Pet-friendly holiday rentals in Winchester

Dog/Family Friendly Mountain Gem near Attractions

Looking for a family and pet-friendly getaway? Look no further than The Sweet Retreat! Your cozy and comfortable vacation rental is located just off Scenic Highway and close to popular attractions, including Ruby Falls, Covenant College, Rock City, and 8 miles to Chattanooga. You'll love our high-speed internet, comfortable beds, multiple TVs, stocked kitchen, fenced yard and outdoor fire pit. With so much to see and do in the area, you'll love making The Sweet Retreat your home away from home.

Hip and Trendy Bungalow near downtown

This home is 6 minutes from downtown Chattanooga, a great location for anyone looking to enjoy activities downtown or those seeking to explore Chattanooga's great outdoors. This home has a large front porch, an indoor fireplace, private back deck, and plentiful parking. It lies on a main road so do expect some road noise. We've included white noise machines in each bedroom. Whether in town for a hike, concert, or family gathering, this space will offer a cozy, convenient home for your stay.

New King Bed~CABLE TV~Quiet & Close to Everything

**Contact me for long term stay rates & availability!** My place is close to Coffee Shops, Restaurants, Hiking, Climbing, Dog Park, Shopping, & Grocery Store. It is a quick drive or Uber to downtown, Frazier Ave & everything you can think of! You’ll love my place because of its close proximity to everything, yet it's a safe, quiet & cozy area w/ nice walking, views of Signal Mountain & tons of natural light! It is good for couples, solo adventurers, business travelers, & furry friends (pets).

Ridgedale Roost, where the location is the bomb!

This new house, finished in September 2019, it has all the amenities! Granite counter tops, and laundry. Huge front porch to relax on, and just waiting for you to come and enjoy! The house is located in the middle of two other short term rentals on the side of Missionary Ridge. It is a great centrally located area close to downtown and local attractions. Dogs are welcome and the BACK YARD IS FENCED. FIRM 2 DOG LIMIT and the females must be spayed. There are televsions in all 3 bedrooms.

Getaway in Heart of Southside -Flexbl Check In/Out

Flexible Check-in/out, please ask, depends on availability* Pet Friendly! Located in a new area. A perfect place for friends, families and fur babies, located few minutes from downtown. Self check in-smart lock. Free private parking spot #20 and street parking. House with open large living room, twin daybed, desk space and a cool backdrop wall where you can take pictures. Gourmet kitchen with dining table, futon and a balcony. Master suite with a big bathroom, balcony with a great view.

Star Cottage 4

Beautiful 2-bedroom cottage located in Lookout Valley, TN. Please make sure you read the house rules! Located 10-15 minutes from downtown chattanooga and conveniently located 2 miles from I-24 ramp. We have a $30 dollar pet fee per stay for 2 pets additional pets will be more, so please keep that in mind when booking. All you have to do is select that you are bringing pets, and it will automatically be added to your booking. *Pets should not be left unattended in the yard!

Walk to town square/JD and Pet friendly

Distiller’s Cottage is in the historic district of Lynchburg, TN. It has been an nightly rental since 2016 and listed on AIRBNB since 11/2017, but changed ownership in May 2018. It's a short walk to the town square and the Jack Daniel Distillery. There is a private courtyard with a fireplace (wood provided)and a gas grill. The backyard is completely fenced in for your pets (limit 2, 25 lbs. maximum, $35 pet fee). Let's discuss the pets before you book.

Blue with a View - House 12 min to Chattanooga

Super cute 4 bed, 1.5 bath, 1 car garage ranch on quiet dead end street. The house has been completely renovated and has a view overlooking Chattanooga Valley. It is walking distance from downtown Rossville, the Food City, and the John Ross house. Other popular locations: 12 min to downtown Chattanooga 10 min to the trendy Southside 18 min to Rock City 15 min to Erlanger and CHI Memorial hospitals 11 min from UTC 19 min from Chattanooga Airport

Nooga Blue Bungalow

Completely renovated as of July 2019. Located directly beside the Virginia Avenue Greenway in Historic St. Elmo community between the base of Lookout Mountain and Hawkins Ridge. Convenient to everything Chattanooga has to offer and only 10 minutes to all the Downtown attractions. Large yard, fire pit with Adirondack chairs, back deck, and a relaxing front porch with your very own rocking chairs.