Holiday rentals in Winona

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Top-rated holiday rentals in Winona

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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, 158 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 favourite
A cozy sleeping area is presented with a dark wooden bed frame and an assortment of pillows. A gray blanket is draped over the bed, and a bedside table holds a lamp, providing soft light. Nature-themed artwork adorns the wall above the bed.
Tiny home in Tyler
4.89 out of 5 average rating, 85 reviews

Crystal's Cabin

Reconnect with nature at this unforgettable escape. Beautiful country charm but only minutes from town! Cozy cabin offers everything you need to unplug from busy schedules and work; no TV or WiFi. Nice farm feel as animals graze. Bring your fishing gear! We offer catch & release fishing from the beautiful pond on the property. Or sit and enjoy the beauty of the pond from the gazebo! Cabin is equipped w/kitchenette complete with a coffee maker, microwave, toaster oven, single burner, & fridge.

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
4.92 out of 5 average rating, 165 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
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, 115 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 favourite
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
4.97 out of 5 average rating, 144 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 favourite
A charming two-story house is surrounded by vibrant flower beds and well-maintained landscaping. A spacious patio greets guests, featuring a bar area and decorative lighting. The gravel pathway leads to the entrance, showcasing a welcoming atmosphere amidst lush greenery.
Home in Gladewater
4.99 out of 5 average rating, 140 reviews

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!

Top guest favourite
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, 221 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.

Superhost
A spacious bedroom is furnished with a memory foam queen bed dressed in soft white linens. Colorful pillows complement the blue headboard. Soft lighting from bedside lamps and a decorative shelf creates a cozy ambiance, while a mini fridge is conveniently located nearby.
Guest suite in Tyler
4.86 out of 5 average rating, 243 reviews

Your Home away from Home! Fast Internet - Fire TV

Welcome to your home away from home! A private studio space, with a private bathroom & private patio entrance. This is the back unit of an Airbnb Duplex. We strive to provide a comforting space for those on the go, so we include free small breakfasts, coffee, and teas! We are located on the interior of SW Loop 323, near Broadway and 5th street. just under 10 minutes to major hospitals, shopping, food & drinks! Check out the descriptions below!

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, 120 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.

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.
Guest house in Longview
4.96 out of 5 average rating, 328 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
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 house in Tyler
4.98 out of 5 average rating, 197 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 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, 125 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.

Popular amenities for Winona holiday rentals

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