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 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, 333 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 favourite
The exterior of Willow's Cabin features a rustic log construction, warmly lit by porch lights. The wraparound porch is furnished with rocking chairs, inviting relaxation amid the surrounding trees. Steps lead up to the entrance, highlighting the cabin's welcoming atmosphere.
Cabin in Gilmer
4.97 out of 5 average rating, 290 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 favourite
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, 207 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 warm and inviting kitchen area is highlighted by wooden beams and log walls. A stone stove serves as a focal point next to large windows, allowing natural light to fill the space. A simple dining table and chairs create a cozy dining setting.
Cabin in Mineola
5 out of 5 average rating, 32 reviews

The Cabin at The Pine Retreat

Welcome to a little slice of heaven at The Pine Retreat. The Cabin was inspired by the idea of feeling secluded, surrounded by nature, but in style. Framed by gorgeous pine logs accented with mid-century modern flare, this is the perfect romantic getaway, family retreat, or just a place to take a break from the city. Soak in the cedar hot tub and gaze up at the stars with a gorgeous pond as the ultimate backdrop. 5 mins from downtown Mineola, 9 mins from Mineola Country Club & Lake Holbrook.

Top guest favourite
A private covered dock extends into the calm waters of Lake Hawkins, framed by a wooden structure. An empty chair is positioned under the shelter, with expansive skies above and gentle ripples reflecting the light on the water's surface.
Cabin in Hawkins
5 out of 5 average rating, 14 reviews

Hideaway at Hawkins - Lakefront Cabin

This comfy cabin, nestled in the pines, located along the shoreline on Lake Hawkins, is perfect for singles, couples, small families, colleagues or friends. The amazing views as well as stunning sunsets may just take your breath away! Come relax at the lakeside firepit or fish, swim or anchor your boat at the private, covered dock. One bedroom with king bed, 1 full bath & 1 half bath, Wi-Fi, Roku TV, fully stocked kitchen & more! Pets welcome with a $50 fee. We'd love to host your stay!:)

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, 142 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
Home in Tyler
5 out of 5 average rating, 15 reviews

Modern Farmhouse Retreat W/Pool Table & Fire Pit

Secluded Modern Farmhouse Retreat |Pond, Paddle Boats, Fire Pit, Pool Table, Fresh Eggs | 4 Beds, 2 Bathrooms, Sleeps 8| Designer Soaking Tub, 2 Luxury Showers, Modern Fully Functional Kitchen| Perfect for Families, Group Vacation Stay, Bachelor/Bachelorette Party House, Couples Weekend Retreat PRIVATE OUTDOOR RETREAT + UNIQUE EXPERIENCES ✔️ Pool Table & Game room ✔️ Private pond ✔️Paddle Boats ✔️Outdoor fire pit ✔️Front & back porch ✔️Chickens on-site for collecting fresh eggs

Top guest favourite
Cabin in Longview
4.99 out of 5 average rating, 75 reviews

Cozy Cove Cabin

This private lakefront cabin offers a peaceful retreat surrounded by nature. The 360-square-foot porch is perfect for relaxation, featuring a hammock, hot tub, lounge chairs, and a fireplace. Inside, the cabin includes a full-size kitchen, an open living area with stunning lake views, cozy furniture, two big screen smart TV, and an electric fireplace, romantic ambiance This modern cabin provides privacy, making it the perfect escape for those who love the beauty and peace of nature.

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
4.94 out of 5 average rating, 164 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 favourite
The exterior of the main house is shown, featuring a white facade with a sloped roof and large glass doors. Surrounded by lush greenery, the spacious lawn provides ample outdoor space for relaxation. A patio area with seating enhances the tranquil setting.
Farm stay in Winona
4.95 out of 5 average rating, 21 reviews

Pine Hill Farm, House and Guest House

Enjoy the sounds of nature while staying at this peaceful farm near Tyler on 35 acres with a private lake, main house, guest house, boat dock and multiple outdoor entertaining areas. A total of 4 bedrooms and 3 full baths, 2 kitchens, multiple living and dining areas. This gated , private compound is a perfect place for large family gatherings. Explore nature, fish from the dock, sit by the fire pit, play games, read and relax! Close to Tyler and Lindale.

Top guest favourite
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
4.97 out of 5 average rating, 30 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 favourite
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
4.96 out of 5 average rating, 161 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.

Popular amenities for Winona vacation rentals

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