Winfield Vacation Rentals from $167: Search Short-Term Rentals

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Our top choices for Winfield vacation rentals

1. Hideaway 27

Helenwood

Cheryl C.

$225 nightly

Aug 24 - Aug 25

Total with taxes and fees

2. Spacious Country Home - uniquely located for great family fun

Pine Knot

Christopher

$273 nightly

Aug 12 - Aug 13

Total with taxes and fees

3. Whitetail Hollow- 2 bedroom 1 bath

Oneida

Hunter P.

$189 nightly

Aug 12 - Aug 13

Total with taxes and fees

4. Cabin #4 Secluded and Quiet

Oneida

LeeAnn B.

$179 nightly

Aug 17 - Aug 18

Total with taxes and fees

5. Timberwolf--Beautiful cabin near Big South Fork

Oneida

Blanca T.

$240 nightly

Aug 16 - Aug 17

Total with taxes and fees

6. 'The Bear's Den' , Secluded, Upscale Cabin, 3 BR, 2 BA

Oneida

Brian H.

$240 nightly

Aug 13 - Aug 14

Total with taxes and fees

7. cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

oneida

Neil

$181 nightly

Aug 12 - Aug 13

Total with taxes and fees

8. Cabin #1 Cozy and relaxing cabin near Big South Fork

Oneida

Destiny C.

$181 nightly

Aug 12 - Aug 13

Total with taxes and fees

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Top Winfield Hotel Reviews

Days Inn by Wyndham Jellico - Tennessee State Line

8/10 Good

"If you're looking for an inexpensive place to stay this is it. For the money it was a clean room a clean bed. It definitely needs some updating. Before the price it was definitely worth it."

Hampton Inn Caryville-I-75/Cove Lake-State Park

8/10 Good

"The staff was very welcoming and accommodating anytime we interacted with them. The breakfast has lots of options and we appreciated that as well. On a less satisfactory note, in the room-the tv stand and wardrobe take up so much of the room, there’s not much space at all. They could easily be much slimmer and equally functional. The bathroom left a lot to be desired in relation to cleanliness. All corners of the bathroom had black and pink mildew. That aside, the view was amazing if you get a balcony room and my daughter appreciated the complimentary cookie upon arrival."

Norris Lakefront, Aug dates Avail, private 2 story dock w/ 2 slides

10/10 Excellent

"Beautiful house. Very clean. Had everything we needed for our family for the week. Hot water and good water pressure even with the number of people we had. We really enjoyed the deck/dock area. We would definitely stay here again. Thanks for a great vacation!"

Three Bedroom FLOATING Home @Froggies/ Whitman Hollow Marina.

10/10 Excellent

"This floating home was just perfect! Best location on the lake, great local marina with good food & service. Host is very responsive with every inquiry. We left an item at checkout and host has made every effort to return it back to us! We’ll definitely be booking again!"

Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates

10/10 Excellent

"Property was gorgeous. The balconies on all floors were more expansive than other properties we have rented before and had plenty of seating for all. I should also mention the new Weber Grill and hot tub. Nancy was a great host and promptly responded with any questions. The game room included a ping pong table, pop-a-shot basketball, and many board games for all ages and was a family favorite. If you are looking for a great spot for a family weekend at the lake, this spot."

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 $167 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?

Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates: You might want to consider this vacation home rental near Winfield, which offers a patio, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 9 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.

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Check prices for these dates

Our top choices for Winfield vacation rentals

1. Hideaway 27

2. Spacious Country Home - uniquely located for great family fun

3. Whitetail Hollow- 2 bedroom 1 bath

4. Cabin #4 Secluded and Quiet

5. Timberwolf--Beautiful cabin near Big South Fork

6. 'The Bear's Den' , Secluded, Upscale Cabin, 3 BR, 2 BA

7. cozy cabin in the woods in a relaxing area with wrap around porch rocking chairs

8. Cabin #1 Cozy and relaxing cabin near Big South Fork

9. Eagles Ridge 3 bedroom cabin near Big South Fork

10. Charming 3-bedroom house in Pioneer with WiFi and AC

11. Relaxing Country Getaway, 3BR/2Bath

12. Big Brimstone Cabin W/ Mountain Views for Miles

13. Cozy Cottage - Direct access to Brimstone Trails - Multiple Hot Tubs- Fire Pits

14. Cozy Cabin - Direct Access to Brimstone Trails - New Private Fire Pit - Hot Tubs

15. Private Farm Retreat with Stunning Mountain & Sunset Views

16. New Cabin with many amenities! Trail systems. Sleeps 8! Royal blue brimstone

17. TN, Royal Blue, TWRA, Brimstone, Windrock, Tackett Creek

18. Black Creek Glamping

19. Direct Access to Brimstone Trails & River. Hot Tubs. Fire Pits. Pets

20. The Honey Hut next to Big South Fork NRRA with AC, wifi, and horse stalls.

Find vacation rentals that suit your style

Top Winfield Hotel Reviews

Days Inn by Wyndham Jellico - Tennessee State Line

Hampton Inn Caryville-I-75/Cove Lake-State Park

Holiday Inn Express & Suites, Caryville by IHG

Norris Lakefront, Aug dates Avail, private 2 story dock w/ 2 slides

Grand Vista Hotel

Three Bedroom FLOATING Home @Froggies/ Whitman Hollow Marina.

Brand New, Spacious 9 bedroom, 9 1/2 bath Waterfront house in Lakeside Estates

YEAH SPRING!! Enjoy 15% discount on bookings made w/in 30 days of your stay!

Blue Grotto✬6 BR-Lakefront✬WiFi✬Private Dock✬Hi-Dive✬HotTub✬Fire Pit✬Grill✬Views

Find out more about Winfield

Frequently asked questions

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