1. USA
  2. Maryland
  3. Salisbury
  4. Kingston
  5. Rentals by Owner

Discover Your Perfect Kingston Rentals by Owner

Kingston Rentals by Owner

More Top-Rated Rentals by Owner in Kingston Area

Why Choose Rent By Owner for your Kingston vacation rental?

What makes our Rentals by Owner 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 Kingston

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, as the area's weather and seasonal events vary throughout the year, making it essential to plan accordingly when booking a rental by owner through Rent By Owner in Kingston, Westover, Maryland, USA.

Peak Season Highlights

spring
Late Spring to Early Fall (May to September)

During this period, you'll experience the warmest weather in the region, making it ideal for outdoor activities and enjoying the natural beauty of the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
summer
Summer (June to August)

This is the most popular time to visit, as the region's vibrant atmosphere and longer days attract many travelers seeking outdoor recreation and local events.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 65°F to 75°F

Off-Season Highlights

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Early Spring and Late Fall (March to April, October)

Visiting during these months allows you to enjoy fewer crowds and more affordable rental options while experiencing milder weather in the region.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 40°F to 50°F
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Winter (November to February)

While the area sees cooler temperatures, this off-peak season offers a tranquil retreat with lower prices and a chance to explore the quiet side of the destination.

Average Temperature Daytime: 40°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Kingston

How to Book Your Kingston vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Kingston

More Top-Rated Rentals by Owner in Kingston Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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

  • You can enjoy outdoor dining areas perfect for meals with a view of the surrounding landscape.
  • Many rentals feature spacious decks or patios to relax and entertain outdoors.
  • Expect well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Some properties include access to private or community swimming pools for added leisure.
  • Outdoor fire pits are often available for cozy evenings under the stars.
  • There may be space for outdoor sports or recreational activities like badminton or volleyball.
  • Enjoy scenic views from balconies or verandas that highlight the area's natural beauty.

Top Attractions Around Kingston

What attractions are nearby?

Discover a variety of outdoor activities and local attractions nearby to enhance your stay in this charming area, offering you the perfect opportunity to explore the natural beauty and cultural highlights that make the region a memorable destination.

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Family Activities

  • Smith Island Maritime Museum: Discover the rich maritime history of the Chesapeake Bay here, offering engaging exhibits that are perfect for family learning experiences.
  • Sunset Park: Enjoy a relaxing day outdoors with picnicking, playgrounds, and scenic views along the water, making it ideal for family outings in the area.
  • Outdoor Water Activities at Blackwater National Wildlife Refuge: Experience bird watching, kayaking, and nature trails just outside this destination, providing fun-filled adventures for all ages.
  • Fishing and Boating on the Somerset County Canal: Spend quality time together by exploring the local waterways, where fishing and boat rentals are accessible for families seeking outdoor recreation near here.
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Adult Activities

  • Boating and Water Activities: You can enjoy the region’s serene waterways by renting a boat or taking a guided water tour, offering a peaceful way to explore the area's natural beauty.
  • Fishing Excursions: The area provides excellent fishing opportunities where you can spend a relaxing day casting lines from various popular spots along the coast.
  • Wildlife Watching and Nature Trails: Nearby nature preserves and trails allow you to observe local wildlife and immerse yourself in the calm surroundings through scenic walks.
  • Visit Local Markets and Art Galleries: Discover regional crafts and fresh produce at local markets or enjoy browsing through art galleries that showcase the area's creative talents.

Kingston Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Research local attractions and dining options to maximize your time exploring the region and tailor your stay to your interests.
  • Book Early: Secure your rental well in advance through Rent By Owner to access the best properties and ensure availability during peak seasons.
  • Check Amenities: Review the property’s amenities beforehand to make sure it offers everything you need for a comfortable and convenient stay here.
  • Explore Locally: Take advantage of the area's natural beauty and community events to immerse yourself in the local culture and create memorable experiences.

Transportation Options

  • Car Rentals: Renting a car here offers the most flexibility, making it easy to explore the surrounding region at your own pace.
  • Local Taxis and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide convenient transportation without the need for personal vehicle ownership.
  • Public Transportation: Buses serve this area with routes that connect you to nearby towns and points of interest, ideal for budget-conscious travelers.
  • Boat Services: If you're interested in exploring water routes, local boat services provide scenic options for getting around here.

Local Customs Options

  • Greeting Customs: You will find that politeness and friendliness are highly valued when interacting with locals here in this region.
  • Respect for Local Heritage: Honoring the area’s history and traditions is common practice, especially during community events and celebrations.
  • Dining Etiquette: When visiting local eateries or hosting guests, proper table manners and appreciation for regional cuisine are appreciated.
  • Community Engagement: Participating in neighborhood activities and supporting local businesses can enrich your experience in this area.

Frequently Asked Questions About Kingston Rentals by Owner

1. What are the top vacation rentals in Kingston?

There are a lot of options in Kingston. If you plan on staying in the Kingston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kingston:

2. How many Rentbyowner vacation rentals are available in Kingston?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 46 in the Kingston 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 Kingston. 

3. What is the cancellation policy for a rental by owner in Kingston, Westover, Maryland?

The cancellation policy varies depending on the individual listing. You should review the specific cancellation terms provided on the rental’s page or contact the owner directly to understand the conditions and any applicable fees.

4. How can I confirm the availability of a rental property in this area?

Availability details are typically listed on the property’s page. To ensure your desired dates are open, it’s best to reach out to the owner through the booking platform or check the real-time calendar if available.

5. Are there any hidden fees when booking a rental by owner in this destination?

All fees should be transparently listed before you complete your booking. If you see additional charges, verify with the owner or review the listing details for clarity on taxes, cleaning fees, or other costs.

6. What amenities are included in rentals by owner in the region?

Amenities vary by property, so it’s important to review each listing carefully. Common features include Wi-Fi, parking, kitchen facilities, and laundry services, but confirm the specifics with the owner before booking.

7. How do I communicate special requests or questions about my stay?

You can contact the owner directly through the booking platform to discuss any special requirements or inquiries. Clear communication helps ensure your stay in this part of Maryland meets your expectations.

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More Top-Rated Rentals by Owner in Kingston Area