Jamestown holiday lettings

We found 73 holiday rentals — enter your dates for availability

Discover a selection of 10 homes, 27 cabins and other holiday rentals in Jamestown that are perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as a garden and pool. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

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Choose a holiday rental for your Jamestown getaway

The parks and other outdoor surroundings create an inviting atmosphere in Jamestown. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Jamestown

Are you searching for attractions to visit in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Jamestown a fun place to get away to. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Brimstone Recreation (24.5 mi / 39.4 km)
  • Standing Stone State Park (27.1 mi / 43.7 km)
  • Highland Manor Winery (3.6 mi / 5.7 km)
  • Hidden Valley Golf and Country Club (22.4 mi / 36.1 km)
  • Holly Ridge Winery (25.4 mi / 40.9 km)

Exploring the natural landscape of Jamestown

Whether you're an outdoor enthusiast or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Jamestown. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Pickett State Park (11.8 mi / 19.1 km)
  • Bandy Creek Visitors Center (13.6 mi / 21.9 km)
  • Big South Fork National River and Recreation Area (15.8 mi / 25.5 km)
  • Twin Arches (15.9 mi / 25.5 km)
  • Dale Hollow Reservoir (25.4 mi / 40.9 km)
  • Obed Wild & Scenic River (26.3 mi / 42.3 km)

Frequently asked questions

What is the best area to stay in Jamestown when booking a holiday rental?
When considering a holiday rental in Jamestown, Tennessee, the area surrounding the town centre is particularly appealing. This neighbourhood offers a charming small-town atmosphere and convenient access to various amenities. Staying here allows you to be close to local attractions, such as the beautiful Cumberland Mountain State Park, which is superb for hiking, picnicking, and enjoying the stunning natural scenery. Another highlight nearby is the historic Standing Stone State Park, where visitors can explore the rich history and enjoy outdoor activities like fishing and boating.

In terms of properties, the town has a variety of options ranging from cosy cabins to spacious homes, suiting different group sizes and preferences. The central location makes it easy to explore the surrounding areas while enjoying the tranquillity that Jamestown has to offer.
How much does it cost to rent a holiday home in Jamestown?
Prices for holiday rentals in Jamestown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jamestown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Jamestown holiday house rentals?
You can find great discounts on house rentals in Jamestown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Jamestown?
For renting a beach house in Jamestown, Tennessee, the most appealing options are found around the scenic shores of Dale Hollow Lake. This area is known for its stunning waterfront views and opportunities for water activities, making it a prime spot for holiday rentals. Many properties by the lake feature amenities such as private docks for boating and fishing, outdoor patios for enjoying the views, and fully equipped kitchens for convenient self-catering.

The area near the Dale Hollow Lake State Resort Park offers a variety of rental options, including cabins and cottages that often include modern furnishings, outdoor grills, and spacious decks great for gatherings. These accommodations provide easy access to the park's recreational facilities, including hiking trails and picnic areas, enhancing the overall experience for families and groups.

For those looking to explore further afield, the nearby town of Jamestown offers a mix of local shops and restaurants, adding to the convenience of staying in the area.
What is the most popular type of holiday rental accomodation in Jamestown?
In Jamestown, cabins are the most popular type of holiday rental, with around 96 available throughout the area. These cabins are typically located in scenic settings, offering a rustic charm that enhances the experience of the great outdoors. Most include amenities such as fully equipped kitchens, cosy living areas, and often outdoor decks or porches, great for enjoying the peaceful surroundings after a day of exploring.

For those seeking a bit more space, there are approximately 36 holiday houses that cater to families or larger groups. These homes generally feature multiple bedrooms, spacious living areas, and outdoor spaces, making them ideal for gatherings. Additionally, there are several campsites, mobile homes, and cottages available, providing a variety of options for different preferences.
Are there any family house rentals in Jamestown?
In Jamestown, Tennessee, there are numerous family-friendly house rentals available, with about 24 options to choose from. This charming town, located in the foothills of the Cumberland Mountains, is an excellent spot for families seeking a blend of outdoor adventure and relaxation. Many of these properties come equipped with spacious living areas, fully stocked kitchens for preparing family meals, and outdoor spaces for children to play.

Visitors can enjoy easy access to nearby attractions such as the picturesque Dale Hollow Lake, which is great for swimming, fishing, and boating, as well as the scenic hiking trails of the Big South Fork National River and Recreation Area. Additionally, some homes may feature amenities like game rooms, fire pits, or even private decks, providing ample opportunities for family bonding after a fun day exploring the great outdoors.
Can I rent a holiday home with a pool or hot tub in Jamestown?
In Jamestown, Tennessee, there are several holiday homes available for rent that come with pools or hot tubs. This charming town offers a variety of rental options, often set amidst picturesque surroundings, making it an ideal getaway for relaxation. Many of these properties feature private pools and hot tubs, providing a superb space for families or groups to unwind after a day of exploring the local area.

Travellers can also expect amenities such as spacious living areas, fully equipped kitchens for self-catering, and outdoor spaces for enjoying the beautiful Tennessee weather. The tranquil environment around Jamestown enhances the experience, allowing guests to immerse themselves in nature while enjoying the comfort of their rental.
Can I find long-stay holiday rentals in Jamestown?
A long-stay holiday rental in Jamestown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Jamestown?
In Jamestown, Tennessee, there are numerous pet-friendly house rentals available, with around 25 options to choose from. Visitors can expect a range of amenities in these properties, including fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely. Many rentals are set in serene locations, providing a peaceful environment for relaxation.

The area is surrounded by natural beauty, making it ideal for those who enjoy outdoor activities with their pets. Nearby attractions such as the Pickett State Park offer hiking trails and picturesque landscapes, superb for exploring with your furry companions.
Are there any remote work holiday rentals in Jamestown?
In Jamestown, Tennessee, there are numerous remote work-friendly holiday rentals available, with around 128 options to choose from. These accommodations are designed to cater to the needs of travellers looking to work remotely while enjoying a scenic getaway in a serene setting. Many properties come equipped with reliable Wi-Fi, dedicated workspaces featuring desks and comfortable chairs, and free internet access, ensuring that guests can stay connected and productive during their stay.

The town is surrounded by the natural beauty of the Cumberland Plateau, providing a tranquil backdrop for remote work. Travellers can expect a range of amenities, including spacious living areas, fully equipped kitchens for meal preparation, and outdoor spaces for relaxation during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Jamestown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Jamestown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Jamestown?
In Jamestown, popular rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing a lovely outdoor space to relax and enjoy the surrounding nature. Onsite parking is commonly available, making it convenient for those travelling by car. Additionally, travellers can expect coffee and tea makers in their rentals, superb for morning brews. Some properties even permit pets, suiting those who wish to bring their furry companions along for the trip.
When is the best time to visit Jamestown for a holiday rental?
The best time to visit Jamestown for a holiday rental is during the peak season from June to August. This summer period invites nature enthusiasts and families alike, with July being particularly popular. Visitors flock to Jamestown to enjoy the warm weather, great for outdoor adventures such as hiking in the nearby Big South Fork National River and Recreation Area, where stunning landscapes and diverse wildlife await.

During these months, you can expect pleasant temperatures, typically ranging from the mid-teens to low 30s Celsius, making it ideal for outdoor activities and sightseeing. The vibrant setting is complemented by local events and festivals, creating a lively and welcoming environment.

For those seeking a more tranquil experience, consider visiting in November. This month offers a peaceful retreat, with fewer crowds and the chance to enjoy the beautiful autumn foliage in the region. The crisp air and stunning fall colours provide a great backdrop for leisurely walks and scenic drives.

Ultimately, your choice of timing will depend on whether you prefer the bustling energy of summer activities or the serene beauty of late autumn.
How early should I book a Jamestown holiday rental?
Book your Jamestown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jamestown?
In Jamestown, Tennessee, visitors can explore a variety of attractions that highlight the area's natural beauty and local culture. The Big South Fork National River and Recreation Area is a major draw, offering stunning landscapes, hiking trails, and opportunities for horseback riding and fishing. This expansive area is superb for outdoor enthusiasts looking to immerse themselves in nature.

Additionally, the historic downtown area features charming shops and eateries, providing a glimpse into the local community. The Fentress County Historical Museum offers insights into the region's history, showcasing artifacts and exhibits that reflect the area's rich heritage. For those interested in adventure, nearby Dale Hollow Lake is ideal for boating, swimming, and camping, making it a popular spot for families and nature lovers alike.
Can I change or cancel my Jamestown home rental booking on Vrbo?
To find Jamestown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Jamestown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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