Best Vacation Homes in Delaplane
Cottage
10.0(88 Reviews)
1 Bedroom
1 Bath
4 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
R3,775/Night
7 Nights - R26,417
House
10.0(1 Review)
3 Bedrooms
2 Baths
7 Guests
2497.23 ft²
Oceanfront- Fireplace/Heating
Ocean View
View
R6,603/Night
7 Nights - R46,226
House
10.0(3 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,894/Night
7 Nights - R34,261
Cottage
10.0(30 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Fireplace/Heating
Air Conditioner
Internet
Child Friendly
R3,154/Night
7 Nights - R22,083
House
9.5(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
1797.57 ft²
Parking- Air Conditioner
- Internet
- Child Friendly
R4,629/Night
7 Nights - R32,399
House
10.0(19 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R5,018/Night
7 Nights - R35,118
House
10.0(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
2002 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Kitchen
R4,987/Night
7 Nights - R34,904
Cabin
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,951/Night
7 Nights - R27,653
Delaplane Luxury Rentals
Villa
6 Bedrooms
7 Baths
13 Guests
9999.67 ft²
- Fireplace/Heating
Pool- View
- Parking
R31,476/Night
7 Nights - R220,335
Villa
10.0(2 Reviews)
6 Bedrooms
6 Baths
13 Guests
10000 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
R30,918/Night
7 Nights - R216,429
Other
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
R22,840/Night
7 Nights - R159,887
House
5 Bedrooms
4 Baths
18 Guests
5005.22 ft²
- View
- Pet Friendly
- Parking
- Air Conditioner
R18,297/Night
7 Nights - R128,081
House
7 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R14,500/Night
7 Nights - R101,499
House
10.0(31 Reviews)
5 Bedrooms
3 Baths
11 Guests
- Fireplace/Heating
- Air Conditioner
- Child Friendly
Laundry
R14,040/Night
7 Nights - R98,285
House
10.0(13 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R13,237/Night
7 Nights - R92,666
House
9.2(5 Reviews)
5 Bedrooms
4 Baths
16 Guests
4211 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R13,048/Night
7 Nights - R91,331
Delaplane Pet Friendly Vacation Rentals
Cottage
9.8(52 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,772/Night
7 Nights - R26,401
House
9.0(1 Review)
1 Bedroom
2 Baths
4 Guests
721.18 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
R3,889/Night
7 Nights - R27,225
Cabin
8.8(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
800 ft²
Hot Tub- Fireplace/Heating
- Pet Friendly
- Kitchen
R4,153/Night
7 Nights - R29,070
House
10.0(76 Reviews)
4 Bedrooms
4 Baths
10 Guests
6000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R8,694/Night
7 Nights - R60,860
Cottage
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R6,454/Night
7 Nights - R45,188
House
10.0(6 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R12,466/Night
7 Nights - R87,260
Cabin
10.0(5 Reviews)
3 Bedrooms
1 Bath
7 Guests
2500 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
R5,885/Night
7 Nights - R41,199
New
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,158/Night
7 Nights - R36,107
Delaplane Large Vacation Homes
House
9.8(65 Reviews)
5 Bedrooms
3 Baths
14 Guests
2700 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R11,016/Night
7 Nights - R77,109
House
9.8(59 Reviews)
5 Bedrooms
3 Baths
18 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R10,209/Night
7 Nights - R71,456
Cabin
9.6(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,744/Night
7 Nights - R40,211
House
8.0(4 Reviews)
4 Bedrooms
4 Baths
11 Guests
- Fireplace/Heating
- Breakfast
- Pet Friendly
- Air Conditioner
R12,057/Night
7 Nights - R84,393
House
5.0(1 Review)
7 Bedrooms
4 Baths
12 Guests
- Kitchen
- Air Conditioner
TV
Bedding/Linens
R5,208/Night
7 Nights - R36,453
Why Choose Rent By Owner for your Delaplane 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 Delaplane
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit the area can greatly enhance your experience, allowing you to enjoy the region's charming atmosphere and natural beauty at its best.
Peak Season Highlights
Spring (March to May)
Experience the region's vibrant blossoms and pleasant weather during this time, making it ideal for exploring the scenic outdoors and enjoying local events.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Fall (September to November)
Witness stunning autumn foliage that transforms the landscape, providing picturesque views and a cozy atmosphere perfect for relaxation.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Off-Season Highlights
Winter (December to February)
Enjoy quieter surroundings and lower rates, ideal for peaceful retreats and indoor activities when the area is less crowded.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
Summer (June to August)
While summer brings warmer weather, this period can be busier, but it’s perfect for outdoor activities and enjoying longer daylight hours.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Weekly Weather Forecast for Delaplane
How to Book Your Delaplane 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 Delaplane
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 a private outdoor seating area perfect for relaxing and soaking in the scenic views of this destination.
- Take advantage of spacious gardens or landscaped yards to explore local flora and fauna.
- Make use of outdoor grills and dining spaces for memorable meals with family and friends.
- Relax by a private or shared swimming pool, ideal for cooling off during warm summer days.
- Explore nearby hiking trails or nature walks directly from your rental location.
- Benefit from outdoor fire pits or fireplaces, perfect for cozy evenings under the stars.
- Utilize available outdoor sports amenities such as tennis courts, basketball hoops, or volleyball nets, suitable for active guests.
Top Attractions Around Delaplane
What attractions are nearby?
In this charming area, you can enjoy exploring scenic wineries, hiking through picturesque trails, and discovering local attractions that highlight the region's natural beauty and rural charm.
Family Activities
- Sky Meadows State Park: Explore scenic hiking trails and picnic areas that offer an outdoor adventure right in the heart of the region, perfect for family outings.
- Delaplane Cellars: Enjoy a family-friendly wine tasting experience with beautiful vineyard views, along with opportunities for relaxation and learning about local viticulture.
- Horseback Riding Tours: Experience guided horseback riding tours through the area's picturesque countryside, providing an engaging activity for all ages.
- Historic Sites and Local Farms: Visit charming historic sites and local farms nearby to learn about the area's rich heritage and enjoy fresh, farm-grown produce with your loved ones.
Adult Activities
- Wine Tasting Tours: Explore the renowned vineyards of this region and indulge in wine tasting experiences that showcase the area's rich viticultural heritage.
- Historic Site Visits: Immerse yourself in local history by touring historic landmarks that highlight the area's cultural significance.
- Gourmet Dining Experiences: Savor farm-to-table cuisine at acclaimed restaurants that emphasize fresh, regional ingredients unique to this destination.
Delaplane Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Wineries: Take advantage of the region's renowned wineries to enjoy tasting tours and gain a deeper appreciation of the area's rich viticulture.
- Plan Outdoor Adventures: Maximize your stay by discovering scenic trails and outdoor activities that showcase the natural beauty of this destination.
- Visit Seasonally Popular Events: Check the local calendar for seasonal festivals and events to experience the vibrant community atmosphere unique to here.
- Choose Prime Accommodation: Book well-located vacation rentals that offer comfort and convenience, allowing you to make the most of your time exploring the region.
Transportation Options
- Car Rentals: Renting a car here offers the flexibility to explore the scenic countryside and local attractions at your own pace.
- Public Transit: Bus services connect this area to nearby towns and cities, providing an economical transportation option for visitors staying in vacation rentals.
- Private Chauffeur Services: Enjoy personalized transportation around the region with private chauffeurs, ideal for comfort and convenience during your stay.
- Taxis and Rideshare Services: Taxis and ride-hailing apps are available for quick, reliable transfers to key points of interest in the surrounding area.
Local Customs Options
- Southern Hospitality: You’ll notice the warm and friendly manner of locals, reflecting the area's rich tradition of southern hospitality that makes visitors feel truly welcomed.
The region takes pride in its preservation of local crafts and folk art, often showcased through community events and craft fairs that you can explore during your stay. - Farm-to-Table Dining Customs: Expect a strong emphasis on fresh, locally sourced ingredients, with many eateries embracing farm-to-table practices that highlight the region’s agricultural roots.
- Celebration of Local History: Delaplane values its history, which is reflected in local festivals and traditions that honor the area's heritage and provide insight into its cultural identity.
Frequently Asked Questions About Delaplane?
1. What are the top vacation rentals in Delaplane?
There are a lot of options in Delaplane. If you plan on staying in the Delaplane area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Delaplane:
- The Mill House in Upperville -
- Whiskey Hill Cabin a mountain escape in Virginia wine country
- Weekend getaway short distance from DC/Northern Virginia
- Virginia Wine Country Retreat 60 mi. from DC
- Historic house in Upperville! Wineries, equestrian events, great location!
- Hunt Country cottage in Upperville!
- Cozy Country Getaway in the Heart of Upperville
- Renovated 1880s farmhouse near the Blue Ridge and Sky Meadows with amazing views
- Charming 3-bedroom cottage located on historic Seaton Place Farm in Delaplane VA
- Bedrooms 3, Bathrooms 1, Sleeps 6
2. Which vacation homes in Delaplane are best for families?
If you are looking for a family-friendly vacation home in Delaplane, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Delaplane:
3. How many Rentbyowner vacation rentals are available in Delaplane?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 79 in the Delaplane 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 Delaplane.
4. What is the cancellation policy for vacation rentals in this area?
The cancellation policy varies by listing. You should review the specific terms on each property’s page or contact the owner directly to understand the cancellation and refund procedures.
5. Are there any additional fees I should be aware of when booking a vacation rental?
Additional fees such as cleaning fees, service charges, or taxes are outlined on the listing page. It’s advisable to read the detailed fee section or reach out to the property owner for clarification.
6. How do I secure my reservation for a vacation rental in this region?
Reservations are confirmed through the booking platform once you complete the required payment and verification process. For specific instructions or assistance, contacting the owner may help expedite your reservation.
7. Is there a minimum stay requirement for booking vacation rentals here?
Many properties have minimum stay requirements that can vary from one to several nights. Check the individual listing details to confirm the minimum stay before making your reservation.
8. What amenities are typically included in vacation rentals in this destination?
Amenities differ per property but often include essentials like Wi-Fi, kitchen facilities, and outdoor spaces. Review each listing carefully or contact the owner to ensure the amenities meet your needs.
Delaplane Top Rated Vacation Rentals
House
10.0(153 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R10,138/Night
7 Nights - R70,962
Cabin
3 Bedrooms
2 Baths
4 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
R6,260/Night
7 Nights - R43,820
