Vacation rentals with a pool in Winchester

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Top-rated rentals with a pool in Winchester

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Superhost

Condo in Chattanooga

4.9 out of 5 average rating, 307 reviews

New Riverfront Condo With Balcony in the City's Heart

Slumber soundly in a bedroom with Egyptian cotton sheets and room-darkening curtains. Start the day with a workout in the gym and a cooling dip in the pool, then head back for Keurig coffee and breakfast in the kitchen while viewing the 55" Roku TV. This condo is well equipped with everything you need to stay for a night or a 6 month stay! You have a fully stocked kitchen with all the necessities, a comfortable bed, plush bedding and towels, and a stocked bathroom with all the toiletries. Shampoo, Conditioner, Body Wash, Q Tips, Cotton Balls, Hairdryer, etc is all provided. A large HE washer & dryer are provided as well as a starter pack of laundry detergent, etc. A large Smart Flat Screen TV in the livingroom. This unit is on the 2nd floor and it has a balcony from the living room that overlooks Riverfront Parkway & Parkway Pourhouse. The guests will have full access to the entire condo including the furnished washer & dryer. They will also have access to the gym , pool and clubroom in the community. We are available via phone or text or even email during your stay! If you prefer we meet you when you check in, we will happily accommodate but for the most part, we leave you be to enjoy your stay privately! Take an easy 10-minute walk to the TN Aquarium, IMAX Theater and Children's Museum. Lots of restaurants are nearby as well, with Parkway Pourhouse and Scottie's on the River directly across the street. Catch classic events at nearby Ross's Landing. This condo has 1 dedicated parking space in the lot and then free parking on the street. This area is a short walk to the heart of downtown, easy access on and off the freeway, and plenty of Uber & Lyft drivers just minutes away. Potential for noise - This is a condo located downtown. Although it is minimal, there is potential for noise from cars on the street below as well as the unit above you.

Superhost

Home in Trenton

4.97 out of 5 average rating, 150 reviews

Suite Retreat: Pool & Spa | Minutes to Chattanooga

Nestled in the heart of nature's grandeur, this beautiful suite offers comfort and awe-inspiring views. It's a sanctuary where modern luxury meets the tranquility of the great outdoors. Relax in the hot tub, and enjoy morning coffee in the cabana surrounded by mountain views. Make s'mores with the kids while enjoying a gorgeous sunset. This property is perfect for 2-4 guests, 5 with baby. The hot tub is open year-round & ready to melt your cares away! The pool is now closed for the season.

Superhost

Home in Winchester

5 out of 5 average rating, 33 reviews

Lakefront Haven on Tims Ford w/ Kayak and SUP

Welcome to Lakefront Haven! This home offers a seamless blend of comfort and luxury, providing a retreat for a lakefront getaway. • Lakefront property + beautiful views • Spa Getaway • Fantastic community pool for the hot summer days • Screened in, heated porch with TV and sound system • Kayak, Paddleboard and Peleton provided • Deck with gas Weber grill • Backyard firepit with chairs • Well equipped kitchen • Less than two miles from Twin Creeks Marina • Walkable to the downtown Square

Superhost

Home in Chattanooga

4.81 out of 5 average rating, 159 reviews

CasaVista | Pool-Central-3bd2.5ba-Sleeps8

Welcome to Casa Vista. A cozy, modern, townhome strategically located at the base of Lookout Mountain and between the historic district of Saint Elmo and the vibrant food scene of Southside. Most of Chattanooga's main attractions, restaurants, and venues are accessible in less than 10 minutes from our home. Bike rental and Riverwalk trailhead are accessible by foot. Ruby Falls and Rock City 6-8min. Downtown Chatt 4-6min. Traveling by EV? We have level-2 chargers available along the road.

Superhost

Home in Winchester

5 out of 5 average rating, 8 reviews

The Old Fashioned @ Twin Creeks - FREE BOAT & POOL

*FREE BOAT - Any 2 or more nights booked and staying through July 31st, 2025 qualifies for one full day complimentary pontoon rental of your choosing, subject to terms & availability! This home offers a vintage vibe with a twist of sophistication. The Old Fashioned is equipped with a game room, poker tables & leather tufted sofas. Breathtaking views of Tims Ford Lake and Twin Creeks Marina right out your back door. Sit back and relax while you pour the bourbon here at the Old Fashioned.

Superhost

Townhouse in Winchester

5 out of 5 average rating, 8 reviews

Lovin Lake Life

Relax and unwind at this spacious 5BR/7-bed townhome just 1-2 minutes from Twin Creeks Marina & Dry Creek Beach! Take the complimentary golf cart and relax by the pool or head to the marina to rent a boat, shop at the store, or eat/drink at Drafts & Watercrafts Bar & Grill. Enjoy cozy furnishings, relax on the screened in porch, or challenge your group to a game of ping pong. This home is perfect for families, groups, and lake lovers looking for a fun and easy getaway in Winchester, TN.

Superhost

Condo in Chattanooga

4.94 out of 5 average rating, 482 reviews

Luxury Downtown Oasis | Fully Disinfected

Beautiful Downtown Riverwalk Oasis THE CONDO This condo is a new downtown oasis!!! Designed and furnished to give our guests a modern and luxurious experience while also capturing the comforting feeling you can only get from being in a family home. Everything you could want downtown Chattanooga is at your finger tips. The Aquarium, The River Walk, Restaurants, Bars, Coolidge Park and much much more are within minutes reach. You will also have access to our Pool, Gym and Clubhouse!!!

Superhost

Home in Winchester

5 out of 5 average rating, 23 reviews

The Modern Mainstay at Barefoot Bay

Welcome to The Modern Mainstay, your stylish retreat by the shores of Tims Ford Lake! This pet friendly contemporary home is just 1/2 mile from the historic downtown square where you can enjoy doing a bit of shopping or dining. Or sit on the front porch with lake views, and take in the serene surroundings. Take a dip in our lakefront community pool. Enjoy access to the lakefront common area for fishing, swimming in the lake, and relaxing by the fire pit with a glass of wine.

Superhost

Home in Winchester

4.93 out of 5 average rating, 122 reviews

Lovely Lake View Home at Twin Creeks Marina

This Craftsman-style, lake-view house is located in the private, gated lakeside community of Twin Creeks Village at scenic Tim's Ford Lake in Winchester, TN. It features an open floor plan with 4 bedrooms, 3 baths, game room, screened porch and huge deck overlooking the lake. Use the included golf cart to go to the swimming pools, marina, bar & grill or on-site convenience store. Information on boat & jet ski rentals are available at the marina shop.

Superhost

Home in Winchester

4.93 out of 5 average rating, 55 reviews

Basecamp Retreat TimsFordLake

Welcome to Basecamp Retreat! Modern lake luxury on Tims Ford Lake. This 3-bedroom, 2.5 bath cozy retreat, located in the gated community of Barefoot Bay, is the perfect home base for your visit. Offering modern comforts and convenience in a prime location with picturesque lake views, Basecamp provides a comfortable and inviting space to relax and recharge. Located 2 miles from Twin Creeks Marina & Resort and 1 mile from downtown Winchester.

Superhost

Cabin in Bryant

4.96 out of 5 average rating, 173 reviews

Pop & Granny's cabin with a fire pit, hot tub, & i

SUNDAY check in ALLOWED. POP & GRANNY'S CABIN is located inside Paradise Pointe which is gated & on a mountain, tristate corner of AL/TN/GA. HIKING TRAIL to tristate corner. Paradise Pointe has 1 HuGe INDOOR POOL HOUSE with outdoor deck-19 rentals has access to pool house. WIFI, hot tub, fireplace, grill & fire pit! Main floor-BDR 1/king, Upstairs-BDR 2/king, BDR 3/family room/true queen bed & 2 recliners & BDR 4/king

Superhost

Home in Winchester

5 out of 5 average rating, 15 reviews

Lakeview Luxe | Lake Access + Pool

Lakeview Luxe is a 3-bedroom, 2.5-bath retreat nestled in the gated Barefoot Bay community right on Tim’s Ford Lake. Enjoy lake views, access to a waterfront community pool, kayak launch and firepit, and a private fenced backyard with a cozy outdoor fireplace. Only a one minute walk to the lake and just one mile from charming downtown Winchester, you'll be minutes from great dining, shopping, and entertainment.