Holiday houses in Winona

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Top-rated holiday rentals in Winona

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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
4.94 out of 5 average rating, 287 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
4.98 out of 5 average rating, 270 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.

Superhost
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
4.91 out of 5 average rating, 181 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 favourite
A charming historic home features a welcoming front porch with white railings. Lush greenery and flowering plants frame the entrance, while soft sunlight illuminates the exterior. Steps lead to the front door, adding accessibility to the inviting atmosphere.
Guest suite in Tyler
4.94 out of 5 average rating, 99 reviews

Bohemia Rose

Azalea District Historic Home. Close to all the medical and University campuses. Looking for semester rental/ medical student. Bohemia Rose is located in the lovely Brick Street neighborhood. Parks and Charm in all directions. Home offers private guest in-trance. The space is perfect in peace, beauty and poetic colour. Rest. Master suite has a full size bed. Adjoining bathroom offers a claw foot tub. New galley kitchenette with large private parlor attached, dining, desk and bird watch.

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, 125 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.

Guest favourite
Farm stay in Winona
4.95 out of 5 average rating, 155 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.

Guest favourite
A cozy living area features a mustard-colored sofa paired with a glass coffee table. A small dining table is set for two, accompanied by white stools. Artwork hangs on the green wall, and natural light enters through the sheer-curtained window.
Apartment in Longview
4.95 out of 5 average rating, 192 reviews

Private suite w/King bed & great shower!

This is a 552sqft apartment within our home. It has a completely private driveway and entrance and secure locking interior door between units. One of the features we think you'll most enjoy is the spacious shower with all the hot water you could want! The kitchenette is ready for a bit of cooking if you like. In addition to the King bed, the sofa folds into a bed suitable for an older child or young adult, and a twin mattress on the floor is available upon request.

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
4.95 out of 5 average rating, 132 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 favourite
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, 338 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 favourite
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
4.96 out of 5 average rating, 238 reviews

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.

Top Guest favourite
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.
Guest suite in Tyler
4.99 out of 5 average rating, 205 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 favourite
A well-appointed bedroom features a Queen bed with an elegant headboard, complemented by decorative pillows. A cozy seating arrangement includes a tufted loveseat and a traditional chair. Natural light filters through two window treatments, enhancing the warm tones of the hardwood floor and classic furnishings.
Place to stay in Tyler
4.99 out of 5 average rating, 274 reviews

Quiet, cozy, in the Azalea district

We are a retired couple with a beautiful home in the Azalea district of Tyler, Texas. We are less than half mile to both hospitals. Two blocks from Bergfield Park. Close to both Colleges. Close to shopping areas. Many great restaurants close to area. We welcome you to our home where you will find privacy, quietness, and a relaxing atmosphere.

Popular amenities for Winona holiday rentals

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