
Holiday rentals with outdoor seating in Winchester
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Winchester
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Private Dock - Best Cabin Tims Ford Lake
Great cabin located directly on Tims Ford Lake. Cabin has been updated and includes nice, well stocked kitchen as well as a deck (with grill). Enjoy our dock - fish, swim and use our two kayaks, paddle board and a canoe. Plenty of space to tie your boat up to our dock in a mostly private cove. Please read the guest access section for more details on lake access. Close to some great attractions - Jack Daniels Distillery (19 mi), Bonnaroo (25 mi), Univ. of the South (19 mi), Winchester (5 mi)

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.

Twin Oaks tiny house at The Retreat at Waters Edge
Nestled among the oak trees on Monteagle mountain with amazing views of the Fiery Gizzard reservoir, Twin Oaks tiny house is the perfect getaway! Explore the outdoors on hiking trails that lead to waterfalls, see concerts and enjoy eateries, and it's all so easy to get to! Lots of glass that brings the outdoors in if you just want to relax. Each season brings its own unique perspective. Twin Oaks is truly a one-of-a-kind experience. Stay one night or stay a month, you'll love your time here!

Holliday Hide Away
1200 sq. ft. very rustic converted pole barn. The floors are stained concrete and the walls are rough saw mill hewn poplar boards. Located on 3 acres of beautiful well kept property. It does not border the lake but is surrounded by Tims Ford Lake and less than 5 minute drive to 3 boat docks and launches. Close to restaurants, shopping venues, hiking trails, water falls and golfing. Pool table, cornhole set, board games & cards in cabin. Visit historic Franklin County and surrounding areas.

Cozy Tiny Home w/large deck, hot tub and firepit
The Trail House is perfectly placed among the trees with many tall windows to take advantage of the gorgeous views. The large 2-tiered deck has two separate sitting areas. Hike, rock climb, bike, cave, kayak, fish, swim at the base of the waterfalls or sit and relax. Do it all, do absolutely nothing, or a little of both here at the Trail House. There is a second larger home on the same property that can be rented separately listed as New Tiny Home in the Mountains. Shown in last photo.

The Nest at The Retreat @ Deer Lick Falls
The Retreat offers a cozy cottage for down time & you have the option to hike trails down to falls area, socialize with other guests or sit and have your own Fire in our fire pit on the property and just relax! Local Restaurants minutes away, lake access 10 minutes away with beautiful woodsy setting perfect for getting away from the hustle of everyday life! Covered patio for relaxing and you can eat outdoors with a grill guests can use and a fully equipped kitchen if you choose to cook.

Private dock/gazebo on quiet cove. Tims Ford Lake!
Indulge in the tranquility of Tims Ford Lake, TN! Our exquisite 5-star cottage, just 6 miles from Tims Ford State Park/Marina, beckons you to unwind. Conveniently situated 18 miles from Tullahoma and 8 miles from Winchester, our boat-friendly haven features a private dock and a circular drive. Minimum rental age: 25. Ensure a seamless stay by signing our legal Rental Agreement and presenting a government-issued ID. Book now for a worry-free lakeside escape – your perfect retreat awaits!

Lake Home, Dock, Theatre, Hot Tub, FirePit, Kayaks
Take it easy at this unique and tranquil getaway. This beautiful lake home is one of it's kind at Tim's Ford. The house is nestled in a quiet rural neighborhood with woods in the backyard. The dock is only a small golf cart ride away. Enjoy beautiful lake views at your own private dock! This house is equipped with an amazing home theatre system, game room, hot tub, fire pit, kayaks and plenty more amenities! Tim's Ford Dam is only one mile away and has a public boat launch for you :)

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).

Lakeside Retreat at The Reserve w/ Golf Cart
Beautiful lakeside home on Tim's Ford Lake! Short Walk or Golf Cart ride to Blue Gill Grill & Holiday Landing Marina. Boat Parking on the Driveway during your stay! First Floor: Master Bed with Full Bath, Dining Room, Living Room, Kitchen (Fully stocked with basic spices and cooking utensils). Outside Patio with Fire Place and seating. Second Floor: BR 2- King Bed. BR 3 Queen Bed, Loft Space, Sectional Couch, Pull out Queen. *No Smoking *Max 10 Guest *Front Door Security Cam*

the tiny bungalow @ waters edge | tiny house
welcome to our favorite little bungalow. located in tracy city, tn @ the waters edge tiny house community. cozied in the woods, we love to host our guest not just with a retreat but an experience. we have deigned our place to have what you need, so you can show up and rest. our tiny bungalow is perfectly designed for that romantic getaway, a writers retreat, an escape for friends to connect over an open fire, or a family adventure hiking the trails + paddling out on the lake.

Dock on Lake! Walk to Downtown Shops/Rest/Movies!
Charming, *Pet Friendly* well-loved 1950s lake house on Tim’s Ford Lake. Walking distance to grocery and downtown movie theatre, boutiques, restaurants and library. Near Twin Creeks marina/restaurant where you can rent boats. While here, you can swim at the dock; play darts, checkers or fuse ball; go out on the lake; walk to the Oldham Theatre; go hiking in Tim’s Ford State Park or nearby Sewanee; go to the Tullahoma drive-in theatre; or visit nearby Jack Daniel’s distillery.
Popular amenities for Winchester outdoor seating rentals
Holiday House Rentals with Outdoor Seating

The Hangout on Heath Lane

Little Green Cottage

Meadow View Retreat

Nanny’s House

Relax & Unwind in Cozy Farm Stay 7 mins from I-24

The Modern Mainstay at Barefoot Bay

The FOX Tiny Home @ The Retreat at Water's Edge

Entire home in Morrison/Viola
Apartment rentals with outdoor seating

Boho Hideaway

The Yurt at Paradise Pointe with a hot tub, fire p

Country Style

TN Honey new construction two bedroom apartment

Newly Renovated Cozy Place Minutes From The Lake

Cozy Up in Monteagle

Russell and Beckys place

Goat Pen Hostel - Overlook
Other holiday rentals with outdoor seating

Sunset Cottage +Dock on Tims Ford Sleeps 12

Get cozy at the Tiny Timber! Gated Community

Beautiful New Construction Lakefront!

Serene Lake House Retreat with New Golf Cart

Basecamp Retreat TimsFordLake

Spacious 4 bedroom 2 bath house king bed in master

Lakeside Paradise - Waterfront View & Private Dock

Cozy Bluff View Cabin w/ Hot tub in Monteagle
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $411 NZD | $378 NZD | $476 NZD | $453 NZD | $551 NZD | $587 NZD | $573 NZD | $566 NZD | $448 NZD | $474 NZD | $491 NZD | $436 NZD |
| 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 outdoor seating in Winchester

Total holiday rentals
Explore 80 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 2,560 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- Cabin rentals Winchester
- Rentals with a fire pit Winchester
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- Rentals with lake access Winchester
- Rentals with a kayak Winchester
- Pet-friendly rentals Winchester
- Family-friendly rentals Winchester
- House rentals Winchester
- Rentals with a fireplace Winchester
- Rentals with a patio Winchester
- Rentals with pools Winchester
- Rentals with outdoor seating Franklin County
- Rentals with outdoor seating Tennessee
- Rentals with outdoor seating United States
- Cloudland Canyon State Park
- Tennessee Aquarium
- Monte Sano State Park
- Dublin Park
- Rock City
- Coolidge Park
- Chattanooga Choo Choo
- Hunter Museum of American Art
- Creative Discovery Museum
- Von Braun Center, North Hall
- South Cumberland State Park
- Tims Ford State Park
- U.S. Space & Rocket Center
- Lowe Mill Arts And Entertainment
- Huntsville Botanical Garden
- Burritt on the Mountain
- Cathedral Caverns State Park
- Point Park
- Raccoon Mountain Caverns & Campground
- Finley Stadium
- Discovery Center
- Old Stone Fort State Archaeological Park
- Short Mountain Distillery
- Cumberland Caverns




