Cabin
10.0(10 Reviews)
1 Bedroom
6 Guests
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $384/Night
7 Nights - US $2,686
Orange County Holiday Rentals
We compare holiday rentals from owners across Booking.com, Vrbo and Expedia.
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Compare Villas, Resorts, & Rentals in Orange County
10.0
Villa
10.0(11 Reviews)
3 Bedrooms
9 Guests
Breakfast- Parking
Skiing- Balcony/Terrace
US $405/Night
7 Nights - US $2,835
Bed & Breakfast
10.0(39 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $278/Night
7 Nights - US $1,944
House
10.0(331 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
View- Kitchen
US $565/Night
7 Nights - US $3,952
Apartment
10.0(5 Reviews)
2 Bedrooms
8 Guests
- Breakfast
- Parking
Air Conditioner
Internet
US $254/Night
7 Nights - US $1,776
House
10.0(160 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $348/Night
7 Nights - US $2,435
House
10.0(80 Reviews)
2 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $381/Night
7 Nights - US $2,664
Apartment
10.0(67 Reviews)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $314/Night
7 Nights - US $2,200
Apartment
10.0(51 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $247/Night
7 Nights - US $1,726
Luxury Holiday Rentals in Orange County
Over 968+ Luxury Holiday Rentals in or Near Orange County
Villa
7 Bedrooms
24 Guests
- Hot Tub
- Parking
Spa- View
US $8,546/Night
7 Nights - US $59,822
New
Villa
10.0(4 Reviews)
7 Bedrooms
24 Guests
Private Pool- Hot Tub
- Parking
Pool
US $4,330/Night
7 Nights - US $30,307
Villa
10.0(2 Reviews)
11 Bedrooms
28 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $3,400/Night
7 Nights - US $23,799
House
10.0(20 Reviews)
7 Bedrooms
17 Guests
- Parking
Ocean View- Balcony/Terrace
- View
US $3,113/Night
7 Nights - US $21,792
Villa
9 Bedrooms
26 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $3,071/Night
7 Nights - US $21,494
Villa
10.0(83 Reviews)
8 Bedrooms
25 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,972/Night
7 Nights - US $20,804
House
10.0(5 Reviews)
8 Bedrooms
16 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,695/Night
7 Nights - US $18,864
House
10.0(20 Reviews)
10 Bedrooms
25 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,680/Night
7 Nights - US $18,763
House
10.0(2 Reviews)
6 Bedrooms
14 Guests
- Private Pool
- Parking
- Pool
- Spa
US $2,473/Night
7 Nights - US $17,314
Top-Rated Holiday Rentals with a Pool in Orange County
Over 183+ The Best Private Villas and Holiday Rentals in Orange County with a Pool
House
10.0(55 Reviews)
4 Bedrooms
11 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $615/Night
7 Nights - US $4,308
House
10.0(29 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $926/Night
7 Nights - US $6,483
New
House
10.0(26 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $864/Night
7 Nights - US $6,048
Villa
10.0(23 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Breakfast
- Parking
- Pool
US $1,349/Night
7 Nights - US $9,443
Ski Chalet
10.0(14 Reviews)
5 Bedrooms
10 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,290/Night
7 Nights - US $9,031
House
10.0(11 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $926/Night
7 Nights - US $6,480
House
10.0(10 Reviews)
4 Bedrooms
7 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $899/Night
7 Nights - US $6,291
Cottage
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $382/Night
7 Nights - US $2,677
House
10.0(6 Reviews)
6 Bedrooms
16 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,476/Night
7 Nights - US $10,330
Pet-Friendly Holiday Rentals in Orange County
Over 342+ Pet-Friendly Holiday Rentals in or Near Orange County
Apartment
10.0(48 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $173/Night
7 Nights - US $1,211
House
10.0(2 Reviews)
6 Bedrooms
16 Guests
Oceanfront- Hot Tub
- Breakfast
EV Charge Station
US $705/Night
7 Nights - US $4,937
Cottage
10.0(1 Review)
1 Bedroom
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $698/Night
7 Nights - US $4,888
House
10.0(43 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $454/Night
7 Nights - US $3,178
House
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Parking
- View
- Air Conditioner
- Internet
US $568/Night
7 Nights - US $3,978
Apartment
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $380/Night
7 Nights - US $2,663
Apartment
10.0(14 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $233/Night
7 Nights - US $1,632
House
10.0(13 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $371/Night
7 Nights - US $2,599
Apartment
10.0(9 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $338/Night
7 Nights - US $2,364
Large Holiday Rentals and Private Villas in Orange County
Over 226+ Large Holiday Rentals and Private Villas in or Near Orange County
House
1 Bedroom
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,241/Night
7 Nights - US $8,685
Villa
10.0(2 Reviews)
5 Bedrooms
16 Guests
- Oceanfront
- Hot Tub
- Parking
- Spa
US $1,053/Night
7 Nights - US $7,373
Villa
10.0(8 Reviews)
1 Bedroom
- Kitchen
- Air Conditioner
- Internet
Bedding/Linens
US $197/Night
7 Nights - US $1,379
US $987/Night
7 Nights - US $6,910
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Parking
- Pool
- Air Conditioner
- Internet
US $309/Night
7 Nights - US $2,163
Bed & Breakfast
1 Bedroom
15 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $813/Night
7 Nights - US $5,693
House
10.0(49 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $877/Night
7 Nights - US $6,138
House
10.0(33 Reviews)
4 Bedrooms
10 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $886/Night
7 Nights - US $6,204
House
10.0(28 Reviews)
5 Bedrooms
12 Guests
- Parking
- Spa
- Balcony/Terrace
- Kitchen
US $987/Night
7 Nights - US $6,910
Wheelchair Accessible Holiday Homes in Orange County
Over 49+ Wheelchair Accessible Holiday Homes in or Near Orange County
Apartment
10.0(47 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $243/Night
7 Nights - US $1,703
House
8.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $290/Night
7 Nights - US $2,031
US $308/Night
7 Nights - US $2,157
House
4 Bedrooms
7 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,726/Night
7 Nights - US $12,084
New
House
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Skiing
- Balcony/Terrace
US $525/Night
7 Nights - US $3,673
Hotel
9.4(1110 Reviews)
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $131/Night
7 Nights - US $919
Villa
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $810/Night
7 Nights - US $5,670
US $498/Night
7 Nights - US $3,486
Cottage
4.6(9 Reviews)
2 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $600/Night
7 Nights - US $4,200
Orange County Private Villas and Holiday Homes Under $200
Over 197+ Orange County Private Villas and Holiday Homes Under $200
Apartment
10.0(17 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $194/Night
7 Nights - US $1,361
Apartment
9.2(5 Reviews)
1 Bedroom
2 Guests
- Parking
- View
- Air Conditioner
- Internet
US $182/Night
7 Nights - US $1,271
Bed & Breakfast
9.6(73 Reviews)
1 Bedroom
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $175/Night
7 Nights - US $1,225
Apartment
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $191/Night
7 Nights - US $1,338
Bed & Breakfast
8.9(88 Reviews)
5 Bedrooms
12 Guests
- Breakfast
- EV Charge Station
- Parking
- Spa
US $196/Night
7 Nights - US $1,372
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $177/Night
7 Nights - US $1,239
Apartment
10.0(1 Review)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $175/Night
7 Nights - US $1,227
Apartment
10.0(1 Review)
1 Bedroom
1 Guest
- Balcony/Terrace
- Air Conditioner
- Internet
Pet Friendly
US $145/Night
7 Nights - US $1,014
Apartment
9.8(10 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $104/Night
7 Nights - US $729
Instantly Bookable Holiday Homes in Orange County
Over 480+ Instantly Bookable Holiday Homes in or Near Orange County
Apartment
10.0(38 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $288/Night
7 Nights - US $2,015
Apartment
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $227/Night
7 Nights - US $1,589
Apartment
10.0(31 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $362/Night
7 Nights - US $2,534
Apartment
10.0(29 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $539/Night
7 Nights - US $3,773
House
10.0(14 Reviews)
1 Bedroom
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $533/Night
7 Nights - US $3,733
House
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $400/Night
7 Nights - US $2,800
Apartment
10.0(11 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $270/Night
7 Nights - US $1,893
Apartment
10.0(11 Reviews)
1 Bedroom
4 Guests
- Air Conditioner
- Internet
Child Friendly
Laundry
US $257/Night
7 Nights - US $1,802
House
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $326/Night
7 Nights - US $2,281
Book a Last Minute Place to Stay in Orange County
About Casai's Private Villas and Holiday Rentals in Orange County
Discover more than 977 vacation rentals available in Orange County. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Orange County.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Orange County, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Orange County. On average, places to stay near Orange County offer 1124.05 ft², with nightly prices averaging US $542.
With Casai, finding and comparing holiday rentals in Orange County is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Orange County, NY
There are 977 Orange County, NY Holiday Rentals
- Prices for a holiday home in Orange County start at US $67
- Top rated vacation home in Orange County is Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
- Most popular short term in Orange County is Sleep Inn & Suites Middletown - Goshen
- Cheapest place to stay in Orange County is Hidden Gem
- Most expensive holiday rental in Orange County is Pinnacle Pointe by Relaxtay 600 Acre Private Luxury Estate with Spa, Pool, Theater and Lake
Recently Booked Holiday Rentals in Orange County
- Breathtaking River Views · The Hawks Nest Cabin
- Lakeview Villa with Private Hot Tub, Firepit & Spacious Decks with Breathtaking Cliff Views
- Parkway House Goshen Family-Friendly Bed & Breakfast
- Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
- Montgomery Modern Luxury Stays
Frequently Asked Questions About Orange County?
What are the top holiday rentals in Orange County?
With numerous options available in Orange County, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Orange County:
- Cozy Lakefront Home - 278 FIVE STAR Reviews - Kayaks, Sunsets & Panoramic Views
- Waterfall Cottage - Romantic Luxury Escape - nearby hiking, wineries and skiing
- Magical Family Escape, Pool, HotTub, Pets, <1 Hr NYC
- Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.
- Cozy Cottage minutes to West Point
- Colonial-Style 'Warwick Retreat' - 1 Hour to NYC!
- Luxury Apt Sugar Loaf, Near LEGOLAND, Breweries & Wineries
- Lakefront/Legoland/West Point Retreat Under 1 Hour From NYC! Heated pool & Spa!
- Luxe Loft 2 on Main St.Steam Shower, ZeroG King Bed, Designer Kitchen, Elevator!
- Lakefront Home 3200 Sq' - 5 Queen Beds + Twin
How many holiday rentals have private pools in Orange County?
Discover a selection of holiday rentals with private pools near Orange County with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Orange County are best for families?
If you're searching for a family-friendly holiday home in Orange County, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Orange County:
How many Casai.com holiday rentals are available in Orange County?
As of 2026, Casai boasts over 977 properties listed in the Orange County area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Orange County.
