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Boston Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Boston vacation rentals

Private kitchen

1. Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more

Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more
Elizabethtown
9.0 out of 10, Wonderful, (4 reviews)
"Very nice accomodation, just as advertised. Perfect quiet getaway"
Canada
Bob A.
The price is CA $212
CA $389 total
includes taxes & fees
Oct 14 - Oct 15
Escape to the Serenity of Our Ranch Retreat: Trail Ride, Stargaze, Firepit &more
A hotel room with two beds, a TV, a microwave, and a desk.

2. 2 Queen Beds | Non-Smoking

2 Queen Beds | Non-Smoking
Shepherdsville
10.0 out of 10, Exceptional, (98 reviews)
"We felt so relaxed during our stay"
United States
Anonymous traveller
The price is CA $82
CA $91 total
includes taxes & fees
Oct 16 - Oct 17
2 Queen Beds | Non-Smoking
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.

3. The E-town Exclusive B

The E-town Exclusive B
Elizabethtown
10.0 out of 10, Exceptional, (1 review)
"Property was clean and convenient to where I needed to be I will be staying there again"
United States
JEFF
The price is CA $120
CA $263 total
includes taxes & fees
Oct 18 - Oct 19
The E-town Exclusive B
A small, single-story cabin with a metal exterior, surrounded by trees and a wooden deck.

4. 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, (132 reviews)
"Feels like home. "
United States
MARLENE G.
The price is CA $191
CA $313 total
includes taxes & fees
Nov 2 - Nov 3
One of a kind cabin in the woods. Quiet and private but close to everything.
A cozy living room with two armchairs, a small table, and a view of a wooden deck with outdoor furniture.

5. 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, (11 reviews)
"The stay was amazing. The property was exactley ascdescribed. We enjoyed our stay very much."
United States
Beverly R.
The price is CA $215
CA $372 total
includes taxes & fees
Oct 25 - Oct 26
Lovely 3-bedroom home near the Bourbon Trail, with a lake in a country setting
A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

6. 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 traveller
The price is CA $75
CA $83 total
includes taxes & fees
Oct 16 - Oct 17
1 King Bed Non-Smoking
A kitchen with white cabinets, a black refrigerator, a stove, and a dishwasher.

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

The E-Town Retreat 2BR townhouse close to Downtown
Elizabethtown
9.4 out of 10, Exceptional, (13 reviews)
"Nice place"
United States
Natalie G.
The price is CA $125
CA $255 total
includes taxes & fees
Oct 14 - Oct 15
The E-Town Retreat 2BR townhouse close to Downtown
A covered patio with a grill, outdoor seating, and potted plants.

8. A Room Off Broadway, a prime downtown hideaway

A Room Off Broadway, a prime downtown hideaway
Bardstown
10.0 out of 10, Exceptional, (144 reviews)
"Great place and great location! We love it here!"
United States
Harlan K.
The price is CA $144
CA $245 total
includes taxes & fees
Oct 19 - Oct 20
A Room Off Broadway, a prime downtown hideaway
An outdoor seating area with wooden tables and chairs, a mural of clocks on the wall, and hanging plants.

9. 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.
The price is CA $135
CA $227 total
includes taxes & fees
Oct 15 - Oct 16
On The Square!
Room

10. Welcoming Downtown Single Private Upstairs Apartment

Welcoming Downtown Single Private Upstairs Apartment
Elizabethtown
The price is CA $139
CA $288 total
includes taxes & fees
Oct 14 - Oct 15
Welcoming Downtown Single Private Upstairs Apartment
A bedroom with a bed, a ceiling fan, a window with blinds, a painting of horses, and a nightstand with a lamp.

11. Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!

Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
Bardstown
The price is CA $384
CA $853 total
includes taxes & fees
Oct 14 - Oct 15
Ultimate Bardstown Oasis | Pool, Tub, Game Lounge!
A wooden deck with a hot tub, outdoor seating, and a wooden house in the background.

12. Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub

Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub
Bardstown
10.0 out of 10, Exceptional, (28 reviews)
"Great place to stay"
United States
Benjamin P.
The price is CA $431
CA $992 total
includes taxes & fees
Oct 14 - Oct 15
Bourbon Country Cabin- Game Room, Fire Pit, and Hot Tub
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a granite countertop, and a black trash bin.

13. New Downtown Luxury Townhouse in Bourbon Country

New Downtown Luxury Townhouse in Bourbon Country
Elizabethtown
10.0 out of 10, Exceptional, (62 reviews)
"Highly recommend!"
United States
Hallie D.
The price is CA $191
CA $401 total
includes taxes & fees
Oct 18 - Oct 19
New Downtown Luxury Townhouse in Bourbon Country
A modern living room with a leather sofa, a coffee table, and a rustic barrel. A kitchen is visible in the background, and a 'WELCOME' sign is on the wall.

14. NEW “Bourbon on the Square” Downtown Rustic Loft

NEW “Bourbon on the Square” Downtown Rustic Loft
Elizabethtown
10.0 out of 10, Exceptional, (28 reviews)
"Amazing loft with great close restaurants and shops. Not extremely quiet for sleeping- but was pleasant!"
United States
Nicole R.
The price is CA $174
CA $327 total
includes taxes & fees
Oct 14 - Oct 15
NEW “Bourbon on the Square” Downtown Rustic Loft
A modern kitchen with white cabinets, a black countertop, and a stainless steel refrigerator.

15. 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, (26 reviews)
"Wonderful home with a great host!"
United States
Megan H.
The price is CA $114
CA $278 total
includes taxes & fees
Oct 25 - Oct 26
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
A living room with a brick wall, a fireplace, a large clock, and a leather sofa.

16. Beautiful apartment in the heart of downtown Bardstown, KY

Beautiful apartment in the heart of downtown Bardstown, KY
Bardstown
9.4 out of 10, Exceptional, (179 reviews)
"Stairs were a little crazy but great location!"
United States
Amy A.
The price is CA $167
CA $317 total
includes taxes & fees
Oct 18 - Oct 19
Beautiful apartment in the heart of downtown Bardstown, KY
A two-story brick house with a front entrance, a small front yard with plants, and a clear blue sky.

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

Stay in a historic Early 1800s Guest House!
Bardstown
9.8 out of 10, Exceptional, (139 reviews)
"We loved our time at this property! Great location and beautiful neighborhood. Easy walk to nearby shops and restaurants. Would stay here again."
United States
Debbie B.
The price is CA $148
CA $273 total
includes taxes & fees
Oct 25 - Oct 26
Stay in a historic Early 1800s Guest House!
A stone house with a gabled roof, a front door, and a small porch.

18. Ron & Orline's Home, park at the door & use our EV 50 amp charger

Ron & Orline's Home, park at the door & use our EV 50 amp charger
Bardstown
10.0 out of 10, Exceptional, (171 reviews)
"Great place. Highly recommend "
United States
Matthew W.
The price is CA $221
CA $369 total
includes taxes & fees
Oct 15 - Oct 16
Ron & Orline's Home, park at the door & use our EV 50 amp charger
A building with a large tree in front, outdoor seating with chairs, and string lights.

19. 4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown

4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
Bardstown
10.0 out of 10, Exceptional, (46 reviews)
"This place was perfect for our couple trip. The backyard was amazing to just sit and relax on our summer night!"
United States
Jeremy k.
The price is CA $177
CA $520 total
includes taxes & fees
Oct 26 - Oct 27
4BR Bourbon Trail Home Patio Sip by Fire Pit Next to Barton 1792 Bardstown
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a table and chairs.

20. Hot Tub- Sleeps 10- Bourbon Trail- Historic Home

Hot Tub- Sleeps 10- Bourbon Trail- Historic Home
Coxs Creek
10.0 out of 10, Exceptional, (27 reviews)
"We stayed here on a girl’s getaway and were very pleased with the accommodations!"
United States
Cathy A.
The price is CA $289
CA $453 total
includes taxes & fees
Oct 22 - Oct 23
Hot Tub- Sleeps 10- Bourbon Trail- Historic Home
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

Country Inn & Suites by Radisson, Elizabethtown, KY

Country Inn & Suites by Radisson, Elizabethtown, KY

8/10 Good
"Great place to break up our traveling time. We enjoy this location."
David 1-night trip
Posted 1 hour ago
Country Inn & Suites by Radisson, Elizabethtown, KY

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, 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 $84 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?

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!: This vacation home rental near Boston offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

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.