Sycamore Vacation Rentals

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Vacation Rentals in Sycamore

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.
$131 nightly
The price is $151
Dec 3 - Dec 4
Total with taxes and fees
Alfesco - Walkable Highlands Guesthouse

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Louisville
9.8 out of 10, Exceptional, (18)
"Nice place to stay"
United States
Terry M.
$142 nightly
The price is $165
Dec 1 - Dec 2
Total with taxes and fees
Cozy Tree-Lined Carriage Home - Stay in Serenity!

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.
$100 nightly
The price is $113
Nov 30 - Dec 1
Total with taxes and fees
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

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.
$151 nightly
The price is $175
Dec 1 - Dec 2
Total with taxes and fees
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

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.
$130 nightly
The price is $147
Nov 30 - Dec 1
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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
$300 nightly
The price is $336
Dec 3 - Dec 4
Total with taxes and fees
Home w/ Fenced Backyard, 6 Mi to Dtwn Louisville!

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.
$405 nightly
The price is $421
Nov 30 - Dec 1
Total with taxes and fees
5BR Very Spacious Home! Perfect for Family!

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.
$208 nightly
The price is $241
Nov 30 - Dec 1
Total with taxes and fees
Carriage House, 7 minutes from downtown Louisville

Close to Everything in Louisville!!!

Camp Taylor
9.4 out of 10, Exceptional, (36)
"Matches the description and photos "
United States
Angela C.
$222 nightly
The price is $258
Dec 1 - Dec 2
Total with taxes and fees
Close to Everything in Louisville!!!

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.
$150 nightly
The price is $174
Dec 9 - Dec 10
Total with taxes and fees
Luxurious Spacious Apartment in the Heart of Downtown! King Bed, Gym, Pool!

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
$126 nightly
The price is $146
Nov 30 - Dec 1
Total with taxes and fees
Luxurious Apartment in the Heart of Downtown Louisville! King Bed, Pool, Gym!

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.
$175 nightly
The price is $203
Dec 8 - Dec 9
Total with taxes and fees
Stylish House Walking Distance from the Fun of the Highlands!

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
$241 nightly
The price is $280
Nov 30 - Dec 1
Total with taxes and fees
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

The Duke Hotel

2.0 star property
Downtown Louisville
$96 nightly
The price is $112
Nov 27 - Nov 28
Total with taxes and fees
The Duke Hotel

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.
$133 nightly
The price is $154
Dec 3 - Dec 4
Total with taxes and fees
4th Street Suites - Opulent 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.
$132 nightly
The price is $153
Dec 10 - Dec 11
Total with taxes and fees
4th Street Suites - Stunning King Bed Suite

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
$110 nightly
The price is $128
Dec 1 - Dec 2
Total with taxes and fees
The Bellwether Hotel

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.
$514 nightly
The price is $570
Dec 14 - Dec 15
Total with taxes and fees
Hot Tub | Bourbon Trail | Speakeasy | Game Rm

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.
$197 nightly
The price is $230
Nov 30 - Dec 1
Total with taxes and fees
Charming Churchill Downs Cottage

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.
$327 nightly
The price is $380
Dec 1 - Dec 2
Total with taxes and fees
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

Find out more about Sycamore

Everything you need to know about Sycamore 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 Sycamore 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 Sycamore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Sycamore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sycamore. 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 Sycamore 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 $112 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 Sycamore rentals

At Expedia, we put the best Sycamore 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 Sycamore 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 Sycamore 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 Sycamore. 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

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This vacation home rental outside of Sycamore is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

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.