Vacation rentals in Winona

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Top-rated vacation rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top 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
4.95 out of 5 average rating, 320 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

Top guest favorite
An outdoor hot tub is showcased, featuring a wooden surround and illuminated by soft blue lighting. Two wooden steps lead up to the tub, and the surrounding area is set amidst a natural landscape.
Cabin in Gilmer
4.98 out of 5 average rating, 284 reviews

Willow’s Cabin - A Cozy Little Cabin Nestled In The Woods

Willow’s Cabin provides the absolute getaway opportunity where peace and quiet gives you the sounds of nature while receiving the best feel at home experience we can offer! We’re far enough from the big cities yet close enough to all of the amenities our towns offer such as restaurants, shopping malls, cinemas, historic parks and large grocery stores. All proceeds go to our nonprofit, Oinkin Oasis Forever Home potbelly pig sanctuary AND are tax deductible!!! Parking/premise for guest only.

Guest favorite
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
4.92 out of 5 average rating, 198 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
A cantilevered deck extends over a serene pond, surrounded by lush greenery and flowering plants. Four comfortable chairs are positioned on the deck, inviting relaxation while listening to the gentle sounds of water from nearby waterfalls.
Cabin in Athens
5 out of 5 average rating, 487 reviews

Dogwood Cabin on Scenic Wooded Mossbridge Farm

Our two cabins Dogwood and Holly are located on a quiet, wooded 10 acre retreat that is 8 miles from Athens. Our special feature is a spring fed creek that flows year round and has it's own micro climate that is perfect for native ferns, mixed hardwood forest and dogwoods. We have provided a nature trail for bird watching and exercise. Recently we designed and constructed a beautiful pond with three waterfalls and a deck overhanging the water with chairs for enjoying our private paradise.

Guest favorite
A spacious living area showcases large windows allowing natural light to fill the space. A sleek leather sofa is complemented by accent pillows, while a coffee table sits in front. A dining area is visible in the background, accompanied by a projector mounted from the ceiling.
Loft in Tyler
4.96 out of 5 average rating, 558 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.

Guest favorite
The A-frame cabin features a unique triangular shape with wooden siding. A spacious deck is surrounded by nature, showing two chairs and a table. Large glass doors offer a view into the interior, enhancing the connection with the outdoor space.
Cabin in Lindale
4.94 out of 5 average rating, 161 reviews

Coyote Creek A-Frame Cabin

Take it easy at this unique and tranquil A-Frame cabin in the woods, with great outdoor space and over half mile walking trail with scavenger hunt. Perfect for couples, families, solo adventurers, and business travelers. Some Items available: WiFi, Outdoor fire pit, corn hole, horseshoes, ring toss, and gathering area; Alarm Clock / Radio, Games, TV, DVDs, books, charcoal grill, full kitchen with toaster, microwave, kpod coffee maker, electric fireplace, and full size refrigerator.

Top guest favorite
The inviting interior of the A-frame features a high, sloped wooden ceiling with exposed beams. Floor-to-ceiling windows frame views of the lush outdoors. A cozy seating area includes a soft couch and a decorative rug, complemented by a wood-burning stove for warmth.
Place to stay in Tyler
4.99 out of 5 average rating, 137 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, 161 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
Treehouse in Lindale
4.94 out of 5 average rating, 285 reviews

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.

Guest favorite
A private hot tub sits on the spacious deck of the cottage, surrounded by trees. The exterior includes a welcoming red door and a comfortable seating area with chairs. Natural light filters in through the windows, enhancing the outdoor living space.
Cottage in Lindale
4.92 out of 5 average rating, 404 reviews

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.

Top guest favorite
Cottage in Mineola
4.97 out of 5 average rating, 142 reviews

Grannie's Guest House

My place is 6 miles east of Mineola, TX. Close to antique shopping, Mineola nature preserve, public lakes, 30 minutes to Canton First Monday trades days, and many other spotlights in East Texas. You’ll love my place because of the cozy, farmhouse atmosphere and country living. My place is good for couples, solo adventurers, and business travelers. Not suitable for kids or children, and I do not allow pets or animals of any kind on the property.

Top guest favorite
Home in Tyler
4.94 out of 5 average rating, 269 reviews

Beautiful new home near the Tyler Airport

Bring the whole family, including the family pet (no pet fees), to this beautiful new home with lots of room to relax. This home includes a large TV in the living room for movies, games, internet and a gourmet kitchen to make meals together. Create new memories or just enjoy time together. Detailed instructions, including your Lock Code, will be shared with you after booking.

Popular amenities for Winona vacation rentals

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