Sycamore Vacation Rentals

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Check prices for these dates

Tonight
Nov 25 - Nov 26
Tomorrow
Nov 26 - Nov 27
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Sycamore

Iron/ironing board, WiFi, bed sheets
Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse

Deer Park
8.6 out of 10, Excellent, (10)
"Very safe area and nice space for a place to sleep before exploring the city."
United States
Reed T.
The price is ￥9,569
￥23,753 total
includes taxes & fees
Dec 3 - Dec 4
Alfesco - Walkable Highlands Guesthouse
Exterior
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Louisville
9.8 out of 10, Exceptional, (18)
"Nice place to stay"
United States
Terry M.
The price is ￥11,332
￥25,859 total
includes taxes & fees
Dec 3 - Dec 4
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Interior
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Jeffersonville
9.8 out of 10, Exceptional, (28)
"Very cute, cozy apartment which was just perfect for our stay. Very easy to find, with easy check in and check out. I would definitely stay here again. Tyler was very helpful with great suggestions on places to go. Thank you, Tyler!"
United States
Jill M.
The price is ￥4,692
￥17,674 total
includes taxes & fees
Nov 30 - Dec 1
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Fridge, microwave, oven, stovetop
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

South Louisville
10.0 out of 10, Exceptional, (22)
"We were just passing through, it was perfect place our family of five. We were looking for something besides a hotel and the price was so reasonable. Owner was very nice!"
United States
Carla H.
The price is ￥6,432
￥27,495 total
includes taxes & fees
Dec 1 - Dec 2
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!
Interior
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charlestown
10.0 out of 10, Exceptional, (12)
"The property was clean and quiet. Great location in a nice residential neighborhood. Very close to Charlestown State Park where we did some hiking."
United States
Chris S.
The price is ￥14,859
￥22,977 total
includes taxes & fees
Dec 1 - Dec 2
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
House (3 Bedrooms) | Interior
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

3.0 star property
New Albany
10.0 out of 10, Exceptional, (1)
"Amy was wonderful and went above and beyond to make sure we had a great stay. She even left pancakes w/syrup for breakfast and pasta w/sauce in case we didn’t have time to go to the store! It’s the small things that really stick out such as leaving a bowl of snacks, a few beers in the fridge, a bottle of wine, fully stocked medicine cabinet in case you forgot something. She even put food and water out for the dog along with toys and a blanket! We loved being there and it was such a beautiful...
United States
Robin
The price is ￥19,082
￥52,579 total
includes taxes & fees
Dec 3 - Dec 4
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!
5 bedrooms, internet
5BR Very Spacious Home! Perfect for Family!

5BR Very Spacious Home! Perfect for Family!

Rockcreek Lexington Road
9.2 out of 10, Wonderful, (18)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
United States
Kalvin W.
The price is ￥13,961
￥66,619 total
includes taxes & fees
Nov 26 - Nov 27
5BR Very Spacious Home! Perfect for Family!
Fridge, microwave, oven, stovetop
Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville

louisville
10.0 out of 10, Exceptional, (46)
"Lovely and calming cottage --stunning landscape."
United States
Kathy K.
The price is ￥21,177
￥37,873 total
includes taxes & fees
Nov 30 - Dec 1
Carriage House, 7 minutes from downtown Louisville
Exterior detail
Close to Everything in Louisville!!!

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (36)
"Matches the description and photos "
United States
Angela C.
The price is ￥14,859
￥39,941 total
includes taxes & fees
Dec 24 - Dec 25
Close to Everything in Louisville!!!
Pool
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

Downtown Louisville
9.8 out of 10, Exceptional, (11)
"Stayed for a few days in July of 2025. Property was clean, spacious and had access to a great pool and amenities. Good central location, lots of stuff within a short walk or Uber. We were happy with the space and would stay here if traveling to Louisville again. Tyler the host responded quickly to questions I had. "
United States
Kristen C.
The price is ￥10,197
￥26,402 total
includes taxes & fees
Dec 8 - Dec 9
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!
Fridge, microwave, oven, stovetop
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

Downtown Louisville
9.8 out of 10, Exceptional, (42)
"This is one of the best apartments I've ever stayed in. It is exceptionally clean and well maintained. It is significantly larger than a hotel room and has a full, well stocked kitchen with plenty of coffee. There is a pleasant little balcony, and the building itself is amazing: beautiful pool with hammocks, Cafe with pool table and free beverages, gym, pet spa, and a golf simulator. Better than staying at the Omni. "
United States
Richard
The price is ￥7,216
￥22,941 total
includes taxes & fees
Nov 30 - Dec 1
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!
2 bedrooms, WiFi, bed sheets
Stylish House Walking Distance from the Fun of the Highlands!

Stylish House Walking Distance from the Fun of the Highlands!

Phoenix Hill
9.6 out of 10, Exceptional, (24)
"We enjoyed our stay. The place was just as advertised. The host was so helpful and easy to reach. "
United States
Trena D.
The price is ￥11,765
￥31,863 total
includes taxes & fees
Dec 8 - Dec 9
Stylish House Walking Distance from the Fun of the Highlands!
Interior
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, (18)
"Beautifully restored home! Check-in was easy and contactless. The hosts sent all instructions to us before our stay. We found everything we needed. The house was very clean and comfortable. Definitely highly recommend! "
United States
Anonymous traveler
The price is ￥27,954
￥43,917 total
includes taxes & fees
Nov 30 - Dec 1
Historic stone cabin near Bourbon Trail on private 13 acre estate property!
Deluxe Room | Living area
The Duke Hotel

The Duke Hotel

2.0 star property
Downtown Louisville
The price is ￥14,946
￥17,348 total
includes taxes & fees
Dec 15 - Dec 16
The Duke Hotel
Outdoor dining
4th Street Suites - Opulent King Bed Suite

4th Street Suites - Opulent King Bed Suite

Downtown Louisville
10.0 out of 10, Exceptional, (15)
"Our stay was perfect. Everyone was extremely kind and accommodating! I would definitely book again!"
United States
Carrie B.
The price is ￥7,889
￥24,167 total
includes taxes & fees
Dec 3 - Dec 4
4th Street Suites - Opulent King Bed Suite
Outdoor dining
4th Street Suites - Stunning King Bed Suite

4th Street Suites - Stunning King Bed Suite

2.0 star property
Downtown Louisville
9.0 out of 10, Wonderful, (10)
"We loved our stay here! Property and room were very nice and clean! Room had everything you needed. Location was a very short walk to 4th street live and other attractions. We would stay here again! "
United States
Amy B.
The price is ￥7,553
￥23,598 total
includes taxes & fees
Dec 10 - Dec 11
4th Street Suites - Stunning King Bed Suite
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels
The Bellwether Hotel

The Bellwether Hotel

3.5 star property
Tyler Park
8.6 out of 10, Excellent, (31)
"Spectacular room, fabulous decor, tasty cookies, quiet stay "
United States
Mark
The price is ￥16,169
￥18,766 total
includes taxes & fees
Nov 30 - Dec 1
The Bellwether Hotel
Outdoor spa tub
Hot Tub | Bourbon Trail | Speakeasy | Game Rm

Hot Tub | Bourbon Trail | Speakeasy | Game Rm

2.0 star property
Shelbyville
10.0 out of 10, Exceptional, (15)
"House was immaculate, communication was wonderful, will book again! "
United States
Deborah B.
The price is ￥71,470
￥89,460 total
includes taxes & fees
Dec 14 - Dec 15
Hot Tub | Bourbon Trail | Speakeasy | Game Rm
2 bedrooms, desk, iron/ironing board, WiFi
Charming Churchill Downs Cottage

Charming Churchill Downs Cottage

Old Louisville
9.2 out of 10, Wonderful, (25)
"Loved the property and our stay!!! Check in was simple, and the property was amazing!! Thank you!!"
United States
Cayce C.
The price is ￥11,731
￥36,201 total
includes taxes & fees
Dec 2 - Dec 3
Charming Churchill Downs Cottage
Exterior
Near Highways and a 20 Min Drive to Louisville's Main Attractions

Near Highways and a 20 Min Drive to Louisville's Main Attractions

Louisville
10.0 out of 10, Exceptional, (47)
"Great place, well equipped property with everything you need."
United Kingdom
Niteen S.
The price is ￥25,413
￥59,542 total
includes taxes & fees
Dec 1 - Dec 2
Near Highways and a 20 Min Drive to Louisville's Main Attractions
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

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

10/10 Excellent
"Clean room, lovely lobby and derby aesthetic was so nice! Fun to have the casino onsite and multiple bars and restaurants! Oliver’s was amazing! Will definitely be back! "
Nicole 2-night trip
Posted 5 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property

Find out more about Sycamore

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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?

Spectacular waterfront house!: This vacation home rental outside of Sycamore is located on a river and has a balcony, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Sycamore?

Explore the area and family-friendly sights such as IceLand Sports Complex, 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.