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
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, 304 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 favorite
An open kitchen features rich wood cabinetry and a large island with seating. Gourmet appliances are complemented by a neutral backsplash. Natural light fills the space, while the adjacent dining area is visible, displaying a table with black chairs and a side cabinet with glass doors.
Home in Emory
4.97 out of 5 average rating, 191 reviews

Charming Lake Getaway with Sunset Views!

The Great Escape is on the shore of beautiful Lake Fork in Emory, Texas. It's a charming 3 bedroom, 2 bathroom house with wood beams, shiplap walls, and more! The backyard boasts a large covered porch with grill, a beautiful pergola with individual swings, and a large covered dock with boat slip as well as covered and uncovered seating areas. The Great Escape is situated in a quiet, private neighborhood and is perfect for a guys' fishing trip, a girls' get together, or any getaway you choose!

Guest favorite
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, 200 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
An A-Frame cabin with a distinctive wooden façade is showcased. The structure features large windows that allow natural light to fill the interior. A small patio area with two black chairs and a table is positioned at the entrance, surrounded by natural landscaping.
Cabin in Lindale
4.94 out of 5 average rating, 162 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
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, 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
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, 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
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
4.94 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
The open loft space features a cozy sitting area with a large rug, a coffee table, and plush sofas. A queen bed is positioned near the kitchen, which is equipped with wooden cabinetry. Above, a lofted area offers additional sleeping space. Bright lighting enhances the wood paneling.
Loft in Lindale
4.99 out of 5 average rating, 117 reviews

Town Center Studio Apt. Loft with Vintage Decor

Centrally located, in Lindale downtown area. Very stylish and modern, yet decorated with vintage and antique pieces collected from all over the world. The loft area offers work space and the queen size bed. The ground floor area has the modern bathroom, full kitchen, living room and majestic brass king bed. Under the loft is a library low clearance sitting area for both adults & children. Enjoy visiting Miranda Lambert's store (1 mile) and Canton Trade Days (30 miles) and much more.

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, 405 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
A cozy living area features a mustard-colored sofa paired with a glass coffee table. A small dining table is set for two, accompanied by white stools. Artwork hangs on the green wall, and natural light enters through the sheer-curtained window.
Apartment in Longview
4.95 out of 5 average rating, 216 reviews

Private suite w/King bed & great shower!

This is a 552sqft apartment within our home. It has a completely private driveway and entrance and secure locking interior door between units. One of the features we think you'll most enjoy is the spacious shower with all the hot water you could want! The kitchenette is ready for a bit of cooking if you like. In addition to the King bed, the sofa folds into a bed suitable for an older child or young adult, and a twin mattress on the floor is available upon request.

Top guest favorite
A front porch is depicted, featuring two red chairs and a small round table. The entrance is framed by white columns and includes a welcoming white door. A decorative sign reading 'HOME' adds a personal touch, while light filters in through the windows.
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
A spacious living room is highlighted by a large dark leather couch adorned with white and blue pillows. A small dog sits comfortably on the couch, surrounded by two warm lamps on side tables. Decorative plants and artwork are visible in the background, creating an inviting space.
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