Orlean Vacation Rentals & Ski-in/Ski-out Homes
House
- Winchester
- ·
- Chester Gap
- 0.77 mi to center
10.0Exceptional
(109 Reviews)
2 Bedrooms
2 Baths
6 Guests
1800 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Pet Friendly
US $577/Night
7 Nights - US $4,036
House
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
1797.57 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $473/Night
7 Nights - US $3,309
Bed & Breakfast
- Virginia
- ·
- Washington
- 1.20 mi to center
10.0Exceptional
(34 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $387/Night
7 Nights - US $2,709
Apartment
- Virginia
- ·
- Washington
- 1.03 mi to center
10.0Exceptional
(33 Reviews)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $288/Night
7 Nights - US $2,015
House
- Virginia
- ·
- Washington
- 1.01 mi to center
9.9Exceptional
(12 Reviews)
3 Bedrooms
3 Baths
6 Guests
1603.82 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $300/Night
7 Nights - US $2,100
House
- Virginia
- ·
- Washington
- 1.01 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $226/Night
7 Nights - US $1,585
House
- Virginia
- ·
- Washington
- 0.91 mi to center
10.0Exceptional
(12 Reviews)
1 Bedroom
1 Bath
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $443/Night
7 Nights - US $3,101
House
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1075 ft²
- Hot Tub
- Fireplace/Heating
Pool- Kitchen
US $314/Night
7 Nights - US $2,196
Cottage
9.8Exceptional
(68 Reviews)
1 Bedroom
1 Bath
3 Guests
1464 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $293/Night
7 Nights - US $2,050
Luxury Places to Stay in Orlean
Over 134+ Luxury Places to Stay in or Near Orlean
House
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $2,079/Night
7 Nights - US $14,556
House
4 Bedrooms
8 Baths
1 Guest
5995.5 ft²
- Hot Tub
Spa- Fireplace/Heating
- Pool
US $2,056/Night
7 Nights - US $14,394
House
7.8Very Good
(6 Reviews)
10 Bedrooms
5 Baths
18 Guests
5800 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,629/Night
7 Nights - US $11,400
Other
10.0Exceptional
(5 Reviews)
4 Bedrooms
7 Baths
8 Guests
6000 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,390/Night
7 Nights - US $9,727
Other
10.0Exceptional
(146 Reviews)
6 Bedrooms
5 Baths
26 Guests
5000 ft²
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
US $1,253/Night
7 Nights - US $8,769
House
5 Bedrooms
4 Baths
18 Guests
5005.22 ft²
View- Pet Friendly
- Parking
Air Conditioner
US $1,110/Night
7 Nights - US $7,772
House
9.8Exceptional
(7 Reviews)
7 Bedrooms
5 Baths
16 Guests
6386 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,046/Night
7 Nights - US $7,322
House
10.0Exceptional
(84 Reviews)
6 Bedrooms
5 Baths
20 Guests
6751 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,034/Night
7 Nights - US $7,238
Apartment
2 Bedrooms
1 Bath
13 Guests
6124.66 ft²
- Fireplace/Heating
- View
- Air Conditioner
- Internet
US $1,032/Night
7 Nights - US $7,221
Top-Rated Vacation Rentals with a Pool in Orlean
Over 20+ Top-Rated Vacation Rentals with a Pool in or Near Orlean
House
10.0Exceptional
(64 Reviews)
4 Bedrooms
5 Baths
10 Guests
4404 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $611/Night
7 Nights - US $4,277
Other
9.8Exceptional
(147 Reviews)
3 Bedrooms
3 Baths
8 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $323/Night
7 Nights - US $2,263
Bed & Breakfast
9.8Exceptional
(96 Reviews)
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $349/Night
7 Nights - US $2,441
House
9.8Exceptional
(90 Reviews)
3 Bedrooms
2 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $254/Night
7 Nights - US $1,775
House
9.8Exceptional
(72 Reviews)
5 Bedrooms
4 Baths
12 Guests
3762 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $694/Night
7 Nights - US $4,859
Cottage
9.8Exceptional
(50 Reviews)
1 Bedroom
1 Bath
3 Guests
1080 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $281/Night
7 Nights - US $1,966
House
9.6Exceptional
(27 Reviews)
6 Bedrooms
7 Baths
14 Guests
5181 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $930/Night
7 Nights - US $6,511
Hotel
9.0Exceptional
(172 Reviews)
1 Bath
- Pool
Breakfast- Kitchen
- Parking
US $160/Night
7 Nights - US $1,123
Hotel
8.8Fabulous
(783 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $119/Night
7 Nights - US $834
Pet-Friendly Vacation Rentals in Orlean
Over 47+ Pet-Friendly Vacation Rentals in or Near Orlean
Cabin
10.0Exceptional
(70 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $344/Night
7 Nights - US $2,407
House
9.0Exceptional
(1 Review)
1 Bedroom
2 Baths
4 Guests
721.18 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $236/Night
7 Nights - US $1,652
Hotel
6.2Good
(808 Reviews)
1 Bath
- Breakfast
- Pet Friendly
- Kitchen
- Parking
US $89/Night
7 Nights - US $626
House
10.0Exceptional
(10 Reviews)
3 Bedrooms
2 Baths
6 Guests
1464 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $350/Night
7 Nights - US $2,448
House
- Winchester
- ·
- Chester Gap
- 1.09 mi to center
8.5Fabulous
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
1399.31 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Parking
US $200/Night
7 Nights - US $1,400
House
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
1464 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $421/Night
7 Nights - US $2,945
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $357/Night
7 Nights - US $2,502
House
9.8Exceptional
(103 Reviews)
3 Bedrooms
3 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $210/Night
7 Nights - US $1,473
House
- Winchester
- ·
- Chester Gap
- 1.07 mi to center
9.8Exceptional
(82 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $275/Night
7 Nights - US $1,924
Large Vacation Homes & Villas in Orlean
Over 28+ Large Vacation Homes & Villas in or Near Orlean
House
- Virginia
- ·
- Flint Hill
- 3.64 mi to center
10.0Exceptional
(6 Reviews)
4 Bedrooms
5 Baths
10 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $513/Night
7 Nights - US $3,593
Bed & Breakfast
9.3Exceptional
(41 Reviews)
12 Bedrooms
12 Baths
36 Guests
783.08 ft²
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
US $169/Night
7 Nights - US $1,183
Other
- Virginia
- ·
- Washington
- 0.62 mi to center
6.0Good
(1 Review)
3 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $271/Night
7 Nights - US $1,900
Bed & Breakfast
8.7Fabulous
(8 Reviews)
5 Bedrooms
5 Baths
10 Guests
288.47 ft²
- Balcony/Terrace
- Breakfast
- Parking
- Air Conditioner
US $359/Night
7 Nights - US $2,513
Villa
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $241/Night
7 Nights - US $1,690
House
9.8Exceptional
(77 Reviews)
4 Bedrooms
3 Baths
13 Guests
2600 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $763/Night
7 Nights - US $5,338
House
9.8Exceptional
(65 Reviews)
5 Bedrooms
3 Baths
14 Guests
2700 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $668/Night
7 Nights - US $4,679
House
9.8Exceptional
(61 Reviews)
5 Bedrooms
4 Baths
22 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $804/Night
7 Nights - US $5,631
House
9.8Exceptional
(59 Reviews)
5 Bedrooms
3 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $619/Night
7 Nights - US $4,336
Wheelchair Accessible Vacation Homes in Orlean
Over 6+ Wheelchair Accessible Vacation Homes in or Near Orlean
House
2 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Parking
- Child Friendly
Wheelchair Accessible
US $189/Night
7 Nights - US $1,323
Hotel
- Virginia
- ·
- Washington
- 1.09 mi to center
9.8Exceptional
(68 Reviews)
8 Baths
289.28 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $382/Night
7 Nights - US $2,674
Hotel
8.4Excellent
(195 Reviews)
8 Baths
247.57 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $143/Night
7 Nights - US $1,001
Hotel
6.7Good
(202 Reviews)
4 Baths
355.21 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $105/Night
7 Nights - US $735
Hotel
4.8Average
(257 Reviews)
6 Baths
414.42 ft²
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
- Internet
US $81/Night
7 Nights - US $567
Orlean Resorts and Airbnb Homes Under $200
Over 17+ Orlean Resorts and Airbnb Homes Under $200
Bed & Breakfast
- Virginia
- ·
- Washington
- 0.92 mi to center
9.8Exceptional
(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $146/Night
7 Nights - US $1,023
Hotel
6.4Good
(1002 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $77/Night
7 Nights - US $539
Apartment
9.8Exceptional
(43 Reviews)
1 Bedroom
1 Bath
3 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $155/Night
7 Nights - US $1,087
House
9.6Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $122/Night
7 Nights - US $853
Cottage
- Virginia
- ·
- Washington
- 2.06 mi to center
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $184/Night
7 Nights - US $1,286
Cottage
4 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $125/Night
7 Nights - US $875
Apartment
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $165/Night
7 Nights - US $1,157
Apartment
- Virginia
- ·
- The Plains
- 7.80 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $128/Night
7 Nights - US $895
House
- Virginia
- ·
- The Plains
- 3.03 mi to center
10.0Exceptional
(41 Reviews)
3 Bedrooms
2 Baths
8 Guests
1350 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $185/Night
7 Nights - US $1,297
Instantly Bookable Vacation Homes in Orlean
Over 46+ Instantly Bookable Vacation Homes in or Near Orlean
House
- Virginia
- ·
- Washington
- 1.01 mi to center
10.0Exceptional
(126 Reviews)
3 Bedrooms
2 Baths
6 Guests
1600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $219/Night
7 Nights - US $1,532
Cottage
10.0Exceptional
(88 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $229/Night
7 Nights - US $1,603
Apartment
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $266/Night
7 Nights - US $1,859
House
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $402/Night
7 Nights - US $2,813
Cabin
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $240/Night
7 Nights - US $1,678
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Air Conditioner
US $268/Night
7 Nights - US $1,878
Apartment
9.8Exceptional
(61 Reviews)
3 Bedrooms
1 Bath
5 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $226/Night
7 Nights - US $1,580
Apartment
9.8Exceptional
(9 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $318/Night
7 Nights - US $2,223
Other
- Marshall
- ·
- Rectortown
- 0.53 mi to center
2 Bedrooms
2 Baths
5 Guests
4000 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $765/Night
7 Nights - US $5,352
Book a Last Minute Place to Stay in Orlean
About Orlean Vacation Rentals
Explore over 143 vacation rentals in Orlean with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Orlean for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Orlean. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Orlean tailored to your preferences. On average, these rentals offer 1425.61 ft² of space, and are priced at an average of US $443 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Orlean at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Orlean
| Type | Count |
|---|---|
| Vacation Homes | 73 |
| Holiday Apartments | 16 |
| Cottages | 15 |
| Others | 11 |
| Cabin Rentals | 7 |
| B&B | 6 |
| Villas | 3 |
Use these Quick Filters to Find a Vacation Rental in Orlean
★ Pro Tip: Discover Your Ideal Vacation Rental in Orlean with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Orlean, VA
View the weather forecast for Orlean before booking your Orlean 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 Orlean, VA
Sunski offers a large selection of top attractions around Orlean . Research things to do on your vacation before you visit Orlean.
Frequently Asked Questions About Orlean?
What are the top vacation rentals in Orlean?
When organizing your trip to Orlean, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Orlean. Peruse our collection of highly-rated properties and secure your reservation today.
- Hidden Hollow Farm - Pool; Game Rm; Sleeps 26, 45 min. to DC, Weddings/Corporate
- Private Colonial 3BR House with tub,kitchen, Fast Wi-Fi -2 min from the Inn!
- The Nest at Chester Gap
- Weekend getaway short distance from DC/Northern Virginia
- Stunning House with Private Pool and Hot Tub on Rural Estate
- Welcome to the “old town cottage”
- Relaxing log home on a private mountainside in Rappahannock County, Virginia
- 8-Person House with Private Hot Tub on Spectacular Rural Estate
- Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
- Gay Street Inn
How many vacation rentals have private pools in Orlean?
Uncover 4 vacation rentals boasting private pools near Orlean. Explore top-rated RBO homes offering access to a swimming pool:
- Historic Virginia Wine Country Villa w/Pool, Yard
- Hampton Inn Warrenton, Va
- Events and Concierge! 6BR Heated Pool Near Wineries
- Secluded log cabin home located on 13 acres with salt water pool & jacuzzi.
Which vacation homes or resorts in Orlean are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Orlean. Enjoy great views, locations and save money with SunSki Resorts.™
- Idle Hour at Chester Gap
- Badby Wood Farmhouse - Charming 3BR 3BA Wine Country Getaway
- The Foster Harris House
How many SunSkiResorts vacation rentals or resorts are available in Orlean?
Discover the ideal vacation rental in Orlean with SunSki Resorts™. We provide an extensive selection of over 143 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Orlean.
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