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Orlando Vacation Rentals

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Orlando vacation rentals

A log cabin with a wooden exterior, a welcome sign, a door with a wreath, a chair, and a planter with flowers.

1. The 1890 House @ Boone Docks- Log Cabin Getaway

The 1890 House @ Boone Docks- Log Cabin Getaway
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"Lovely place very calming!"
United States
Yvette N.
$469 nightly
The price is $477
Sep 14 - Sep 15
Total with taxes and fees
The 1890 House @ Boone Docks- Log Cabin Getaway
A bedroom with a bed, a bookshelf, and a view of the outdoors.

2. Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.

Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
Stillwater
9.6 out of 10, Exceptional, (5 reviews)
"Perfect distance to town yet still out of the way enough to be quiet and calm"
United States
Brandon E.
$232 nightly
The price is $265
Sep 13 - Sep 14
Total with taxes and fees
Cozy, artsy chalet in Stillwater with WiFi and AC and set in a scenic landscape.
A bedroom with a bed, a bench, a dresser, a TV, and a cabinet.

3. Luxury Cottage Getaway

Luxury Cottage Getaway
Stillwater
10.0 out of 10, Exceptional, (24 reviews)
"Perfect for what we came to Stillwater for! Amazing stay!"
United States
Daniel G.
$261 nightly
The price is $273
Sep 13 - Sep 14
Total with taxes and fees
Luxury Cottage Getaway
A modern bedroom with a bed, bedside tables, a nightstand, a wooden bench, and a coffee table.

4. Luxurious & Cozy 2-bedroom cottage with HOT TUB in Stillwater

Luxurious & Cozy 2-bedroom cottage with HOT TUB in Stillwater
Stillwater
10.0 out of 10, Exceptional, (1 review)
"Mine was just a quiet weekend away! The cottage was just what i needed, quite and relaxing! Will definitely be going back."
United States
Faye V.
$296 nightly
The price is $310
Sep 13 - Sep 14
Total with taxes and fees
Luxurious & Cozy 2-bedroom cottage with HOT TUB in Stillwater
A covered porch with two rocking chairs, a star decoration, and American flags.

5. Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.

Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
Stillwater
10.0 out of 10, Exceptional, (2 reviews)
"Our visit was awesome, very peaceful and calm. Robert and Michelle were very helpful and responded quickly to any questions. Enjoyed our time and plan to return"
United States
Debora D.
$256 nightly
The price is $270
Sep 15 - Sep 16
Total with taxes and fees
Private cabin on acres, mins to OSU, Tumbleweeds, Lake McMurty & pets welcome.
A modern living room with a gray sofa, patterned cushions, a wooden coffee table, and a dining area with white chairs.

6. Home away from Home with amenities & private fenced yard. Walking distant to OSU

Home away from Home with amenities & private fenced yard. Walking distant to OSU
Stillwater
9.8 out of 10, Exceptional, (67 reviews)
"It was conferrable and clean for why we was staying there"
United States
Anonymous traveler
$256 nightly
The price is $293
Sep 13 - Sep 14
Total with taxes and fees
Home away from Home with amenities & private fenced yard. Walking distant to OSU

7. Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
Stillwater
9.8 out of 10, Exceptional, (33 reviews)
"Very clean property everything we needed!!"
United States
Tom J.
$149 nightly
The price is $156
Sep 29 - Sep 30
Total with taxes and fees
Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard
A four-poster bed with a dark headboard, a bedside table with a plant, and a window with curtains.

8. HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!

HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
Stillwater
10.0 out of 10, Exceptional, (10 reviews)
"Amazing house! So fun for the family for holidays! Great location peaceful safe, best host we’ve ever had at a rental home. Very clean! "
United States
Brittany S.
$327 nightly
The price is $344
Sep 14 - Sep 15
Total with taxes and fees
HUGE Gameroom-Style Barndo in the countryside, minutes to Lake McMurtry & OSU!
A paved walkway leading to a building entrance with a large sign displaying the number 34.

9. Oklahoma State University Boone Pickens stadium1.3 miles away.

Oklahoma State University Boone Pickens stadium1.3 miles away.
Stillwater
10.0 out of 10, Exceptional, (74 reviews)
"Great place to stay ... fantastic host and we absolutely loved the outside sitting area. "
United States
Jennifer F.
$212 nightly
The price is $242
Sep 14 - Sep 15
Total with taxes and fees
Oklahoma State University Boone Pickens stadium1.3 miles away.
A room with large windows overlooking a brick fire pit area.

10. Newly Remodel - 1 Mile to Stadium-Sleeps 8

Newly Remodel - 1 Mile to Stadium-Sleeps 8
Stillwater
9.8 out of 10, Exceptional, (66 reviews)
"This was a wonderful property and we so enjoyed our stay!"
United States
Laura L.
$295 nightly
The price is $337
Sep 13 - Sep 14
Total with taxes and fees
Newly Remodel - 1 Mile to Stadium-Sleeps 8
A modern kitchen with a large island, dark cabinets, stainless steel appliances, and pendant lighting.

11. Western 405 (new build)

Western 405 (new build)
Stillwater
10.0 out of 10, Exceptional, (48 reviews)
"Nicest place in Stillwater for weekend visits. 10/10. Highly recommended. We will be back."
United States
Josh J.
$278 nightly
The price is $318
Sep 14 - Sep 15
Total with taxes and fees
Western 405 (new build)
A modern kitchen with white cabinets, a black island, and a stainless steel oven.

12. Traveler House · New Build

Traveler House · New Build
Stillwater
10.0 out of 10, Exceptional, (14 reviews)
"Great alternative to a hotel!!! The listing is accurate, and host was very responsive when messaged. I will be staying here in the future, and highly recommend! "
United States
Traci C.
Traveler House · New Build
A living room with a fireplace, a television, and a coffee table with magazines.

13. The Setlist Cabin at The Boone Docks

The Setlist Cabin at The Boone Docks
Stillwater
$530 nightly
The price is $539
Sep 13 - Sep 14
Total with taxes and fees
The Setlist Cabin at The Boone Docks
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

14. Boho 405 - DI Home Rentals

Boho 405 - DI Home Rentals
Stillwater
10.0 out of 10, Exceptional, (74 reviews)
"Wonderful hosts and impeccable properties."
United States
TE T.
$186 nightly
The price is $213
Oct 12 - Oct 13
Total with taxes and fees
Boho 405 - DI Home Rentals
A modern kitchen with white cabinets, a black countertop island, two bar stools, and a window with blinds.

15. Silver Leaf

Silver Leaf
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"Great house and nice quiet area. Fantastic people to work with. Would definitely recommend staying here! "
United States
Marie H.
Silver Leaf

16. Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.

Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
Stillwater
9.8 out of 10, Exceptional, (15 reviews)
"Great accommodations for my purposes. Good location, quiet but not far from amenities."
United States
April
$135 nightly
The price is $142
Sep 23 - Sep 24
Total with taxes and fees
Orange Acres a Private 2 Bedroom 2 Bath Pet Friendly with a fenced back yard.
A modern living room with a green sofa, a brown armchair, and a coffee table with a decorative item.

17. Vintage 405 • New Construction

Vintage 405 • New Construction
Stillwater
10.0 out of 10, Exceptional, (5 reviews)
"The property was absolutely immaculate and could not have been better appointed. The hosts were extremely responsive, helpful, kind, and have thought of everything. We will very happily rent this property again!"
United States
Christian L.
$265 nightly
The price is $303
Sep 21 - Sep 22
Total with taxes and fees
Vintage 405 • New Construction
A dark wooden porch with a bench, a welcome sign, and a potted plant.

18. Charming 1-bedroom house in Stillwater

Charming 1-bedroom house in Stillwater
Stillwater
10.0 out of 10, Exceptional, (14 reviews)
"Was a very cozy and charming house, the host stocked the house with everything you might need or want. Would definitely stay again."
United States
kelly s.
$181 nightly
The price is $207
Sep 13 - Sep 14
Total with taxes and fees
Charming 1-bedroom house in Stillwater
A bedroom with a bed, a nightstand, a lamp, a sofa, and a window with curtains.

19. The Bunkhouse – Cowboy Comfort for the Whole Crew

The Bunkhouse – Cowboy Comfort for the Whole Crew
Stillwater
10.0 out of 10, Exceptional, (4 reviews)
"Secluded, quiet location that accommodated several people as we celebrated daughter’s graduation from OSU. "
United States
Schane C.
$1,070 nightly
The price is $1,098
Sep 13 - Sep 14
Total with taxes and fees
The Bunkhouse – Cowboy Comfort for the Whole Crew
A single-story house with a porch, a garage, and a fenced yard.

20. Legacy Run: Guthries Historic Haven Near Shops

Legacy Run: Guthries Historic Haven Near Shops
3.0 star property
Guthrie
10.0 out of 10, Exceptional, (1 review)
"We loved it and are definitely rebooking for next year!! very cozy very comfortable!!"
United States
AMANDA
$269 nightly
The price is $312
Sep 14 - Sep 15
Total with taxes and fees
Legacy Run: Guthries Historic Haven Near Shops
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 Orlando Hotel Reviews

Spark by Hilton Stillwater

Spark by Hilton Stillwater

10/10 Excellent
"I like this hotel, the surrounding area is clean, quiet and centered in amongst a solid variety of places to eat and shop. The hotel itself is clean and well maintained and the staff are very amenable and pleasant. I have no complaints regarding this hotel, only words of praise!"
Michael 3-night trip
Posted 18 hours ago
Spark by Hilton Stillwater

Find out more about Orlando

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

Orlando vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Orlando. 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 Orlando 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 $156 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 Orlando rentals

At Expedia, we put the best Orlando 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 Orlando 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 Orlando 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 Orlando. 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 Orlando?

Yes, you can find vacation rentals near popular sights in Orlando, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Orlando has to offer?

Copper Ridge RetreatPrivate 2 Bedroom 2Bath Pet Friendly,fenced back yard: This vacation home rental outside of Orlando is located in a rural location and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Orlando?

While exploring the area, visit family-friendly sights like National Wrestling Hall of Fame, or get outside and enjoy nature at Perry Lake Park. Cherokee Strip Museum and Karsten Creek Golf Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Orlando like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Orlando. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.