
Holiday rentals in Winona
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Top-rated holiday rentals in Winona
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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

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

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.

Rural Paradise, Fishing, Games, Seclusion
Message us to find out about 3 day weekend discounts! 10 minutes off Interstate 20. Bring friends & family! Find a "My Space" & chill. There's lots! Cook some stuff! No close neighbors. All bedrooms have T.V.! The pergola swing is a great place to enjoy a private waterfront view! Lots of coffee & tea! Stocked pantry w free & avail/purchase snacks & drinks! FULL kitchen inside & outside too! Make a milk shake! Take a walk, cook, eat, yard games, or go fishing - GO AMERICANA!

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.

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.

Relaxing Treehouse Getaway
Reconnect with nature at this unforgettable escape. This tree house is sitting on stilts among trees where a beautiful oak tree comes through the elevated outside dining patio area. The tree house is located on our 15 acres of wooded property with approx. 1 mile in walking trails in the woods on the property for exploring and observing wildlife. Our guests frequently notice our deer and other woodland creatures who share this space with us.

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.

Sheep Sanctuary
Relax and enjoy being out in the country! Observe and feed sheep by ringing the bell for "mealtime"! This 448 sq. feet suite has sheep decor, including " The Lord is our Shepherd!" Bible scriptures available for reflection/ ministry! Take care of this "sanctuary!" We are grateful for you coming! Sign the guest book and our farm dog will greet you!
Popular amenities for Winona holiday rentals
Other great holiday rentals in Winona

Private Lakeside Couples Cabin, Hot Tub & Fire Pit

Sunrise Sky Resort

Romantic Spa Glamping Tent w/ Soaking Tub

The House on Greg | Office, Nespresso & Smart TVs

Secluded Lake house in the Forrest

Lake Gladewater Rustic Retreat | Lakefront Escape

Romantic Lakefront Cabin 1BR Pvt Hot Tub & Dock

Lazy Squirrel Cabin, Hot Tub, Fishing, Fire Pit
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