
Holiday rentals with a patio in Winchester
Find and book unique rentals with patio on Airbnb
Top-rated rentals with patio in Winchester
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Spacious Lakeside Retreat w/ Hot Tub & King Beds
Take it easy at this unique and tranquil getaway home. Our custom built tiny cabin has 744 sq ft of indoor living with two private bedrooms and 2 full baths. The loft is great for kids. Additional amenities include fireplace, dedicated working space and fully stocked kitchen. Outdoor area includes a large deck, fire pit, luxury hot tub and grill. Sits on 2 acres of wooded land & features a community lake down the street. If you have additional guests, ask about our tree house located next door.

Chalet 638 - state park, golf & The Caverns
Short walk to a state park with golfing. This first floor living space has a kitchen, walk-in closet, large wood fireplace, workout equipment, washer/dryer, grill, fire pit and lots of space. Old Stone Fort Archeological Park with multiple hiking trails, fishing, canoeing and a $9 a round golf course are seconds away. Close to I-24 this centrally located Tennessee property gives equal access from Nashville to Chattanooga. Explore parks, vineyards, distilleries and Tennessee history from here.

Best Views on Lake, TIki Hut, Boat Rental + More
If you are looking for the perfect getaway to a luxury lake home that has countless amenities and postcard like views then look no further! This newly renovated lake front home boasts the best views on the lake, tiki hut, multiple outdoor decks, covered patio, hot tub, game room, theatre, kayaks, SUPs and plenty more! We even have a 2022 Crest tritoon with a 200 HP motor that is available to rent for experienced boaters! This is truly a one of kind property. We look forward to serving you!

Highpoint Hideaway A | Lakefront Home | WatersEdge
Set upon one of the largest waterfront lots in the community, this tiny home offers a unique experience that's perfect for couples, friends, or family. You'll be enchanted by the tranquility of the lake as it stretches out before you, providing a serene backdrop to your stay. The heart of this property is its outdoor living spaces (2 large decks, complete with outdoor seating and a grill) as evening falls, gather around the fire pit to roast marshmallows, share stories, and make memories.

Meadow View Retreat
Enjoy your stay at Meadow View Retreat with a beautiful view of the farm. We have a 72 acre farm and a family business located walking distance from the airbnb. We are a 10 minute drive to Tim’s Ford Lake, Twin Creeks Marina & historic downtown Winchester + 15 minutes from University of the South. This 2 bedroom guesthouse is the perfect stay for you and your loved ones. Enjoy the private, quiet back porch with a view of the pond and the farm. Beautiful sunrise + sunset views too!

Modern Monteagle A-frame with Hot Tub
Welcome to Camp Mae, a Scandinavian inspired A-Frame stay in Monteagle, TN. Minimalist designed yet elegant, offering the perfect escape- minutes from the Fiery Gizzard hiking trail and Monteagle. Relax in the hot tub or gather around the fire pit. For eco-conscious travelers, we provide an electric car charger. Experience seclusion of the mountains while only minutes from world class hiking, local restaurants and shops. This retreat harmonizes luxury with nature in a serene setting.

Stayframe: a designer getaway with mountain views
Welcome to my custom-built Aframe in the forest just 90 mins from Nashville. This quiet retreat perched on the Cumberland Plateau was recently featured in Travel + Leisure and gives you access to the hikes and waterfalls the area is known for, while offering an elevated experience. Enjoy the soaking tub, gas fireplace, fast wifi, Smart TV, well-appointed kitchen, and bluff views. Sewanee University, Cumberland Caverns, Fiery Gizzard, and Sweetens Cove are all within a short drive.

The Coalmont Cove - Romantic Lakefront Escape
The Coalmont is a 4 acre waterfront retreat on top of the South Cumberland Mountains of Tennessee, between Nashville and Chattanooga. The Coalmont Cove is a tiny home that sits in the cove of a private lake. The definition of relaxation with adventure only minutes away, you'll find elevated decor, an inviting outdoor space, and beautiful scenery. The perfect retreat if you’re looking for a romantic getaway or a quiet place to disconnect or work remotely (1 GB fiber optic internet).

The Hangout on Heath Lane
Enjoy a peaceful experience at this centrally-located home. The Hangout is half a mile from the beautiful Twin Creeks Marina and 1 mile to historic downtown Winchester! Other local attractions include: -Grab a coffee and enjoy a tasty breakfast or lunch at Walnut Hill Coffee Shop -For a delicious, upscale dinner, be sure to visit Filo's Tavern -Head out for a tour and tasting at Jack Daniels Distillery -Grab some tickets to the Cavern's for a memorable concert experience.

Cozy Cabin close to Tims Ford Lake & Jack Daniels
A cozy cabin awaits you located close to Tim's Ford Lake-1/2 mile from Holiday Landing Marina & Blue Gill Restaurant. Lynchburg, home to popular Jack Daniel's Distillery-only 12 miles away; Nashville-90 mins. Made from handcrafted red cedar, you will be met with a woodsy aroma when entering. Special touches can be found throughout including Jacuzzi tub! Truly a unique wooded cottage, equipped to ensure a relaxing getaway. Pet friendly with an additional pet fee.

Our Catty Shack
Oliver and Lacey (the cats) would love to welcome you to Our Catty Shack! ***NOTE: Our Catty Shack comes WITH indoor/outdoor CATS*** This spiritual retreat is nestled between imposing ridgelines, abuts a state forest, and faces the powerful Tennessee river. Enjoy dramatic sun and moon rises. Luxuriate in the hot tub. Feast your eyes on the views. Only 15 minutes to downtown Chattanooga - with the peace of the country - have it all here.

Red Room Cabin ~ The Treehouse Dungeon for Couples
Red Room Cabins offers a unique Romantic "Red Room" experience for couples looking for some spice and indulge in new desires. We are located in the beautiful scenic mountain of Dunlap Tennessee. Our rentals are designed for adults to come relax and explore new things and reconnect with your partner. We have a private 4 person hot tub for your pleasure. We also have plenty of fun adult activities to enjoy and experience with one another.
Popular amenities for rentals with patio in Winchester
Flat rentals with a patio

Abbo's Retreat

The Whiskey at Glass Hollow | Whiskey Retreat

King Bed Efficiency Apartment w/Private Entrance

Adorable & Stylish Studio in Monteagle, TN!

Hook, Wine, Sinker Unit B

Mountain Retreat Overlook 7 min walk to Caverns

Studio with Kitchenette

Cute apartment on the river!
House rentals with a patio

Lakeside Luxe | Lake + Pool Access

Kayak Kove* DOCK* Lakefront*NEW

Mulberry Cottage Guest House

The Old Fashioned w/ lake view & FREE pontoon!

Timberhill Home-Walk to the Lake!

3-BR Luxury Home with Hot Tub & Arcade Games

Mountain Mist - HOT TUB & King bed w/ fire pit

"A Modern Vue"-Luxury-Hot Tub-Arcade
Other holiday rentals with a patio

Fire Lake Manor *NEW* Hotub* Arcade! Wifi

"Dock Holiday" Retreat on Tim's Ford Lake.

Whiskey Trails Cottage

Tranquility @ The Reserve-Holiday Landing

Aqua-dream

The Little Lake House @The Retreat at Waters Edge

Forest Retreat: Poolside Bliss Close to Campus

Nature lovers dream retreat/the Square Root
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £135 | £134 | £176 | £150 | £208 | £254 | £245 | £234 | £173 | £173 | £190 | £148 |
| Avg. temp | 5°C | 8°C | 12°C | 17°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 11°C | 7°C |
Quick stats about holiday rentals with a patio in Winchester

Total holiday rentals
Explore 110 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 3,280 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.9 Average rating
Winchester stays are highly rated by guests – averaging 4.9 out of 5!
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- Pet-friendly rentals Winchester
- Rentals with a firepit Winchester
- Rentals with lake access Winchester
- Rentals with pools Winchester
- Rentals with a kayak Winchester
- Rentals with outdoor seating Winchester
- Cabin rentals Winchester
- Rentals with a fireplace Winchester
- House rentals Winchester
- Rentals with a washing machine and dryer Winchester
- Family-friendly rentals Winchester
- Rentals with a patio Tennessee
- Rentals with a patio United States
- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Coolidge Park
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Point Park
- South Cumberland State Park
- Chattanooga Zoo
- Raccoon Mountain Caverns & Campground
- Old Stone Fort State Archaeological Park
- Creative Discovery Museum
- Von Braun Center, North Hall
- U.S. Space & Rocket Center
- Huntsville Botanical Garden
- Lowe Mill Arts And Entertainment
- Cathedral Caverns State Park
- Cumberland Caverns
- Short Mountain Distillery
- Burritt on the Mountain
- Discovery Center
- Chattanooga Whiskey Experimental Distillery
- Chattanooga Convention Center
- Tennessee River Park





