
Holiday rentals in Winona
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Top-rated holiday rentals in Winona
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Romantic Innisfree Cottage w/ Lakeview & Firepit
Custom built rustic/modern Lakeview cabin on Lake Palestine w/exceptional sunsets. Innisfree Cottage w/ locally milled white oak, cypress, cedar & pecan; 4' loft window for view of the Lake! Innisfree Cottage has a tin covered front porch to look for the Bald Eagle & an open bench area for stargazing. It may be the nicest cabin around. Named after the Classic movie "Quiet Man". Host awarded with "No. 1 Cabin rental in Tyler-2018" Hot Tub on property! Perfect Romantic Getaway, Secluded Cabin!

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

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.

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

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.

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.

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.

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.

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.

Wild Ducks Cottage on Lake Winnsboro
Shaded A-frame with sunrise/moonrise views. Great get-away cottage for rest, relaxation & fishing. Dock, open deck, screened deck. Covered parking, paved driveway. Lake access for boat. Wood County HOTax & cleaning fee included in nightly rate. Ltd. TV stations. DVD player. Near vibrant Winnsboro for shopping, Saturday morning Farmers Market, dining, coffee, food trucks, Finders Keepers, Winnsboro Center for the Arts, Autumn Trails, Art & Wine Festival, Book Fair, Bloom, Rodeo.

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.

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.
Popular amenities for Winona holiday rentals
Other great holiday rentals in Winona

Cozy 2BR | 2 Blocks from Hospitals | Near Downtown

1 bedroom bungalow in Winona Texas

Lazy Squirrel Cabin, Hot Tub, Fishing, Fire Pit

Rustic Loghouse Retreat | Peaceful Stay Near Tyler

The Bunkhouse | Woodland Guest House Getaway

Romantic Cabin | Hot Tub, Soaking Tubs & Fire Pits

Peaceful Cabin Retreat on 7 acres. With a pond!

Cozy Cabin by the Lake
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