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, (178)
"A+++"
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, (98)
"Perfect for a getaway. Great location for visiting many distilleries."
The price is CA $177
CA $310 total
includes taxes & fees
Jun 11 - Jun 12
Beautiful apartment in the heart of downtown Bardstown, KY
Property grounds
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.4 out of 10, Exceptional, (22)
"Yearly my wife and I get away just to enjoy our time together. This is the second year in a row we stayed at this location and we are planning on next year already. The cabin is so relaxing and the host is outstanding in communicating with us before our arrival. This is the place to be. Thank you for an enjoyable time."
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
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Exterior
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (29)
"Great location."
The price is CA $239
CA $370 total
includes taxes & fees
May 29 - May 30
Apartment Downtown Bardstown<br>The PACK
Exterior
Stay in a historic Early 1800s Guest House!
10.0 out of 10, Exceptional, (69)
"Enjoyable"
The price is CA $170
CA $278 total
includes taxes & fees
Jun 9 - Jun 10
Stay in a historic Early 1800s Guest House!
Interior
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
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 $205
CA $472 total
includes taxes & fees
Jun 10 - Jun 11
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 $489 total
includes taxes & fees
Jun 2 - Jun 3
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Interior
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
10.0 out of 10, Exceptional, (165)
"Great location and stay for the week. Repeat customer and will be back. Thanks"
The price is CA $244
CA $376 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Smart TV, DVD player, books
Family Wooded Retreat- Cottage 41
9.0 out of 10, Wonderful, (4)
"The basics on the property were as expected. The snacks were a nice touch and the basics for the property were fine. The TV only had Roku, so any network TV, such as watching the World Series at night, couldn't be done. I've stayed at other VRBOs and they were upfront about the TV channels access. Letting the renters know upfront on the property summary that the TV is only Roku should be done. The property manual on-site is way out of date and held in a broken spiral notebook. It contains...
Family Wooded Retreat- Cottage 41
Interior
Spacious Kentucky Home in the Heart of Derby and Bourbon Country
10.0 out of 10, Exceptional, (1)
"Our family had a great stay in Mount Washington for Thanksgiving. We had three generations in the house staying together, and it was perfect for what we all needed. Every bedroom except one has its own connected bathroom, which made showers and getting ready so easy. Amazingly, we never ran out of hot water! Big plus! The house has been completely renovated and everything is new and beautiful. The kitchen was perfectly stocked with everything we needed for cooking. The TVs were connected to...
Spacious Kentucky Home in the Heart of Derby and Bourbon Country
Exterior
A Room Off Broadway, a prime downtown hideaway
10.0 out of 10, Exceptional, (49)
"Great place! Clean and easy to check in/out"
The price is CA $150
CA $233 total
includes taxes & fees
May 30 - May 31
A Room Off Broadway, a prime downtown hideaway
Fridge, microwave, oven, stovetop
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
10.0 out of 10, Exceptional, (67)
"We had a great time. The host was amazing and was very easy to get ahold of if we had any questions. Her home was beautiful and clean. I highly recommend staying here."
BOOK NOW 4 LOUDER THAN LIFE!Bourbon Trail/Parks/Easy access/Dwntown/Pool/Firepit
Fridge, microwave, oven, stovetop
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
10.0 out of 10, Exceptional, (5)
"We were up in Kentucky for 4 days, this house was our home away from home. The kids loved it and the beds are amazing! It's too bad we didn't have time to enjoy the fire pit, we would have loved that as well as the grill if we had another night to stay. They have already told me to we have to stay there again next year. It's 10 minutes from Kroger, James Beam Distillery and the Bernheim Forest and Makers Mark Distillery is not too far as well."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Fridge, microwave, oven, stovetop
NEW GAME ROOM! Porch Sitting' 4 bed/2 bath; Bourbon Trail, Close to downtown.
10.0 out of 10, Exceptional, (24)
"What a great location, so close to many bourbon distilleries, restaurants & golf course. Many options which it was hard to choose the basement bar/games or sit on the front porch. It was a beautiful weekend and we chose the front porch. Great place to gather after a busy day tasting & tours. Thank you so much for sharing your place!"
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*
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 $211
CA $350 total
includes taxes & fees
Jun 3 - Jun 4
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Fridge, microwave, oven, stovetop
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
10.0 out of 10, Exceptional, (1)
"I planned a weekend trip with my family to visit Louisville. This house was very nice. The host was excellent. The house was better than I expected. The host had all of the essential items you need. I will pick this home again if I’m ever in the Louisville area."
Time To Relax, 5 BR, 2 Kings, 4 Queens, 3 Baths
Outdoor dining
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
10.0 out of 10, Exceptional, (26)
"We wish we had planned to stay longer! The house and the property is ideal! We very much enjoyed the outdoor seating and fire pit. The bedrooms were all well appointed and very comfortable. We would definitely plan to stay here again if we travel back to the area."
25% off June! Classic Kentucky Farm to host your Bluegrass Bourbon Adventure
Exterior
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
10.0 out of 10, Exceptional, (31)
"Loved it. It was a perfect setup for our family getaway and spending a weekend with my brother who is in a wheeelchair. Love that the ramp up to the door was ada compliant…. Only complaint was that the doorways was too small to accommodate his wheelchair but it all worked out :) "
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
Don't see what you're looking for?
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, (753)
"Very polite staff "
The price is CA $115
CA $126 total
includes taxes & fees
May 30 - May 31
Gold Vault Inn
Pillowtop beds, desk, laptop workspace, blackout drapes
Distill-Inn
2.5 star property
9.0 out of 10, Wonderful, (632)
"The hotel was very clean and comfortable, the staff was very friendly and helpful. "
The price is CA $149
CA $164 total
includes taxes & fees
May 30 - May 31
Distill-Inn
Suite (2 Queen Beds & 1 Sofa Bed)
Ramada by Wyndham Elizabethtown
2.5 star property
7.6 out of 10, Good, (1004)
"Pleasantly surprised. Although it very talkative or friendly, the front desk agent was professional and quick. The hallways were spotless and the room was comfortable and clean. The bathtub could use a good scrubbing down. Kinda grimey. Breakfast was decent. I will gladly return. "
The price is CA $155
CA $171 total
includes taxes & fees
Jun 2 - Jun 3
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.

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, 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 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Boston vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Boston vacation rentals we have selected for you start as low as CA $150 per night. Entering your travel dates in the search wizard 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?

BOOK NOW FOR DERBY! Bourbon Trail/Parks Easy access to Downtown w/Pool/Firepit: You might like this vacation home rental near Boston. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 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 garden, and a selection of games 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.

Recent reviews of Boston properties
Expedia verified reviews

La Quinta Inn & Suites by Wyndham Bardstown

La Quinta Inn & Suites by Wyndham Bardstown

5/5 Excellent
"Nice and modern design , clean ,great service and breakfast "
A verified traveller stayed at La Quinta Inn & Suites by Wyndham Bardstown
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Bardstown