Vacation rentals in Winona

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Top-rated vacation rentals in Winona

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Guest favorite

A covered patio features a wooden floor with a small round table surrounded by two metal chairs and a bench. Tall pine trees form a natural backdrop, enhancing the serene outdoor space.

Cottage in Hawkins

4.95 out of 5 average rating, 154 reviews

Julia's Cottage, peace @ Music Springs

Directions: From Hawkins, North on Hwy 14 to CR 2869, to CR 3540, to CR 3543. Follow signs to 110 PR 7543. Do not rely on Google Maps Music Springs -The most peaceful place in East Texas, where the touch of God runs through the woods. A place of refuge and a place to remember for many who visit. Julia's Cottage is a charming, welcoming little home, where you will be inclined to kick back and just soak in the beauty surrounding you. Antique queen size bed and a queen size mattress in the loft.

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

4.96 out of 5 average rating, 221 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

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

4.98 out of 5 average rating, 242 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 cabin built of natural wood blends into the surrounding pine forest, featuring large picture windows that offer a panoramic view of the trees. The angle captures the tranquil setting, allowing natural light to fill the interior space.

Cabin in Winona

4.94 out of 5 average rating, 148 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

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 Tyler

4.96 out of 5 average rating, 517 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 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

4.96 out of 5 average rating, 233 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, 342 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.

Guest favorite

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, 192 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.

Guest favorite

A covered porch is featured at the entrance, complete with two rocking chairs flanking the door, each adorned with cushion accents. The porch is bordered by greenery, and the entryway exudes a welcoming appearance.

Tiny home in Lindale

4.95 out of 5 average rating, 322 reviews

Honey’s Hideout

Escape from the busyness of life and enjoy our little hideout in the country. Travel 3/4 mile off the county road onto a private dirt road. Farmhouse decor , covered porch with rocking chairs, extra open loft bedroom , outside fire pit, bbq grill, fenced backyard and plenty of outdoor space to explore. We are close to town for all your needs but far enough out to feel away from it all. It is fenced and set apart from the other tiny home on the property.

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

4.95 out of 5 average rating, 153 reviews

*Brand New* home near Tyler Airport

Bring the whole family, including the family pet, to this brand new home with lots of room for fun. This stylishly decorated 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 take a nap on the oversized reclining couch. Perfect for a night, weekend or longer.. Detailed instructions, including your Lock Code, will be shared with you after booking.

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, 311 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.

Guest favorite

A green velvet sofa is positioned in a sunlit corner beside a cozy armchair. The large windows feature multiple panes, allowing ample natural light to fill the space and reflecting off the hardwood floors. Original brick walls add texture to the serene atmosphere.

Loft in Tyler

4.97 out of 5 average rating, 432 reviews

Double Shower| Smart TV| Designated Parking

>Located on the Historic Downtown Square >Steps away from all the best bars, restaurants, coffeeshops and gyms. >Designated parking *"...We could walk yo every place on out evening out and we had a dedicated parking spot..." >luxurious kingsize bed >Self Check in >Dresser & night stands & robes for your comfort *"...the place was incredibly clean and the bed was so comfy!"