Discover Your Perfect Jamestown Vacation Homes

Jamestown Large Vacation Homes

See More Family Vacation Rentals in Jamestown on FVR

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?

Choosing the optimal time to visit here can enhance your experience, as seasonal variations in this region influence everything from weather to local activities, making it essential to consider when planning your stay for a truly memorable getaway.

Peak Season Highlights

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Summer (June to August)

During the summer months, you'll enjoy warm weather perfect for outdoor activities and exploring local attractions in this destination. It's the ideal time to experience the region's lively atmosphere with longer daylight hours.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
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Fall (September to November)

Early fall offers pleasant temperatures and beautiful autumn foliage, making it a popular season for enjoying outdoor recreation and scenic views here. This period sees an increase in visitors seeking a peaceful retreat amidst colorful surroundings.

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)

In winter, you might find fewer crowds and lower rates, providing a quiet escape in this region. While temperatures are cooler, it’s a great time for cozy stays and enjoying the serene winter landscape.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Spring (March to May)

Spring brings milder weather and blooming scenery, although it’s less crowded compared to peak seasons. It's a good opportunity to enjoy the area's natural beauty with more available accommodations at affordable rates.

Average Temperature Daytime: 55°F to 70°F - Nighttime: 35°F to 45°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 dining with a barbecue grill to make the most of warm evenings in the area.
  • Take advantage of private patios or decks perfect for relaxing and unwinding amidst scenic views.
  • Make use of a spacious yard or garden area ideal for family activities or outdoor games.
  • Access to lakeside or waterfront setups for kayaking, fishing, or simply enjoying peaceful water views.
  • Utilize outdoor fire pits to gather around and share stories under the stars in this destination.
  • Benefit from well-maintained walking trails or nature paths nearby for exploring the region’s natural beauty.
  • Experience the convenience of parking facilities that accommodate outdoor recreational gear such as boats or bikes.

Top Attractions Around Jamestown

What attractions are nearby?

In this region, you'll find a variety of outdoor activities and local attractions to explore, making your stay in Jamestown, Indiana an enjoyable and memorable experience.

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Family Activities

  • Hoosier Park Racing & Casino: Enjoy thrilling horse races and exciting casino games at this popular entertainment destination nearby.
  • Clifty Falls State Park: Explore scenic waterfalls, hiking trails, and lush landscapes perfect for outdoor family adventures in the region.
  • Madison’s Historic District: Discover charming streets filled with historic architecture, boutique shops, and family-friendly cafes right in the area.
  • Lantern Hill Nature Preserve: Experience the tranquility of nature with gentle walks and wildlife viewing in this tranquil preserve close to your stay.
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Adult Activities

  • Fishing at Cowan Lake: Spend a relaxing day casting your line at this popular local spot, renowned for its serene surroundings and abundant fish species, perfect for anglers staying nearby.
  • Exploring the Historic District: Discover charming architecture and local history by strolling through the area's well-preserved historic sites, offering a glimpse into the region's rich past.
  • Hiking in the Nearby State Park: Enjoy scenic trails that wind through lush landscapes, providing an excellent opportunity to connect with nature during your stay in this destination.
  • Participating in Local Festivals: Immerse yourself in community events and seasonal festivals held throughout the year, showcasing the area’s vibrant culture and hospitality.

Other Places to Stay in Jamestown, IN

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Pokagon State Park
Pokagon State Park Vacation Rentals
Jimmerson Lake
Jimmerson Lake Vacation Rentals
The Outlet Shoppes at Fremont
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Satek Winery
Satek Winery Vacation Rentals
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Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar before your stay to align your visit with festivals or community gatherings that showcase the region's vibrant culture.
  • Explore Nearby Natural Spots: Take advantage of the nearby outdoor areas to enjoy scenic walks or outdoor activities that highlight this destination's natural beauty.
  • Discover Unique Local Cuisine: Savor the flavors by visiting local eateries or markets, giving you an authentic taste of the area's culinary heritage.
  • Choose a Well-Reviewed Vacation Rental: Select a trusted property through your booking platform to ensure a comfortable and reliable stay in this region's welcoming accommodations.

Transportation Options

  • Personal Vehicle: Renting or using your own car offers the most flexibility when exploring this charming area, allowing you to easily reach local attractions and enjoy scenic drives through the region.
  • Public Transit: Local bus services provide affordable transportation within the area, making it convenient to access popular destinations without the need for a vehicle.
  • Taxi Services and Rideshares: Reliable taxi companies and rideshare options like Uber or Lyft operate here, offering convenient door-to-door service to and from vacation rentals in this destination.
  • Bicycle Rentals: Biking is a great way to explore the area's scenic routes and small-town charm, with bike rentals readily available for an eco-friendly and active transportation option.

Local Customs Options

  • Celebration of Independence Day: Locals cherish the Fourth of July with traditional parades and fireworks that you can enjoy near your vacation rental in this historic region.
  • Community Fish Fry:** The area hosts popular fish fry events during Lent, offering a chance to experience local hospitality and cuisine in a friendly setting.
  • Annual Heritage Days:** Celebrated with crafts, music, and historical displays, these festivities reflect the region’s deep-rooted cultural heritage that you might explore during your stay.
  • Respect for Local History:** Visitors are encouraged to honor the area's history by participating in or observing local ceremonies and memorials held throughout the year.

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 80 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, Indiana?

Cancellation policies vary depending on the host and the specific property listing. You should review the individual rental's cancellation terms available on the listing details or contact the host directly for clarification.

5. How do I find available vacation rentals in Jamestown, Indiana for my travel dates?

You can easily check availability by entering your desired travel dates on the booking platform and filtering options according to your preferences. The listings provide real-time updates on availability for this destination.

6. Are there any specific rules or house policies I should be aware of when booking a vacation rental here?

Each property has its own set of house rules which are detailed in the listing. It’s important to read these carefully before confirming your reservation to ensure a smooth stay.

7. What amenities are typically included in vacation rentals near this region?

Most vacation rentals offer a range of amenities such as Wi-Fi, fully equipped kitchens, parking, and outdoor spaces. Specific amenities are listed on each property page, so you can choose accommodations that suit your needs.

8. How can I contact the property owner if I have questions about my booking in Jamestown, Indiana?

You can communicate directly with the property owner through the messaging system provided on the listing platform. They can assist you with any inquiries regarding the rental or your upcoming stay.