Sycamore Vacation Rentals

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Our top choices for Sycamore vacation rentals

Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy

Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy
Shelbyville
10.0 out of 10, Exceptional, (19 reviews)
"Overall great value and accommodations. Would highly recommend this property."
United States
Chad K.
The price is CA $761
CA $966 total
includes taxes & fees
Apr 27 - Apr 28
Hot Tub, Bourbon Trail, GameRm, Dogs Ok, Speakeasy

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is CA $195
CA $226 total
includes taxes & fees
May 18 - May 19
The Bellwether Hotel

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (143 reviews)
"Great Trip…We enjoyed the four (4) nights. Host was great and her Scones were a treat."
United States
Anonymous traveller
The price is CA $349
CA $555 total
includes taxes & fees
Apr 21 - Apr 22
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Historic stone cabin near Bourbon Trail on private 13 acre estate property!

Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Louisville
10.0 out of 10, Exceptional, (19 reviews)
"Everything was outstanding!"
United States
John W.
The price is CA $244
CA $388 total
includes taxes & fees
Apr 21 - Apr 22
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

The Derby House - Relaxing retreat before and after the excitement of the Derby!

The Derby House - Relaxing retreat before and after the excitement of the Derby!
Louisville
9.6 out of 10, Exceptional, (18 reviews)
"Great location to get around town via i65. Plenty of offerings nearby for stores and food. Look forward to staying again. "
United States
Charles D.
The price is CA $228
CA $530 total
includes taxes & fees
Apr 21 - Apr 22
The Derby House - Relaxing retreat before and after the excitement of the Derby!

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"This is a great little place to stay! Close to the Exposition Center and a lot of other attractions. It is an older place but clean and comfortable. This is our second stay at this place. "
United States
jaggers959
The price is CA $144
CA $373 total
includes taxes & fees
Apr 21 - Apr 22
Close to Everything in Louisville!!!

Quiet Downtown Maple Cottage Gem

Quiet Downtown Maple Cottage Gem
Shelbyville
The price is CA $218
CA $532 total
includes taxes & fees
Apr 28 - Apr 29
Quiet Downtown Maple Cottage Gem

A Cozy Cottage Near the Heart of All Louisville Attractions!

A Cozy Cottage Near the Heart of All Louisville Attractions!
Cloverleaf
10.0 out of 10, Exceptional, (385 reviews)
"Wonderful little place to stay for a weekend. 10/10 recommend staying here. Quiet and serene, and the hosts have thought of everything- very nicely equipped!"
United States
Amanda E.
The price is CA $197
CA $262 total
includes taxes & fees
Apr 21 - Apr 22
A Cozy Cottage Near the Heart of All Louisville Attractions!

Historic Cottage with modern amenities

Historic Cottage with modern amenities
louisville
9.4 out of 10, Exceptional, (27 reviews)
"Perfect place for our short stay in Louisville! Very nice neighborhood and cozy cottage! "
United States
Adrienne H.
The price is CA $291
CA $522 total
includes taxes & fees
Apr 22 - Apr 23
Historic Cottage with modern amenities

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!
Louisville
9.8 out of 10, Exceptional, (79 reviews)
"We brought a large group to a conference in Louisville and it was perfect to have all of us stay together. It was a historic house, full of charm. Only negative was the warm water ran out quickly with so many people."
United States
Benjamin T.
The price is CA $892
CA $1,725 total
includes taxes & fees
Apr 21 - Apr 22
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

Victorian Center Jeffersonville

Victorian Center Jeffersonville
Jeff
9.4 out of 10, Exceptional, (52 reviews)
"A beautiful old home. Very clean and comfortable. Extremely convenient to everything we had planned for the weekend. Definitely a place we would reserve again."
United States
LUCY G.
The price is CA $265
CA $483 total
includes taxes & fees
Apr 21 - Apr 22
Victorian Center Jeffersonville

Amazing/Entire house 5 min away from the Airport

Amazing/Entire house 5 min away from the Airport
Hayfield Dundee
10.0 out of 10, Exceptional, (32 reviews)
"Everything was perfect."
United States
Denise P.
The price is CA $442
CA $950 total
includes taxes & fees
Apr 22 - Apr 23
Amazing/Entire house 5 min away from the Airport

Mid-Century Oasis with Hot Tub

Mid-Century Oasis with Hot Tub
Jeffersonville
10.0 out of 10, Exceptional, (27 reviews)
"Awesome set up and location. "
United States
Jen S.
Mid-Century Oasis with Hot Tub

Close to Ky Fairgrounds&Expo, Churchill Downs!

Close to Ky Fairgrounds&Expo, Churchill Downs!
Germantown
10.0 out of 10, Exceptional, (75 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is CA $238
CA $444 total
includes taxes & fees
Apr 26 - Apr 27
Close to Ky Fairgrounds&Expo, Churchill Downs!

Uptown Class

Uptown Class
New Albany
10.0 out of 10, Exceptional, (15 reviews)
"Great property. Good location. "
United States
Damont P.
The price is CA $171
CA $569 total
includes taxes & fees
Apr 23 - Apr 24
Uptown Class

8 Min to Bourbon Fest | 6 Kings + Hot Tub

8 Min to Bourbon Fest | 6 Kings + Hot Tub
Schnitzelburg
9.8 out of 10, Exceptional, (82 reviews)
"Beautiful home, great stay. Would book again. "
United States
Sean L.
The price is CA $663
CA $1,366 total
includes taxes & fees
Apr 22 - Apr 23
8 Min to Bourbon Fest | 6 Kings + Hot Tub

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (10 reviews)
"It was everything we needed."
United States
Carmen C.
The price is CA $105
CA $366 total
includes taxes & fees
Apr 21 - Apr 22
St. Matthew’s - Walk to Shops & Restaurants

Stunning Victorian Home - prime location minutes from Louisville

Stunning Victorian Home - prime location minutes from Louisville
Jeffersonville
9.8 out of 10, Exceptional, (27 reviews)
"We really enjoyed our stay. Close to everything!"
United States
cheryl n.
The price is CA $315
CA $804 total
includes taxes & fees
Apr 27 - Apr 28
Stunning Victorian Home - prime location minutes from Louisville

Bluegrass River View! Soak & Savor by Hollyhock

Bluegrass River View! Soak & Savor by Hollyhock
Downtown Louisville
9.8 out of 10, Exceptional, (45 reviews)
"Great location, fun place to stay"
United States
Matt A.
The price is CA $280
CA $659 total
includes taxes & fees
Apr 22 - Apr 23
Bluegrass River View! Soak & Savor by Hollyhock

Heated Pool Estate • 5 King Beds • No Bad Rooms

Heated Pool Estate • 5 King Beds • No Bad Rooms
La Grange
10.0 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay!"
United States
Katie H.
The price is CA $364
CA $1,258 total
includes taxes & fees
May 13 - May 14
Heated Pool Estate • 5 King Beds • No Bad Rooms
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 Sycamore Hotel Reviews

Find out more about Sycamore

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Sycamore. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Sycamore?

Yes, there are vacation rentals near the most popular attractions in Sycamore, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Sycamore has to offer?

Stylish 2BR Retreat Minutes from NuLu & Downtown!: This vacation home rental outside of Sycamore is equipped with a garden, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Sycamore?

Explore the area and family-friendly sights such as Louisville Zoo, or get out into nature at a spot like E.P. Tom Sawyer State Park. Southeast Christian Church and Oxmoor Center are a couple of places you'll find in the larger area.

What’s a vacation rental in Sycamore like?

Vacation rentals are private properties you can stay in for short or long periods in Sycamore. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips.