Holiday Rentals in Sycamore

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Our top choices for Sycamore holiday rentals

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (9 reviews)
"Property in nice neighborhood and good location. Beds comfortable. "
United States
Jane W.
The price is €230
includes taxes & fees
30 Mar - 31 Mar
St. Matthew’s - Walk to Shops & Restaurants

Germantown Fav! BOOK for Music Fests & DERBY 2026!

Germantown Fav! BOOK for Music Fests & DERBY 2026!
Germantown
10.0 out of 10, Exceptional, (74 reviews)
"The amenities were great and the house was the perfect spot for our weekend getaway. "
United States
Janessa D.
The price is €178
includes taxes & fees
29 Mar - 30 Mar
Germantown Fav! BOOK for Music Fests & DERBY 2026!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (32 reviews)
"This is such a great property! This is the second time we have rented and will definitely be back again in the future! The location is excellent for walking to shops and restaurants. Clean and adorably decorated. The host is wonderful about communication and any help you need. Highly recommend!! "
United States
Jennifer D.
The price is €153
includes taxes & fees
29 Mar - 30 Mar
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (10 reviews)
"Clean room "
United States
German
The price is €128
includes taxes & fees
30 Mar - 31 Mar
Alfesco - Walkable Highlands Guesthouse

Carriage House, 7 minutes from downtown Louisville

Carriage House, 7 minutes from downtown Louisville
louisville
10.0 out of 10, Exceptional, (56 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is €211
includes taxes & fees
29 Mar - 30 Mar
Carriage House, 7 minutes from downtown Louisville

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, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is €134
includes taxes & fees
31 Mar - 1 Apr
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

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 €347
includes taxes & fees
29 Mar - 30 Mar
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Close to Everything in Louisville!!!

Close to Everything in Louisville!!!
Camp Taylor
9.4 out of 10, Exceptional, (37 reviews)
"Everything about our stay was excellent."
United States
James H.
The price is €232
includes taxes & fees
5 Apr - 6 Apr
Close to Everything in Louisville!!!

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 €243
includes taxes & fees
31 Mar - 1 Apr
Historic stone cabin near Bourbon Trail on private 13 acre estate property!

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
8.8 out of 10, Excellent, (41 reviews)
"Clean room, history and location. "
United States
RICHARD
The price is €129
includes taxes & fees
31 Mar - 1 Apr
The Bellwether Hotel

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, (26 reviews)
"Very clean place, easy check in, Felix was very nice and super responsive "
United States
Will J.
The price is €159
includes taxes & fees
1 Apr - 2 Apr
New! Walk to the Kentucky Derby, U of L Football, and Jim Patterson Stadium!

Guests Love it! w/PrivPking-DERBY, Bourbon orWork!

Guests Love it! w/PrivPking-DERBY, Bourbon orWork!
Germantown
10.0 out of 10, Exceptional, (73 reviews)
"Super nice spot just perfect for two "
United States
Rick R.
The price is €183
includes taxes & fees
29 Mar - 30 Mar
Guests Love it! w/PrivPking-DERBY, Bourbon orWork!

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, (381 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 €169
includes taxes & fees
30 Mar - 31 Mar
A Cozy Cottage Near the Heart of All Louisville Attractions!

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Crescent Hill
10.0 out of 10, Exceptional, (119 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is €206
includes taxes & fees
29 Mar - 30 Mar
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (80 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is €264
includes taxes & fees
31 Mar - 1 Apr
Charming house in one of Louisville's most coveted neighborhoods

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Jeffersonville
9.4 out of 10, Exceptional, (85 reviews)
"Very nice place"
United States
Seth B.
The price is €281
includes taxes & fees
31 Mar - 1 Apr
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

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, (31 reviews)
"Great place! Cozy with everything you need. The host was very responsive too!"
United States
Laura B.
The price is €117
includes taxes & fees
31 Mar - 1 Apr
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.
New Albany
10.0 out of 10, Exceptional, (40 reviews)
"Great home and great location with access to many things close by."
United States
Todd S.
The price is €175
includes taxes & fees
22 Apr - 23 Apr
Relax, min from Louisville, Pet friendly, Entire house- fenced in backyard.

Urban Explorer Pad | Near Downtown + Yard

Urban Explorer Pad | Near Downtown + Yard
Jeffersonville
9.0 out of 10, Wonderful, (42 reviews)
"Amazing stay, would stay again any time! Host was easy to communicate with and home was clean when we arrived and had everything needed for a wonderful stay!"
United States
Cameron J.
The price is €311
includes taxes & fees
5 Apr - 6 Apr
Urban Explorer Pad | Near Downtown + Yard

Thunder Over Louisville Fireworks View Getaway

Thunder Over Louisville Fireworks View Getaway
Jeffersonville
The price is €190
includes taxes & fees
29 Mar - 30 Mar
Thunder Over Louisville Fireworks View Getaway
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Sycamore holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Sycamore holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Sycamore holiday 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 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 Sycamore holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Sycamore holiday rentals we have selected for you start as low as €129 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Sycamore rentals

At Expedia, we put the best Sycamore holiday 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 holiday.

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 holiday rentals in Sycamore?

Yes, there are holiday rentals close to the most popular sights in Sycamore, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This holiday home rental outside of Sycamore offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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 wider area.

What’s a holiday rental in Sycamore like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Sycamore. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.