $115
CA $127 total
includes taxes & fees
May 15 - May 16
Gold Vault Inn
Pillowtop beds, desk, laptop workspace, blackout drapes
Distill-Inn
2.5 star property
9.0 out of 10, Wonderful, (615)
"Very comfortable, with an excellent breakfast and TV package. Pleasant people, good service, and distillery-related photos on the walls. A nice surprise. "
The price is CA $163
CA $179 total
includes taxes & fees
May 19 - May 20
Distill-Inn
Suite (2 Queen Beds & 1 Sofa Bed)
Ramada by Wyndham Elizabethtown
2.5 star property
7.6 out of 10, Good, (1002)
"Nice and clean"
The price is CA $132
CA $145 total
includes taxes & fees
May 21 - May 22
Ramada by Wyndham Elizabethtown
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.

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?

Couples Cozy Lake Cottage at Edgewater Resort 36: You might like this vacation home rental near Boston. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a selection of games, and a spa tub so you can immerse yourself in your vacation.

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.