
Vacation rentals in Winona
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Winona
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Hygge House - Respite in the forest
Escape into nature and experience the warm embrace of hygge (HYOO-gah) - a Danish word that describes a deep feeling of well-being. Nestled in a tranquil natural setting, our home is a sanctuary for slow living, rest, and fostering connection. The soft furnishings and natural light make this the perfect place to savor some of the simple pleasures of life - fresh baked cookies, a nap in our oversized deck hammock and meaningful conversation. Our hope is that you leave renewed. 12mi to Downtown

Tranquil Cabins Studio-East Texas Pines-near Tyler
Tranquil Cabins Studios are in the piney woods in Winona, TX, near Tyler, just 2 hours from DFW. Handcrafted tiny cabins inspired by nature: -Huge picture windows that immerse you in nature. -Cozy Qbed w/ cotton linens -Kitchenette w/ induction stove, mini-fridge/freezer, & utensils. -Private bath w/ hot shower, toilet & towels. Private outdoor space, w/ fire pit, chairs, & picnic table. Perfect for a romantic escape, solo retreat, or working in nature. *Wi-Fi is not for streaming

The Cabin at The Pine Retreat
Welcome to a little slice of heaven at The Pine Retreat. The Cabin was inspired by the idea of feeling secluded, surrounded by nature, but in style. Framed by gorgeous pine logs accented with mid-century modern flare, this is the perfect romantic getaway, family retreat, or just a place to take a break from the city. Soak in the cedar hot tub and gaze up at the stars with a gorgeous pond as the ultimate backdrop. 5 mins from downtown Mineola, 9 mins from Mineola Country Club & Lake Holbrook.

Downtown Rose Capital Studio w/ Private Sauna
The Rose Capital Studio is a unique and inspiring space. Rose Capital Studio features a 9ft wide ceiling-mounted 'backdrop' and movie projector which is perfect for entertainment. The space includes beautiful large windows, exposed concrete beams, and a private sauna for relaxation. As impressive as the space is, the best feature is likely our location. The studio is located right in the middle of Downtown - in walking distance from so many of Tyler’s best coffee-shops, restaurants, & bars.

Piney Point A-Frame Retreat Tyler
Created to share the uniqueness of East Texas with others, Piney Point is a perfect couple or friend's retreat. Tucked in the corner of a six-acre homestead, this restored A-frame offers a modern cozy stay with an expansive deck that overlooks the spring-fed pond. Nearby are some of the best adventures East Texas has to offer, from hiking trails and fishing at Tyler State park, live music, downtown breweries, to market shopping and great food. Escape to the quiet to rest and recharge.

Modern Farmhouse Retreat W/Pool Table & Fire Pit
Secluded Modern Farmhouse Retreat |Pond, Paddle Boats, Fire Pit, Pool Table, Fresh Eggs | 4 Beds, 2 Bathrooms, Sleeps 8| Designer Soaking Tub, 2 Luxury Showers, Modern Fully Functional Kitchen| Perfect for Families, Group Vacation Stay, Bachelor/Bachelorette Party House, Couples Weekend Retreat PRIVATE OUTDOOR RETREAT + UNIQUE EXPERIENCES ✔️ Pool Table & Game room ✔️ Private pond ✔️Paddle Boats ✔️Outdoor fire pit ✔️Front & back porch ✔️Chickens on-site for collecting fresh eggs

Lily's Pad Peaceful stay and events welcome!
Kick back and relax in this calm, stylish space. This tiny home was built in 2022. Sitting on almost 5 acres with a pond, this place is the meaning of relaxing! Enjoy your time with a beautiful view, and unwinding from the business of the outside world. There are many choices for dining, entertainment and shopping within a few minutes drive! If you are looking to book an event, please go into the house rules and under additional rules are the terms and agreement for booking events.

Moon Honey Treehouse - Romantic Getaway - No Kids
Gorgeous treehouse escape nestled in the tree tops of Garden Valley, Tx. The perfect place for a honeymoon, anniversary or surprise romantic getaway! All the joy and imagination of a treehouse combined with elegance, modernized to help adults relax and reconnect. Enjoy coffee in the trees on the balcony, wine and cheese with a sunset view, indoor/outdoor shower. Fully stocked kitchen and outdoor hibachi grill for those who love to cook, great local restaurants for those who don’t.

The Cottage at Hidden Creek w/ Hot Tub and Firepit
Quaint cottage nestled among three acres of towering trees. Featuring a large, newly updated kitchen, spacious bedroom, and lots of outdoor living space including a hot tub and fire pit. This cabin in the woods offers the seclusion and East Texas beauty you seek, yet is just minutes away from numerous restaurants and attractions with easy access to Interstate 20 and Toll 49. Retreat to the large deck and gaze at the stars, or grab a blanket and enjoy s’mores by the fire.

Pine Hill Farm, House and Guest House
Enjoy the sounds of nature while staying at this peaceful farm near Tyler on 35 acres with a private lake, main house, guest house, boat dock and multiple outdoor entertaining areas. A total of 4 bedrooms and 3 full baths, 2 kitchens, multiple living and dining areas. This gated , private compound is a perfect place for large family gatherings. Explore nature, fish from the dock, sit by the fire pit, play games, read and relax! Close to Tyler and Lindale.

The Casita @ Tall Pine Cabins
Escape and immerse yourself in the tranquility of nature at Tall Pine Cabins. A unique experience under the stars and within a few minutes of all that the East Texas Piney Woods has to offer. The Casita is a cozy tiny home with modern amenities, outdoor fire pit and activities, with a backdrop of tall pine trees in the East Texas Piney woods. Enjoy the outdoors with a great patio and deck with outdoor dining. Just minutes from Tyler State Park and more.

Spacious 3BR in Tyler | Perfect for Extended Stays
If you're looking for a peaceful, fully-furnished space near Tyler for an extended stay, you've found it. Our spacious 3BR/2BA apartment offers a quiet country setting just minutes from town. Perfect for families in transition, travel nurses, or professionals working nearby. With a fully fenced yard, in-unit laundry, and plenty of space to settle in, it’s designed to feel like home during your stay.
Popular amenities for Winona vacation rentals
Other great vacation rentals in Winona

Home in Chapel Hill

Cabin in the Woods

Royal Retreat~Great Location~Family Friendly~GAMES

The House on Greg | Office, Nespresso & Smart TVs

Country Living

Lake Gladewater Rustic Retreat | Lakefront Escape

Peaceful Cabin Retreat on 7 acres.

Sunset Summit - Cabin 1
Destinations to explore
- Houston Vacation rentals
- Austin Vacation rentals
- Dallas Vacation rentals
- San Antonio Vacation rentals
- Galveston Vacation rentals
- Oklahoma City Vacation rentals
- Fort Worth Vacation rentals
- Tulsa Vacation rentals
- Fredericksburg Vacation rentals
- Arlington Vacation rentals
- Hot Springs Vacation rentals
- Canyon Lake Vacation rentals





