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, 157 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, 246 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

A spacious living area features two floral-patterned sofas, a wooden coffee table, and soft carpeting. Large windows allow natural light to fill the room. A dining area is visible in the background, and a door leads to an outdoor space, enhancing the open layout.

Guesthouse in Flint

4.99 out of 5 average rating, 175 reviews

Spacious 1-Bedroom Guesthouse in the Woods

This property is close to south Tyler and located in an upscale and beautifully wooded neighborhood just outside of town. You will love this spacious 1105 sq foot guesthouse with 10' and 11' ceilings throughout. A major shopping mall, food stores, and fast food restaurants are all within just a few miles of this secluded neighborhood. The residential streets are safe for walking or jogging. Enjoy the peaceful and serene surroundings where you will never hear city noises to disturb your sleep.

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

4.94 out of 5 average rating, 161 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

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

5 out of 5 average rating, 108 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 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

4.96 out of 5 average rating, 138 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 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, 244 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 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, 338 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.

Top guest favorite

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, 115 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.

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, 321 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.

Top guest favorite

The exterior of a quaint garage apartment is visible, featuring a light-colored facade with brown trim. A single garage door is situated below, flanked by greenery and flowering plants, enhancing the inviting entrance under a clear blue sky.

Guesthouse in Tyler

4.98 out of 5 average rating, 191 reviews

Brick Street Bungalow Garage Apartment

The Brick Street Bungalow is a quaint, cozy studio apartment above our garage located on the brick streets in the Azalea District. You will be within blocks (walking distance) of Bergfeld Park, The Children’s Park, a local coffee shop in The Brick Street Village and one mile from downtown and the hospitals. We offer discounts for weekly and monthly guests.

Top guest favorite

A welcoming front porch is adorned with colorful autumn decorations, including pumpkins and potted ferns. A doormat is positioned at the entrance, and the pathway is lined with stepping stones leading through well-maintained greenery to the entrance of the home.

Cottage in Tyler

5 out of 5 average rating, 120 reviews

Birdie's Place

Birdie's Place is a picturesque property with a beautifully renovated 1930 farmhouse. This 900 sq ft country home includes 2 beds/1 bath, a fully equipped kitchen and laundry room. Come relax in the cozy living room with the 55" uhd TV and free wireless internet and wifi. Bring your movies to watch on the 4k bluray player and listen in surround sound.