Orlando Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Orlando holiday rentals

Interior
Cabin on Working Highland Cattle Farm in Kentucky

Cabin on Working Highland Cattle Farm in Kentucky

Cabin on Working Highland Cattle Farm in Kentucky
3.0 star property
Annville
10.0 out of 10, Exceptional, (2)
"Small cabin out and away from the busy life, very quiet and peaceful. Awesome views "
United States
Michael
The price is HK$622
HK$2,067 total
includes taxes & fees
25 Dec - 26 Dec
Cabin on Working Highland Cattle Farm in Kentucky
Private kitchen
Charming 2-bedroom cottage in Brodhead with WiFi and AC

Charming 2-bedroom cottage in Brodhead with WiFi and AC

Charming 2-bedroom cottage in Brodhead with WiFi and AC
Brodhead
9.6 out of 10, Exceptional, (4)
"Beautiful cottage! Absolutely loved the countertops in the kitchen"
United States
Chrissie
The price is HK$817
HK$1,415 total
includes taxes & fees
24 Jan - 25 Jan 2026
Charming 2-bedroom cottage in Brodhead with WiFi and AC
Smart TV
The Wildrock Cottage

The Wildrock Cottage

The Wildrock Cottage
London
10.0 out of 10, Exceptional, (47)
"Comfortable and quiet. Great place to stay, near to activities like whitewater rafting."
United States
Carl W.
The price is HK$1,010
HK$2,615 total
includes taxes & fees
29 Dec - 30 Dec
The Wildrock Cottage
Exterior
Charming 2-bedroom cottage with WiFi, AC, close to SXS trails in Mckee, KY.

Charming 2-bedroom cottage with WiFi, AC, close to SXS trails in Mckee, KY.

Charming 2-bedroom cottage with WiFi, AC, close to SXS trails in Mckee, KY.
Mckee
10.0 out of 10, Exceptional, (11)
"Great place! Super clean, it had everything we needed! "
United States
Carolina E.
The price is HK$739
HK$2,065 total
includes taxes & fees
22 Jan - 23 Jan 2026
Charming 2-bedroom cottage with WiFi, AC, close to SXS trails in Mckee, KY.
Fridge, microwave, oven, stovetop
Country Living Brand New 2024, 2 Queen Beds, NEAR WILDCAT OFF ROAD PARK

Country Living Brand New 2024, 2 Queen Beds, NEAR WILDCAT OFF ROAD PARK

Country Living Brand New 2024, 2 Queen Beds, NEAR WILDCAT OFF ROAD PARK
London
10.0 out of 10, Exceptional, (1)
"Super clean and comfy beds! Perfect spot for us when we visit the area"
United States
Michael F.
The price is HK$826
HK$1,168 total
includes taxes & fees
7 Jan - 8 Jan 2026
Country Living Brand New 2024, 2 Queen Beds, NEAR WILDCAT OFF ROAD PARK
Exterior
Small cabin in the woods Peaceful retreat

Small cabin in the woods Peaceful retreat

Small cabin in the woods Peaceful retreat
East Bernstadt
9.2 out of 10, Wonderful, (34)
"The place was very clean and the boast is a very nice lady. I would stay there again"
United States
Joyce M.
The price is HK$692
HK$935 total
includes taxes & fees
20 Jan - 21 Jan 2026
Small cabin in the woods Peaceful retreat
Exterior detail
Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!
Beattyville
10.0 out of 10, Exceptional, (1)
"We loved the property "
United States
Robert K.
The price is HK$739
HK$1,200 total
includes taxes & fees
25 Dec - 26 Dec
Book with us now for a get-away experience great for all ages!
Exterior
Cozy 2-bedroom cabin in beautiful Annville with AC

Cozy 2-bedroom cabin in beautiful Annville with AC

Cozy 2-bedroom cabin in beautiful Annville with AC
2.0 star property
Annville
The price is HK$747
HK$1,391 total
includes taxes & fees
26 Dec - 27 Dec
Cozy 2-bedroom cabin in beautiful Annville with AC
Interior
Charming 1-bedroom house in beautiful London with WiFi, AC

Charming 1-bedroom house in beautiful London with WiFi, AC

Charming 1-bedroom house in beautiful London with WiFi, AC
London
10.0 out of 10, Exceptional, (1)
"Had no pets."
United States
Lester W.
The price is HK$731
HK$2,119 total
includes taxes & fees
25 Dec - 26 Dec
Charming 1-bedroom house in beautiful London with WiFi, AC
Interior
Relaxing 2 bedroom apartment

Relaxing 2 bedroom apartment

Relaxing 2 bedroom apartment
McKee
9.4 out of 10, Exceptional, (6)
"Love the mountains!"
United States
Rodney M.
The price is HK$622
HK$999 total
includes taxes & fees
24 Jan - 25 Jan 2026
Relaxing 2 bedroom apartment
Interior
Hike & Fish: Rustic, Timeless Mckee Home w/ Yard

Hike & Fish: Rustic, Timeless Mckee Home w/ Yard

Hike & Fish: Rustic, Timeless Mckee Home w/ Yard
2.0 star property
McKee
The price is HK$723
HK$1,513 total
includes taxes & fees
28 Dec - 29 Dec
Hike & Fish: Rustic, Timeless Mckee Home w/ Yard
Interior
Paws & Play - Spacious Fenced Yard

Paws & Play - Spacious Fenced Yard

Paws & Play - Spacious Fenced Yard
Berea
10.0 out of 10, Exceptional, (9)
"This property was all that we expected. The owner was on our text messages fast and was very accommodating. They had items out for our 4 legged children and the backyard was awesome. Very clean, the bed was comfy. We will definitely be back to visit our family and will be booking again with this property."
United States
Julie D.
The price is HK$622
HK$1,412 total
includes taxes & fees
7 Jan - 8 Jan 2026
Paws & Play - Spacious Fenced Yard
Exterior
Renovated 4BR+Lake Views & Access+Hot Tub+Fire Pit+Pool+Pet Friendly with Fee

Renovated 4BR+Lake Views & Access+Hot Tub+Fire Pit+Pool+Pet Friendly with Fee

Renovated 4BR+Lake Views & Access+Hot Tub+Fire Pit+Pool+Pet Friendly with Fee
Mount Vernon
10.0 out of 10, Exceptional, (1)
"One of the best places I have stayed. Every detail thought of. The host has impeccable taste and it shows, from the awesome comfortable bedding to the robes and slippers provided in main bath and even a "just in case you forgot something" basket. Host was prompt to respond to any questions. Perfect spot to relax. Great view of the lake. I cant think of one thing about the place I would change. It was absolutely great!!!!!! I would definitely stay there again"
United States
Melody B.
The price is HK$1,586
HK$4,193 total
includes taxes & fees
14 Jan - 15 Jan 2026
Renovated 4BR+Lake Views & Access+Hot Tub+Fire Pit+Pool+Pet Friendly with Fee
Interior
"Morning View 3” Cozy Modern Stay - College/Hiking

"Morning View 3” Cozy Modern Stay - College/Hiking

"Morning View 3” Cozy Modern Stay - College/Hiking
Berea
10.0 out of 10, Exceptional, (5)
"Great communication before and throughout stay. Nice place, as described."
United States
Bradley N.
The price is HK$608
HK$1,545 total
includes taxes & fees
8 Jan - 9 Jan 2026
"Morning View 3” Cozy Modern Stay - College/Hiking
Interior
Small house with lake view 5 minutes to I-75 and Renfro Valley.

Small house with lake view 5 minutes to I-75 and Renfro Valley.

Small house with lake view 5 minutes to I-75 and Renfro Valley.
Mt. Vernon
9.8 out of 10, Exceptional, (107)
"This is the second time we have stayed here and it is always clean,nice and relaxing. "
United States
Shannon C.
The price is HK$770
HK$1,235 total
includes taxes & fees
25 Dec - 26 Dec
Small house with lake view 5 minutes to I-75 and Renfro Valley.
Fireplace
Private! Headwaters Hideaway!

Private! Headwaters Hideaway!

Private! Headwaters Hideaway!
London
10.0 out of 10, Exceptional, (2)
"This property was everything it said it was, and more! We wanted to be secluded, and this place did not disappoint. The place was immaculate, and we kept it that way. Beautiful kitchen, with island that opens up to seating and front room so family rime was easy to achieve. Deck was amazing, we spent half of our time on deck enjoying the secluded, and amazing view. "
United States
Michelle G.
Private! Headwaters Hideaway!
Outdoor dining
Tranquil retreat minutes to I-75! Amazing views! Executive friendly!

Tranquil retreat minutes to I-75! Amazing views! Executive friendly!

Tranquil retreat minutes to I-75! Amazing views! Executive friendly!
Laurel County
9.8 out of 10, Exceptional, (17)
"We had a great 3-night stay and will return. "
United States
Sarah S.
Tranquil retreat minutes to I-75! Amazing views! Executive friendly!
Property grounds
Relax & Recharge A Frame Retreat firepit hot tub sauna gym fishing forest escape

Relax & Recharge A Frame Retreat firepit hot tub sauna gym fishing forest escape

Relax & Recharge A Frame Retreat firepit hot tub sauna gym fishing forest escape
Irvine
10.0 out of 10, Exceptional, (3)
"The place is great. Nice quiet area great scenery couldn't ask for better. House is very well supply and host were vary helpful. We will stay there again for sure."
United States
Don T.
The price is HK$2,380
HK$3,832 total
includes taxes & fees
24 Jan - 25 Jan 2026
Relax & Recharge A Frame Retreat firepit hot tub sauna gym fishing forest escape
Exterior
Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75

Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75
2.0 star property
Berea
The price is HK$722
HK$1,182 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming studio in fabulous Berea near Pinnacles, Berea College, Hospital & I-75
Dining
Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!

Book with us now for a get-away experience great for all ages!
Beattyville
10.0 out of 10, Exceptional, (2)
"Great place to stay out in the countrt beautiful pave and very peaceful"
United States
Brandon W.
The price is HK$739
HK$1,200 total
includes taxes & fees
25 Dec - 26 Dec
Book with us now for a get-away experience great for all ages!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Orlando Hotel Reviews

Country Inn & Suites by Radisson, London, KY

Country Inn & Suites by Radisson, London, KY

10/10 Excellent
"My wife and i always love staying here when in town. The recent stay we were traveling from MI and once arrived check in was fast friendly and easy. Thank you for another accommodating and enjoyable stay. No issues "
Bryan 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, London, KY

Find out more about Orlando

Search for holiday rentals in Orlando on Expedia! You can easily find your home rentals, villas, holiday apartments in Orlando using one of the methods below:

  • View our selection of featured holiday rentals in Orlando
  • Use the map to find apartments and other holiday homes in the Orlando neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Orlando while they last

Look no further and take a look at our great range of rental properties in Orlando!

Frequently asked questions

Can I find a holiday rental in Orlando?

Yes, there are holiday rentals close to the most popular sights in Orlando, 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 Orlando has to offer?

Make your visit to the beautiful city of Berea memorable!: This holiday home rental outside of Orlando is located in a rural location, and offers a selection of games, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Orlando?

Explore the area and family-friendly sights such as Kentucky Music Hall of Fame and Museum, or get out into nature at a spot like Lake Linville Park. Camp Wildcat Battlefield and Wood Creek Lake are a couple of places you'll find in the wider area.

What’s a holiday rental in Orlando like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Orlando. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have a home away from home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a small group gathering.