120+ Private Villas and Holiday Rentals in Orange County |
Orange County Holiday Rentals
Cabin
- Charlottesville
- ·
- Barboursville
- 3.98 mi to center
10.0Exceptional
(154 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
US $156/Night
7 Nights - US $1,091
House
- Charlottesville
- ·
- Orange
- 0.13 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
- Parking
Air Conditioner
Internet
Wheelchair Accessible
US $350/Night
7 Nights - US $2,450
Bed & Breakfast
- Charlottesville
- ·
- Orange
- 0.85 mi to center
9.2Exceptional
(292 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Breakfast- Parking
- Air Conditioner
US $343/Night
7 Nights - US $2,400
House
- Charlottesville
- ·
- Orange
- 3.26 mi to center
10.0Exceptional
(103 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $314/Night
7 Nights - US $2,197
House
- Charlottesville
- ·
- Orange
- 1.02 mi to center
9.8Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
3089.24 ft²
- Fireplace/Heating
View- Parking
- Internet
US $307/Night
7 Nights - US $2,149
Cottage
- Charlottesville
- ·
- Barboursville
- 0.52 mi to center
10.0Exceptional
(8 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $233/Night
7 Nights - US $1,632
House
- Charlottesville
- ·
- Orange
- 0.13 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $292/Night
7 Nights - US $2,046
House
- Charlottesville
- ·
- Orange
- 0.08 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $272/Night
7 Nights - US $1,901
Apartment
- Charlottesville
- ·
- Thornhill
- 0.10 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $248/Night
7 Nights - US $1,737
Luxury Holiday Rentals in Orange County
Over 111+ Luxury Holiday Rentals in or Near Orange County
House
- Virginia
- ·
- Locust Grove
- 2.76 mi to center
10.0Exceptional
(29 Reviews)
7 Bedrooms
4 Baths
22 Guests
Oceanfront- Hot Tub
- Fireplace/Heating
Ocean View
US $1,128/Night
7 Nights - US $7,898
Villa
- Charlottesville
- ·
- Orange
- 0.39 mi to center
10.0Exceptional
(12 Reviews)
5 Bedrooms
4 Baths
10 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,127/Night
7 Nights - US $7,889
New
House
- Charlottesville
- ·
- Orange
- 11.90 mi to center
6 Bedrooms
5 Baths
18 Guests
5318 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $962/Night
7 Nights - US $6,732
Other
- Charlottesville
- ·
- Barboursville
- 1.75 mi to center
9.8Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
12 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $823/Night
7 Nights - US $5,758
House
- Charlottesville
- ·
- Orange
- 12.07 mi to center
10.0Exceptional
(83 Reviews)
6 Bedrooms
4 Baths
21 Guests
4700 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $812/Night
7 Nights - US $5,684
House
- Charlottesville
- ·
- Orange
- 12.06 mi to center
8.5Fabulous
(2 Reviews)
1 Bedroom
3 Baths
14 Guests
3487.51 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $807/Night
7 Nights - US $5,649
House
- Virginia
- ·
- Locust Grove
- 0.95 mi to center
10.0Exceptional
(22 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $778/Night
7 Nights - US $5,446
House
- Charlottesville
- ·
- Orange
- 1.27 mi to center
5 Bedrooms
4 Baths
13 Guests
- Fireplace/Heating
- View
- Pet Friendly
- Parking
US $744/Night
7 Nights - US $5,210
House
- Charlottesville
- ·
- Orange
- 11.90 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
5 Baths
18 Guests
5317.37 ft²
Private Beach- Hot Tub
- Fireplace/Heating
- Ocean View
US $721/Night
7 Nights - US $5,050
Top-Rated Holiday Rentals with a Pool in Orange County
Over 28+ The Best Private Villas and Holiday Rentals in Orange County with a Pool
House
- Locust Grove
- ·
- Lake of the Woods
- 0.28 mi to center
10.0Exceptional
(104 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
Pool- Balcony/Terrace
US $576/Night
7 Nights - US $4,031
House
- Virginia
- ·
- Locust Grove
- 2.62 mi to center
10.0Exceptional
(85 Reviews)
4 Bedrooms
3 Baths
8 Guests
2300 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $352/Night
7 Nights - US $2,464
Hotel
- Charlottesville
- ·
- Orange
- 2.22 mi to center
10.0Exceptional
(62 Reviews)
1 Bath
Spa- Pool
- Balcony/Terrace
- Breakfast
US $431/Night
7 Nights - US $3,016
Other
- Charlottesville
- ·
- Barboursville
- 3.72 mi to center
10.0Exceptional
(54 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $444/Night
7 Nights - US $3,108
House
- Locust Grove
- ·
- Lake of the Woods
- 0.42 mi to center
10.0Exceptional
(49 Reviews)
3 Bedrooms
2 Baths
8 Guests
1728 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $300/Night
7 Nights - US $2,100
House
- Virginia
- ·
- Locust Grove
- 2.74 mi to center
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $315/Night
7 Nights - US $2,208
Apartment
- Charlottesville
- ·
- Barboursville
- 1.31 mi to center
10.0Exceptional
(33 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $161/Night
7 Nights - US $1,128
House
- Virginia
- ·
- Locust Grove
- 2.44 mi to center
10.0Exceptional
(10 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $428/Night
7 Nights - US $2,997
Other
- Virginia
- ·
- Unionville
- 2.11 mi to center
10.0Exceptional
(10 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $297/Night
7 Nights - US $2,080
Pet-Friendly Holiday Rentals in Orange County
Over 38+ Pet-Friendly Holiday Rentals in or Near Orange County
House
- Charlottesville
- ·
- Orange
- 4.87 mi to center
9.8Exceptional
(44 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $177/Night
7 Nights - US $1,239
Bed & Breakfast
- Charlottesville
- ·
- Orange
- 0.88 mi to center
9.5Exceptional
(28 Reviews)
9 Bedrooms
9 Baths
26 Guests
336.37 ft²
- Hot Tub
Skiing- Fireplace/Heating
- Balcony/Terrace
US $313/Night
7 Nights - US $2,194
House
- Charlottesville
- ·
- Orange
- 12.11 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $1,000/Night
7 Nights - US $6,999
Villa
- Charlottesville
- ·
- Orange
- 0.02 mi to center
1 Bedroom
1 Bath
2 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $351/Night
7 Nights - US $2,457
House
- Locust Grove
- ·
- Lake of the Woods
- 0.68 mi to center
3 Bedrooms
1 Bath
6 Guests
839.58 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $292/Night
7 Nights - US $2,044
House
- Locust Grove
- ·
- Lake of the Woods
- 0.38 mi to center
10.0Exceptional
(40 Reviews)
7 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $713/Night
7 Nights - US $4,993
House
- Virginia
- ·
- Locust Grove
- 2.70 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
13 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $510/Night
7 Nights - US $3,568
House
- Locust Grove
- ·
- Lake of the Woods
- 0.68 mi to center
9.8Exceptional
(6 Reviews)
4 Bedrooms
2 Baths
9 Guests
2660 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $356/Night
7 Nights - US $2,491
House
- Charlottesville
- ·
- Orange
- 1.27 mi to center
9.4Exceptional
(11 Reviews)
5 Bedrooms
4 Baths
13 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $558/Night
7 Nights - US $3,905
Large Holiday Rentals and Private Villas in Orange County
Over 29+ Large Holiday Rentals and Private Villas in or Near Orange County
House
- Charlottesville
- ·
- Orange
- 12.03 mi to center
10.0Exceptional
(5 Reviews)
4 Bedrooms
3 Baths
11 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $467/Night
7 Nights - US $3,267
House
- Charlottesville
- ·
- Orange
- 12.06 mi to center
5.0Average
(3 Reviews)
1 Bedroom
4 Baths
12 Guests
2637.16 ft²
- Private Beach
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $499/Night
7 Nights - US $3,493
House
- Virginia
- ·
- Locust Grove
- 1.07 mi to center
10.0Exceptional
(4 Reviews)
4 Bedrooms
4 Baths
16 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $507/Night
7 Nights - US $3,550
House
- Virginia
- ·
- Locust Grove
- 2.30 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $487/Night
7 Nights - US $3,412
House
- Locust Grove
- ·
- Lake of the Woods
- 0.56 mi to center
9.6Exceptional
(18 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $297/Night
7 Nights - US $2,080
House
- Virginia
- ·
- Locust Grove
- 4.05 mi to center
9.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $329/Night
7 Nights - US $2,304
House
- Virginia
- ·
- Locust Grove
- 0.96 mi to center
8.8Fabulous
(3 Reviews)
5 Bedrooms
3 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $343/Night
7 Nights - US $2,404
House
- Charlottesville
- ·
- Orange
- 2.8 mi to center
5 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $703/Night
7 Nights - US $4,920
House
- Charlottesville
- ·
- Orange
- 11.79 mi to center
5 Bedrooms
3 Baths
14 Guests
3088 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $685/Night
7 Nights - US $4,796
Wheelchair Accessible Holiday Homes in Orange County
Over 6+ Wheelchair Accessible Holiday Homes in or Near Orange County
Apartment
- Charlottesville
- ·
- Orange
- 0.39 mi to center
9.0Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $223/Night
7 Nights - US $1,564
Hotel
- Charlottesville
- ·
- Orange
- 1.22 mi to center
9.1Exceptional
(310 Reviews)
4 Baths
3100.01 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $121/Night
7 Nights - US $847
Hotel
- Charlottesville
- ·
- Orange
- 1.22 mi to center
9.6Exceptional
(706 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $131/Night
7 Nights - US $919
Hotel
- Charlottesville
- ·
- Thornhill
- 0.47 mi to center
8.4Excellent
(159 Reviews)
1 Bath
Private Pool- Pool
- Balcony/Terrace
- Breakfast
US $118/Night
7 Nights - US $824
Hotel
- Charlottesville
- ·
- Thornhill
- 0.48 mi to center
8.4Excellent
(835 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $125/Night
7 Nights - US $873
Hotel
- Charlottesville
- ·
- Thornhill
- 0.45 mi to center
8.1Excellent
(10 Reviews)
4 Baths
279.86 ft²
- Parking
- Air Conditioner
- Internet
- Wheelchair Accessible
US $119/Night
7 Nights - US $834
Orange County Private Villas and Holiday Homes Under $200
Over 21+ Orange County Private Villas and Holiday Homes Under $200
House
- Charlottesville
- ·
- Barboursville
- 1.71 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1620 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $138/Night
7 Nights - US $963
House
- Charlottesville
- ·
- Barboursville
- 1.71 mi to center
3 Bedrooms
2 Baths
6 Guests
1625.35 ft²
- Fireplace/Heating
- Parking
- Internet
Child Friendly
US $119/Night
7 Nights - US $833
Hotel
- Charlottesville
- ·
- Thornhill
- 0.45 mi to center
6.8Good
(94 Reviews)
1 Bath
- Kitchen
- Parking
- Air Conditioner
- Internet
US $109/Night
7 Nights - US $764
House
- Virginia
- ·
- Locust Grove
- 1.06 mi to center
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $194/Night
7 Nights - US $1,360
Other
- Virginia
- ·
- Unionville
- 3.96 mi to center
1 Bedroom
1 Bath
4 Guests
495.14 ft²
- Parking
- Child Friendly
US $129/Night
7 Nights - US $903
Cottage
- Charlottesville
- ·
- Orange
- 2.79 mi to center
10.0Exceptional
(86 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $185/Night
7 Nights - US $1,295
Cottage
- Charlottesville
- ·
- Orange
- 3.26 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $175/Night
7 Nights - US $1,225
House
- Charlottesville
- ·
- Orange
- 3.86 mi to center
9.4Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $175/Night
7 Nights - US $1,225
House
- Charlottesville
- ·
- Orange
- 3.23 mi to center
8.0Excellent
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Pet Friendly
US $173/Night
7 Nights - US $1,211
Instantly Bookable Holiday Homes in Orange County
Over 35+ Instantly Bookable Holiday Homes in or Near Orange County
Apartment
- Charlottesville
- ·
- Orange
- 0.22 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $269/Night
7 Nights - US $1,884
House
- Charlottesville
- ·
- Thornhill
- 0.09 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $224/Night
7 Nights - US $1,570
House
- Virginia
- ·
- Locust Grove
- 2.62 mi to center
9.6Exceptional
(22 Reviews)
2 Bedrooms
2 Baths
6 Guests
2042 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $264/Night
7 Nights - US $1,849
House
- Charlottesville
- ·
- Orange
- 0.17 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $223/Night
7 Nights - US $1,560
House
- Charlottesville
- ·
- Thornhill
- 0.06 mi to center
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $246/Night
7 Nights - US $1,725
House
- Charlottesville
- ·
- Orange
- 1.02 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
3 Baths
6 Guests
3084 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $331/Night
7 Nights - US $2,314
House
- Locust Grove
- ·
- Lake of the Woods
- 0.67 mi to center
9.2Exceptional
(65 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $314/Night
7 Nights - US $2,201
House
- Locust Grove
- ·
- Lake of the Woods
- 0.28 mi to center
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $444/Night
7 Nights - US $3,110
House
- Charlottesville
- ·
- Orange
- 0.11 mi to center
3 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $227/Night
7 Nights - US $1,589
Book a Last Minute Place to Stay in Orange County
About Casai's Private Villas and Holiday Rentals in Orange County
Discover more than 120 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 1190.42 ft², with nightly prices averaging US $363.
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.
Show more
Show less
Top Accommodation Types in Orange County
| Type | Count |
|---|---|
| Vacation Homes | 81 |
| Cottages | 8 |
| Holiday Apartments | 5 |
| Villas | 4 |
Use these Quick Filters to Find a Holiday Rental in Orange County
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Orange County.
Weather in Orange County, VA
View the weather forecast for Orange County before booking your Orange County Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Orange County, VA
Casai offers a large selection of top attractions around Orange County . Research things to do on your vacation before you visit Orange County.
Other Places to Stay in Orange County, VA
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:
- The Natchez - quiet front porch & rockers.
- Luxury Lakefront Living with the Comforts of Home
- One of Central Virginia's most historic Private Guest Residences
- Lakefront retreat with huge screened-in porch
- Lake Anna Waterfront - Sleeps 21 - Dock for 3 Boats
- Inn at Willow Grove
- Spacious Modern farmhouse near CHO airport, weddings, wineries, national park!
- Cozy property, a short walk to a lake front beach.
- Fabulous, Pristine Lakefront Home; Hot Tub, Gated Community - Play, Swim, Relax
- Life on the Lake. Enjoy the peace and kayaks.
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:
- Beachwalk Hideaway Locust Grove, VA located in Lake of the Woods
- Family Home with Lake of the Woods Community Perks!
- Greenock Manor
How many Casai.nz holiday rentals are available in Orange County?
As of 2026, Casai boasts over 120 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.
People Also Ask
Finding the best prices in Orange County
Map
