Best Vacation Homes in Jamestown
Apartment
- Air Conditioner
- Parking
- Child Friendly
House
- Air Conditioner
- Pet Friendly
- Security/Safety
Jamestown Luxury Rentals
House
- Air Conditioner
- Security/Safety
- Child Friendly
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- Air Conditioner
- Parking
- TV
Apartment
- Air Conditioner
- Parking
- Pet Friendly
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- Air Conditioner
- Parking
- TV
Jamestown Pet Friendly Vacation Rentals
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- Air Conditioner
- Pet Friendly
- Bedding/Linens
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- Air Conditioner
- Pet Friendly
- Bedding/Linens
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- Pet Friendly
Jamestown Large Vacation Homes
Other
- TV
- Balcony/Terrace
- Security/Safety
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- Air Conditioner
- Bedding/Linens
- Child Friendly
Why Choose Rent By Owner for your Jamestown 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 Jamestown
When should you plan your Vacation Rentals stay?
To make the most of your stay, consider visiting during the shoulder seasons when the area offers pleasant weather and fewer visitors, perfect for exploring this destination's unique charm at just the right time.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you'll enjoy warm weather ideal for exploring the region's outdoor scenery and local events.
Average Temperature Daytime: 75°F - Nighttime: 55°F
Early Fall (September to October)
This season offers pleasant temperatures and fewer crowds, making it a great time to experience the area's charm at a leisurely pace.
Average Temperature Daytime: 70°F - Nighttime: 50°F
Off-Season Highlights
Winter (December to February)
The colder months bring quieter surroundings, perfect for those seeking peaceful vacation rentals and cozy atmospheres.
Average Temperature Daytime: 40°F - Nighttime: 25°F
Late Fall (November)
As the region transitions into winter, you'll find fewer visitors and more availability for booking your preferred vacation rentals here.
Average Temperature Daytime: 50°F - Nighttime: 35°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
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 with a private barbecue area available on the property.
- Relax by a fire pit, perfect for evening gatherings under the stars.
- Utilize spacious patios or decks to take in scenic views of the surrounding countryside.
- Take advantage of outdoor dining spaces to savor meals al fresco.
- Benefit from landscaped yards designed for outdoor play and relaxation.
- Explore nearby walking trails or nature paths conveniently accessible from your rental.
- Make use of outdoor recreational equipment like kayaks, paddleboards, or bikes, often provided for guest use.
Top Attractions Around Jamestown
What attractions are nearby?
Nearby, you can enjoy a variety of outdoor activities and local attractions that showcase the charm of this region, making your stay in Jamestown a memorable experience.
Family Activities
- Big Darby Creek Nature Preserve: Explore the scenic trails and enjoy birdwatching in this beautiful natural area nearby, perfect for family outings and outdoor adventures.
- Jamestown Community Park: Spend a relaxing day at this local park, where your family can enjoy playgrounds, picnic areas, and open spaces for sports and games.
- Indiana Gateway Station: Take a historic train ride from this station that offers an engaging experience for kids and adults alike, connecting you to regional rail adventures.
- Local Farmers Market: Discover fresh produce and handmade goods at the area's farmers market, providing an authentic taste of the region’s local culture and cuisine.
Adult Activities
- Fishing at the local lake: Enjoy a relaxing day casting your line in the serene waters that are popular among visitors seeking outdoor leisure in this part of Indiana.
- Hiking along scenic trails: Explore the natural beauty of the area by traversing well-maintained trails that showcase the region’s picturesque landscapes and peaceful environment.
- Visiting nearby historical sites: Discover the rich history of the surrounding region through guided tours and preserved landmarks that offer insight into its cultural heritage.
- Enjoying local dining experiences: Savor regional flavors and fresh ingredients at restaurants and cafes nestled within the community, perfect for unwinding after outdoor adventures.
Other Places to Stay in Jamestown, IN
Jamestown Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Discover the area’s nearby attractions to fully appreciate what this destination has to offer during your stay.
- Plan Your Activities Ahead: Book outdoor activities or sightseeing tours in advance to make the most of your time here.
- Choose a Prime Location: Select a vacation rental in a central spot to easily access the region’s key points of interest and amenities.
- Learn About the Region’s Culture: Engage with local events or dining options to immerse yourself in the area's unique atmosphere and heritage.
Transportation Options
- Car Rentals: You can explore the region conveniently with local car rental services offering a variety of vehicles suitable for your travel plans in this area.
- Public Transit: The area is accessible through local bus services that provide affordable and reliable transportation options for visitors here.
- Taxi Services: Taxis are readily available to help you reach your vacation rentals or nearby attractions comfortably within the region.
- Rideshare Options: Popular rideshare platforms operate in the area, enabling quick and easy transportation directly to your vacation rental or excursions around here.
Local Customs Options
- Jamestown Heritage Festival: Celebrated annually, this festival showcases local customs through traditional music, dance, and crafts specific to the region.
- Historic Downtown Gatherings: Visitors often partake in community events held in the historic downtown area, reflecting the area's longstanding social traditions.
- Cornfield Harvest Celebrations: The region’s agricultural roots are celebrated with seasonal harvest events that highlight local farming customs and produce.
- Indigenous Heritage Acknowledgment: Respect for the area's Native American history is observed through educational programs and cultural displays during special occasions.
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:
- Lebanon Loft on the Downtown Square
- Suite 39 North
- Lovely 2-Bedroom Home Located Close To It All
- Hampton Inn Lebanon
- Holiday Inn Express Lebanon by IHG
- Downtown Lebanon: Cozy Retreat, Prime Location
- Spacious 2-Bedroom Apartment - Close To It All!
- Hampton Inn Lebanon, IN
- Cozy Private Studio - Close To It All!
- Civil-War Era Homestead… Step back in time with all the amenities of modern era
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 36 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 this area?
The cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.
5. How do I confirm my booking for a vacation rental in this region?
Booking confirmation typically occurs once you complete the reservation process and receive a confirmation email. Be sure to check the listing for any specific steps or requirements.
6. Are there any additional fees I should be aware of when booking a vacation rental here?
Additional fees such as cleaning fees, service charges, or taxes are often listed on the property page. Review these details carefully before confirming your reservation.
7. What amenities are usually included with vacation rentals in this destination?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and parking. For specific features, refer to the individual listing or contact the property owner directly.
8. How close are the vacation rentals to local attractions and conveniences?
Many rentals are conveniently located near key spots in the area. Check the property description for distance details or ask the owner for recommendations on nearby attractions.
