Best Vacation Homes in Dover
Cabin
8.6(17 Reviews)
2 Bedrooms
2 Baths
6 Guests
1296 ft²
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $353/Night
7 Nights - US $2,473
Resort
8.9(39 Reviews)
1 Bath
33 Guests
696.07 ft²
Private Pool
Oceanfront- Hot Tub
Breakfast
US $906/Night
7 Nights - US $6,340
House
7.4(21 Reviews)
1 Bedroom
1 Bath
- Hot Tub
- Breakfast
- Parking
Pool
US $348/Night
7 Nights - US $2,439
House
10.0(31 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $1,077/Night
7 Nights - US $7,541
Cottage
10.0(62 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
Air Conditioner
US $399/Night
7 Nights - US $2,794
Cottage
10.0(49 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $425/Night
7 Nights - US $2,974
House
10.0(6 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
Internet
US $181/Night
7 Nights - US $1,267
Dover Luxury Rentals
House
10.0(1 Review)
4 Bedrooms
4 Baths
12 Guests
4018 ft²
- Air Conditioner
- Internet
Child Friendly
Laundry
US $4,190/Night
7 Nights - US $29,330
House
10.0(15 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,667/Night
7 Nights - US $18,669
House
10.0(41 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,652/Night
7 Nights - US $18,565
House
10.0(2 Reviews)
9 Bedrooms
6 Baths
16 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $1,774/Night
7 Nights - US $12,420
House
5 Bedrooms
6 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,710/Night
7 Nights - US $11,970
House
10.0(17 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $1,603/Night
7 Nights - US $11,219
New
House
3 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $937/Night
7 Nights - US $6,562
House
9.8(65 Reviews)
6 Bedrooms
5 Baths
11 Guests
4600 ft²
- Private Pool
- Parking
- Pool
Ocean View
US $887/Night
7 Nights - US $6,211
Dover Pet Friendly Vacation Rentals
House
10.0(153 Reviews)
2 Bedrooms
1 Bath
4 Guests
1400 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $306/Night
7 Nights - US $2,139
House
2 Bedrooms
2 Baths
6 Guests
1291.67 ft²
- Hot Tub
View- Air Conditioner
- Internet
US $398/Night
7 Nights - US $2,786
House
10.0(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
3000 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $642/Night
7 Nights - US $4,497
House
3 Bedrooms
2 Baths
5 Guests
2195.84 ft²
- Parking
- Pool
- Balcony/Terrace
- Internet
US $391/Night
7 Nights - US $2,735
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
5 Guests
2200 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $550/Night
7 Nights - US $3,849
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
1100 ft²
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $356/Night
7 Nights - US $2,494
House
9.8(75 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $536/Night
7 Nights - US $3,753
Apartment
9.8(26 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $271/Night
7 Nights - US $1,899
Dover Large Vacation Homes
House
9.4(31 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $678/Night
7 Nights - US $4,748
House
6.7(3 Reviews)
9 Bedrooms
9 Baths
26 Guests
376.74 ft²
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $595/Night
7 Nights - US $4,165
House
9 Bedrooms
6 Baths
16 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $1,693/Night
7 Nights - US $11,850
House
5 Bedrooms
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $481/Night
7 Nights - US $3,368
Villa
10.0(2 Reviews)
4 Bedrooms
8 Baths
8 Guests
3850 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $2,274/Night
7 Nights - US $15,915
House
10.0(1 Review)
9 Bedrooms
6 Baths
15 Guests
- Hot Tub
- Parking
Spa- Balcony/Terrace
US $1,234/Night
7 Nights - US $8,638
House
4.7(50 Reviews)
3 Bedrooms
3 Baths
16 Guests
3525 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $260/Night
7 Nights - US $1,820
House
11 Bedrooms
13 Baths
35 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $5,776/Night
7 Nights - US $40,430
Why Choose Rent By Owner for your Dover 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 Dover
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here can greatly enhance your experience, as the region offers different charms and activities depending on the season, making it essential to plan your trip accordingly when booking vacation rentals in this charming destination.
Peak Season Highlights
Spring (March to May)
During spring, this region experiences pleasant weather, making it an ideal time to explore the area's natural beauty and local attractions.
Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
Fall (September to November)
Autumn brings vibrant foliage and comfortable temperatures, perfect for enjoying outdoor activities and scenic views in the area.
Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F
Off-Season Highlights
Summer (June to August)
While summer offers warm weather, it is also the busiest time of year, so expect more visitors during your stay here.
Average Temperature Daytime: 80-85°F - Nighttime: 60-65°F
Winter (December to February)
The winter months tend to be quieter and cooler, providing a peaceful atmosphere for those who prefer less crowded travel experiences.
Average Temperature Daytime: 35-45°F - Nighttime: 25-30°F
Weekly Weather Forecast for Dover
How to Book Your Dover 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 Dover
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 with a private patio or picnic area, perfect for savoring local flavors.
- Relax by a spacious outdoor pool, ideal for cooling off during warm summer days.
- Spend time in a beautifully landscaped garden or yard, offering a tranquil retreat after exploring the region.
- Take advantage of outdoor grilling facilities to cook delicious meals with friends and family.
- Explore walking or biking trails nearby, allowing you to experience the area's scenic beauty firsthand.
- Unwind on a furnished porch or veranda, providing a cozy spot to enjoy the fresh air.
- Make use of outdoor recreational equipment such as kayaks, paddleboards, or tennis courts available on some properties.
Top Attractions Around Dover
What attractions are nearby?
During your stay, you'll find a variety of nearby activities in the region, including exploring scenic parks, enjoying local wineries, and discovering charming shops and eateries that showcase the area's unique character.
Family Activities
- Middleburg Horse and Hunt Show: Experience a family-friendly event where you can watch exciting horse competitions and learn about local equestrian traditions.
- Chrysalis Vineyards Tour: Discover the region's renowned vineyards with engaging tours and tastings suitable for all ages, offering a true taste of Middleburg’s wine country.
- Oatlands Historic House and Gardens: Explore the scenic gardens and historic mansion, providing an educational and picturesque outing perfect for families seeking cultural experiences.
- Sky Meadows State Park: Enjoy outdoor adventures with hiking, picnicking, and nature exploration in this expansive park nestled nearby, ideal for active family days.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned wineries, sampling exquisite Virginia wines amidst picturesque vineyard settings.
- Golfing Experiences: Play a round at world-class golf courses nestled in the scenic countryside, perfect for relaxation and leisure.
- Equestrian Activities: Enjoy horseback riding through the area's vast horse farms and scenic trails, immersing yourself in the local equestrian culture.
Dover Travel Tips
How Can You Make the Most of Your Stay?
- Plan your visit around local events: Check the area's event calendar to align your stay with festivals or markets that showcase Middleburg's charming community spirit.
- Explore nearby scenic routes: Take advantage of the region’s beautiful countryside by touring the picturesque roads and trails surrounding Dover's vacation rentals.
- Prioritize outdoor activities: Engage in outdoor pursuits such as horseback riding or wine tasting, which are popular here and highlight the area's natural beauty.
- Book accommodations early: Secure your preferred vacation rental well in advance to enjoy a seamless and stress-free experience during busy seasons in this destination.
Transportation Options
- Local Shuttle Services: You can easily access local shuttle options that connect you to key attractions and transport hubs within the area.
- Rental Car Services: Renting a vehicle in this region offers flexibility to explore the scenic landscapes and nearby towns at your own pace.
- Taxi and Rideshare Options: Convenient taxi and rideshare services are available here, making short trips around this destination hassle-free.
- Public Transportation: The area is served by public transit systems that provide affordable and reliable travel throughout the region.
Local Customs Options
- Southern Hospitality: Embrace the warm and welcoming attitude that reflects the region’s friendly traditions when you visit local gatherings or dine at community eateries.
- Historic Preservation:
- Local Craftsmanship:
- Historic Preservation:
Frequently Asked Questions About Dover?
1. What are the top vacation rentals in Dover?
There are a lot of options in Dover. If you plan on staying in the Dover area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dover:
- CEDAR LANE - Private Cottage, Sophisticated Country Charm
- Historic and Updated Farmhouse Built in 1808
- Hunt Box-Antique Filled Cottage on Lowelands Farm-Middleburg ZONR-2024-012704
- 18th Century Stone Cottage minutes from historic Middleburg
- Lovely Guest House 2.5 miles from downtown Middleburg
- Elegant Middleburg Manor with 3 Bedrooms 2 Baths
- Mulberry Manor House Spacious, Private & Peaceful Retreat -
- Spacious Modern Home on Middleburg Horse Farm
- Historic Equestrian Estate in Middleburg Hunt Country
- Pristine Middleburg Home with 2 Bedrooms 1 Bath
2. Which vacation homes in Dover are best for families?
If you are looking for a family-friendly vacation home in Dover, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dover:
3. How many Rentbyowner vacation rentals are available in Dover?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 82 in the Dover 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 Dover.
4. What is the cancellation policy for vacation rentals in Middleburg, Virginia?
Cancellation policies vary by property. It’s recommended to review the specific listing’s policy on the booking page or contact the property owner directly for detailed information.
5. How do I ensure my booking at a vacation rental in Dover, Virginia, is secure?
Bookings are secured through trusted platforms that offer secure payment options. Always verify the listing details and communicate through the platform to ensure a safe transaction.
6. Are there any additional fees I should be aware of when reserving a vacation rental here?
Additional fees such as cleaning, service charges, or taxes may apply. These details are typically outlined in the listing or during the booking process, so reviewing the booking summary is advised.
7. What amenities can I expect when staying at a vacation rental in Middleburg, Virginia?
Amenities vary depending on the property, but many rentals offer essentials like Wi-Fi, parking, and kitchen facilities. Check the specific listing for a complete list of available amenities.
8. How do I contact the property owner if I have questions after booking a vacation rental here?
Contact details are usually provided through the booking platform or within your reservation confirmation. Reaching out directly ensures you can clarify any concerns before or during your stay.
Dover Top Rated Vacation Rentals
US $696/Night
7 Nights - US $4,872
House
9.6(32 Reviews)
4 Bedrooms
2 Baths
9 Guests
2800 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $462/Night
7 Nights - US $3,234
US $789/Night
7 Nights - US $5,525
Hotel
9.2(38 Reviews)
13 Baths
985.31 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
US $325/Night
7 Nights - US $2,275
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
5 Guests
2200 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $351/Night
7 Nights - US $2,456
Bed & Breakfast
9.4(46 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $299/Night
7 Nights - US $2,093
Apartment
3 Bedrooms
1 Bath
2 Guests
550 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- Air Conditioner
US $888/Night
7 Nights - US $6,216
