Situated just south of the border from Kentucky and west of Big South Fork National River and Recreation Area, Jamestown is a small town next to big adventures. The Big South Fork area is one of the biggest draws of the area, as there is plenty to explore here and numerous outdoor activities to fill your days. Hike or bike some of the beautiful trails that run through the area, or if you are more inclined to ride horseback, the area is an equestrian lover’s paradise. Canoeing or kayaking is available to adventurers down the river that dissects the area, and suffice it to say, the scenery you’ll encounter during your explorations is magnificent. During your trip planning, you’ll certainly be looking for a place to rest your head at night, so read on to find out more about the best Vrbo vacation rentals available to you while staying in Jamestown, Tennessee.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.
1. Rustic cabin with wooded views (from USD 120)
Located on five gorgeous acres ( 2 hectares) of land in Spruce Creek Acres, this cabin has everything you need for the best trip to Jamestown. You’ll find two wonderfully relaxing decks on the cabin, both of which allow you to feel the tranquility of the woods around you; the back deck even has a hammock you can use. Inside, there is room to sleep up to four guests at a time, with two bedrooms and one bathroom available. The kitchen comes fully equipped, allowing you to prepare meals to be enjoyed in the cozy dining room or outside on the deck. If you are planning on doing any hiking during your stay and you are interested in learning about some of the lesser known trails, be sure to talk to your host.
Top guest reviews
Amenities & Room:
Enter the front door into the living room/ dining/ kitchen areaThe kitchen is stocked with everything including stuff you may have forgottenThe owner was easy to contact and quick to reply As the other reviewers stated it is stocked with everything you would need for your stayHad to work out of our suitcasesThere wasn't a single thing we could have added to make the cabin more comfortable; Keith has thought of every single detailCleanliness:
The property was very clean and cozyHost:
Loved the hammock 1 already hung up more spots for other hammocks Great location for hikingstunning overlooks and hidden waterfalls all in one day Hiking the Honey Creek Loop Trail in Big South ForkIt was so restful and beautiful with the birds chirping back and forthmassive caves steep and forested canyonsExperiencing the beauty of the Cumberland region gives you all of the flora and fauna and many of the landforms of the best Eastern deciduous forests but allows you to enjoy many of them in relati...Read more reviewsLocation:
And if that's not enough KeithI loved every minute of my stay in the cabinPickett State Park etcand it's just too coolWe found the waterfall on the property and just enjoyed the peace and quiet
2. Beautiful log cabin with hot tub (from USD 155)
This picturesque cabin sits at the end of a road on a circle drive, guaranteeing you have plenty of privacy and tranquility during your stay. The inside comes complete with all the rustic touches of home and room for up to a total of eight guests, with two bedrooms, two bathrooms and additional sleeping space in the loft. The kitchen has everything you need for meal prep while the wrap-around deck has more than enough room to enjoy a bit of time relaxing outside. There is a horse stable on the property, with room to house up to four horses, which you may utilize during your stay.
Top guest reviews
Amenities & Room:
The furniture and the beds were all very comfortable - felt alot like homeAlthough the cable channels were limitedThe rooms are cozy and the beds are comfortableThe cabin has everything you need to cook or grill outsideeverything you need is providedHost:
so they could sit out with usQuite pleasantly remote wonderful close hiking trails and really great shower Deck for the dogsLeanne was great to work withWe brought our horses and rode fabulous trailsLeanne made us feel at homeRead more reviewsLocation:
It was easy to get to Pogues Canyon Pickett State Park and South Fork Rec AreaWe truly loved the closeness of Pickett State Park too Beautiful areaIt is surrounded by woods at the end of a cul-de-sac lovely quiet and secludedLeanne's cabin has become somewhat of a haven for us since we first stayed here in 2017We wanted to get completely away for a week in a beautiful place and we found that at Deer Haven We arrived to find fresh flowers and a bowl of fresh fruits and other snacks
3. Romantic treehouse best for couples (from USD 129)
Perfect for a romantic getaway, this cottage is set to accommodate no more than two people at a time. You’ll be staying a short 10-mile (16 km) drive from Jamestown, nestled among the trees of the area. Inside, you’ll find a spacious bedroom alongside a single bathroom as well as a fully equipped kitchen and ample dining and living space. The back deck, though, is likely where you’ll want to spend most of your time. Out here, you’ll find plenty of private space thanks to the lush trees, where you can relax in the hot tub, lounge on the wooden furniture, or grill up some delectable food to be eaten at the adjacent picnic table. Other amenities of the cabin include laundry facilities, free Wi-Fi and a flat-screen TV with Roku and DirecTV access.
Top guest reviews
Amenities & Room:
In the colder months use the bedroom provided space heaterI want one of my owneverything you needed was right theresuper comfy Carpenter who built cabin did excellent detailed workIt had a nice grill to use The mattress was very comfortable to sleep inHost:
The layout was carefully planned and very accommodatingWe love their horse ridesThis cabin is so very nice andThe bathroom setup from the plentiful countertop space to the attached lighted makeup mirror was designed with purpose and it shows I am personally very conscientious about cleanlinessWe rented for 31y anniversary and absolutely adore this cabinRead more reviewsLocation:
The cabin is located in an area with great hiking and is located at a perfect launch point for several state and federal parksGreat location from trails and beautiful areaHighland Manory Winery is within 30 minutesThe "Hitching Post" is closed travel 15ish miles for supplies/small grocery needsWe loved it and plan to return
4. Luxurious retreat best for families (from USD 125)
Ultra private and plenty tranquil, this home is a great option for your trip to Jamestown. Step inside to the open-concept kitchen, living and dining areas and you’ll get a taste of the inviting ambiance that permeates this rental. The home has a total of three bedrooms and two bathrooms, which can sleep up to seven guests at a time; an RV hook up is also available on the property, allowing for more guests to stay on site. Outside, you’ll find a fire pit, grill and covered pavilion, perfect for hanging out with your guests and having a great time. This rental is also ideal for pet owners, as you can bring up to two of your four-legged friends along on your adventure. Guests staying longer than three nights have the opportunity to have their meals catered; be sure to ask your host for more information.
Top guest reviews
Amenities & Room:
The bedrooms are super comfortableEach night we enjoyed the fire pit playing ping pong or foosball cooking in the well stocked kitchen and just hanging outClean quiet and comfortable Games and outdoor space are a nice bonusbest we have experienced to date Enough supplies to make cooking & cleaning ez to do A little bit of each type of seasoning a little bit of coffee creamer butter & coffee Since town was a 20...The breakfast provided by Kim on our first morning was deliciousCleanliness:
Cabin & surrounding areas were kept very cleanThe house and horse accommodations were very clean and nicevery clean and felt like home thanks againHost:
Great hosts Tom & Kim made us very welcomedThe hosts were super friendly and helpful and answered any questions we hadYou will love the property and more importantly the serviceKim was absolutely fantastic her cooking was great and hospitality even betterMany thanks for the warm hospitality delicious breakfast and personal touches that made us feel at homeRead more reviewsLocation:
state parks and cute little AllardtEnd of Trail B&B is a beautiful home in a beautiful secluded locationSpent 4 days at End of Trail enjoying a girls getawayEnd of Trail is a beautiful property and Kim thought of everythingEnd of the Trail was a great get away for our family
Nearby Vrbo vacation rentals
5. Amish-built retreat with a cross-fenced paddock (from USD 99)
Featuring one bedroom and one full bathroom, this Amish-built cabin is ideal for a total of four guests. It also offers a kitchen, a dining area, and a private deck with wooded views. In addition to Wi-Fi, amenities such as cards, board games, and a smart TV are provided for entertainment. The place is equipped with air conditioning as well.
This property is perfect for nature enthusiasts as well as horse lovers. There is a cross-fenced paddock with electric fencing on the premises. Horse riding trails are also found nearby! Spend your days exploring state parks, waterfalls, and other natural areas for a memorable getaway.
Top guest reviews
Amenities & Room:
it was very comfortable and had everything we neededCleanliness:
the cabin was clean and well equippedeverything was clean and the cabin was stocked with everything we neededthe cabin was well appointed and relatively cleanHost:
once we got in contact they were very kind and helpful thoughhostess was very kind and attentiveloved this cabin for a great quiet getaway host provided everything you would needRead more reviewsLocation:
location was wonderful close to every place we wanted to visitgreat location for exploring and hikingso much to do near the cabin and within a short drive to great hiking trails and parksa great place to spend a few days to get awayit's location is in a great spot for different adventures you may want do in the surrounding areas
6. Fully furnished haven with a hot tub (from USD 166)
Soak in the hot tub overlooking the lake, sit by the outdoor fire pit, or fish off the dock – staying in this rental brings the best of lakeside living. The cabin also offers plenty of modern amenities such as air conditioning, Wi-Fi, and a smart TV. If you want to make your getaway more memorable, take advantage of the direct water access from the private covered dock. You can also check out notable places like Big South Fork, Dale Hollow Lake, Muddy Pond, and the Historic Rugby.
The place welcomes one or two guests. It has one bedroom, a full bathroom, and a well-equipped kitchen. If you’re looking for a place to stay with your loved one, you cannot go wrong in choosing this cabin.
Top guest reviews
Amenities & Room:
the house was really nice and comfortable the covered back porch had a tremendous view of the lake belowCleanliness:
very clean quiet and invitingthe kitchen was clean and well stockedthe cabin itself was spotlessly clean and had everything needed for our short stayit had the comfort of a home with the cleanliness and professionalism of an investment propertyeverything was super clean and the kitchen was stocked with all the tools i needed to cookHost:
leigh was an amazing host and we can not wait to returnwhen a host thinks two steps ahead then you know you're in good handsRead more reviewsLocation:
it was peaceful and located in a place that allows for privacyour goal was a quiet peaceful place to get away for a couple days
Venture into the beautiful Tennessee wilderness
Come check out some of the best outdoors that Tennessee has to offer, all just outside of Jamestown. Each of these fantastic Vrbo vacation rentals is guaranteed to make your vacation a memorable one. Be sure to check them out while planning your trip!
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