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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Boston vacation rentals

Coffee/tea maker, fridge, microwave, oven

1. The E-Town Retreat 2BR townhouse close to Downtown

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
9.8 out of 10, Exceptional, (9 reviews)
"Nice place"
United States
Natalie G.
$169 nightly
The price is $180
Aug 19 - Aug 20
Total with taxes and fees
The E-Town Retreat 2BR townhouse close to Downtown
Exterior

2. 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, (127 reviews)
"Feels like home. "
United States
MARLENE G.
$191 nightly
The price is $210
Aug 31 - Sep 1
Total with taxes and fees
One of a kind cabin in the woods. Quiet and private but close to everything.
Interior

3. The E-town Hideaway

The E-town Hideaway
Elizabethtown
9.6 out of 10, Exceptional, (10 reviews)
"Fantastic Experience in a beautiful home. Will be staying here again for sure. "
United States
ANDRAS J.
$226 nightly
The price is $242
Aug 23 - Aug 24
Total with taxes and fees
The E-town Hideaway
Smart TV, DVD player, books

4. Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting

Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
New Haven
10.0 out of 10, Exceptional, (10 reviews)
"The home is quite comfortable and a nice, scenic property. There was very little road noise, providing an excellent night’s sleep. We would absolutely stay here again."
United States
Erin A.
$219 nightly
The price is $234
Aug 19 - Aug 20
Total with taxes and fees
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
2 bedrooms, WiFi, bed sheets

5. 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, (18 reviews)
"Cute place to stay in Bardstown!"
United States
Allison M.
$205 nightly
The price is $225
Aug 25 - Aug 26
Total with taxes and fees
The Cottage - Wonderful 2-bedroom house with AC, WiFi in charming Bardstown
Interior

6. Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -

Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Bardstown
10.0 out of 10, Exceptional, (4 reviews)
"We had extended family coming in from two different states, so renting the two units (Hideaway 1&2) together was a perfect solution. We had together time but plenty of privacy too. "
United States
Anonymous traveler
$218 nightly
The price is $240
Aug 19 - Aug 20
Total with taxes and fees
Bourbon Oak Hideaway 1 - Charming Studio Apartment on the Bourbon Trail -
Coffee/tea maker, fridge, microwave, oven

7. 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, (23 reviews)
"Wonderful home with a great host!"
United States
Megan H.
$168 nightly
The price is $185
Aug 24 - Aug 25
Total with taxes and fees
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Exterior detail

8. Cozy Getaway at Stone Horse

Cozy Getaway at Stone Horse
Bardstown
10.0 out of 10, Exceptional, (32 reviews)
"Great stay and Abbey is a great host!"
United States
Shannon D.
$285 nightly
The price is $314
Aug 19 - Aug 20
Total with taxes and fees
Cozy Getaway at Stone Horse
Coffee/tea maker, fridge, microwave, oven

9. New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (60 reviews)
"Easy parking, clean property, cool rooftop sitting area."
United States
Dawn C.
$249 nightly
The price is $275
Aug 19 - Aug 20
Total with taxes and fees
New Downtown Luxury Townhouse in Bourbon Country
Outdoor dining

10. On The Square!

On The Square!
Elizabethtown
9.2 out of 10, Wonderful, (29 reviews)
"Perfect little hidden gem! And walking distance to EVERYTHING!"
United States
Katie W.
$145 nightly
The price is $159
Aug 19 - Aug 20
Total with taxes and fees
On The Square!
Coffee/tea maker, fridge, microwave, oven

11. Modern rustic home near Bardstown top distilleries

Modern rustic home near Bardstown top distilleries
Bardstown
10.0 out of 10, Exceptional, (31 reviews)
"Great experience! Very clean and comfortable home. Close to great food and all things bourbon!"
United States
Terran R.
$297 nightly
The price is $313
Aug 19 - Aug 20
Total with taxes and fees
Modern rustic home near Bardstown top distilleries
Dining

12. Country Clean Cozy

Country Clean Cozy
Elizabethtown
9.6 out of 10, Exceptional, (45 reviews)
"Great place to stay while visiting friends who live locally."
United States
Kyla C.
$296 nightly
The price is $317
Aug 19 - Aug 20
Total with taxes and fees
Country Clean Cozy
Exterior

13. 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, (26 reviews)
"This was the cleanest/nicest VRBO my family has stayed in. There were plenty of towels, hand soap at both sinks, TP, hangers, k-cups and so much more. I would definitely recommend this place and will definitely stay here again if we are ever in the area. Plenty of restaurants and shopping pretty close by."
United States
Teri B.
$321 nightly
The price is $343
Aug 19 - Aug 20
Total with taxes and fees
Conveniently located NEW Construction Mins to Ft. Knox, Blue Oval, Sportspark!
Exterior

14. Stay in a historic Early 1800s Guest House!

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (134 reviews)
"In easy walking distance of many downtown locations "
United States
Carol H.
$173 nightly
The price is $190
Aug 20 - Aug 21
Total with taxes and fees
Stay in a historic Early 1800s Guest House!
Coffee/tea maker, fridge, microwave, oven

15. Old Maple House -touch of Canadian charm on Kentuckys Bourbon Trail. Circa 1901.

Old Maple House -touch of Canadian charm on Kentuckys Bourbon Trail. Circa 1901.
Elizabethtown
10.0 out of 10, Exceptional, (33 reviews)
"Charming house in great location. It truly had everything we needed for a comfortable and relaxing stay. Will definitely stay there again!"
United States
Terri T.
$246 nightly
The price is $271
Aug 19 - Aug 20
Total with taxes and fees
Old Maple House -touch of Canadian charm on Kentuckys Bourbon Trail. Circa 1901.
Dining

16. 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, (68 reviews)
"Great stay on the bourbon trail! Very convenient and great access to lots of distilleries."
United States
Matthew A.
$261 nightly
The price is $288
Aug 19 - Aug 20
Total with taxes and fees
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
1 bedroom, WiFi (free)

17. 1 King Bed | Smoking

1 King Bed | Smoking
Shepherdsville
10.0 out of 10, Exceptional, (95 reviews)
"Totally enjoyed our time here, so peaceful for the whole family!"
United States
Anonymous traveler
$54 nightly
The price is $60
Sep 8 - Sep 9
Total with taxes and fees
1 King Bed | Smoking
1 bedroom, WiFi (free)

18. 1 King Bed Non-Smoking

1 King Bed Non-Smoking
Shepherdsville
10.0 out of 10, Exceptional, (100 reviews)
"We had a great time staying here"
United States
Anonymous traveler
$54 nightly
The price is $60
Sep 8 - Sep 9
Total with taxes and fees
1 King Bed Non-Smoking
Property grounds

19. 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, (44 reviews)
"Very clean property, well stocked kitchen, and comfortable beds. The backyard with the fire pit was a great place to unwind after a day of distillery hopping. A short walk to restaurants and a few more places to sample. Great place."
United States
Kevin K.
$285 nightly
The price is $314
Aug 19 - Aug 20
Total with taxes and fees
Charming 4BR w/ Fire Pit + Next to Barton 1792
Terrace/patio

20. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (136 reviews)
"Amazing stay all the way around! Would definitely plan to stay here again. "
United States
Matt R.
$156 nightly
The price is $172
Aug 24 - Aug 25
Total with taxes and fees
A Room Off Broadway, a prime downtown hideaway
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
"Love the unique style of this particular hotel. Lobby was lovely, rooms were clean and decorated nicely, restaurant was very convenient for breakfast and snacks. Located in Bardstown, driving to & from distilleries was easy. Staff is very accommodating and friendly. We would definitely stay here again. Just a quick note to anyone staying here... your rooms are outside accessible only. Property is fenced in so safety isn't an issue."
Rhonda 1-night trip
Posted 3 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 $172 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?

Missy’s unique stays: This vacation home rental near Boston is located in a rural location and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave. 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 Schmidt Museum of Coca Cola Memorabilia.

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.