Jamestown holiday lettings

We found 49 holiday rentals — enter your dates for availability

Discover a selection of 10 homes, 25 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.

Holiday rentals with weekly discounts - Jamestown

Showing deals for:16 Jan - 23 Jan
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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:

  • Hidden Valley Golf and Country Club (22.4 mi / 36.1 km)
  • 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)
  • 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:

  • Pogue Creek Canyon State Natural Area (8.8 mi / 14.2 km)
  • Pickett State Park (11.8 mi / 19.1 km)
  • Angel Falls Trial (15.1 mi / 24.3 km)
  • Big South Fork National River and Recreation Area (15.8 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 around the town centre is an excellent choice. This location provides convenient access to a variety of amenities, charming local shops, and dining options, ensuring a delightful experience during your stay. The town centre is also near the picturesque Pickett State Park, which offers stunning natural beauty, hiking trails, and opportunities for fishing, making it a great spot for outdoor enthusiasts.
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, travellers should consider properties near Dale Hollow Lake, which is renowned for its beautiful shoreline and recreational activities. The areas around the lake, particularly near the Dale Hollow Lake State Resort Park, offer a variety of holiday rentals, including lakefront cabins and cottages that come equipped with modern amenities such as fully furnished kitchens, private decks, and outdoor grills, superb for enjoying the serene surroundings.

These properties often provide easy access to the water, where visitors can partake in fishing, boating, and swimming. Many rentals also feature amenities like fire pits for evening gatherings and spacious living areas for relaxation after a day of outdoor activities. The natural beauty of the area, combined with the tranquillity of the lake, makes it an ideal destination for families and groups seeking a peaceful retreat.
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 21 available in picturesque settings near the scenic landscapes of the area. These cabins typically offer rustic charm, with amenities such as fully equipped kitchens, comfortable living areas, and often outdoor decks or porches for enjoying the surrounding nature.
Are there any family house rentals in Jamestown?
In Jamestown, Tennessee, families will find a wide variety of holiday rentals, with around 22 options available. The area is known for its beautiful natural surroundings, making it an excellent choice for group getaways. Many of these homes feature spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces superb for children to enjoy. Common amenities include Wi-Fi and air conditioning, ensuring a comfortable stay for all.
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 feature pools and hot tubs. This charming town, located in the scenic Cumberland Plateau region, offers a peaceful retreat for travellers. Many of these properties come with amenities such as private pools, spacious outdoor areas for lounging, and hot tubs, making them superb for relaxation after a day of exploring.
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 several pet-friendly holiday house rentals available, offering a variety of amenities to cater to travellers with pets. Many of these properties come equipped with spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.
Are there any remote work holiday rentals in Jamestown?
In Jamestown, Tennessee, there are a variety of remote work holiday rentals available, with around 27 options to choose from. This charming town is located in a scenic area, providing a peaceful environment for those looking to combine work and leisure. Many of the properties come equipped with essential amenities for remote work, including reliable Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring a productive workspace. 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 typically include a fully equipped kitchen, allowing guests to prepare their own meals. Most properties feature essential appliances such as a microwave, refrigerator, and toaster, alongside cookware, dishware, and utensils for convenience. These amenities make it easy for travellers to enjoy a homely experience while exploring the local area.
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 summer months, particularly in July. This peak season, spanning from June to August, offers visitors a vibrant atmosphere filled with outdoor activities. The warm temperatures, typically reaching the high 20s to low 30s Celsius, create ideal conditions for exploring the stunning landscapes and engaging in recreational pursuits.

During July, you can expect a lively community spirit, with numerous events and activities taking place in and around Jamestown. This is a fantastic time for travellers, as the area is great for hiking, fishing, and enjoying the natural beauty of the nearby Dale Hollow Lake.

If you're looking for a more budget-friendly experience, consider planning your visit in November. Although it's outside the high season, this month offers a peaceful atmosphere where you can appreciate the stunning autumn foliage. The cooler temperatures, generally around 10 to 15 degrees Celsius, provide a comfortable setting for leisurely walks and scenic drives through the picturesque countryside.
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.
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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
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.

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