Winfield Vacation Rentals

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Our top choices for Winfield vacation rentals

10.0 out of 10, Exceptional, (2 reviews)
"The property overall was wonderful. Off the beaten path and peaceful outside, open but cozy on the inside. Check in and out directions were easy to follow. The hosts were more than accommodating and the farm fresh eggs was a pleasant surprise."
United States
JoAnna W.
$246 nightly
The price is $277
Jan 11 - Jan 12
Total with taxes and fees
Rosey's Retreat Charming 2-bedroom Country Cottage in LaFollette, Tennessee WiFi
9.8 out of 10, Exceptional, (32 reviews)
"The cabarn and hot tub lounge were both very clean. It’s a beautiful place to stay. "
United States
Jamie V.
$172 nightly
The price is $194
Jan 12 - Jan 13
Total with taxes and fees
Romantic Cabarn w/ HotTub Lounge - Located on BSF!
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was BEAUTIFUL, clean and had the most amazing view. "
United States
LeeAnn B.
$174 nightly
The price is $195
Jan 12 - Jan 13
Total with taxes and fees
Cabin #4 Secluded and Quiet
9.6 out of 10, Exceptional, (13 reviews)
"Lovely clean cabin 15 minutes from trails. "
United States
Stephanie D.
$178 nightly
The price is $201
Jan 12 - Jan 13
Total with taxes and fees
Cabin #1 Cozy and relaxing cabin near Big South Fork
9.4 out of 10, Exceptional, (28 reviews)
"Quiet, clean and peaceful"
United States
Neil
$178 nightly
The price is $201
Jan 12 - Jan 13
Total with taxes and fees
cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs
9.0 out of 10, Wonderful, (7 reviews)
"This is not the typical Tourist cabin. It is a great place to stay to get away from everything. Very secluded but close to town if you need something. Will definitely reserve again in the future."
United States
Thomas B.
$188 nightly
The price is $212
Jan 11 - Jan 12
Total with taxes and fees
Whitetail Hollow- 2 bedroom 1 bath
10.0 out of 10, Exceptional, (45 reviews)
"The house was very clean and organized. Everything was accessible, organized, and well stocked. Jill and Jerry provided everything that we could need. Our stay was very quiet and comfortable. We enjoyed both porches throughout our visit."
United States
Jill F.
$185 nightly
The price is $204
Jan 12 - Jan 13
Total with taxes and fees
Scenic View - this farm has it all!
9.4 out of 10, Exceptional, (19 reviews)
"Cute and cozy! Perfect place for us to use as a home base while in town visiting family. Lots of attention to the details, kitchen facilities are up to date and super clean. Already looking forward to booking again!"
United States
Lynette M.
$142 nightly
The price is $159
Jan 12 - Jan 13
Total with taxes and fees
Home in Powell Valley Shores Close to Flat Hollow Marina & Powell Valley Marina
9.8 out of 10, Exceptional, (11 reviews)
"Really enjoyed the stay and will likely be back."
United States
Mike W.
$131 nightly
The price is $146
Jan 11 - Jan 12
Total with taxes and fees
The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.
9.2 out of 10, Wonderful, (35 reviews)
"Finding the property was a big problem due to the directions. It took us 45 minutes and help from owner to locate it .This needs proper directions."
United States
Jack L.
$178 nightly
The price is $207
Jan 12 - Jan 13
Total with taxes and fees
2 bedroom 1 bath cabin
3.0 star property
$278 nightly
The price is $307
Jan 12 - Jan 13
Total with taxes and fees
Peaceful & Private! Pet-friendly Williamsburg Home

Camping in Jamestown

Glamping Back in Time
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"So novel and fun!"
United States
Sharon
$180 nightly
The price is $203
Jan 11 - Jan 12
Total with taxes and fees
Glamping Back in Time
9.4 out of 10, Exceptional, (86 reviews)
"Very nice property. Clean and roomy. Plenty of parking. Would definitely stay again. "
United States
Chasity M.
$275 nightly
The price is $319
Jan 11 - Jan 12
Total with taxes and fees
Big Brimstone Cabin W/ Mountain Views for Miles

Apartment in Williamsburg

Creekside Adventures
9.2 out of 10, Wonderful, (15 reviews)
"Only thing we couldn’t find was scissors and a big knife to cut steaks with. Everything was amazing and we loved every bit of our stay. "
United States
Camron C.
Creekside Adventures
8.0 out of 10, Very Good, (1 review)
"The cabin is in a nice, quiet spot. Parking was a little unusual but overall a good experience. Bring your own towels!"
United States
K E.
$174 nightly
The price is $196
Jan 17 - Jan 18
Total with taxes and fees
Charming 1-bedroom cabin in wonderful Jamestown with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Such a cute home with beautiful accents. "
United States
Betty H.
$295 nightly
The price is $331
Jan 11 - Jan 12
Total with taxes and fees
Charming 3-bedroom house in Pioneer with WiFi and AC

Vacation Home in Helenwood

Hideaway 27
10.0 out of 10, Exceptional, (38 reviews)
"This was an absolutely beautiful and cozy stay! I definitely will stay again!"
United States
Shannon P.
$215 nightly
The price is $243
Jan 12 - Jan 13
Total with taxes and fees
Hideaway 27
10.0 out of 10, Exceptional, (4 reviews)
"Host was very responsive, accommodations were as described. We had great visit "
United States
Douglas P.
$285 nightly
The price is $320
Jan 11 - Jan 12
Total with taxes and fees
New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone
10.0 out of 10, Exceptional, (13 reviews)
"We loved our stay! Clean and owner was very friendly. Plenty of parking for trailer and truck. "
United States
Tiffany S.
$214 nightly
The price is $241
Jan 31 - Feb 1
Total with taxes and fees
TN, Royal Blue, TWRA, Brimstone, Windrock, Tackett Creek
10.0 out of 10, Exceptional, (1 review)
"Rental was clean and centrally located. We enjoyed staying there. "
United States
melanie o.
$326 nightly
The price is $378
Jan 12 - Jan 13
Total with taxes and fees
2-bedroom with a loft . Only a block away from the ATV/hiking trails !!!
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 Winfield Hotel Reviews

Find out more about Winfield

Everything you need to know about Winfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Winfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winfield rentals

At Expedia, we put the best Winfield vacation 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 Winfield 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 Winfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winfield. 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 vacation rentals in Winfield?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Winfield, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Winfield has to offer?

One of the BEST HOUSES on the Lake according to our guests: Visitors like this Winfield vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

What’s there to see and do in Winfield?

While exploring the area, visit family-friendly sights like Kentucky Splash Water Park, or get outside and enjoy nature at Royal Blue Wildlife Management Area. Big South Fork Scenic Railway and Brimstone Recreation are a couple of places you'll find in the larger area.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Winfield. Vacation rentals offer extras like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family trips.