Home Vacation Rentals By Owner In Winchester, TN

Showing 20 Of 149 Vacation Rentals
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Exceptional(16)

$287.73

/ Nightly
Apartment

Dry Jack Tim-Hot Tub, Water Views, Marina

Winchester, Tennessee, United States

This beautiful Lake home is located in the pristine community of Twin Creeks, has water views, hot tub on back patio, steps from the pool, and 3 min to the marina. Bring your own boat to launch at the marinas private dock. No boat no problem! The Marina offers the following rentals: pontoon boats, kayaks and paddle boards. The on-site store will take care of all of your boating needs including gas, beverages, sunscreen, snacks etc… Drafts and Watercrafts bar and grill frequently features live music on the weekends.brbr-Pool Access Memorial Day-Labor Daybr-2 min drive to the Marina where you can enjoy food, drinks, and rentals to enjoy your time on the waterbr-Drafts and Watercrafts Bar and Grill at the marina is open until mid-October and will open mid to late April.br-Dry Creek Beach is at the entrance of Twin Creeks Marina where you and your family can play in the sand and water during your stay. Open Memorial Day-Labor daybrbrTwin Creeks is a beautiful gated community right next to Twin Creeks MarinabrThe main living room, kitchen, and master are on the second floor to maximize the water view. All other beds are on the first floor.brMust be 25yrs of age or older to rent the propertybrNo Parties or EventsbrMust be 18 years of age or older to drive the golf cartbrNo PetsbrNo Parking on the Road-HOA doesn`t allow and vehicles can be towedbrHOA doesn`t allow box trucks to be parked in the driveway or roadway
Bed 4

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Bath 2

Bath

Sleep 13

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Exceptional(9)

$271.24

/ Nightly
Private Vacation Home

Lakin It Easy-Pool, Twin Creeks Marina, & Dry Creek Beach

Winchester, Tennessee, United States

Relax and unwind at this spacious 4BR 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 foosball. This home is perfect for families, groups, and lake lovers looking for a fun and easy getaway in Winchester, TN.brbrSit back and relax in this cozy space where you have an indoor fireplace, master bedroom with king bed, and queen bed on the first floor. On the second floor you have 2 queens in one room and then a full bunk bed with a trundle bed underneath so there`s plenty of room for your family and friends. In the garage you`ll find the complimentary golf cart to get around the neighborhood.brbrYour home is in the gated Twin Creeks golf cart community and you will receive a gate and door code in your check-in instructionsbrGolf cart is available available March-October, key is put away during winter months.brbrYour home is in the popular gated Twin Creeks golf cart community and you will receive a gate and door code in your check-in instructions. You`re next to the marina, minutes from downtown Winchester, and just down the street to Dry Creek Beach. brbrThis is not a place for parties as the home is a townhome that is in close proximity to other neighbors. Please be mindful of noise and quiet hours are 10pm-7am. HOA doesn`t allow box trucks to be parked in the driveway or roadwaybrbr ️ Shopping OptionsbrDowntown WinchesterbrExplore the historic downtown area, which features a variety of boutiques, gift shops, and spe-cialty stores:br• Winchester Mercantile: A multi-level space offering artisan goods, a wine and beer bar, and a cozy lounge area. (Winchester Mercantile)br• Winchester Antique Mall: Home to ten dealers offering antiques, collectibles, and local crafts. (TN Vacation)br• The Lake Store: A boutique specializing in lake-themed apparel and accessories. (Winchester Mercantile)br• Cricklewood and Company: Offers a selection of gifts and home décor items. (Best of Winchester TN)brOther Local Shopsbr• About Town Apparel: Trendy clothing and accessories. (Winchester TN)br• Backstage Music & Pawn: Musical instruments and pawn services. (Winchester TN)br• Cato Fashions: Women`s fashion at affordable prices. br• Bargain Hunt: Discounted brand-name merchandise. (Winchester TN)br• Walmart Supercenter: A one-stop shop for groceries, electronics, and more. (Walmart.com)br________________________________________br Outdoor ActivitiesbrTims Ford State ParkbrA 3,546-acre park offering:(Wikipedia)br• Boating, fishing, and swimming in Tims Ford Lake.(TN Vacation)br• Hiking and biking trails.(Southern Living)br• The Bear Trace Golf Course, designed by Jack Nicklaus.(Wikipedia)br• Campgrounds and picnic areas. (Wikipedia)brMust be 25yrs of age or older to rent the propertybrNo Parties or EventsbrMust be 18 years of age or older to drive the golf cartbrNo PetsbrNo Parking on the Road-HOA doesn`t allow and vehicles can be towedbrHOA doesn`t allow box trucks to be parked in the driveway or roadway
Bed 4

Bed

Bath 3

Bath

Sleep 14

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Exceptional(5)

$387.1

/ Nightly
Private Vacation Home

Dock,Slip, Kayaks, SUPs, Game Room, Hot Tub

Winchester, Tennessee, United States

Welcome to Hook, Wine, & Sinker, your lakeside paradise! This charming retreat is perfect for relaxation and fun, featuring a large hot tub, serene patio views, and a cozy fire pit for starlit gatherings. Bring your boat and use the private slip, swim off the dock, or embark on lake adventures with your kayaks and paddleboards. Ideal for families and friends seeking both tranquility and excitement, this home promises an unforgettable escape.brbr-Your spacious lakefront home features two luxurious master bedrooms, each with a king-sized bed and breathtaking views of the lake. Each has a wall separating a single bed and nursery style chair if you have a little one. Wake up to serene water views and enjoy your morning coffee on the private balcony right outside your doorbr-Downstairs you`ll find an entertainment area with a 75 inch tv perfect for hanging out with friends/family and enjoying your favorite beveragebr-Upstairs provides a half bath with multiple beds to accommodate your guests, 3 queens and a pullout sofabr-Above the external garage is a great game room with a ping-pong table, foosball, Marvel digital pinball, and Pong VS. arcade game. Hang out in the cushy bean bags and watch your favorite show.br-Outside you`ll find the largest hot tub we could find at the store surrounded with plenty of seating for all of your guests. br-The fire pit is a Solo and prevents smoke from following you around while you`re hanging out with your friends.br-The dock is a community dock and you will have 1 slip that you are able to use. You are able to swim off the dock or use the complimentary kayaks and paddleboards.br-This unit is the front side of a 2 unit condo style building. This unit is the water facing unit and is totally separated from the other unit.brbr-Just minutes to downtown Winchester and Twin Creeks Marinabr-Jack Daniels, Uncle Nearest, and George Dickel Distilleries are within driving distanced to experience tours and tastings.brbrYou will be able to park at the home and will enter through the community gate. Signs will be posted and you will park on the Unit A marked side for parking.brbrThe home is located in a 5 home community that is very peaceful. Each home has access to the dock and their assigned slip so there may be others swimming or using the dock.brbr-This unit is the front side of a 2 unit condo style building. This unit is the water facing unit and while in the same building as the second unit, you have your own private space. br-The dock is just in front of the home and is maybe 60-70 yards from the front of the home. You can walk directly to the dock using the paved pathway, there is a dirt path just before you get to the dock. There is also a golf cart you can use to get to the dock if needed, but the distance is very walkable. There is a slight slope as you walk from the home to dockbrMust be 25yrs of age or older to book the propertybrNo parties or eventsbrDogs are allowed up to 65lbs, $250 pet fee required. brMust be mindful of noise as to not disturb neighborsbrChildren must be supervised outside at all times and are not allowed in the hot tub without an adultbrYou will have one assigned dock slip on the community dock. You will only be able to use that specific slip.
Bed 3

Bed

Bath 2

Bath

Sleep 14

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Exceptional(3)

$283.14

/ Nightly
Villa

Lovin Lake Life-Pool, Twin Creeks Marina, & Dry Creek Beach

Winchester, Tennessee, United States

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.brbrThis is a townhome in the popular Twin Creeks neighborhood. Neighbors are close by so please be respectful of noise at all times. The home does come with a 4 seater golf cart for you to get around the neighborhood. Golf cart is available available March-October, key is put away during winter months.brbr ️ Shopping OptionsbrDowntown WinchesterbrExplore the historic downtown area, which features a variety of boutiques, gift shops, and spe-cialty stores:br• Winchester Mercantile: A multi-level space offering artisan goods, a wine and beer bar, and a cozy lounge area. (Winchester Mercantile)br• Winchester Antique Mall: Home to ten dealers offering antiques, collectibles, and local crafts. (TN Vacation)br• The Lake Store: A boutique specializing in lake-themed apparel and accessories. (Winchester Mercantile)br• Cricklewood and Company: Offers a selection of gifts and home décor items. (Best of Winchester TN)brOther Local Shopsbr• About Town Apparel: Trendy clothing and accessories. (Winchester TN)br• Backstage Music & Pawn: Musical instruments and pawn services. (Winchester TN)br• Cato Fashions: Women`s fashion at affordable prices. br• Bargain Hunt: Discounted brand-name merchandise. (Winchester TN)br• Walmart Supercenter: A one-stop shop for groceries, electronics, and more. (Walmart.com)br________________________________________br Outdoor ActivitiesbrTims Ford State ParkbrA 3,546-acre park offering:(Wikipedia)br• Boating, fishing, and swimming in Tims Ford Lake.(TN Vacation)br• Hiking and biking trails.(Southern Living)br• The Bear Trace Golf Course, designed by Jack Nicklaus.(Wikipedia)br• Campgrounds and picnic areas. (Wikipedia)brbrThis home is located in the popular Twin Creeks neighborhood. You can take the golf cart to the pool or venture to the marina where you can rent a boat, get snacks in the store, or eat on the water at Drafts and Watercrafts. The home is 2 stories so stairs are required to use the upstairs bedrooms.brMust be 25yrs of age or older to rent the propertybrNo Parties or EventsbrMust be 18 years of age or older to drive the golf cartbrNo PetsbrNo Parking on the Road-HOA doesn`t allow and vehicles can be towedbrHOA doesn`t allow box trucks to be parked in the driveway or roadway
Bed 5

Bed

Bath 3

Bath

Sleep 12

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Exceptional(12)

$200.76

/ Nightly
Cottage

Historic 1940's Cottage Near Tim's Ford Lake & Town Square Fully Remodeled

Winchester, Tennessee, United States

WELCOME to this beautiful, newly renovated COTTAGE near the Winchester Square and Tim's Ford Lake. This Historic Home, built in 1948 is full of CHARACTER but yet modern and stylishly furnished.brWithin walking distance to the Winchester Square and just 1 mile from Twin Creeks Marina this beautiful home in convenient, comfortable, and welcoming for all guests. brThis is the home that you have been looking for that is BUDGET friendly but also packed with AMENITIES in the perfect location!brbrThis beautiful cottage is in a QUIET, SAFE, and FRIENDLY neighborhood on a dead end street with kind neighbors just off the WINCHESTER SQUARE (10-12 minute walk) and 1 mile from Twin Creeks Marina and the beautiful TIM'S FORD LAKE. Don't be surprised if the neighbors say hello as Winchester is a very friendly place. Don't miss the great restaurants and shops on the square or the Oldham Theater where you can watch a picture show/movie! (Did I just say Picture Show ) brbrThis home was completely remodeled in the summer of 2024 and it has a balance of historic 1940's character and decor while also the modern conveniences that we all love in a home. You will love the original hardwoods that squeak a little when you walk them (the stories they could tell) and the beautiful solid wood original interior doors to the home that were salvaged throughout the home. brThere is a brand new Central Heating/Cooling System in the home to make sure you can set a comfy temperature for your stay.brbrThe cottage boasts 2 BEDROOMS and 1 BATH. brBedroom 1- King Bed (sleeps 2) brBedroom 2- Bunk Beds and Queen Bed (Sleeps 4)brBoth bedrooms are decorated in the 1940's motif and have nightstands which feature USB plugs for all of your devices to charge. brbrThe fully furnished and remodeled KITCHEN has granite countertops, stainless appliances (Fridge/Freezer/Ice Maker, Glass Top Stove, Dishwasher, Microwave), floating shelves and a washer dryer combo unit. (Note: The washer/dryer combo unit is only for very small loads of laundry.) There is also a table set for 4 people to enjoy a southern meal together. brbrThe LIVING room is furnished with a reclining couch and era specific rocking chair along with a large flat screen SMART TV for your enjoyment. WIFI is available throughout the cottage. brbrThe bathroom is an ELEGANT 1940's BATH featuring shiplap and a cute vanity for your pampering. brbrThe home also has a 12x12 DECK where you can enjoy the wonderful Tennessee weather and relax with a glass of your favorite drink while featuring your grilling skills on the GAS GRILL and enjoy a relaxing evening.brbrIf you are coming to the Winchester TN area, you don't want to miss the experience of staying in this home!brbrOwners: We are a CHRISTIAN family that own and operate this small short term rental business. I am a pastor and seek to treat people with the respect they deserve. It is our mission at Salt and Light Vacations to be the SALT and LIGHT to the world as Jesus told us to be in Matthew 5:13-16. brSo, we want to offer you a comfortable, clean, and budget friendly home for your stay all while treating you with good southern Christian hospitality. brWe thank you ahead of time for trusting us with your vacation!
Bed 2

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Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(3)

$475.75

/ Nightly
Private Vacation Home

Lakeside Luxe - Lake Access + Community Pool

Winchester, Tennessee, United States

Lakeside Luxe is a 3-bedroom, 2.5-bath retreat nestled in the gated Barefoot Bay community on Tim’s Ford Lake. Enjoy lake views, access to a waterfront community pool and firepit, and a private fenced backyard with a cozy outdoor fireplace. Just one mile from charming downtown Winchester, you'll be minutes from great dining, shopping, and entertainment.brbrAbout the SpacebrbrLakeside Luxe is a welcoming retreat in a safe, gated community, perfect for families or friends looking to enjoy lakeside adventures and a relaxing stay. Short 3-5 minute drive to Twin Creeks Marina for boating and Winchester City Park for pickleball, Frisbee golf, swimming and more.brbr• 3 well-appointed bedrooms:br⎯▹ Bedroom 1: King bed + en suite bathroombr⎯▹ Bedroom 2: 1 King bedbr⎯▹ Bedroom 3: 1 Queen bedbr⎯▹ Loft: 2 Twin beds-Bunkbed brbr• Fresh bedding + towels providedbr• 2 full bathrooms + 1 half bathroombr• High-quality bath essentials providedbr• Fully equipped kitchenbr• Keurig Coffee maker, toaster, blenderbr• Dishwasher, microwave, cookwarebr• In-home washer + dryerbr• Private fenced backyard w/ fireplacebr• Parking for 2 cars in driveway, no garage accessbrbrExperience Overview ~brbr• High-speed wifibr• Private patio with seating + fireplacebr• Seasonal pool access (Apr–Oct)br• Outdoor dining + BBQ grillbr• Smart TVs in every roombr• Board games + reading materialsbr• 2-min walk to lakebr• Tons of natural lightbr• Fully gated communitybrbrNearby Things to Do ~brbr✓ Tim's Ford Lake ⎯▹ 2 minbr✓ Tim's Ford State Park ⎯▹ 10 minbr✓ Oldham Theater ⎯▹ 3 minbr✓ Winchester City Park ⎯▹ 3 minbr✓ Cowan Railroad Museum ⎯▹ 15 minbrbrNearby Dining ~brbr✓ Walnut Hill Coffee Company (Coffee and Breakfast) ⎯▹ 3 minbr✓ Winchester Mercantile (Café & Deli) ⎯▹ 3 minbr✓ Filo's Tavern (American Pub Fare) ⎯▹ 3 minbr✓ Twin Creeks Marina & Resort (Seafood & American) ⎯▹ 5 minbr✓ Southern Sugar Saloon (Ice Cream, Milkshakes and More) ⎯▹ 3 minbrbrFAQ’s ~brbr➤ Is the area safe brAbsolutely. Lakeside Luxe is located in the quiet, gated Barefoot Bay community in Winchester, TN. You’ll enjoy a family-friendly neighborhood with added security and peace of mind throughout your stay.brbr➤ Is this house good for remote workers brWe offer high-speed wifi and a dedicated workspace, perfect for remote work and video calls.brbr➤ Can I throw an event brUnfortunately, we do not allow parties or events to maintain a peaceful and respectful environment in our gated community. With quiet hours from 11 PM to 7 AM and HOA regulations in place, we strive to ensure a relaxing stay for all guests and neighbors.brbr♥ Meet Your HostbrbrWe look forward to making you feel at home and will be here as a resource throughout your entire stay.brbrSincerely,brYour Host, Juliannebr– Owner, Lakeside LuxebrbrGuest Accessbr✓ Full access to the home, patio, and shared community pool, kayak launch, firepit and lakefront beach.br✓ Self-check-in with an access code.brGetting Aroundbr✓ Rideshare services are availablebr✓ 1 mile to downtown Winchesterbr✓ 5-minute drive to Twin Creeks Marinabr✓ 3 minute drive to Winchester City ParkbrbrInteraction With Guestsbr✓ We’ll be available via phone, text, and email for you!brbrOther Things to Notebrbr✓ Early Check In Feesbr $50 For 1-2 hour Early Check-inbr $75 For 3+ hours or if it significantly impacts cleaning/turnoverbr✓ Minimum age for booking is 25br✓ No pets allowedbr✓ No smoking allowed indoorsbr✓ Maximum occupancy is 8 guestsbr✓ Minimum age for booking is 25br✓ No smoking or pets allowedbr✓ Quiet hours: 11:00 PM - 7:00 AMbr✓ HOA requires car tag info before check-inbr✓ No garage or street parking; overflow parking outside gatesbr✓ Drop-off only at the pool; no parking allowed
Bed 4

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Bath 2

Bath

Sleep 8

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Exceptional(1)

$399.46

/ Nightly
Private Vacation Home

Shoreside Getaway on Tims Ford Lake w/ Pool Access

Winchester, Tennessee, United States

Located in Barefoot Bay | 2nd-Floor Lake Lookout | Pool ToysbrbrMake waves on Tims Ford Lake at this beautiful Winchester vacation rental. Set right on the shore, this 3-bedroom, 3-bath home offers access to the area’s only lakeside community pool, along with custom carpentry, recessed lighting, and tasteful decor. Back on dry land, enjoy a central location near downtown, the Bass Club launch area, and Twin Creeks Marina. Come take it easy — you’re at the lake!brbr-- THE PROPERTY --brbrSLEEPING ARRANGEMENTSbr- Bedroom 1: 1 king bedbr- Bedroom 2: 2 queen bedsbr- Bedroom 3: 1 queen bedbr- Nook: 1 twin bunk bedbrbrBAREFOOT BAY AMENITIESbr- Lakeside pool & kayak launchbrbrMAIN FEATURESbr- TVs, stereobr- Fireplacebr- Dining tablebr- Board games & cornholebr- Balcony w/ bistro seatingbr- Pool toysbr- Lake viewbrbrKITCHENbr- Refrigerator, stove/oven, dishwasherbr- Keurig (coffee provided), blender, toaster, microwavebr- Cooking basics, dishware/flatware, trash bags/paper towelsbr- SpicesbrbrGENERALbr- Free WiFibr- Central A/C & heat, ceiling fansbr- Washer/dryer, laundry detergent, hangersbr- Linens/towels, shampoo, hair dryerbrbrFAQbr- Quiet hours (10:00 PM-8:00 AM)br- 2 exterior security cameras (facing out)brbrACCESSIBILITYbr- 2-story home, 8 steps to enterbr- 1 bedroom & 1 bathroom on 1st floorbrbrPARKINGbr- Driveway (4 vehicles or 2 vehicles w/ truck & boat trailer)br- Boat trailer parking allowed on-sitebrbr-- THE LOCATION --brbr- Within 1 mile of the historic downtown square: dining, coffee shops, entertainmentbr- 0.8 miles to Winchester Bass Club launch areabr- 1 mile to Winchester City Park: playground, pickleball/tennis courts, disc golf, walking trails, fishing tournaments, baseball fields br- 2 miles to Twin Creeks Marina & Resortbr- 3 miles to Franklin County Country Club, 7 miles to Scenic View Golf Course, 12 miles to Bear Trace At Tims Ford State Parkbr- 59 miles to Huntsville International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smoking anywhere on the propertybr- Dangerous activities are prohibited, including: firearms, BB guns, air rifles, pellet guns, fireworks, pyrotechnics, and bow huntingbr- This is a Pet Free space, however we allow service dogs under the ADA.br- No events, parties, or large gatheringsbr- Please observe quiet hours from 10:00 PM to 8:00 AMbr- Only guests listed on the reservation are permitted to stay overnightbr- Additional fees and taxes may applybrbrADDITIONAL INFORMATIONbr- This 2-story home requires 8 steps to enter; it has 1 bedroom and 1 bathroom on the 1st floorbr- Bath towels are provided for indoor use only. Please bring your own pool towelsbr- No candles, fireworks, or open flames are allowedbr- Trailering a boat or watercraft must be approved in advance. Please reach out to the Guest Contact after bookingbr- Street parking is not permittedbr- Your safety matters. This property features 2 exterior security cameras. Camera 1 is a Ring doorbell device with an exterior security camera facing the front outdoor entry and street. Camera 2 is above the garage facing the driveway. The cameras do not look into any interior spaces. They record video and sound when activated by motion
Bed 3

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Bath 3

Bath

Sleep 10

Sleeps

Home Most popular vacation rentals in Winchester