Pet-friendly holiday rentals in Winchester

This is a lovely, peaceful place. Our group was two adult couples. We had a couple of birders and they were excited about the visit. We all enjoyed being close to Sewanee, local restaurants, and Mooney's Emporium.

Thank you so much to Emily. We had a great week, a delightfully comfortable stay, quiet and safe surroundings. We felt right at home. Emily even went out of the way to order a coffee grinder before we arrived.

Excellent host and home! Absolutely beautiful inside and out! My main love was the swinging bed! 2 nights spent and it was the best sleep ever!! Only thing I wish this property had was a hottub! The back decks are incredible, they would be even better with a hottub. Overall, a 5 out of 5 stars!!

This home was fantastic. We really appreciated the baby gear including safety gates, and the air hockey and football tables downstairs. The kitchen was well-equipped to cook for our crew of 7

Matt was very sweet and gave us many helpful tips during our stay! I would 100% recommend this place to anyone who is trying to have a peaceful and laidback vacation!

Amanda was super kind, responsive, and friendly. The place was full of character. Exactly the kind of place we wanted.

I felt like a welcomed guest from the minute I walked in. The home was spotless and smelled so clean and fresh. I have rented in Tennessee for the last 15 summers and have never rented a place that had so many extras (smores-popcorn- coffee pods-toiletries-kitchen supplies-etc. .Phil checked in to make sure everything was O:K. It is an absolute 5 Star !!!!

Spectacular views! The house has everything you'll need either for a romantic getaway or a family gathering. Quick response from the owners regarding booking and normal house maintance issues. The charming home decor gives the house a relaxing vibe and the kitchen has everything you'll need to cook for a big family BBQ or a romantic dinner for two. We had a great experience, would definitely recommend!

Beautiful place we enjoyed our stay would love to come back if we are back in town.

We have stayed here twice and it was great both times. We feel right at home. We love sitting on the front upstairs porch in the mornings and evenings. The inside is very nice and comfortable and has everything we need. It's a great location to walk down to the marina for lunch or dinner and to rent a boat. However, it is far enough away that you don't feel crowded by the busyness of the marina.

Heaven’s View Lodge is a beautiful cabin. The views are absolutely stunning. The cabin is well stocked, clean, modern and beautiful. The pool and hot tub were a wonderful addition, as was the fire pit. Nicely accommodates multi families traveling together. It was conveniently close to town but felt remote and private which was great. The hosts were wonderful. Definitely would recommend a stay at Heaven’s View!

We loved our time at the Bougie Mom’s Cabin! Rachel and Steph really thought of everything! The beds were super comfy. The coffee bars with snacks were such a nice touch. We also loved the set up. Our families separate container homes for when they wanted privacy/quiet time. The swinging chairs on the patio of the tree house and the views were amazing! The swings were the grand-baby’s favorite! And so peaceful. We hated we could not stay longer. Next time we will stay longer.

House was beautiful! Kevin was super accommodating & quick in responding to any questions we had. Would definitely recommend!

This home was beautiful and comfortable. Perfectly fitted with everything you need and more! The greened in back porch was heaven. The only tiny thing- I wish I had read closer bc while the house was on the lake, you don’t have direct access to walk to the water from the yard as I originally thought. By no means did it ruin the stay, that would have just made it absolutely perfect. Wonderful house, very easy to deal with and helpful owner, definitely recommend!!

Our family went out for a few days during spring break and it was awesome!! My girls loved all of the animals, the big indoor pool, and fishing!! We plan to come again! Fred was also super responsive and the place was so easy to find!

A lovely stay, beautiful, peaceful, perfect

Mathew’s place was perfect for our stay for my grandfather’s 83rd birthday. The house is so comfortable and has everything you could ever need. The back porch was a favorite spot for morning coffee and evening drinks. Everything was perfect!

Fiancé an I wanted a private get away, had eveything we needed, amazing view, nice to wake up to the birds chirping.

My fiance and I stayed here for our minimoon with our two dogs. There was a fenced in backyard which was an amazing perk we didn’t know about before checking in. Ansley was very responsive and the cottage is SO cute. Definitely recommend!

Cynthia’s place was spotless, with comfy beds and plenty of room for our group of eight, including five teens. It was perfect for relaxing during our two-day golf tourney at Bear Trace in Tim Ford Park. We especially loved the Colorado room for morning coffee. Great space to unwind and hang out!

Great place to stay, plenty of room. The only thing was the address is listed as Tullahoma and it’s a few miles from Tullahoma. Close to the lake and boat ramp if you love the water.

The Clementine Cottage was perfect. It was cute, quaint, CLEAN, well outfitted with lots of nice extras. She had brochures on all the nearby activities. We fished, we kayaked, we sat around the fire pit, we enjoyed the screened porch. My only complaint would be that I mistakenly thought the cabin would be a little more secluded but even with that being said, it was quiet, it was serene, we enjoyed our long weekend very much and are talking about another trip there. And Gloria is a great hostess. We were pleasantly surprised at how nice everything was.

Awesome place with tons of great outdoor activities. Nice community with good public spaces. Comfy beds, great ac, easy access to amenities. Pup shed was a great additional space. Host very prompt to communicate as well. Would definitely stay again!

We loved our stay! The house was clean and exactly as described. Chris was extremely responsive and I appreciated he offered an early check in without us even asking! It is in a neighborhood but felt extremely private. The dock is very private. I especially loved how close we were to twin lakes marina both by car and boat. We would absolutely stay again!