Best Vacation Homes in Orange County
Cabin
10.0(158 Reviews)
2 Bedrooms
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
£132/Night
7 Nights - £923
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
2195.84 ft²
- Parking
Air Conditioner
Internet
Wheelchair Accessible
£261/Night
7 Nights - £1,828
Bed & Breakfast
9.2(292 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
Breakfast- Parking
- Air Conditioner
£269/Night
7 Nights - £1,881
House
10.0(104 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
£234/Night
7 Nights - £1,640
House
9.8(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
3089.24 ft²
- Fireplace/Heating
View- Parking
- Internet
£229/Night
7 Nights - £1,604
Cottage
10.0(9 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£164/Night
7 Nights - £1,151
House
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
£218/Night
7 Nights - £1,527
Apartment
10.0(6 Reviews)
1 Bedroom
2 Baths
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
£185/Night
7 Nights - £1,296
Orange County Luxury Rentals
Villa
10.0(12 Reviews)
5 Bedrooms
4 Baths
10 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£852/Night
7 Nights - £5,961
House
10.0(29 Reviews)
7 Bedrooms
4 Baths
22 Guests
Oceanfront- Hot Tub
- Fireplace/Heating
Ocean View
£833/Night
7 Nights - £5,832
House
6 Bedrooms
5 Baths
18 Guests
5318 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£698/Night
7 Nights - £4,887
House
10.0(84 Reviews)
6 Bedrooms
4 Baths
21 Guests
4700 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£593/Night
7 Nights - £4,154
House
10.0(22 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£567/Night
7 Nights - £3,969
House
5 Bedrooms
4 Baths
13 Guests
- Fireplace/Heating
- View
- Pet Friendly
- Parking
£555/Night
7 Nights - £3,888
House
10.0(1 Review)
5 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£524/Night
7 Nights - £3,672
House
5 Bedrooms
3 Baths
14 Guests
3088 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£511/Night
7 Nights - £3,579
Orange County Pet Friendly Vacation Rentals
House
9.8(44 Reviews)
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£86/Night
7 Nights - £603
Bed & Breakfast
9.5(28 Reviews)
9 Bedrooms
9 Baths
26 Guests
336.37 ft²
- Hot Tub
Skiing- Fireplace/Heating
- Balcony/Terrace
£234/Night
7 Nights - £1,637
House
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£746/Night
7 Nights - £5,223
Villa
1 Bedroom
1 Bath
2 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£262/Night
7 Nights - £1,834
House
3 Bedrooms
1 Bath
6 Guests
839.58 ft²
- Fireplace/Heating
Pool- Balcony/Terrace
- View
£218/Night
7 Nights - £1,525
Cottage
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£219/Night
7 Nights - £1,536
House
10.0(42 Reviews)
7 Bedrooms
3 Baths
12 Guests
3000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£459/Night
7 Nights - £3,216
House
10.0(34 Reviews)
3 Bedrooms
2 Baths
6 Guests
2000 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£213/Night
7 Nights - £1,493
Orange County Large Vacation Homes
House
10.0(104 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£430/Night
7 Nights - £3,008
House
5 Bedrooms
3 Baths
14 Guests
3487.51 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£367/Night
7 Nights - £2,571
House
10.0(55 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
£331/Night
7 Nights - £2,319
House
4 Bedrooms
4 Baths
12 Guests
2637.16 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
£305/Night
7 Nights - £2,136
House
10.0(10 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£319/Night
7 Nights - £2,237
House
10.0(5 Reviews)
4 Bedrooms
4 Baths
16 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£369/Night
7 Nights - £2,585
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
11 Guests
2800 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
£348/Night
7 Nights - £2,438
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£328/Night
7 Nights - £2,295
Why Choose Rent By Owner for your Orange County Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Orange County
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the weather is pleasant, and the area’s natural beauty is at its peak, allowing you to enjoy everything this destination has to offer in comfort and tranquility.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, the region experiences warm weather and longer daylight hours, making it an ideal period for outdoor activities and exploring the area's natural beauty.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
The fall months bring vibrant foliage and pleasant temperatures, attracting visitors who wish to enjoy scenic views and outdoor excursions in this destination.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
Off-Season Highlights
Winter (December to February)
During winter, cooler temperatures and fewer crowds make this a peaceful time to explore the area’s scenic landscapes and cozy accommodations.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Early Spring (March to April)
This shoulder season offers milder weather and fewer visitors, providing a quiet yet rejuvenating experience with the landscape beginning to bloom again.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Orange County
How to Book Your Orange County Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Orange County
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for relaxing meals amidst the scenic surroundings of this destination.
- Take advantage of spacious yards or gardens to unwind, play, or host gatherings during your stay.
- Benefit from private patios or decks that offer scenic views and a great spot to enjoy morning coffee or evening drinks.
- Seek out outdoor fire pits for cozy evenings under the stars with friends or family.
- Make use of well-maintained pathways or trails ideal for walking, jogging, or biking exploring the area's natural beauty.
- Experience the convenience of outdoor grills available for barbecues and cookouts in the region’s pleasant climate.
- Relax by a private swimming pool or hot tub, perfect for unwinding after a day of exploring the local attractions.
Top Attractions Around Orange County
What attractions are nearby?
In this scenic area, you can enjoy nearby outdoor activities, historical sites, and local dining experiences that showcase the charm of Orange County, Virginia, offering plenty of opportunities to explore and relax during your stay.
Family Activities
- George Washington Birthplace National Monument: Discover the history of America's first president at this educational site, perfect for family outings in the area.
- Lake Anna State Park: Enjoy a day of outdoor fun with swimming, hiking, and picnicking near the scenic waters of Lake Anna, ideal for family adventures.
- Virginia Safari Park: Experience an exciting drive-through safari where your family can get up close with exotic animals in a natural setting.
- Historic Downtown Culpeper: Stroll through charming streets filled with local shops and eateries, offering a cultural experience suited for all ages in the region.
Adult Activities
- Wine Tasting Tours: Explore the region’s renowned wineries and vineyards, offering you a memorable tasting experience amidst scenic vineyard landscapes.
- Historical Site Visits: Discover the area's rich history by visiting local historical landmarks and museums that showcase its cultural heritage.
- Outdoor Recreational Activities: Enjoy hiking, biking, or fishing in the natural parks and lakes that provide serene settings for outdoor adventures.
- Gourmet Dining Experiences: Indulge in the region’s farm-to-table restaurants and cafes, where fresh local ingredients elevate your culinary journey.
Other Places to Stay in Orange County, VA
Unionville
Rhoadesville
Graves Fine Art Gallery
Lahore
Honah Lee Vineyard
Montpelier Station
James Madison's Montpelier
Barboursville
Locust Grove
Orange
Lake of the Woods
Thornhill
Orange County Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During Off-Peak Seasons: Visiting during less busy times allows you to enjoy popular attractions and outdoor activities with fewer crowds in this charming area.
- Explore Local Dining Options: Take advantage of the region’s diverse culinary scene by dining at local eateries that highlight the area's unique flavors and specialties.
- Utilize Nature and Outdoor Activities: Make the most of the natural beauty here by engaging in outdoor pursuits such as hiking, biking, or relaxing by scenic waterways.
- Book Your Vacation Rentals Early: Securing your preferred vacation rentals well in advance ensures a comfortable stay and access to the best properties available in this destination.
Transportation Options
- Orange County Transit System: This local bus service provides convenient transportation options for exploring the area and accessing key attractions near your vacation rental.
- Rental Car Services: Renting a car offers flexibility and ease when traveling between the region’s scenic sites and your chosen accommodations here.
- Taxi and Rideshare Services: Taxis and rideshare companies like Uber and Lyft operate throughout the destination, making short trips around the region simple and reliable.
- Bicycle Rentals: Biking is an eco-friendly way to discover the area's charm at your own pace with nearby bike rental shops serving visitors here.
Local Customs Options
- Southern Hospitality: You will experience the warm and friendly gestures that are characteristic of local residents, reflecting the area's welcoming community vibe.
- Historic Celebrations: Participating in annual events and festivals often honors the region’s rich history, offering you a glimpse into its cultural heritage.
- Culinary Traditions: Savor the local flavors through traditional Southern cuisine that is commonly enjoyed during social gatherings and meals.
- Respect for Nature: When exploring here, you are encouraged to observe conservation customs, such as preserving the scenic countryside and respecting outdoor spaces.
Frequently Asked Questions About Orange County?
1. What are the top vacation rentals in Orange County?
There are a lot of options in Orange County. If you plan on staying in the Orange County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation 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.
2. How many vacation rentals have private pools in Orange County?
There are 1 vacation rentals with private pools near Orange County. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Orange County are best for families?
If you are looking for a family-friendly vacation home in Orange County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orange County:
4. How many Rentbyowner vacation rentals are available in Orange County?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 118 in the Orange County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Orange County.
5. What is the cancellation policy for vacation rentals in Orange County, Virginia?
Cancellation policies vary by property listing. You should review the specific rental agreement or contact the owner directly to understand the terms related to cancellations and potential refunds.
6. How do I ensure my reservation in this region is secure and reliable?
Bookings are managed through trusted platforms offering secure payment options. Always verify the listing details and communicate directly with the property owner for confirmation before finalizing your reservation.
7. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning charges, service fees, or taxes may apply depending on the property. These will be detailed on the listing page, so review all costs before confirming your reservation.
8. What amenities are typically included in vacation rentals around the area?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. For specific features such as pet-friendly options or outdoor spaces, check the individual listing details or contact the owner directly.
9. How can I find a vacation rental that best fits my needs in this destination?
Utilize the search filters on the platform to narrow down options based on location, size, budget, and amenities. Reading reviews and contacting owners can also help ensure the property aligns with your travel preferences.
Orange County Top Rated Vacation Rentals
House
10.0(86 Reviews)
4 Bedrooms
3 Baths
8 Guests
2300 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£259/Night
7 Nights - £1,815
£295/Night
7 Nights - £2,069
House
10.0(49 Reviews)
3 Bedrooms
2 Baths
8 Guests
1728 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
£257/Night
7 Nights - £1,799
Apartment
10.0(34 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£152/Night
7 Nights - £1,063
Other
10.0(10 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£222/Night
7 Nights - £1,552
House
10.0(1 Review)
4 Bedrooms
3 Baths
13 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
£401/Night
7 Nights - £2,805
House
9.8(16 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
£143/Night
7 Nights - £1,001
£100/Night
7 Nights - £697
