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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Boston vacation rentals

Smart TV

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (11 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
$365 nightly
The price is $402
Jul 21 - Jul 22
Total with taxes and fees
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Property grounds

Modern 2 Bed Suite on Bourbon Trail

Modern 2 Bed Suite on Bourbon Trail
Loretto
10.0 out of 10, Exceptional, (30 reviews)
"Excellent accomodations. Well-priced with a great kitchen, more TVs than you could possibly ever dream possible, comfy outdoor seating, and so much more. Jeff is an incredible host who goes above and beyond."
United States
Russell
$134 nightly
The price is $143
Jul 5 - Jul 6
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail
Terrace/patio

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (33 reviews)
"We have stayed here three times and love it. Location is great for Bourbon tours. I highly recommend!!! "
United States
Amy T.
$142 nightly
The price is $152
Jul 15 - Jul 16
Total with taxes and fees
The Rustic Suite on Bourbon Trail
Fridge, microwave, oven, stovetop

The E-Town Retreat 2BR townhouse close to Downtown

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"The host was very welcoming and accomadating. We were travelling for a sad reason, a death in the family. It was nice to have a comfortable quiet place to stay. "
United States
Leanna H.
$183 nightly
The price is $195
Jul 8 - Jul 9
Total with taxes and fees
The E-Town Retreat 2BR townhouse close to Downtown
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
Radcliff
9.8 out of 10, Exceptional, (18 reviews)
"Host was very helpful, we got snowed in and forced to stay an extra day and the host continued to check on us to make sure we were good!"
United States
Thomas O.
$175 nightly
The price is $193
Jul 22 - Jul 23
Total with taxes and fees
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Free WiFi

1 King Bed | Mobility Accessible Tub, Nsmk

1 King Bed | Mobility Accessible Tub, Nsmk
Shepherdsville
$55 nightly
The price is $61
Aug 1 - Aug 2
Total with taxes and fees
1 King Bed | Mobility Accessible Tub, Nsmk
Free WiFi

1 King Bed | Smoking

1 King Bed | Smoking
Shepherdsville
$55 nightly
The price is $61
Aug 1 - Aug 2
Total with taxes and fees
1 King Bed | Smoking
Interior

Cozy Bourbon Trail Loft suite in Loretto

Cozy Bourbon Trail Loft suite in Loretto
Loretto
9.8 out of 10, Exceptional, (9 reviews)
"Amazing host, place was super clean, conveniently located, place had everything you would need for a trip. I would highly recommend checking this place out."
United States
Andrea E
$155 nightly
The price is $166
Jul 6 - Jul 7
Total with taxes and fees
Cozy Bourbon Trail Loft suite in Loretto
Outdoor dining

On The Square!

On The Square!
Elizabethtown
9.0 out of 10, Wonderful, (25 reviews)
"Perfect little hidden gem! And walking distance to EVERYTHING!"
United States
Katie W.
$145 nightly
The price is $159
Jul 13 - Jul 14
Total with taxes and fees
On The Square!
Interior

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
Springfield
10.0 out of 10, Exceptional, (10 reviews)
"Great location and the host was so wonderful! Will definitely stay again! "
United States
Lucy W.
$224 nightly
The price is $239
Jul 4 - Jul 5
Total with taxes and fees
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!
2 bedrooms, WiFi, bed sheets

The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown

The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Bardstown
10.0 out of 10, Exceptional, (13 reviews)
"Great place clean adorable and great location - only feedback add a towel rack in bathroom "
United States
Gwen M.
$204 nightly
The price is $224
Jul 13 - Jul 14
Total with taxes and fees
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Fridge, microwave, oven, stovetop

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (58 reviews)
"Ideal location to split time between Mammoth Cave National Park and stops along the Kentucky Bourbon Trail. The area surrounding the unit was perfect with several restaurants, shops, and coffee houses just around the corner. It was great to have a dedicated parking space as well. The unit is well appointed and the layout was perfect for our four day stay."
United States
Brian M.
$248 nightly
The price is $274
Jul 5 - Jul 6
Total with taxes and fees
New Downtown Luxury Townhouse in Bourbon Country
Exterior

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.
Coxs Creek
10.0 out of 10, Exceptional, (122 reviews)
"Great stay. "
United States
Royce
$186 nightly
The price is $205
Jul 5 - Jul 6
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.
Interior

The Elizabethtown Hideaway

The Elizabethtown Hideaway
Elizabethtown
10.0 out of 10, Exceptional, (6 reviews)
"Fantastic Experience in a beautiful home. Will be staying here again for sure. "
United States
ANDRAS J.
$234 nightly
The price is $251
Jul 28 - Jul 29
Total with taxes and fees
The Elizabethtown Hideaway
Fridge, microwave, oven, stovetop

Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!

Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
Bardstown
10.0 out of 10, Exceptional, (52 reviews)
"Awesome property! Had everything we needed for an overnight stay. Clean and comfortable!"
United States
Heather C.
$304 nightly
The price is $335
Jul 6 - Jul 7
Total with taxes and fees
Bourbon Belle of Bardstown - Walk to Downtown & Ready for the Bourbon Trail!
TV, fireplace, books

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

Stay downtown within walking distance of restaurants, shopping, and breweries!
Bardstown
9.4 out of 10, Exceptional, (91 reviews)
"Great place, great location, fantastic price! Right in Bardstown, very comfortable, full kitchen, quiet location. We have stayed here multiple times and would always go back. "
United States
Eric M.
$196 nightly
The price is $216
Jul 6 - Jul 7
Total with taxes and fees
Stay downtown within walking distance of restaurants, shopping, and breweries!
Terrace/patio

A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (133 reviews)
"Room Was clean -great location -had everything we needed. Would stay again on future trips "
United States
Cheryl B.
$156 nightly
The price is $172
Jul 7 - Jul 8
Total with taxes and fees
A Room Off Broadway, a prime downtown hideaway
Property grounds

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bardstown
10.0 out of 10, Exceptional, (59 reviews)
"Wonderful home, great location, looking forward to our next stay!"
United States
Cathy C.
$355 nightly
The price is $391
Jul 6 - Jul 7
Total with taxes and fees
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Bar (on property)

Cozy cottage in charming New Hope with AC, WiFi

Cozy cottage in charming New Hope with AC, WiFi
New Hope
10.0 out of 10, Exceptional, (19 reviews)
"The owners went above and beyond during our stay. This place is a true gem! The cottage has everything you need and the bed was super comfy!"
United States
Megan B.
$217 nightly
The price is $232
Jul 4 - Jul 5
Total with taxes and fees
Cozy cottage in charming New Hope with AC, WiFi
Property grounds

Charming 4BR w/ Fire Pit + Next to Barton 1792

Charming 4BR w/ Fire Pit + Next to Barton 1792
Bardstown
10.0 out of 10, Exceptional, (43 reviews)
"Enjoyed the stay. The hosts were very helpful."
United States
Justin D.
$286 nightly
The price is $315
Jul 6 - Jul 7
Total with taxes and fees
Charming 4BR w/ Fire Pit + Next to Barton 1792
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

The Trail Hotel

The Trail Hotel

10/10 Excellent
"It was an extremely beautiful place that’s very well maintained. We look forward to going back and exploring the area again and that will be our place to stay."
paul 1-night trip
Posted 11 hours ago
The Trail Hotel

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 $159 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.

Explore a world of travel with Expedia

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?

The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown: This vacation home rental near Boston has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.