Boston Vacation Rentals

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Our top choices for Boston vacation rentals

Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Bardstown
10.0 out of 10, Exceptional, (8 reviews)
"Great stay! And great location! Very helpful and responsive hosts! "
United States
Kelsey T.
$380 nightly
The price is $419
May 20 - May 21
Total with taxes and fees
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

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, (117 reviews)
"Great stay. "
United States
Royce
$206 nightly
The price is $227
May 20 - May 21
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!
3.0 star property
Vine Grove
10.0 out of 10, Exceptional, (4 reviews)
"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. "
United States
ANDREA
$248 nightly
The price is $265
Jun 10 - Jun 11
Total with taxes and fees
Vine Grove Home w/ Deck, 4 Mi to Saunders Springs!

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake
Magnolia
10.0 out of 10, Exceptional, (3 reviews)
$236 nightly
The price is $253
May 20 - May 21
Total with taxes and fees
Charming 2-bedroom cottage in peaceful Magnolia with WiFi, 30 acre private lake

Just 10 minutes from town -We're more than just a place to stay!

Just 10 minutes from town -We're more than just a place to stay!
Elizabethtown
9.4 out of 10, Exceptional, (21 reviews)
"The ranch and area are beautiful! It was perfect for myself. Only wish it was warmer so I could sit outside and take it all in! The Hosts were amazing, attentive, polite…something a lot of places lack. I will absolutely be back!"
United States
Mark E.
$173 nightly
The price is $185
May 20 - May 21
Total with taxes and fees
Just 10 minutes from town -We're more than just a place to stay!

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, (16 reviews)
"Nice location"
United States
Cindy C.
$152 nightly
The price is $168
May 23 - May 24
Total with taxes and fees
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

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
May 20 - May 21
Total with taxes and fees
The Elizabethtown Hideaway

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Elizabethtown
10.0 out of 10, Exceptional, (24 reviews)
"Such a beautiful place to stay!! "
United States
Gracie T.
$311 nightly
The price is $332
May 20 - May 21
Total with taxes and fees
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!

Bourbon Country Cottage - perfect for exploring the Bourbon Trail

Bourbon Country Cottage - perfect for exploring the Bourbon Trail
Bardstown
9.6 out of 10, Exceptional, (17 reviews)
"We absolutely loved our stay here! Clean and comfortable "
United States
Nicole F.
$249 nightly
The price is $275
May 26 - May 27
Total with taxes and fees
Bourbon Country Cottage - perfect for exploring the Bourbon Trail

Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging

Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging
Elizabethtown
10.0 out of 10, Exceptional, (3 reviews)
"Very easy process and will book again in the future"
United States
Clint K.
$297 nightly
The price is $327
May 20 - May 21
Total with taxes and fees
Modern 3 bedroom house with AC in charming Elizabethtown with free Ev charging

On The Square!

On The Square!
Elizabethtown
9.0 out of 10, Wonderful, (23 reviews)
"Great getaway! Host was amazing and welcoming! "
United States
nicole g.
$145 nightly
The price is $159
May 20 - May 21
Total with taxes and fees
On The Square!

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

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
New Hope
10.0 out of 10, Exceptional, (67 reviews)
"Great location, close to many bourbon stops.Would definitely stay again."
United States
Matthew M.
$258 nightly
The price is $284
May 20 - May 21
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (58 reviews)
"Very nice place in the heart of downtown. Host was easy to communicate with. Would stay there again."
United States
Justin F.
$245 nightly
The price is $270
May 20 - May 21
Total with taxes and fees
New Downtown Luxury Townhouse in Bourbon Country

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, (3 reviews)
"Nice place"
United States
Natalie G.
$168 nightly
The price is $179
Jun 14 - Jun 15
Total with taxes and fees
The E-Town Retreat 2BR townhouse close to Downtown

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.
Bardstown
10.0 out of 10, Exceptional, (48 reviews)
"Beautiful home, comfortable beds, great location! "
United States
Amanda B.
$255 nightly
The price is $281
May 20 - May 21
Total with taxes and fees
🌾 The Farmwife’s Hideaway 🌾 Small-town comfort with farmhouse charm.

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, (16 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.
$172 nightly
The price is $184
May 31 - Jun 1
Total with taxes and fees
Cozy cottage in charming New Hope with AC, WiFi

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
May 28 - May 29
Total with taxes and fees
Modern 2 Bed Suite on Bourbon Trail

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.
Bardstown
9.8 out of 10, Exceptional, (7 reviews)
"Nice rooms & very clean "
United States
jim W.
$284 nightly
The price is $313
May 20 - May 21
Total with taxes and fees
Bourbon Oak Hideaway 2 offers a 2 bed 2.5 bath apartment in historic Bardstown.

The Rustic Suite on Bourbon Trail

The Rustic Suite on Bourbon Trail
Loretto
9.6 out of 10, Exceptional, (32 reviews)
"This is a great place. Very comfortable and perfect location next to Makers Mark. Clean, nice amenities, and great communication. Highly recommend. "
United States
Sharon M.
$143 nightly
The price is $153
May 31 - Jun 1
Total with taxes and fees
The Rustic Suite on Bourbon Trail

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Springfield
10.0 out of 10, Exceptional, (16 reviews)
"Great place for a large group."
United States
MATT 무용 B.
$232 nightly
The price is $248
May 26 - May 27
Total with taxes and fees
Bourbon Trail Oasis at Boone Farm - Private & Peaceful
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

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 $189 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.

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?

Hot Tub- Sleeps 8- Bourbon Trail- Historic Home: This vacation home rental near Boston offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 Spalding Hall.

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.