Discover Your Perfect Dover Vacation Homes

Best Vacation Homes in Dover

10.0
Exceptional
(33 Reviews)
1142 ft² 2 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $237/Night For 7 Nights CA $1,657
9.0
Exceptional
(3 Reviews)
1140.97 ft² 2 Guests 1 Bedroom 2 Bathrooms
Apartment
  • Spa
  • Fireplace/Heating
  • Parking
CA $266/Night For 7 Nights CA $1,862
10.0
Exceptional
(1 Review)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
CA $273/Night For 7 Nights CA $1,912
10.0
Exceptional
(4 Reviews)
6 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $440/Night For 7 Nights CA $3,078
New
495.14 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
CA $341/Night For 7 Nights CA $2,385
10.0
Exceptional
(3 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Kitchen
  • Internet
  • Laundry
CA $215/Night For 7 Nights CA $1,506
10.0
Exceptional
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Internet
  • Child Friendly
  • TV
CA $191/Night For 7 Nights CA $1,337
10.0
Exceptional
(1 Review)
2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
CA $137/Night For 7 Nights CA $960

Dover Luxury Rentals

New
8 Guests 4 Bedrooms 3 Bathrooms
Group Friendly Other
CA $692/Night For 7 Nights CA $4,844
9.8
Exceptional
(24 Reviews)
15 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
CA $620/Night For 7 Nights CA $4,338
9.8
Exceptional
(29 Reviews)
1632 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
CA $492/Night For 7 Nights CA $3,446
10.0
Exceptional
(3 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
CA $468/Night For 7 Nights CA $3,276
New
301.39 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $460/Night For 7 Nights CA $3,219
9.8
Exceptional
(34 Reviews)
250 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $438/Night For 7 Nights CA $3,066
9.8
Exceptional
(22 Reviews)
224 ft² 5 Guests 1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $438/Night For 7 Nights CA $3,063
9.8
Exceptional
(7 Reviews)
10 Guests 4 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Air Conditioner
CA $434/Night For 7 Nights CA $3,036

Dover Pet Friendly Vacation Rentals

9.6
Exceptional
(36 Reviews)
4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Pet Friendly
  • Kitchen
CA $312/Night For 7 Nights CA $2,183
New
204.51 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
CA $286/Night For 7 Nights CA $2,005
New
1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Air Conditioner
CA $300/Night For 7 Nights CA $2,100
10.0
Exceptional
(10 Reviews)
2500 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $381/Night For 7 Nights CA $2,666
New
1496.18 ft² 4 Guests 1 Bedroom 1 Bathroom
House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $419/Night For 7 Nights CA $2,931
9.6
Exceptional
(10 Reviews)
1600 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $312/Night For 7 Nights CA $2,182
9.0
Exceptional
(26 Reviews)
6 Guests 3 Bedrooms 1 Bathroom
Family Friendly Cabin
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
CA $292/Night For 7 Nights CA $2,042
10.0
Exceptional
(7 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
CA $349/Night For 7 Nights CA $2,447

Dover Large Vacation Homes

8.6
Fabulous
(10 Reviews)
1900 ft² 10 Guests 4 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
CA $223/Night For 7 Nights CA $1,560
New
16 Guests 8 Bedrooms 6 Bathrooms
Group Friendly Apartment
  • Parking
  • Air Conditioner
  • Internet
CA $205/Night For 7 Nights CA $1,432
10.0
Exceptional
(2 Reviews)
14 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Balcony/Terrace
  • Pet Friendly
CA $791/Night For 7 Nights CA $5,534
New
11 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
CA $603/Night For 7 Nights CA $4,218
New
12 Guests 4 Bedrooms 4 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
CA $307/Night For 7 Nights CA $2,148
New
4000 ft² 16 Guests 5 Bedrooms 2 Bathrooms
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
CA $784/Night For 7 Nights CA $5,488
New
14 Guests 4 Bedrooms 2 Bathrooms
Ocean View Other
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
CA $458/Night For 7 Nights CA $3,208

Why Choose Rent By Owner for your Dover Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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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 best time to visit ensures you can enjoy the region's unique charm, making your stay in Dover, Kentucky, an unforgettable experience.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the region experiences mild and pleasant weather, making it an ideal time for outdoor activities and exploring. The area sees an increase in visitors seeking the fresh blooms and comfortable temperatures.

Average Temperature Daytime: 60-75°F - Nighttime: 45-55°F
autumn
Fall (September to November)

Autumn brings colorful foliage and cool, crisp air, attracting travelers who want to enjoy scenic views and outdoor adventures. This season offers a charming atmosphere perfect for relaxing stays and sightseeing.

Average Temperature Daytime: 65-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

Winter is a quieter period with colder weather, which might appeal to visitors looking for a peaceful retreat or to avoid crowds. Be prepared for lower temperatures and possible snow conditions.

Average Temperature Daytime: 35-45°F - Nighttime: 20-30°F
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Summer (June to August)

While summer offers warm temperatures suitable for outdoor pursuits, it is also the peak of high season, so expect more visitors and higher demand for vacation rentals. Early booking can ensure a comfortable stay here.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F

Weekly Weather Forecast for Dover

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.

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 access to private outdoor patios or decks where you can relax and unwind amidst the scenic surroundings.
  • Take advantage of well-maintained landscaped gardens that add beauty and tranquility to your outdoor experience.
  • Make the most of outdoor dining areas perfect for savoring meals while enjoying the fresh regional air.
  • Discover spacious yards or lawns ideal for outdoor activities or leisurely strolls within the property grounds.
  • Utilize outdoor grills or barbeque stations to prepare delicious meals during your stay here.
  • Benefit from on-site parking facilities with easy access to outdoor amenities and nearby attractions.
  • Explore nearby walking trails or nature paths that provide opportunities for outdoor adventure in this destination.
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Family Activities

  • Historic Downtown Dover: Explore charming shops and local eateries that showcase the area's rich heritage and small-town hospitality.
  • Dover Heritage Trail: Enjoy a family-friendly walk along this scenic trail, featuring informative signs about the region's history and natural beauty.
  • Local Parks and Recreation Areas: Spend quality time outdoors at nearby parks offering playgrounds, picnic spots, and open spaces perfect for family activities.
  • Community Events and Festivals: Check out seasonal events in the area that often include games, live entertainment, and activities suitable for all ages.
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Adult Activities

  • Visit the Dover Arts Center: Explore this cultural hub to enjoy local art exhibitions and engage with the vibrant arts community here.
  • Attend the Dover Farmers Market: Experience fresh, regional produce and handcrafted goods, perfect for a relaxing weekend outing in the area.
  • Enjoy outdoor activities at Dover City Park: Take a leisurely walk or have a picnic while savoring the scenic views just minutes from your vacation rental.
  • Discover local history at the Dover Museum: Immerse yourself in the region’s rich heritage through informative exhibits and engaging displays.

Other Places to Stay in Dover, KY

Dover 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 the serene beauty of this destination with fewer crowds and better rates on vacation rentals.
  • Explore Local Dining and Markets: Take advantage of the area's authentic eateries and markets to experience the region’s culinary delights and support local vendors during your stay.
  • Discover Nearby Outdoor Activities: Make the most of the natural surroundings by engaging in outdoor pursuits such as hiking or kayaking, which are popular here and enhance your overall experience.
  • Book Well in Advance: Secure your preferred vacation rental early, especially during peak travel seasons, to ensure a seamless stay in this charming area.

Transportation Options

  • Local Bus Services: A convenient way to explore the area, local bus services provide affordable transportation within Dover and to nearby attractions.
  • Rental Cars: Opting for a rental car offers flexibility and ease when traveling around this region at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing options are available for quick, reliable transportation around Dover and the surrounding areas.
  • Private Chauffeur Services: For a more personalized experience, private chauffeur services can provide comfortable and direct transportation here.

Local Customs Options

  • Southern Hospitality: You’ll notice the warm, friendly greetings and welcoming attitude that characterize the local customs here in this region of Kentucky.
  • Soul Food Traditions: Enjoy the appreciation for hearty, home-cooked meals and traditional dishes that are an integral part of the area's cultural identity.
  • Community Gatherings: Participate in neighborhood events and celebrations that foster strong connections among residents and visitors alike.
  • The locals take pride in maintaining the natural beauty of the area, reflected in their conservation efforts and outdoor etiquette.

Frequently Asked Questions About Dover?

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 105 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 Dover, Kentucky?

Cancellation policies vary depending on the specific rental property. You should review the terms listed on the property’s page or contact the property owner directly for detailed information about cancellations and potential fees.

5. Are there any additional fees I should be aware of when booking a vacation rental in this area?

Additional fees such as cleaning fees, service charges, or local taxes are often included in the listing details. It’s best to check the individual property description or reach out to the owner for a complete breakdown of all costs involved.

6. How do I know if the vacation rental I want to book is available for my travel dates?

Availability is updated in real-time on the listing page. If you see the dates open, they are typically confirmed for booking. For any questions or to confirm, contacting the property owner is recommended.

7. What amenities can I expect from vacation rentals here?

Amenities vary by property but often include essentials like Wi-Fi, parking, and fully equipped kitchens. To see what features are offered, please review the specific listing details or contact the host directly.

8. Is there a minimum stay requirement for booking a vacation rental in this destination?

Minimum stay requirements differ between properties. You should verify these details on the listing page or ask the property owner when making your inquiry to ensure your travel plans align.

Dover Top Rated Vacation Rentals

8.8
Fabulous
(765 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $167/Night For 7 Nights CA $1,169
8.8
Fabulous
(186 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $79/Night For 7 Nights CA $554
8.5
Fabulous
(112 Reviews)
538.2 ft² 6 Bathrooms
Hotel
  • Oceanfront
  • Fireplace/Heating
  • Pool
CA $74/Night For 7 Nights CA $516
New
1200 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
CA $68/Night For 7 Nights CA $473