Jamestown Holiday Rentals

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Holiday Rentals in Jamestown

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

10.0 out of 10, Exceptional, (116)
"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, (18)
"Great little place to stay! "
The Treehouse - TN Honeymoon Cabin - HOT TUB - in BSF!!!

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

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 AU$488
includes taxes & fees
9 Nov - 10 Nov
Cozy 2-bedroom cabin with WiFi, AC in welcoming Jamestown

Glamping Back in Time

3.0 star property
10.0 out of 10, Exceptional, (2)
"Donna and Shawn were amazing. The property was clean, friendly and safe. We stayed in one of the covered. wagons and really enjoyed everything the property had to offer. We “glamped”, cooked on open fire, fished and hiked. We really enjoyed everything about this property and will defiantly go back."
The price is AU$311
includes taxes & fees
21 Oct - 22 Oct
Glamping Back in Time

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

9.6 out of 10, Exceptional, (189)
"Very comfortable stay. Perfect for a golf trip to Fairfield Glade!"
The price is AU$338
includes taxes & fees
19 Oct - 20 Oct
Comfy condo! Wilshire area of Fairfield Glade: King Bed, WiFi and more!

Romantic Secluded Cabin For Two

9.8 out of 10, Exceptional, (287)
"Great place for parents to get away."
Romantic Secluded Cabin For Two

Holpps Pine Ridge Lake tiny house B

9.6 out of 10, Exceptional, (77)
"Quiet, family friendly lake with plenty to do: swimming, fishing, boating and plenty to do not far away."
Holpps Pine Ridge Lake tiny house B

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 AU$350
includes taxes & fees
15 Oct - 16 Oct
Nemo Tunnel Chalet - HotTub&View

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

10.0 out of 10, Exceptional, (216)
"Loved the relaxing feeling of this place could use a little bit of cleaning of the underbrush around the cabin an should remove the statment about the hammock that is no longer there oter than that it was relaxing and quite. "
Secluded and Romantic Cabin ~ 35 Private Secluded Acres ~ Jacuzzi Tub!

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

9.8 out of 10, Exceptional, (62)
"AMAZING. Will be staying again"
The price is AU$350
includes taxes & fees
7 Nov - 8 Nov
Fairfield Glade condo with King size bed, pet friendly and WiFi

2 Bedroom lakeside to Dale Hollow Lake!

9.0 out of 10, Wonderful, (8)
"We have been going to Dale Hollow for over 30 years and we fall in love with it more evwrytime we go "
2 Bedroom lakeside to Dale Hollow Lake!

Lakeside 3 bedroom chalet with hot tub!!

9.0 out of 10, Wonderful, (7)
"Nice"
Lakeside 3 bedroom chalet with hot tub!!

Golf & Southern Comfort Cape with Loft at The Cove

8.4 out of 10, Very good, (16)
"We had a good time in the area. The place was centrally located between Crossville and Cookeville so you had plenty of places to explore and good restaurants. It rained some but not a problem the house was very comfortable. "
Golf & Southern Comfort Cape with Loft at The Cove

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

9.4 out of 10, Exceptional, (192)
"Great stay"
The price is AU$345
includes taxes & fees
14 Oct - 15 Oct
🔚 END Unit in ❤️Fairfield Glade- w/King bed; WiFi-2 showers

Comfy Retreat - Queen Bed Central Crossville

10.0 out of 10, Exceptional, (18)
"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 AU$291
includes taxes & fees
22 Oct - 23 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

Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!

9.8 out of 10, Exceptional, (159)
"Quiet and Peaceful. Exactly what we was looking for. Also caught about 10 fish!"
Your Own Private Lake ~ Secluded Cabin In The Woods ~ Romantic Retreat!

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

Talley's Cabins and Breakfast By Dale Hollow Lake. Right Where You Want To Be!

10.0 out of 10, Exceptional, (100)
"We enjoyed the cabin so much! Miss Kittie enjoyed our morning coffee time with us, she's so precious.Our host were extremely kind and accommodating, that's is a true blessing!"
The price is AU$339
includes taxes & fees
12 Oct - 13 Oct
Talley's Cabins and Breakfast By Dale Hollow Lake. Right Where You Want To Be!
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.
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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 favourite 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 depend 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 AU$291 per night. Entering your travel dates in the search wizard might find you 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.