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.

%{current} / %{total}1 / 1
Top guest favorite
Guesthouse in Tyler
5 out of 5 average rating, 81 reviews

The Bunkhouse | Woodland Guest House Getaway

In the heart of East Texas, the Bunkhouse offers the perfect blend of comfort and nature. Nestled on 4 wooded acres, this cozy retreat invites you to relax, unwind and enjoy the beauty of the outdoors. While you’ll feel tucked away in nature, you’re still conveniently located near local sights, dining, and area highlights. This is a shared, family-friendly property, and we clean with non-toxic, natural, and/or organic products for comfort and peace of mind. Come enjoy your East Texas getaway!

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
4.94 out of 5 average rating, 290 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

Superhost
A cozy cabin is positioned within a wooded area, featuring large glass panels that allow for ample natural light. Outside, a picnic table is visible, surrounded by gravel and greenery. Soft illumination from inside the cabin offers a warm ambiance as twilight descends.
Cabin in Winona
4.91 out of 5 average rating, 183 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

Top guest favorite
Guest suite in Tyler
4.94 out of 5 average rating, 101 reviews

Bohemia Rose

Azalea District Historic Home. Close to all the medical and University campuses. Looking for semester rental/ medical student. Bohemia Rose is located in the lovely Brick Street neighborhood. Parks and Charm in all directions. Home offers private guest in-trance. The space is perfect in peace, beauty and poetic colour. Rest. Master suite has a full size bed. Adjoining bathroom offers a claw foot tub. New galley kitchenette with large private parlor attached, dining, desk and bird watch.

Top guest favorite
The living room features warm wooden accents and high A-frame ceilings, with floor-to-ceiling windows providing views of the outdoor deck. A comfortable couch is paired with decorative throw pillows. A coffee table occupies the center space, complemented by a wood-burning stove to enhance the cozy atmosphere.
Place to stay in Tyler
4.99 out of 5 average rating, 127 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.

Guest favorite
Farm stay in Winona
4.95 out of 5 average rating, 155 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.

Guest favorite
A wooden table with a patterned tabletop is accompanied by a matching stool, situated on a grassy area. String lights overhead provide soft illumination, creating an inviting atmosphere near a fire pit surrounded by Adirondack chairs and stacked firewood.
Cabin in Lindale
5 out of 5 average rating, 17 reviews

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.

Guest favorite
A fire pit constructed from natural stone is surrounded by a grassy area filled with fallen leaves. Trees and shrubs create a wooded backdrop, enhancing the natural setting while providing a sense of privacy.
Cabin in Lindale
4.95 out of 5 average rating, 133 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
4.96 out of 5 average rating, 341 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.

Top guest favorite
The exterior of a quaint garage apartment is visible, featuring a light-colored facade with brown trim. A single garage door is situated below, flanked by greenery and flowering plants, enhancing the inviting entrance under a clear blue sky.
Guest suite in Tyler
4.99 out of 5 average rating, 205 reviews

Brick Street Bungalow Garage Apartment

The Brick Street Bungalow is a quaint, cozy studio apartment above our garage located on the brick streets in the Azalea District. You will be within blocks (walking distance) of Bergfeld Park, The Children’s Park, a local coffee shop in The Brick Street Village and one mile from downtown and the hospitals. We offer discounts for weekly and monthly guests.

Top guest favorite
A well-maintained home is surrounded by lush green grass and neatly landscaped bushes. Large windows with blue shutters reflect natural light, while shade is offered by several trees in the front yard. A path leads to the entrance, enhancing accessibility.
Place to stay in Tyler
4.99 out of 5 average rating, 274 reviews

Quiet, cozy, in the Azalea district

We are a retired couple with a beautiful home in the Azalea district of Tyler, Texas. We are less than half mile to both hospitals. Two blocks from Bergfield Park. Close to both Colleges. Close to shopping areas. Many great restaurants close to area. We welcome you to our home where you will find privacy, quietness, and a relaxing atmosphere.

Top guest favorite
A bright sleeping area features a queen-sized bed with white linens accented by a tan blanket. Two bedside tables with lamps flank the bed. A large window allows natural light to fill the space, while neutral tones create a calming atmosphere.
Tiny home in Tyler
4.99 out of 5 average rating, 177 reviews

Tiny House in the Country

Welcome to this tiny home in the country located on twenty-three acres of woods and pasture. You will be able to enjoy the beauty of the outdoors while still having access to places of interest. You are only: 8.8 miles from Lindale 15 miles from Tyler 15 miles from Tyler State Park 27 miles from Canton Trade Days Current WiFi is not high speed.

Popular amenities for Winona vacation rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Smith County
  5. Winona