142+ Vacation Rentals Near Orlean |
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Luxury Cruises - Vacation Rentals in Orlean

Stunning House with Private Pool and Hot Tub on Rural Estate From US $1,036
         

10.0 (84 Reviews)
House
Stunning House with Private Pool and Hot Tub on Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

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Gay Street Inn From US $359
         

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8.7 (8 Reviews)
Bed & Breakfast
Gay Street Inn
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Gay Street Inn From US $387
         

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10.0 (34 Reviews)
Bed & Breakfast
Gay Street Inn
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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8-Person House with Private Hot Tub on Spectacular Rural Estate From US $571
         

10.0 (64 Reviews)
House
8-Person House with Private Hot Tub on Spectacular Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

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The Nest at Chester Gap From US $463
         

10.0 (104 Reviews)
House
The Nest at Chester Gap
  • Air Conditioner
  • Parking
  • Pet Friendly

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Weekend getaway short distance from DC/Northern Virginia From US $273
         

10.0 (88 Reviews)
Cottage
Weekend getaway short distance from DC/Northern Virginia
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private Colonial 3BR House with tub,kitchen, Fast Wi-Fi 2 min from the Inn! From US $243
         

10.0 (121 Reviews)
House
Private Colonial 3BR House with tub,kitchen, Fast Wi-Fi 2 min from the Inn!
  • Air Conditioner
  • Parking
  • TV

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Relaxing log home on a private mountainside in Rappahannock County, Virginia From US $344
         

10.0 (68 Reviews)
Cabin
Relaxing log home on a private mountainside in Rappahannock County, Virginia
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Places to Stay in Orlean

Over 133+ Luxury Places to Stay in or Near Orlean
Mountain Mama Ranch - Luxury farmhouse on 200 acres with mountain views, 20mins to Shenandoah, 90mins from DC From US $2,056
         

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New
House
Mountain Mama Ranch - Luxury farmhouse on 200 acres with mountain views, 20mins to Shenandoah, 90mins from DC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury Pet + Family Friendly Retreat With Pool, Hot Tub, Fire Pit, Amazing Views From US $1,545
         

10.0 (2 Reviews)
House
Luxury Pet + Family Friendly Retreat With Pool, Hot Tub, Fire Pit, Amazing Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Premier property(s) sleeps 36.close to Great Meadow Gold Cup Access From US $1,409
         

7.8 (6 Reviews)
House
Premier property(s) sleeps 36.close to Great Meadow Gold Cup Access
  • Air Conditioner
  • Parking
  • Pet Friendly

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Events and Concierge! 5BR Heated Pool Near Wineries From US $1,275
         

New
House
Events and Concierge! 5BR Heated Pool Near Wineries
  • Air Conditioner
  • TV
  • Balcony/Terrace

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Hot Tub - Home Gym - Fire Pit - Game Room - Private Footpath to Winery From US $1,110
         

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New
House
Hot Tub - Home Gym - Fire Pit - Game Room - Private Footpath to Winery
  • Air Conditioner
  • Parking
  • View

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Events & Concierge! 6BR Heated Pool Near Wineries From US $1,032
         

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New
Apartment
Events & Concierge! 6BR Heated Pool Near Wineries
  • Air Conditioner
  • View
  • Security/Safety

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14-Person House with Pool and Hot Tub on Spectacular Estate From US $1,019
         

9.8 (7 Reviews)
House
14-Person House with Pool and Hot Tub on Spectacular Estate
  • Air Conditioner
  • Pet Friendly
  • TV

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Mountain Estate on 200Acres Ranch, Blue Ridge Views, Top Amenities, 20Min to SNP From US $953
         

10.0 (4 Reviews)
Other
Mountain Estate on 200Acres Ranch, Blue Ridge Views, Top Amenities, 20Min to SNP
  • Air Conditioner
  • Parking
  • Pool

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Top-Rated Vacation Rentals with a Pool in Orlean

Over 21+ Top-Rated Vacation Rentals with a Pool in or Near Orlean
Hidden Hollow Farm - Pool; Game Rm; Sleeps 26, 45 min. to DC, Weddings/Corporate From US $851
         

10.0 (145 Reviews)
Other
Hidden Hollow Farm - Pool; Game Rm; Sleeps 26, 45 min. to DC, Weddings/Corporate
  • Air Conditioner
  • Parking
  • Pool

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2 Bedroom 4 person house with private hot tub on Rural Estate From US $306
         

10.0 (3 Reviews)
House
2 Bedroom 4 person house with private hot tub on Rural Estate
  • Air Conditioner
  • Pool
  • TV

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Come Experience our Regenerative Farm in our historic and renovated Manor House. From US $285
         

9.8 (140 Reviews)
Other
Come Experience our Regenerative Farm in our historic and renovated Manor House.
  • Air Conditioner
  • Parking
  • Pool

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Glen Gordon Manor From US $316
         

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9.8 (96 Reviews)
Bed & Breakfast
Glen Gordon Manor
  • Air Conditioner
  • Parking
  • Pool

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Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary From US $422
         

9.8 (89 Reviews)
House
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
  • Air Conditioner
  • Parking
  • Pool

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10 Person House with Private Hot tub on Spectacular Rural Estate From US $630
         

9.8 (70 Reviews)
House
10 Person House with Private Hot tub on Spectacular Rural Estate
  • Air Conditioner
  • Pet Friendly
  • Pool

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Romantic Cottage with Private Hot Tub From US $267
         

9.8 (67 Reviews)
Cottage
Romantic Cottage with Private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • Pool

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Cottage Getaway for Two with Private Hot Tub From US $257
         

9.8 (50 Reviews)
Cottage
Cottage Getaway for Two with Private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • Pool

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Pet-Friendly Vacation Rentals in Orlean

Over 45+ Pet-Friendly Vacation Rentals in or Near Orlean
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains From US $233
         

10.0 (44 Reviews)
House
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
  • Air Conditioner
  • Parking
  • Pet Friendly

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Across The Inn historic luxury Colonial 3BR House with Fast Wi-Fi From US $300
         

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9.9 (12 Reviews)
House
Across The Inn historic luxury Colonial 3BR House with Fast Wi-Fi
  • Air Conditioner
  • Parking
  • Pet Friendly

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Red Roof Inn Warrenton From US $86
         

6.2 (800 Reviews)
Hotel
Red Roof Inn Warrenton
  • Air Conditioner
  • Parking
  • Pet Friendly

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Sleeps 4 w/screen porch and private Hot Tub From US $296
         

10.0 (9 Reviews)
House
Sleeps 4 w/screen porch and private Hot Tub
  • Air Conditioner
  • Pet Friendly
  • TV

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Cedarbank Cabin in Virginia Wine Country From US $275
         

10.0 (8 Reviews)
Cabin
Cedarbank Cabin in Virginia Wine Country
  • Air Conditioner
  • Parking
  • Pet Friendly

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6-Person House with private hot tub and screen porch From US $386
         

10.0 (4 Reviews)
House
6-Person House with private hot tub and screen porch
  • Air Conditioner
  • Pet Friendly
  • TV

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Serenity Cabin In The Woods From US $240
         

10.0 (3 Reviews)
Cabin
Serenity Cabin In The Woods
  • Air Conditioner
  • Parking
  • Pet Friendly

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Spacious & Fun, Tranquil Get Away | 5BR, Sauna From US $617
         

10.0 (2 Reviews)
House
Spacious & Fun, Tranquil Get Away | 5BR, Sauna
  • Air Conditioner
  • Parking
  • Pet Friendly

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Large Vacation Homes & Villas in Orlean

Over 26+ Large Vacation Homes & Villas in or Near Orlean
Secluded 4 bedroom log style home with screened porches, deck and fishing pond. From US $563
         

10.0 (5 Reviews)
House
Secluded 4 bedroom log style home with screened porches, deck and fishing pond.
  • Air Conditioner
  • Parking
  • TV

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Marriott Ranch Bed and Breakfast From US $169
         

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9.3 (41 Reviews)
Bed & Breakfast
Marriott Ranch Bed and Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area

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Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA From US $622
         

9.8 (74 Reviews)
House
Where Charming Local History Meets Modern Comfort ~ Historic Fauquier County, VA
  • Air Conditioner
  • Parking
  • Pet Friendly

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Private Trail To Wine! 5-bedroom Farmhouse In Heart Of Virginia Horse Country From US $576
         

9.8 (64 Reviews)
House
Private Trail To Wine! 5-bedroom Farmhouse In Heart Of Virginia Horse Country
  • Air Conditioner
  • Parking
  • Pet Friendly

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Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery From US $603
         

9.8 (53 Reviews)
House
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery
  • Air Conditioner
  • Parking
  • Pet Friendly

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Escape the city to this Spacious and Clean 5BR/3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country From US $614
         

9.8 (25 Reviews)
House
Escape the city to this Spacious and Clean 5BR/3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic Warrenton Home w/Patio & Hot Tub! From US $660
         

9.4 (3 Reviews)
House
Historic Warrenton Home w/Patio & Hot Tub!
  • Air Conditioner
  • Parking
  • TV

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Front Royal 5 bdrm 4 bth National park w/driveway From US $279
         

4.0 (1 Review)
House
Front Royal 5 bdrm 4 bth National park w/driveway
  • Air Conditioner
  • Parking
  • Pet Friendly

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Wheelchair Accessible Vacation Homes in Orlean

Over 7+ Wheelchair Accessible Vacation Homes in or Near Orlean
Rustic Cabin with Mtn Views, Deck and Fire Pit! From US $189
         

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New
House
Rustic Cabin with Mtn Views, Deck and Fire Pit!
  • Parking
  • Wheelchair Accessible
  • Child Friendly

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Holiday Inn Express Hotel & Suites Warrenton by IHG From US $115
         

8.6 (777 Reviews)
Hotel
Holiday Inn Express Hotel & Suites Warrenton by IHG
  • Air Conditioner
  • Parking
  • Pool

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White Moose Inn From US $382
         

9.8 (68 Reviews)
Hotel
White Moose Inn
  • Air Conditioner
  • Parking
  • TV

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Airlie From US $207
         

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8.6 (95 Reviews)
Hotel
Airlie
  • Air Conditioner
  • Parking
  • Pet Friendly

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Holiday Inn Express Hotel & Suites Warrenton by IHG From US $143
         

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8.4 (188 Reviews)
Hotel
Holiday Inn Express Hotel & Suites Warrenton by IHG
  • Air Conditioner
  • Parking
  • Pet Friendly

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Red Roof Inn Warrenton From US $105
         

6.5 (204 Reviews)
Hotel
Red Roof Inn Warrenton
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area

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Baymont by Wyndham Warrenton From US $81
         

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4.8 (257 Reviews)
Hotel
Baymont by Wyndham Warrenton
  • Air Conditioner
  • Designated Smoking Area
  • Wheelchair Accessible

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Orlean Vacation Rentals and Airbnb Places to Stay Under $200

Over 19+ Orlean Vacation Rentals and Airbnb Places to Stay Under $200
Completely private suite with tub,kitchen, living room, & private entrance From US $182
         

10.0 (18 Reviews)
House
Completely private suite with tub,kitchen, living room, & private entrance
  • Air Conditioner
  • Parking
  • TV

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Modern Mountain Retreat with Deck and Hot Tub! From US $200
         

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9.7 (3 Reviews)
House
Modern Mountain Retreat with Deck and Hot Tub!
  • Parking
  • Pet Friendly
  • Accessibility

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Baymont by Wyndham Warrenton From US $74
         

6.4 (1002 Reviews)
Hotel
Baymont by Wyndham Warrenton
  • Air Conditioner
  • Parking
  • Pool

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Cozy 1BR Apt Minutes From Skyline Drive! From US $140
         

9.8 (42 Reviews)
Apartment
Cozy 1BR Apt Minutes From Skyline Drive!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Cozy 3-bedroom in Amissville 13 acres of trails and a pond! From US $195
         

New
Cottage
Cozy 3-bedroom in Amissville 13 acres of trails and a pond!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Luxury suite w/private bath; only 1/2 block from the Inn at Little Washington! From US $146
         

9.8 (6 Reviews)
Bed & Breakfast
Luxury suite w/private bath; only 1/2 block from the Inn at Little Washington!
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

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Hazegrov in Virginia Horse and Wine Countryn From US $181
         

9.0 (4 Reviews)
Villa
Hazegrov in Virginia Horse and Wine Countryn
  • Air Conditioner
  • Parking
  • Pet Friendly

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A mountain retreat, solitude for singles, a romantic getaway for couples... From US $159
         

4.8 (142 Reviews)
Cottage
A mountain retreat, solitude for singles, a romantic getaway for couples...
  • Air Conditioner
  • TV
  • Bedding/Linens

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Instantly Bookable Vacation Homes in Orlean

Over 39+ Instantly Bookable Vacation Homes in or Near Orlean
Mint Cottage at Little Washington - a modern, spacious retreat with a view From US $432
         

10.0 (9 Reviews)
House
Mint Cottage at Little Washington - a modern, spacious retreat with a view
  • Air Conditioner
  • Parking
  • TV

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Magical Unicorn Hollow/Wineries/Great Meadows EventsnFully furnished apartment From US $403
         

10.0 (6 Reviews)
House
Magical Unicorn Hollow/Wineries/Great Meadows EventsnFully furnished apartment
  • Air Conditioner
  • Parking
  • TV

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Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street From US $266
         

10.0 (4 Reviews)
Apartment
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street
  • Air Conditioner
  • Parking
  • TV

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Grape & Vine Cottage · Luxury Main Street Retreat From US $462
         

10.0 (2 Reviews)
House
Grape & Vine Cottage · Luxury Main Street Retreat
  • Air Conditioner
  • Parking
  • TV

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Vineyard Cottage w/BBQ & Scenic Views From US $338
         

10.0 (1 Review)
House
Vineyard Cottage w/BBQ & Scenic Views
  • Air Conditioner
  • Parking
  • Pet Friendly

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Modern Mountain Retreat w/Deck + Hot Tub! From US $267
         

9.8 (79 Reviews)
House
Modern Mountain Retreat w/Deck + Hot Tub!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic 2-Bedroom in Old Town Warrenton, Virginia From US $229
         

9.8 (60 Reviews)
Apartment
Historic 2-Bedroom in Old Town Warrenton, Virginia
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Romantic African-Inspired Studio on Alpaca Farm – Under the Stars From US $451
         

9.8 (9 Reviews)
Apartment
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars
  • Air Conditioner
  • Parking
  • Pet Friendly

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About Orlean Vacation Rentals

With more than 142 Orlean vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Luxurycruises and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Orlean.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Luxurycruises Orlean, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Orlean. Places to stay near Orlean are 1435.64 ft² on average, with prices averaging $426 a night.

Luxurycruises makes it easy and safe to find and compare vacation rentals in Orlean with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Orlean

Type Count
Vacation Homes 72
Holiday Apartments 16
Cottages 15
Hotels with Suites 12
Others 11
Cabin Rentals 7
B&B 6
Villas 3

Use these Quick Filters to Find a Vacation Rental in Orlean

★ Pro Tip: Luxurycruises makes it easy to compare the best listings on Luxurycruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurycruises homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Orlean.

Weather in Orlean

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

Luxurycruises offers a large selection of top attractions around Orlean. Research things to do on your vacation before you visit Orlean.


Front Royal Entrance SheNonedoah National Park Little Washington Winery Skyline Caverns Tudor Day Spa Cobbler Mountain Cellars SheNonedoah River State Park Lord Fairfax Community College Barrel Oak Winery Linden Vineyards Delaplane Cellars Haymarket IcePlex Virginia Wine Country Tours Stonewall Golf Club Naked Mountain Winery & Vineyards Blue Ridge Arts Council and Gallery Bing Crosby Stadium Philip Carter Winery Copper Fox Distillery Meredyth Vineyards Old Jail Museum

Orlean Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Orlean?

Currently, the total number of properties listed in 2026 is over 142 in the Orlean area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Orlean.