Pet-friendly holiday rentals in Winchester

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Winchester pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Trenton
4.96 out of 5 average rating, 159 reviews

Mountain Dale Retreat

ThereseRating, 5 stars1 month ago
We stayed here for my son’s graduation and it was perfect! We were able to bring our dogs and the home was perfect for hosting family and relaxing with a cup of coffee and taking in the beautiful Mountain view. The home has everything you could possibly ask for- the kitchen is fully stocked with literally everything you could want and more. We will book this home again for our next son’s graduation! Perfect stay!
Top Guest favourite
Home in Lookout Mountain
4.99 out of 5 average rating, 123 reviews

Dog/Family Friendly Mountain Gem near Attractions

ClaytonRating, 5 stars2 weeks ago
We had such a great stay here. Easily the most responsive and helpful hosts we’ve ever encountered. Highly recommend!
Guest favourite
Home in Lookout Valley
4.96 out of 5 average rating, 300 reviews

Chattanooga - The Isbill House

PamRating, 5 stars5 days ago
Sure, here's a draft for your review: ⸻ We had a wonderful stay at Amanda's Airbnb in Chattanooga. The place was exceptionally clean and conveniently located, making it easy to explore the city. The amenities provided were top-notch, adding to the overall comfort of our stay. One minor issue we encountered was some food particles left in the dishwasher but it was a small hiccup in an otherwise perfect stay. Amanda was incredibly responsive to our messages, addressing any questions or concerns we had promptly and efficiently. Her attentiveness truly made our experience even better. Highly recommend staying here if you're visiting Chattanooga!
Guest favourite
Home in Sewanee
4.92 out of 5 average rating, 118 reviews

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

ChristopherRating, 5 stars1 week ago
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.
Guest favourite
Home in Sewanee
4.91 out of 5 average rating, 184 reviews

Return Guest House and Writers’ Retreat

SandraRating, 5 stars3 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.
Top Guest favourite
Home in Lookout Valley
4.96 out of 5 average rating, 443 reviews

Star Cottage 2

KatelynRating, 5 stars2 weeks ago
The house was within 15-20min to all activities including the zoo, aquarium, looking out mountain, rock city, and several hiking opportunities. All kitchen essentials seemed to be provided, and the house was well kept. April was also very responsive and checked in on us during a big storm that came through.
Guest favourite
Home in Lookout Mountain
4.95 out of 5 average rating, 463 reviews

The Terrace at Tiny Bluff

ChrisRating, 5 stars3 weeks ago
Great stay as we travelled through the area. The trail to the rental requires some confidence on uneven terrain. A couple of steps are very high. Once in the rental, it was comfortable and clean. Weather did not cooperate and we missed the view during our stay.
Guest favourite
Home in Beersheba Springs
4.9 out of 5 average rating, 123 reviews

Modern Space in the Heart of Beersheba Springs

StephanieRating, 5 stars8 months ago
Amanda was super kind, responsive, and friendly. The place was full of character. Exactly the kind of place we wanted.

Pet-friendly home rentals with a pool

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

Barefoot Breeze

AustinRating, 5 stars6 days ago
Beautiful place we enjoyed our stay would love to come back if we are back in town.
Guest favourite
Guesthouse in Lookout Valley
4.83 out of 5 average rating, 24 reviews

Chattanooga pool vacation home!

AnnaRating, 5 stars4 days ago
My family absolutely enjoyed ourselves here! Check- in & out was so smooth and low maintenance. The beautiful, private pool was definitely the centerpiece of the stay!
Top Guest favourite
Cabin in Dunlap
4.98 out of 5 average rating, 104 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!
Guest favourite
Home in Gruetli-Laager
4.95 out of 5 average rating, 20 reviews

Pool, Huge Backyard - Near Hiking & The Caverns

CariRating, 5 stars5 months ago
House was beautiful! Kevin was super accommodating & quick in responding to any questions we had. Would definitely recommend!
Guest favourite
Home in Winchester
4.93 out of 5 average rating, 55 reviews

Basecamp Retreat TimsFordLake

SharonRating, 5 stars1 week 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
Cabin in Bryant
4.86 out of 5 average rating, 115 reviews

Cloud 9 Cabin with an indoor pool, hot tub, & fire

BrookeRating, 5 stars2 months ago
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!
Superhost
Home in Chattanooga
4.38 out of 5 average rating, 8 reviews

Quail Run Farm: Pool Home, 15 Mins to Chattanooga

MollyRating, 5 stars1 month ago
Great stay near Chattanooga! We arrived at night then in the morning loved getting to look around the beautiful property. Would definitely recommend!
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

Private, pet-friendly home rentals

Top Guest favourite
Home in Tullahoma
5 out of 5 average rating, 94 reviews

Lakeside Retreat at The Reserve w/ Golf Cart

RandiRating, 5 stars1 week ago
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!
Top Guest favourite
Home in Tracy City
4.99 out of 5 average rating, 86 reviews

Little Green Cottage

MelissaRating, 5 stars1 week ago
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!
Guest favourite
Apartment in Monteagle
4.86 out of 5 average rating, 42 reviews

Adorable Suite Near the Caverns!

ShannonRating, 5 stars2 weeks ago
exactly as listed. enjoyed a show at the Caverns, and this was an easy drive from there. The only local food is a taco bell attached to a gas station, so plan accordingly if you're going to need food before you get there
Top Guest favourite
Cottage in Tullahoma
4.98 out of 5 average rating, 64 reviews

Tims Ford Lake Retreat - The Got-Away

IsyanaRating, 5 stars3 weeks ago
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!
Guest favourite
Cottage in Tullahoma
5 out of 5 average rating, 27 reviews

The Cottage at Tim's Ford Lake (Sleeps 10)

JamieRating, 5 stars8 months ago
Beautiful, cozy home in a nice, safe and well-kept neighborhood. Beautiful surroundings, that brings such a sense of peace! Kim was an amazing host. She was very friendly, accommodating and quick to respond. We will definitely be back on our next vacation!
Guest favourite
Home in Estill Springs
4.95 out of 5 average rating, 37 reviews

“The Country” Lake House w/ Private Dock

DevinRating, 5 stars3 days ago
We had an amazing stay at Trina’s Airbnb! My friends and I originally planned to attend Bonnaroo for the first time and unfortunately it was cancelled, which was a huge bummer. Everyone was feeling down and doubtful that we would enjoy the remainder of our stay, but we were very wrong. Although we strayed from our original plans, this Airbnb and the area we were staying in made this trip completely worth it! I don’t have one complaint and would book again in a heartbeat.
Top Guest favourite
Home in Tullahoma
4.98 out of 5 average rating, 60 reviews

Beautiful cottage next to Tims Ford Lake

LaurelRating, 5 stars3 days 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!
Guest favourite
Guesthouse in Sewanee
4.91 out of 5 average rating, 56 reviews

Little Bird Cottage

SusanRating, 5 stars2 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!

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

  • Total rentals

    30 properties

  • Nightly prices starting at

    $93 AUD 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