Discover Your Perfect Jamestown Vacation Homes

Jamestown Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Jamestown on PetFriendly.io

Why Choose Rent By Owner for your Jamestown 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 Jamestown

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the local shoulder seasons when the weather is pleasant and crowds are smaller, allowing you to fully enjoy the charm of this destination in Missouri.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather, making it ideal for enjoying outdoor activities and exploring local scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This is the time when the region witnesses pleasant temperatures and vibrant foliage, perfect for sightseeing and outdoor adventures.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The colder months bring fewer visitors, offering a quieter experience while still allowing you to enjoy cozy accommodations in this destination.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 20°F to 30°F
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Late Fall to Early Winter (November)

As temperatures drop, this period sees less tourist activity, providing a peaceful retreat with fewer crowds and more affordable rates.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Jamestown

How to Book Your Jamestown 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 Jamestown

More Top-Rated Vacation Rentals in Jamestown Area

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 grilling facilities to prepare meals amidst scenic surroundings.
  • Relax in private outdoor seating areas ideal for soaking up the local atmosphere.
  • Take advantage of spacious yards perfect for outdoor games and family activities.
  • Benefit from easy access to nearby parks and green spaces for outdoor exploration.
  • Make use of picnic tables for outdoor dining experiences in the fresh air.
  • Utilize fire pits or fireplaces for cozy evenings under the stars.
  • Discover boat docks or waterfront access if your rental is near the region’s lakes or rivers.

Top Attractions Around Jamestown

What attractions are nearby?

Enjoy nearby outdoor activities and local attractions that make this destination a perfect spot for exploring the region’s natural beauty and cultural highlights during your stay.

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Family Activities

  • Jamestown Historic District: Explore the charming historic district to learn about the area's rich past and enjoy picturesque streetsperfect for family photos.
  • Local Park and Playground: Spend quality time outdoors at the nearby park with a playground, perfect for children to play while you relax in this peaceful setting.
  • Community Events and Festivals: Experience local culture through family-friendly events and seasonal festivals held throughout the year in the region.
  • Nature Trails and Hiking Spots: Discover scenic trails suited for all ages that offer a great way to enjoy the natural beauty surrounding this destination.
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Adult Activities

  • Exploring local wineries: You can indulge in tasting regional wines at nearby vineyards, experiencing the authentic flavors that define this destination's wine culture.
  • Hiking scenic trails: Take advantage of the area’s picturesque landscapes by embarking on hikes through well-maintained trails that reveal the natural beauty of here.
  • Fishing and boating on the river: Enjoy a relaxing day by the water engaging in fishing or paddling around on the nearby river, perfect for outdoor enthusiasts visiting the region.
  • Visiting historic sites: Discover the rich history through visits to preserved landmarks and museums that showcase the heritage of this charming part of the region.

Other Places to Stay in Jamestown, MO

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Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's charming eateries to enjoy authentic regional cuisine during your stay.
  • Plan Outdoor Activities: Make the most of the region's natural beauty by scheduling outdoor adventures like hiking or picnicking in nearby parks.
  • Engage with the Community: Participate in local events or visit community spots to experience the welcoming atmosphere of the area.
  • Select the Right Vacation Rental: Choose a well-reviewed property that offers comfort and convenient access to key attractions around here for a memorable visit.

Transportation Options

  • Car Rentals: Renting a car is a convenient way to explore the area around Jamestown, offering flexibility for day trips and local outings.
  • Public Transit: Local bus services provide an affordable and eco-friendly option to get around this destination and discover nearby attractions.
  • Taxi and Ride-Sharing Services: Taxis or ride-sharing apps are readily available for quick trips within the region, ensuring you can reach your vacation rental comfortably.
  • Biking: Biking along scenic routes offers an immersive way to enjoy the natural beauty of this region at your own pace.

Local Customs Options

  • Southern Hospitality: Visitors often notice the friendly and welcoming attitude of locals in this region, reflecting the warm spirit typical of small-town Missouri communities.
  • Country Festivals: Engaging in local festivals offers a glimpse into the area’s traditions, where community gatherings highlight regional music, food, and crafts.
  • Historical Preservation: Respect for local history is evident through well-maintained sites and customs that celebrate the area's rich past and cultural heritage.
  • Community Service: Participating in or observing community-driven events demonstrates the importance placed on neighborly support and collective effort in this destination.

Frequently Asked Questions About Jamestown?

1. What are the top vacation rentals in Jamestown?

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

2. Which vacation homes in Jamestown are best for families?

If you are looking for a family-friendly vacation home in Jamestown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jamestown:

3. How many Rentbyowner vacation rentals are available in Jamestown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 56 in the Jamestown 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 Jamestown. 

4. What is the cancellation policy for vacation rentals in Jamestown, Missouri?

Cancellation policies vary depending on the listing owner. You should review the specific cancellation terms outlined on the rental listing or contact the property owner directly to understand your options before booking.

5. How do I confirm my reservation in Jamestown's vacation rentals?

Once you select your preferred property and complete the booking process online, your reservation will be confirmed via email. Be sure to check your email for confirmation details and any instructions from the property owner.

6. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically specified on each listing. It’s advisable to review the detailed fee breakdown on the rental page or inquire with the owner for clarity before finalizing your reservation.

7. What should I know about checking in and out of vacation rentals in this destination?

Check-in and check-out procedures are outlined in each property’s listing. Contact the host if you require specific instructions or have special requests to ensure a smooth arrival and departure experience.

8. Is there a minimum stay requirement for vacation rentals in this area?

Minimum stay requirements differ by property. Details are provided in the listing description, so review these before booking or reach out to the owner if you need clarification about stay durations.