Pet-friendly vacation rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Winchester pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Monteagle
4.89 out of 5 average rating, 19 reviews

Snuggle Up in our Teddy Cottage!

TaylorRating, 5 stars8 months ago
A perfect place to stay between The Caverns and Denny Cove!
Guest favorite
Home in Trenton
4.96 out of 5 average rating, 160 reviews

Mountain Dale Retreat

CameronRating, 5 stars1 day ago
Beautiful house and friendly host. Not far from Chattanooga and all necessities are close by. Will stay here again if I'm back in the area.
Top guest favorite
Home in Lookout Mountain
4.99 out of 5 average rating, 123 reviews

Dog/Family Friendly Mountain Gem near Attractions

ClaytonRating, 5 stars3 weeks ago
We had such a great stay here. Easily the most responsive and helpful hosts we’ve ever encountered. Highly recommend!
Guest favorite
Home in Chattanooga
4.97 out of 5 average rating, 455 reviews

Boutique St Elmo Farmhouse 7 min from Downtown

BillRating, 5 stars1 week ago
Absolutely wonderful home pristine condition. Perfect area, safe restaurants, entertainment everything was in a very close by within 10 minutes coming back October or November will definitely book the same particular place again it was absolutely wonderful. Host was fabulous. Any issues I had like trying to figure out the Wi-Fi or something really simple it was very quickly helped with recommend this place strongly. Quick response extremely clean home once again definitely would rebook this Airbnb. I travel a lot and this was one of the better homes I had. Thank you again
Guest favorite
Home in Sewanee
4.91 out of 5 average rating, 184 reviews

Return Guest House and Writers’ Retreat

SandraRating, 5 stars4 weeks ago
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.
Guest favorite
Home in Sewanee
4.92 out of 5 average rating, 119 reviews

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

MichaelRating, 5 stars1 week ago
I thought the listing was excellent value especially as a dog owner. We had 4 adults and 2 large dogs and it was comfortable and convenient for everyone involved. I didn't have any issues to speak of, it was clean and the owners were responsive and very pleasant to interact with.
Top guest favorite
Home in Lookout Valley
4.96 out of 5 average rating, 445 reviews

Star Cottage 2

HayleyRating, 5 stars2 weeks ago
My husband, our 2 dogs, and I stayed here for a weekend. Nice fenced in yard in a quiet neighborhood, yet still close to downtown and all the happenings of Chattanooga!
Top guest favorite
Home in Tullahoma
4.98 out of 5 average rating, 60 reviews

Beautiful cottage next to Tims Ford Lake

LaurelRating, 5 stars1 week ago
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!

Pet-friendly home rentals with a pool

Superhost
Home in Winchester
5 out of 5 average rating, 3 reviews

Barefoot Breeze

AustinRating, 5 stars1 week ago
Beautiful place we enjoyed our stay would love to come back if we are back in town.
Top guest favorite
Cabin in Dunlap
4.98 out of 5 average rating, 105 reviews

Heaven’s View Lodge, Pool, Pet Friendly

LindaRating, 5 stars1 week ago
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!
Top guest favorite
Cabin in Sewanee
5 out of 5 average rating, 40 reviews

Bougie Moms Cabin! Hot Tub|Sauna|Theatre

MelissaRating, 5 stars1 month ago
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.
Guest favorite
Home in Winchester
4.93 out of 5 average rating, 55 reviews

Basecamp Retreat TimsFordLake

SharonRating, 5 stars2 weeks ago
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!!
Superhost
Condo in Chattanooga
4.78 out of 5 average rating, 352 reviews

308~Brand New~PET FRIENDLY~Super Clean DOWNTOWN

RebekahRating, 5 stars4 days ago
Ashley’s place was perfect for a quick getaway for myself and my toddler. We were able to get to the Children’s museum via quick drive & walk to several restaurants for meals. The building was quiet & she was very responsive.
Superhost
Home in Sewanee
4.79 out of 5 average rating, 19 reviews

Forest Retreat: Poolside Bliss Close to Campus

SamanthaRating, 5 stars1 month ago
A lovely stay, beautiful, peaceful, perfect
Top guest favorite
Home in Winchester
5 out of 5 average rating, 23 reviews

The Modern Mainstay at Barefoot Bay

MichaelRating, 5 stars1 week ago
Korina was very kind and responsive we absolutely loved to stay their and would definitely stay again!
Superhost
Home in Winchester
4.85 out of 5 average rating, 41 reviews

Gorgeous lake home in Twin Creeks with Lake View

ReginaRating, 5 stars8 months ago
Beautiful lake view. Nice outdoor living space with TV for sports enthusiasts which I was traveling with. Take golf cart to the marina for happy hour and standard bar fare. Nice neighborhood!

Private, pet-friendly home rentals

Top guest favorite
Home in Tracy City
4.99 out of 5 average rating, 87 reviews

Little Green Cottage

MiaRating, 5 stars2 weeks ago
Perfect place to stay for a concert at the caverns! Peaceful and beautiful!
Top guest favorite
Cottage in Kelso
5 out of 5 average rating, 24 reviews

Clementine Cottage

DarleneRating, 5 stars10 months ago
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.
Guest favorite
Home in Tracy City
4.95 out of 5 average rating, 22 reviews

Stay ON a Waterfall—13 acres! Bluffs, deck, views!

ZachRating, 5 stars1 week ago
The best stay ever! Can't beat this location. The hiking was great! The sound of the falls were so peaceful. Beds were comfortable. I've stayed at 40+ airbnbs and this one is at the top. Great host, too! Can't wait to come back!
Guest favorite
Cottage in Tracy City
4.97 out of 5 average rating, 58 reviews

Swordfish Suite - Pup Shed Retreat

JeffRating, 5 stars1 week ago
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!
Guest favorite
Guesthouse in Sewanee
4.91 out of 5 average rating, 56 reviews

Little Bird Cottage

SusanRating, 5 stars3 weeks ago
It was the perfect place and we loved it! Very well kept and had everything we needed. Beautiful setting with lake out the back door! It was on campus and a short distance from all that we needed! I highly recommend Lindsey and her cottage!
Top guest favorite
Townhouse in Winchester
5 out of 5 average rating, 18 reviews

AquaHallics Retreat 2

MistyRating, 5 stars1 week ago
This place was great! It was beautiful and clean. Had everything you needed for your stay. We had a last minute booking and a bad situation with another place and they were able to get us right in. We really appreciate the hospitality and hope to be back again.
Guest favorite
Tiny home in Tracy City
4.97 out of 5 average rating, 39 reviews

Lakefront Tiny Home/Pet Friendly

NicoleRating, 5 stars3 weeks ago
This place made me want to buy a tiny home! Absolutely beautiful and being right on the lake made it just about perfect. Great location for a concert at The Caverns and wonderful hiking. I’ve always loved Tennessee but this area was too cute!
Top guest favorite
Home in Tullahoma
5 out of 5 average rating, 5 reviews

The Cozy Cottage at Tim's Ford Lake (Sleeps 6)

FredRating, 5 stars6 months ago
I appreciated the smooth check-in to the last day I was there, Kim was always responsive and quick to resolve any issue I had. The place was clean and very comfortable with a fully functional kitchen was much valued. I would recommend staying at this great place and the friendly help with Kim. Thank you Fred K.

Quick stats about vacation rentals that are pet-friendly in Winchester

  • Total rentals

    30 properties

  • Nightly prices starting at

    ïș©.ïș‡220 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Tennessee
  4. Franklin County
  5. Winchester
  6. Pet-friendly rentals