Holiday houses in Winona

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Top-rated holiday rentals in Winona

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Top Guest favourite
The treehouse cabin stands elevated among the trees, resting on sturdy stilts above a gravel pathway. Surrounded by greenery, the design features large windows and a deck that provides a tranquil view of the wooded landscape.
Treehouse in Point
4.99 out of 5 average rating, 289 reviews

Romantic Treehouse Retreat at the Little Luxe

This luxury treehouse cabin, nestled in 5 acres of wooded countryside, is a perfect retreat to relax, rejuvenate, and refresh, and is located 1.5 hours east of Dallas between two lakes. Whether you're relaxing in the beautiful king sized bed cubby, lounging 8' above the forest floor surrounded by pillows and blankets on a massive 6' x 12' netted hammock deck, or taking a bath or rain shower on the semi-enclosed tub deck, this romantic treehouse is where luxury and comfort meet fun and fantasy.

Top Guest favourite
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, 303 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 outdoor space features a fire pit with a roaring flame, a picnic table, and a lantern on a gravel surface. The rustic cabin, framed by towering pine trees, is illuminated softly by an exterior light, enhancing the serene atmosphere.
Cabin in Winona
4.92 out of 5 average rating, 190 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 favourite
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 Downtown Tyler
4.96 out of 5 average rating, 555 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 favourite
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
4.99 out of 5 average rating, 132 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 favourite
A cozy studio space features a spacious bed with a soft-colored duvet, complemented by a decorative wall hanging. A leather seating area is arranged next to an ottoman and side table. Natural light filters through two windows, adding warmth to the green walls.
Cabin in Longview
4.92 out of 5 average rating, 103 reviews

Grable Creek Studio

Welcome to Grable Creek Farmhouse’s newest addition… our studio! This gorgeous cabin has all the amenities of a fancy hotel in the space of a cabin! This unique place has a style all its own with a bohemian eclectic decor! Nestled in the heart of the piney woods and part of the Grable Creek Farmhouse Collection. It is a quick drive to Longview and Kilgore and right down the street from Gregg County Airport! Come enjoy a perfectly tranquil property with covered parking and lush garden.

Guest favourite
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
4.95 out of 5 average rating, 158 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 favourite
The treehouse is illuminated softly against a darkening sky, perched among the trees. Its wooden structure features a spacious balcony, supported by sturdy tree trunks. The surrounding area is lined with foliage, contributing to a secluded, peaceful ambiance.
Treehouse in Lindale
4.95 out of 5 average rating, 275 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.

Top Guest favourite
A view from the hot tub shows the cottage in the background, surrounded by trees and soft lighting from patio strings. The focus is on the bubbling water of the hot tub, promoting relaxation and an outdoor ambiance.
Cabin in Como
5 out of 5 average rating, 128 reviews

A Little Countryside Paradise

Maybe I'm a little partial, but I really have to pinch myself when I go visit Callie's cottage. Imagine...a beautiful country road, quiet except for the occasional sound of a cow. A cottage tucked into an abundance of trees, wrap around porch, flagstone firepit area, patio lights strung across the yard, antique mantle with gas fire, crystal chandelier, beadboard from an 1800's farmhouse, a tub big enough for two, the lushest bedding, classical music plays, sweets served. Deep sigh.

Superhost
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, 395 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 favourite
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, 248 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.

Top Guest favourite
A secluded cabin is framed by tall trees, showcasing a metal roof and wooden siding. The front porch features a railing, while large windows hint at natural light within. The surrounding grassy area offers a peaceful, open setting, inviting relaxation and connection with nature.
Cottage in Mineola
5 out of 5 average rating, 202 reviews

Secluded Lakeside Honeymoon Cabin

Very secluded honeymoon cabin. Out in the East Texas Piney Woods where there are a million stars. A serene lake outback that has big bass in it. Have your coffee on the back porch overlooking the lake. Plenty of birds and deer. Full kitchen with pots, pans, dishes, etc. BBQ pit outback. Great firepit. Internet and Direct TV. Come enjoy yourself!

Popular amenities for Winona holiday rentals

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