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.

0 of 0 items showing

1 of 3 pages

Guest favorite

A covered patio features a wooden floor with a small round table surrounded by two metal chairs and a bench. Tall pine trees form a natural backdrop, enhancing the serene outdoor space.

Cottage in Hawkins

4.95 out of 5 average rating, 155 reviews

Julia's Cottage, peace @ Music Springs

Directions: From Hawkins, North on Hwy 14 to CR 2869, to CR 3540, to CR 3543. Follow signs to 110 PR 7543. Do not rely on Google Maps Music Springs -The most peaceful place in East Texas, where the touch of God runs through the woods. A place of refuge and a place to remember for many who visit. Julia's Cottage is a charming, welcoming little home, where you will be inclined to kick back and just soak in the beauty surrounding you. Antique queen size bed and a queen size mattress in the loft.

Guest favorite

A charming black house is nestled among towering trees in a wooded setting, featuring a spacious deck that wraps around two sides. Natural light filters through the foliage, creating a serene atmosphere that invites relaxation and connection with nature.

Cabin in Tyler

4.96 out of 5 average rating, 234 reviews

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

Guest favorite

A cabin built of natural wood blends into the surrounding pine forest, featuring large picture windows that offer a panoramic view of the trees. The angle captures the tranquil setting, allowing natural light to fill the interior space.

Cabin in Winona

4.94 out of 5 average rating, 157 reviews

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

Guest favorite

A spacious seating area features a black leather sofa with contrasting orange cushions, alongside a light-colored armchair. A low wooden coffee table is placed on a textured rug. Large windows allow natural light to fill the space, complemented by indoor plants and exposed concrete walls.

Loft in Tyler

4.96 out of 5 average rating, 525 reviews

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.

Top guest favorite

An inviting deck showcases a combination of conversation lounge furniture and a bar dining set. The A-frame cabin's wooden exterior is complemented by large glass doors and windows, allowing natural light to fill the space. Surrounding trees add a serene backdrop.

Place to stay in Tyler

5 out of 5 average rating, 103 reviews

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.

Top guest favorite

A modern tiny home is shown, featuring a charming white exterior with black trim and a dark roof. The front porch area includes a small bench, surrounded by green grass and blooming flowers. Large windows allow natural light to fill the space.

Farm stay in Winona

4.96 out of 5 average rating, 129 reviews

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.

Top guest favorite

A vibrant bedroom showcases two twin beds adorned with white bedding and decorative red and blue pillows. The room's rich red walls are complemented by a striking chandelier and large bay windows, allowing natural light to fill the space. A cozy seating area features tropical wall art.

Home in Tyler

4.97 out of 5 average rating, 122 reviews

Bombs on Broadway

Centrally located, Bombs on Broadway gives you quick access to all things Tyler! Whether that’s a walking tour of the historic Azalea District or downtown for dining and local flair, you are right in the heart of it all. This is a restored 1928 home that offers hardwood floors, tall ceilings, two bedrooms, a bathroom AND a bomb shelter! Embrace the atomic era with mid-century eclectic design. Whether it's a getaway weekend or an extended stay, you will delight in your surroundings!

Top guest favorite

A charming two-story house is surrounded by vibrant flower beds and well-maintained landscaping. A spacious patio greets guests, featuring a bar area and decorative lighting. The gravel pathway leads to the entrance, showcasing a welcoming atmosphere amidst lush greenery.

Home in Gladewater

4.98 out of 5 average rating, 129 reviews

Rural Paradise, Fishing, Games, Seclusion

Message us to find out about 3 day weekend discounts! 10 minutes off Interstate 20. Bring friends & family! Find a "My Space" & chill. There's lots! Cook some stuff! No close neighbors. All bedrooms have T.V.! The pergola swing is a great place to enjoy a private waterfront view! Lots of coffee & tea! Stocked pantry w free & avail/purchase snacks & drinks! FULL kitchen inside & outside too! Make a milk shake! Take a walk, cook, eat, yard games, or go fishing - GO AMERICANA!

Guest favorite

An open-concept kitchen and living area is showcased, featuring a dark cabinetry set against light countertops. A brown leather sofa and round dining table create a cozy seating area. Modern appliances, including a refrigerator and stove, are visible, with wood-paneled ceilings enhancing the rustic feel.

Cottage in Tyler

4.92 out of 5 average rating, 203 reviews

Cana Cottage | Farm Stay

Come visit Cana Cottage, a peaceful nature getaway in East Texas. Tucked away on 11+ acres of forest, this cozy cottage is conveniently located in-between Tyler and Lindale. We are just 4 miles south of I-20, and an hour and fifteen minutes in either direction from Dallas and Shreveport. Surrounded by evergreen forest, two creeks, and plenty of wildlife - Cana Cottage is the perfect place to relax and unwind. The cottage sits about 200 feet from our main home.

Guest favorite

A covered porch is featured at the entrance, complete with two rocking chairs flanking the door, each adorned with cushion accents. The porch is bordered by greenery, and the entryway exudes a welcoming appearance.

Tiny home in Lindale

4.95 out of 5 average rating, 329 reviews

Honey’s Hideout

Escape from the busyness of life and enjoy our little hideout in the country. Travel 3/4 mile off the county road onto a private dirt road. Farmhouse decor , covered porch with rocking chairs, extra open loft bedroom , outside fire pit, bbq grill, fenced backyard and plenty of outdoor space to explore. We are close to town for all your needs but far enough out to feel away from it all. It is fenced and set apart from the other tiny home on the property.

Guest favorite

An open-concept kitchen and dining area features a round wooden table with four chairs. Bar stools are positioned at a kitchen island, which holds modern appliances and a fruit bowl. A cozy seating area with a brown sofa is visible, complemented by wooden accents and a high ceiling.

Cabin in Lindale

4.95 out of 5 average rating, 111 reviews

The Lodge at Hidden Creek

Come relax in this newly-renovated getaway nestled in the woods of East Texas. This cozy, stylish lodge offers the seclusion you seek while still being conveniently located to restaurants and attractions with easy access to Interstate 20. You'll feel comfortable in this quaint cabin which features a large kitchen, king-sized bed, high speed internet, outdoor fire pit, and is stocked with all the necessities.

Top guest favorite

A cozy living area showcases a bright blue sectional sofa and a pair of dark blue armchairs. A round coffee table with a gold finish sits in the center, surrounded by a plush area rug. Floor lamps provide soft lighting, enhancing the inviting atmosphere.

Guesthouse in Longview

4.97 out of 5 average rating, 316 reviews

Glamping Cabin - Boho Retreat

Forget your worries in this spacious and serene wooded area of the piney woods of East Texas. Unwind, relax and enjoy a glass of wine on our deck overlooking the canopy of trees. 1 Queen Bed. 2 twin pullout couches. Coffee available in cabin. Microwave and fridge on site. Bottles of wine available for purchase. Need any extra accommodations? Just ask! I will do what I can to make it possible.