For a town with a population of only 8,467 people, Winchester offers more activities and impressive attractions than you can imagine. Named after a soldier of the American Revolution General James Winchester, the lakeshore city has a long history and culture to share. Take your time to dig into architectural history about the American Indians, civil wars, and world wars. Make sure to allocate a few days to embrace the beauty of Tim’s Ford Lake and let the clock tick slower as you stroll around downtown Winchester. See our picks of best Vrbo rentals in this article below to secure a pleasant stay in this charming neighborhood. Scroll below for the best Vrbo vacation rentals in Winchester, Tennessee.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on December 20, 2024.
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1. Family-friendly retreat with countryside views (from USD 370)
Roomy and well-appointed, this vacation rental provides a true country getaway ideal for a family. It offers a kitchen, dining area, three bedrooms as well as two full baths that are equipped with a hairdryer and towels. Other amenities include air conditioning, a garage, and on-site horse stables that are accessible if needed.
Families can use the ping-pong table, pool table, and the darts in the playroom for some quality family time. They can also play lawn games or just sit around the fire pit in the backyard and take in beautiful sunset views. Tims Ford Lake is, Cowan Railroad Museum, and Elk River Dam are just 2.1 mi (3.4 km), 4.6 mi (7.4 km) away, and 10 mi (16 km) away, respectively.
Top guest reviews
Host:
host was super to communicate withchantel was an amazing host and we loved everything about her beautiful homeCleanliness:
very clean and quiteRead more reviewsAmenities & Room:
very comfortable and well maintained property
2. Spacious townhome with communal pool access (from USD 346)
This spacious townhome has 4 bedrooms and 3 full baths, making it an ideal place to stay for up to 12 guests. The bathrooms are complete with toiletries, towels, and bath essentials. There is also a well-equipped kitchen that boasts a stainless Saber infrared grill. Other areas include the garage, family room, and outdoor patio. Amenities like an air-conditioning system, a fireplace, and laundry essentials are available as well.
Guests can hop on the golf cart that comes with the rental and head down to the clubhouse to take a dip in the seasonal communal pool. It is also an ideal ride to cruise around the neighborhood or go to the marina, where a bar and eatery are located. Tims Ford Marina and Tims Ford Lake are just 6.8 mi (10.9 km) and 0.2 mi (0.3 km) away, respectively.
Top guest reviews
Host:
easy process and owners very helpful with any questions i hadthanks to the owners for providing christmas decorwe appreciated that the owners had decorated for christmasben was very responsive to any questions or issues we had and resolved them quicklyLocation:
thank you for offering this locationgood location for tn history visitsgreat location lots of fungreat location; close to the marina and an easy day trip to lynchburg for a distillery tourconvenient location clean well appointed homeCleanliness:
the condo was very clean and had everything we neededvery clean house very easy processgreat set up modern clean and perfect for a familyeverything was very clean and ben was very easy to contact for anything i neededthe property was clean and attractive and worked out very well for our familyRead more reviewsAmenities & Room:
the mattresses were also very comfortablethe property offered us plenty of comfortable sleeping space and gathering spacewe had a lovely stay with very comfortable accommodations
3. Lakefront oasis with large yard (from USD 314)
Situated in the gated community of Barefoot Bay, this lakefront rental can easily accommodate up to eight guests. The bedrooms are spacious and the bathrooms are equipped with towels, toiletries, and a hairdryer. The fireplace makes it a cozy home away from home. Amenities such as strong Wi-Fi, TV, washing machine, and home safety features are also available. Guests can enjoy full access of the property as well, including a well-equipped kitchen, sunroom, garage, and yard.
While the clubhouse pool is easily accessible, guests can always opt for more adventures at the lake. They can go swimming, boating, kayaking, and trying out other water sports. Beach towels and kayak floats come with the rental. Just less than a mile away is Historic Winchester, where restaurants, distilleries, gift shops, and museums can be found.
Top guest reviews
Host:
linda the owner is so kind and lovingour host was easy to contact and quick to respond to all questions about our stayour host was easy to contact and quick to respond when we had questions regarding our staythe owner linda was very responsive and informative about the areathe owner was very responsible accessible and well organizedRead more reviewsCleanliness:
the house is new beautifully decorated and immaculately cleanthe property was very clean and well appointed with special touches throughoutthe property was clean and well appointed with special touches (fresh flowers) and a welcoming gift
4. Fully furnished abode best for families (from USD 310)
Stunning lake views are only one of the many great things about this rental. It is also well-furnished and packed with family-friendly amenities such as a baby gate, a travel crib, children’s dining ware, and several games. With three bedrooms and three bathrooms, this lovely retreat can comfortably sleep up to eight guests. Guests can also enjoy access to a well-equipped kitchen, game room, living room, and dining room.
Other amenities included in this rental are strong Wi-Fi, home safety features, toiletries, laundry essentials, heating and air-conditioning, and fireplace. To make family time at Tims Ford Lake even more fun, the host provides lake towels, kayaks, beach bicycles, sports gear, and water toys. The spacious garage can fit two cars as well as a double stroller for kids.
Top guest reviews
Host:
owner very helpful and friendlyowners have done a great job making sure you have everything you needowners very helpful and quick to answerbeautiful property and owners are very responsivethe communication with the owner is the best i’ve ever hadLocation:
loved the location and propertyhouse is nice perfect locationlocation of house to lake and marina was perfectyou won't be disappointed if you choose this placethe property owners were very responsive and helpful and the location is greatCleanliness:
beautiful house very clean and upto datethe house is clean warm and welcomingeverything was great the house was well clean well furnishedwe had a great time and everything was nice clean and well keptwe like for things to be very cleanRead more reviewsAmenities & Room:
one of the most complete and comfortable homes we've ever rentedwe also love the twin creeks pool and marina area
5. Well-equipped home with lake views (from USD 581)
Nestled in the gated community of Twin Creeks Village, this four-bedroom home delivers stunning views of Tim Fords Lake. It also features 8 beds, making it an ideal accommodation for a group of up to 12 guests. Its five bathrooms are well-equipped with bath essentials and toiletries. Laundry essentials are readily available as well. The kitchen is complete with cooking basics and a coffee maker. For entertainment, guests are provided games, a strong Wi-Fi connection, a DVD player, and Roku Smart TVs. The cherry on top is an indoor fireplace to make the evenings cozier.
The clubhouse offers kayak and pontoon rentals so guests can have more fun in the lake. There is also a seasonal pool available. Guests can end the day huddling around the fire pit located just outside of this vacation rental.
Top guest reviews
Host:
super nice and responsive property managerLocation:
i would recommend this location to anyoneCleanliness:
beautiful home clean with all necessitiesthe stay was great the pictures were exactly the same and it was so cleanRead more reviewsAmenities & Room:
the couch in the front room folds to make a bed which was very helpful
6. Lakeside accommodation with sauna (from USD 361)
Perched on a quiet slough of Tims Ford Lake is this spacious paradise that gives plenty of room for up to 12 guests. It offers two full baths and three bedrooms, one of which is a kid’s room with a nautical theme. Other areas include a well-equipped kitchen, a dining area, and a living room with a stone fireplace. This rental also boasts a pub table overlooking the dock and lake.
After enjoying water sports at Tims Ford Lake, guests can pamper themselves with the small dry sauna. Guests can also explore nearby attractions like Cowan Railroad Museum and Northgate Mall Tullahoma just 9.4 mi (15.1 km) and 11.5 mi (18.5 km) away, respectively.
Top guest reviews
Host:
the owner was helpful and responded to our questions in a timely mannergreat escape before the new school year owner was wonderful and responding quicklyjon the manager was very helpful and easy to contact & answer questions quickly via emailthe owner john was very helpful in preparing for the stayLocation:
great location and access to local storesclose proximity to town was greatwe loved the location of this adorable lake cottageto start the location was perfectit was a great location and enjoyed having access to the lakeCleanliness:
the cabin was extremely clean and had everything we neededit was spacious and cleanthe property was clean had everything we needed and moreRead more reviewsAmenities & Room:
the top deck of the dock was comfortable for laying outthe rooms were very nice and the bunk beds are super funthe ac had been left on so the house was a comfortable oasis from the summer heatwe liked how cozy the cabin was and the dock is unbelievableit has a fantastic pool with diving boards
7. Pet-friendly 1950s lake house (from USD 237)
If a gated community facility is not your thing, then consider this vacation rental as an alternative. Located near the new Twin Creeks marina, this classic American-style house gives astonishing lake views as the private resort. Enjoy Tims Ford Lake right at the back of your door, walk to the downtown, and explore all that historic Winchester can offer during your stay. Rent a boat or bike along the lake before enjoying a casual dinner with dramatic sunset views by the dock.
Top guest reviews
Host:
The owner Christy was great with communicating with us with any questions we had about the propertyOwner is always available and helpful if anything is needed Highly recommendedThe dock was big enough for all of us to enjoyWe had fast friendly service at Twin creeks MarinaWe had a wonderful timeLocation:
My Labrador enjoyed jumping off the dock and swimmingmy Yellow Labrador loves it tooEnjoyed grilling out everyday Nothing but positive reviews for this propertya great dock for swimmingVery clean and well maintained Lots of activities nearby andCleanliness:
bathrooms clean and functional plenty of clean bedsBeautiful place Very clean and has everything you need Spacious andThe place was fantastic Easy to access cleanRead more reviewsAmenities & Room:
The kids had the downstairs and it was a perfect spot for them with their own bed and bathroomThe house was perfect for our group - 4 adults and 3 kidsThe beds were comfortable and there was more than enough towels and linensThe house itself was well stocked presentable and cleanWas in town for a conference and really enjoyed my stay here
8. Scenic three-bedroom getaway
The three-bedroom lake house is a perfect getaway for families, with an open floorplan design and a sunken great room connecting to a large multilevel deck overlooking the lake. Let the kids play on the vast backyard that leads to the floating boat dock where you can take a ride and explore the neighborhood. Whether you want to venture to downtown Winchester or simply relax by the covered patio, it’s your choice!
2.68 km (1.7 mi) from Tims Ford State ParkAccommodates: 10
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Host:
Lana was very helpful and a wonderful hostGood covered dock for boat and relaxationOwner was easy to deal with and had recommendations for restaurantsDock is huge and convenientWell stocked great location beautiful views very comfortableLocation:
First started renting this lake house around 2007 Have rented others around Tim's Ford Lake along the way but this location is the best Older place butGreat location Convenient to dock and gasTims Ford Note - there are about 50 plus steps to the dock and also some steps down from the circle drive to front doorVery clean Lots of space Overlooking lakemake it a joy to wake up eat and just sitCleanliness:
Place was clean neat and the owner respected my privacyHouse had everything we needed andRead more reviewsAmenities & Room:
Comfortable cozy lake home on a beautiful treeroomy and clean great view of the lake the door facing in the pink bedroom was an eye sore but other than that was quite niceThe stairs to the dock (like most on Tims) can be tricky in partsThis place beats staying in a hotel for over a month and it was cheaper View of the lake from Master living room and kitchenThe house was spacious and made living arrangements comfortable for the weekend
9. Spacious house in the Twin Creeks marina community
Living in a gated community may not be your daily choice, but everyone should consider this Vrbo rental as their next vacation home! This luxurious four-bedroom house in the private marina neighborhood not only offers comfort but also the best experience of living in a historic town. Enjoy the modern facilities inside the house, as well as a pool with boat and water sport rentals available within the complex. Walk next door to reach the public swimming beach, or drive for 1 mile (1.6 km) to get to downtown Winchester where you can find historic theatres, restaurants, a distillery, and a spa.
Winchester, TN, US
11.84 km (7.4 mi) from Tims Ford State ParkTop guest reviews
Host:
the owner was very easy to deal withLocation:
great location with boat slipRead more reviewsCleanliness:
very very clean and well appointedthe house was clean and well stock to get us started on our vacation
10. Rustic hand-built log cabin on Tims Ford Lake
Immerse yourself in nature by staying at this log cabin made of cedar trees, built about 35 years ago. The Hawks Nest log cabin may look small, but it guarantees comfort with two bedrooms that are suitable for two adults and two children. It is nestled in the middle of Tennessee, right next to Tims Ford Lake and surrounded by woods. It is perfect for a small family getaway where you can go fishing, skiing, or boating. Antique shops and other attractions are also available nearby, as well as the possibility for mountain hiking.
9.26 km (5.8 mi) from Tims Ford State ParkTop guest reviews
Host:
We only had to buy food/drinksSo cozy and relaxing Everyone so niceGreat find Love the convenient layout and thoughtful perks like popcorn and a great movie selectionand I can definitely fit more peopleget togethers that are already in the works Thanks again for giving us the opportunity to make your cabin our "home away from home"Location:
Truly a wonderful get away and relaxing atmosphereWe loved the location right on the waterAwesome location on the waterThe steps going upstairs are steep and require backing down like a ladderPrecious place on TFL Splendid inside and outCleanliness:
The cabin was stocked well very clean and comfortableRead more reviewsAmenities & Room:
Loved the view of the lake from the kitchen windowAnd I admired the creative practical and whimsical use of space : )Every need was accounted for and we loved swimming in the lake having bonfires and travelling to the nearby waterfallsHad a wonderful and peaceful stayThe cabin is very quaint and cozy
11. Spacious townhome in Twin Creeks Village
Located in the newly developed Twin Creeks Village and Resort, this spacious townhouse is adjacent to a community pool, a clubhouse, and is situated a few minutes walk from Dry Fork Public Beach. The house is perfectly designed for a family, with a comfortable kitchen and a dining room for four. Whether you want to enjoy boating at Tims Ford Lake, explore downtown Winchester, or try the Bear Trace Golf Course designed by Jack Nicklaus, this property is surely a nice catch.
11.6 km (7.3 mi) from Tims Ford State ParkTop guest reviews
Host:
as some of our group arrived around midnightShe even left water and snacks for usThe owner was very niceHer added touches of hospitality were very kindwho was so friendly and informativeLocation:
Grand kids loved the pool that was just a few steps awayWe were looking for a place big enough for 3 families and this was perfectTwin Creeks is a beautiful community and the marina is the best onThe extra touches and detailing by Mary is outstandingThe marina was perfect in every wayRead more reviewsAmenities & Room:
Had everything you need fluffy towelsIt is close to the lake and the townThere was plenty of room for the 3 couples that rented the townhouse Everything that you could need to stay in the townhouseThere is a bathroom upstairs one in the master bedroom downstairs and one in the main hall by the entranceThe quality of the furnishings bedding towels is high
12. Secluded waterfront cabin in a beautiful cove
Sitting at the back of Caney Hollow, this wooden cabin offers modern comfort amidst nature. Stay in this property and get the best of both the lake and the woods. Experience the thrill of staying in close proximity to wildlife and the peaceful sound of nature. It’s a place where you can forget about city life and immerse in rejuvenating activities such as swimming, kayaking, canoeing, fishing, and relaxing. Forget your car and take a boat ride to explore the neighborhood!
3.24 km (2.1 mi) from Tims Ford State ParkTop guest reviews
Host:
made me want to go home and buy new furniture and redecorateI hope to come back in the summer with all the familyWe went for a weekend getaway and absolutely loved the home and the areaThe cove was quiet and the dock was great for tying of my boatThis cabin is gorgeous inside and out With a family of 5Location:
Overall a great place to get away from everythingThe owners have gone out of their way to make it a home away from homebut it was just great without one I enjoyed it thanks for having usRead more reviewsAmenities & Room:
3 private bedrooms with queen beds are super comfyThe home is exactly as it appears in the picturesOur stay in the cabin was wonderfulso they can swim in the lake and use the slidebut the amount of money you save in buying your own food and just hanging at the house instead of doing things every day makes it pretty even
13. Beautiful lake house near the town square
Those who grew up reading Little Women would love the ambiance offered by this charming neighborhood. Situated at the end of a quiet cul-de-sac with a generous panoramic view of Tims Ford Lake on one side and calming prairies on the other, the four-bedroom property creates a perfect setting for a relaxing afternoon. Wind back to the past by taking a bike ride to the historic square. Or you can try canoeing at the Elk River, horseback riding, seasonal hunting, four-wheeling, and dirt biking at other nearby places!
12.12 km (7.6 mi) from Tims Ford State ParkTop guest reviews
Host:
The owner Karen was incredibly kind and accommodating during our family tripThanks Maribeth for being so sweet and helpfulHowever we had really good instructions for accessing the keys (she gave us two setsthe owner was gracious and mailed to usthe owner is wonderful and very accessibleLocation:
The dock is right across the street and so convenientwell stocked great entertainment center w/ surround soundThe location is at the end of a cul- de-sac right across the street from beautiful Tims Ford LakeWe also left something behind and Karenand we had lots of cute serving dishes to choose from (which was unexpected)Cleanliness:
The house was extremely clean and very well maintainedThe master bath was HUGEso we didn't have to share ) and gaining entry into the houseRead more reviewsAmenities & Room:
The bedding was sooo comfortable -asUpstairs was the master bedroomThe floor plan is open with 7 beds in bedroomsThe well-appointed kitchen and dining area are open to the Great Room and both have a view of the beautiful back yardwe had plenty of room
14. Massive house, perfect for large family gatherings
The beautiful five-bedroom lakefront house features everything that you might need in a vacation home, including gorgeous lake views from a covered patio. With plenty of rooms and entertainment options provided in the house, you can enjoy quality family time without even going out! There is a wet bar, a ping pong table, a pool table, an air hockey table, and a PacMan machine, aside from the large open deck to enjoy the stunning lake view.
3.49 km (2.2 mi) from Tims Ford State ParkTop guest reviews
Host:
Nice big house with an awesome view and huge basementGreat location water was perfect checkin process was easy and John was very responsive to us and our guestsOverall the home was beautiful and had plenty of room for our entire family to spread out and enjoy the holiday togetherWe found the property appealing for all ages and nicely kept The dock area was well kept and worked very nicely for our family time on the waterJohn Jackson was easy to work with and answered all our questions in a timely manner As a bonus the town had such cute shops and a fun little theater that we enjoyed as wellLocation:
The location and the dock are incrediblea really good time location and house are perfectWe really enjoyed the basement funDefinitely a great place for a big group to stay and have fun on the lakeCleanliness:
The house was very nice and cleanThe home was clean and beautiful and the views were fantasticRead more reviewsAmenities & Room:
The home provided many activities that my children and grandchildren enjoyed and there was a dock where we could enjoy the lake as wellManager was great - quick to respond Could use some new furniture on the deck and the stairs down to the dock could use some renovation Great location on the lake and the cove the house is on is ...Owners have thought of lots of little details that made it enjoyableOur only disappointment was finding that Ms Pacman had disappeared
15. Ideal getaway
Get the best panoramic scenery of Tims Ford Lake from this beautiful classic American vacation home. The four-bedroom property has an open concept kitchen/living area that delivers breathtaking views of the lake. It’s a beautiful place to rest, even on a rainy day. When the weather allows, take the boat from the dock and enjoy a ride.
2.99 km (1.9 mi) from Tims Ford State ParkTop guest reviews
Host:
They thought of everything for a great family vacationclean awesome hospitality andWe had a wonderful timeThe boat launch is very nice and easy to use The Nest thermostats kept the home very cool Almost too cool for kids with damp suits Not sure that constitutes an issue in the hot summerEven with the rainy weather we sat on the covered deck and enjoyed the beautiful lakeLocation:
Our boat rocked a lot in the dockMy husband did not want to leave it to get bounced around the dockThere was plenty of sleeping space and lots of places to parkWe rented a pontoon to do some wandering around part of Tim's Ford Lake which is an adventure by itselfBeautiful views Neighborhood really niceRead more reviewsAmenities & Room:
The kitchen had everything we needed to prepare mealsThe home was well-stocked with kitchen cookware paper towels and toilet paperThe kitchen is wonderful and had everything we needed to cook large mealsAnd the downstairs space was great for outThe home was perfectly sized for 4 empty nester couples
16. Apartment with amazing views from the floating dock
With a large, open, and private floating dock that offers a stunning panoramic view to the lake, what else you can expect? This two-bedroom apartment may not offer ultimate finesse, but the experience of living in this property is irreplaceable! Admire the lake view from the master bedroom enclosed by glass doors, relax in the hot tub on a covered patio, explore the lake or the nearby Goose Island with kayaks or pedal boats, or simply swim and repose at the dock to enjoy a simple life.
6.7 km (4.2 mi) from Tims Ford State ParkTop guest reviews
Host:
The owner even left us a plate of homemade cookiesthe outdoors visiting historic placesI recommend this rental and the homemade cookies at arrival made us feel so welcomeand they even had cookies waiting for uswildlife was fun to watch You will have a great timeLocation:
covered patio and enough food in the pantry for a scrumptious breakfastThis was the best place to take my kids away and unplug from technology and just be kidsThere is a great dock for fishing and an awesome entertainment systemWe watched movies on the projector with surround sound and loved itWas a great vacation and great place to stayCleanliness:
It was very clean and well stockedThis property is gorgeous and exactly as indicated in the picturesthere are plenty of towels and linens and the shower had great water pressureRead more reviewsAmenities & Room:
The bed was comfortable along with the furnitureThe view is amazing and the amenities are wonderfulthe fridge and pantries were all stockedThe apartment has all the amenities and then someThe pictures do not even do the view justice
A place where history meets nature
While downtown Winchester has a long history to narrate, the surrounding areas boast of charming picturesque views. Its convenient location on the shores of beautiful Tims Ford Lake, make the area a magnet for those seeking tranquility and peace. These vacation rentals that we have picked above guarantee the best stay that this historic town can offer. So, better be quick and make the reservation before they’re all booked!
History
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