Jamestown Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Jamestown

Our top choices for Jamestown holiday rentals

Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly

10.0 out of 10, Exceptional, (115)
"Beautiful space with well thought out amenities. A perfect home away from home. "
Lakefront, Gas Firepit. Hot Tub. Private Dock. Pup Friendly

The Treehouse - TN Honeymoon Cabin - HOT TUB - in BSF!!!

10.0 out of 10, Exceptional, (16)
"Great little place to stay! "
The Treehouse - TN Honeymoon Cabin - HOT TUB - in BSF!!!

Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

10.0 out of 10, Exceptional, (20)
"Great place to stay if you’re visiting Alvin C York or Big South Fork. Beautiful cabin with a relaxing pond"
The price is NZ$547
includes taxes & fees
25 Sept - 26 Sept
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

Cozy Cabin and Campground near Big South Fork National River and Recreation Area

9.8 out of 10, Exceptional, (37)
"Host was very sweet, gave us fresh farm eggs and also apples to feed the horses Would stay again!!"
Cozy Cabin and Campground near Big South Fork National River and Recreation Area

Charming 1-bedroom cabin in wonderful Jamestown with WiFi, AC

8.0 out of 10, Very good, (1)
"The cabin is in a nice, quiet spot. Parking was a little unusual but overall a good experience. Bring your own towels!"
The price is NZ$335
includes taxes & fees
1 Oct - 2 Oct
Charming 1-bedroom cabin in wonderful Jamestown with WiFi, AC

Pa's Cozy Cabin

9.8 out of 10, Exceptional, (22)
"We enjoyed our stay. The outside entertainment area was awesome!"
Pa's Cozy Cabin

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

9.6 out of 10, Exceptional, (188)
"Very comfortable stay. Perfect for a golf trip to Fairfield Glade!"
The price is NZ$375
includes taxes & fees
5 Oct - 6 Oct
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Romantic Secluded Cabin For Two

9.8 out of 10, Exceptional, (284)
"Great place to get away and wnjoy peace and nature. Along with fun backroad adventures!"
Romantic Secluded Cabin For Two

Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

10.0 out of 10, Exceptional, (214)
"Very clean, well stocked with what we needed to cook with. Comfy bed, Enjoy the gazebo swing while watching hubby fish. We will definitely be back and hope to stay in all the cabins at some point. "
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

Lakeside 3 bedroom chalet with hot tub!!

8.8 out of 10, Excellent, (6)
"Nice"
Lakeside 3 bedroom chalet with hot tub!!

2 Bedroom lakeside to Dale Hollow Lake!

9.0 out of 10, Wonderful, (6)
"The cabins are right on the water perfect for fishing and boating. Our cabin was very nice and clean but our neighbors were complaining they did not have the same experience. Would definitely stay here again! "
2 Bedroom lakeside to Dale Hollow Lake!

Pretty Cabin next to Dale Hollow State Park, with Boat Parking, 1 mile to Marina

10.0 out of 10, Exceptional, (19)
"This home was beautiful. Very comfortable. Nice and clean. We will be back "
The price is NZ$558
includes taxes & fees
20 Oct - 21 Oct
Pretty Cabin next to Dale Hollow State Park, with Boat Parking, 1 mile to Marina

Fairfield Glade condo with King size bed, pet friendly and WiFi

9.8 out of 10, Exceptional, (61)
"AMAZING. Will be staying again"
The price is NZ$384
includes taxes & fees
25 Sept - 26 Sept
Fairfield Glade condo with King size bed, pet friendly and WiFi

🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

9.4 out of 10, Exceptional, (191)
"Great stay"
The price is NZ$384
includes taxes & fees
25 Sept - 26 Sept
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

The Rock A-Frame - Modern, Private Patio, Location

9.2 out of 10, Wonderful, (26)
"Very cute and clean! Perfect spot for our trip. "
The price is NZ$322
includes taxes & fees
25 Sept - 26 Sept
The Rock A-Frame - Modern, Private Patio, Location

Comfy Retreat - Queen Bed Central Crossville

10.0 out of 10, Exceptional, (17)
"This is a very comfortable, cozy place to stay. We recommend it over the local hotels. It's nice to be close to downtown Crossville."
The price is NZ$284
includes taxes & fees
6 Oct - 7 Oct
Comfy Retreat - Queen Bed Central Crossville

Inviting 2 Bed 2 Story Chalet w/ Dale Hollow Access! #22

10.0 out of 10, Exceptional, (2)
"Very clean, very quiet and comfortable. Friendly staff. Great stay. I will be back. "
Inviting 2 Bed 2 Story Chalet w/ Dale Hollow Access! #22

Nemo Tunnel Chalet - HotTub&View

9.8 out of 10, Exceptional, (20)
"EZ to find, EZ check-inGreat views and outdoor spacesComfortable roomy cabin with designer kitchen / bath"
The price is NZ$398
includes taxes & fees
29 Sept - 30 Sept
Nemo Tunnel Chalet - HotTub&View

Cozy 2 bedroom cabin nestled in wooded hideaway

9.0 out of 10, Wonderful, (20)
"We was out for work, this place gave us peace after a long day of work great place to stay."
Cozy 2 bedroom cabin nestled in wooded hideaway

The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater

10.0 out of 10, Exceptional, (12)
"The home was amazing. Considering returning next summer with a few families. "
The Holiday Hutt at Dale Hollow Lake-Close to Sunset, Bball Court, Movie Theater
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Jamestown Hotel Reviews

Find out more about Jamestown

Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamestown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Jamestown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as NZ$284 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Jamestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamestown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Jamestown?

Yes, there are holiday rentals close to the most popular sights in Jamestown, or you can select a more secluded option if you're looking for a relaxing stay. Jamestown is known for its parks.

What are some of the best holiday rentals that Jamestown has to offer?

Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!: This holiday home rental outside of Jamestown offers an indoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Jamestown?

Expedia has 10 holiday rentals for your stay in Jamestown.

What can I see and do in Jamestown?

Pogue Creek Canyon State Natural Area and Sgt. Alvin C. York State Historic Park are a couple of lovely local spots to get outside and enjoy nature. While here, Jamestown Town Hall and Highland Manor Winery are other places worth a visit.

What are holiday rentals like in Jamestown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jamestown. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for families.