Vacation rentals in Winedale

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Top-rated vacation rentals in Winedale

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

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Guest favorite

Home in Burton

Scenic Outdoor + Minutes From Round Top + Pool

Welcome to your vibrant and antique-inspired Burton getaway! This charming historic house blends character with custom touches, creating a unique and unforgettable retreat. - 10 minutes from Round Top, festivals, shopping, and antiquing. - Spacious outdoor area, shaded by century-old oak trees - ideal for coffee or evening drinks. -Modern comforts, a fully equipped kitchen with countryside views. This charming getaway blends comfort and convenience, making it the perfect for your getaway!

LocationFamilyCondition

4.96 out of 5 average rating, 75 reviews

Top guest favorite

Home in Round Top

King Beds | Luxury Farm Stay| 5 Min to Round Top

Modern Manor by Hill & Hollow Stays is a perfect home base for Round Top. Set on the sprawling Three Oaks Farm, this stylish modern farmhouse blends space, comfort, and thoughtful design for a perfect Round Top trip -Beautiful working farm with luxury interiors & furnishings -Cozy fireplace for relaxed evenings -Minutes to Round Top & Warrenton shows -Option to book the full estate (3 homes/pool) -Concierge services available We consider every detail to ensure an elevated, effortless stay!

HospitalityPoolNearby

5.0 out of 5 average rating, 8 reviews

Superhost

A firepit area is surrounded by multiple red Adirondack chairs, providing a cozy space for relaxation. Lush green grass frames the setting, with a large lap pool visible in the background, and a tree-lined landscape adds natural beauty.

Cottage in Brenham

Pool, HotTub- Cardinal Cottage, RoundTop/Brenham

-Private home & large lap pool for your use during your stay. No other renters on the property. -Wide open outdoor spaces to get away. A breath of fresh air. See the stars at night! -GREAT WiFi signal. - 1600 sq ft home on 11 acres. Common areas downstairs, bedrooms upstairs. -Lap Pool (not heated) and spa hot tub (heated year round). Pool towels provided. -Firepit area. I provide firewood, fire starters, & lighter. -Brenham 10 minute drive. Round Top 20 minute drive. Sorry, no pets.

FamilyValueDecor

4.94 out of 5 average rating, 217 reviews

Top guest favorite

The exterior of a charming cottage is visible, surrounded by a green lawn and colorful bluebonnet flowers. A stone patio features a fire pit and two Adirondack chairs facing the entrance. A birdhouse stands nearby, adding to the countryside ambiance.

Guesthouse in Round Top

The Horseshoe Cottage

Charming Texas Hill Country guest cottage located on 19 acre private family horse farm. Easy access to Hwy. 237, close to Festival Hill and 2.5 miles to the town square. This spacious studio has a queen bed and day bed with trundle (two twin beds). There is also a kitchen with a small refrigerator, microwave, toaster oven and Keurig. The bathroom has a large walk in shower, washer/dryer and closet space. Air Conditioning, Heat. WiFi avaliable. Covered porch with two rocking chairs.

ValueFamilyHeating

4.98 out of 5 average rating, 267 reviews

Top guest favorite

The exterior view of Azure Skye Haus showcases a charming country house surrounded by lush green grass and flowering shrubs. A covered porch is visible, offering shaded outdoor space. The nearby structures add to the serene countryside setting under a blue sky adorned with fluffy clouds.

Guesthouse in Round Top

Azure Skye Haus (Guest House) - Round Top

Need a countryside getaway? There is no better place than Azure Skye Haus! Enjoy the private, quiet setting where you can experience a beautiful sunset on a vintage glider, breathe in the fresh air, and enjoy the sounds of the countryside in the heart of Round Top. A beautifully appointed 2 bdrm guest house with a fully equipped kitchen, coffee and teas provided, private bath, luxury linens and towels, full-size washer and dryer, and more. A private carport with extra parking.

ValueFamilyAccuracy

5.0 out of 5 average rating, 64 reviews

Guest favorite

The exterior of a modern farmhouse is presented, showcasing a warm glow from large windows. A pathway made of stones leads to the entrance, where two inviting chairs sit on a porch. Surrounding greenery and desert plants enhance the natural setting.

Home in Fayette County

The New Blue Farmhouse

Brand new modern farmhouse on 6 acres with a flawless view of the sunrise and sunset in Carmine Texas. 5 minutes from the center of Round Top's famous Henkel Square Market. Stay at Farmhouse Blue for a peaceful luxury experience.. Dine inside or outside at our picnic table. Only one block from The Round Top Vineyards. A perfect home for couples, families or a girl's get-a-way. Come enjoy great shopping, dining and a lifetime of memories. We look forward to hosting you!

LocationViewComfort

5.0 out of 5 average rating, 15 reviews

Guest favorite

An outdoor dining area is framed by rustic wooden beams and a trellis. A long table is surrounded by several chairs, inviting gatherings. Lush greenery climbs the trellis, while the surrounding landscape includes distant trees and open fields under a clear blue sky.

Home in Burton

The Union Hill House *Outdoor Hot Tub*

Discover the ultimate Texan getaway for family and friend groups alike at the Union Hill House! This Round Top-area compound offers 5 bedrooms and 5 full baths on 5 sprawling acres with an outdoor hot tub. Perfect for groups of up to 12, this property is just a short drive from Houston or Austin. Indulge in the chef's kitchen, cozy up by the outdoor fire, or take a walk in the lush green fields. The Union Hill House is the perfect escape. Book your stay today!

FamilyLocationAmenities

4.95 out of 5 average rating, 150 reviews

Top guest favorite

A serene pool area features a long, clear lap pool surrounded by spacious loungers and umbrellas for shade. A covered gazebo provides a shaded seating area. Lush greenery and trees frame the backdrop, enhancing the peaceful atmosphere of the outdoor space.

Home in Burton

Luxury Burton Escape | Pickleball + Pool + Hot Tub

Peaceful serenity surrounds this stylish home located just over 14 minutes from Round Top in the secluded hills of Burton, Texas. Amenities include a lap pool, hot tub, pickle ball court, covered gym, fire pit, outdoor grill, raised garden beds all for you to enjoy in the peace and quiet of the country! Ideal for a couples weekend, girls getaway or family vacation, Blue Sky Acres sleeps 4, as a 2 bedroom, 2.5 bath single-level home. Concierge Service available!

FamilyLocationPool

4.99 out of 5 average rating, 72 reviews

Top guest favorite

A vibrant sunset casts warm colors across the sky, with clouds creating a dynamic backdrop. In the foreground, blooming red roses and yellow flowers enhance the natural beauty of the rural landscape, while a distant building adds context to the serene setting.

Tiny home in Burton

Camelia Farm Burton Little House

This 326 sq.' of comfort is small, but feels spacious once inside. There is a full kitchen so you can prepare whatever meals you want on a small scale, full bathroom, queen bed in private bedroom, separate living room and dining space. The sofa opens into a full size, comfortable bed. We are minutes from great restaurants, antiques, and fun. Close to Brenham, Roundtop, Carmine, Burton, Bellville, Fayetteville, Giddings and Lake Somerville state park.

ValueLocationAccess

4.98 out of 5 average rating, 252 reviews

Top guest favorite

A spacious bed is adorned with soft linens in calming shades, complemented by decorative pillows. Two bedside lamps provide gentle lighting, while a small table holds a potted plant, creating a serene and relaxing atmosphere in the room.

Home in Burton

Summer is here and it's awesome in Round Top

Come get away from the city craziness! Clean air, beautiful stars and having the house all to yourselves! There are two large bedrooms with a comfy king sized bed in each. The house is appointed with interesting art pieces and furniture. The porches welcome you to sit and sip and enjoy for hours the beautiful countryside in our small piece of heaven in Texas. Slowly but surely Texas will be open for business again!

FamilyLocationSleep quality

5.0 out of 5 average rating, 81 reviews

Top guest favorite

A charming farmhouse with a wraparound porch features white siding and red shutters, set against a backdrop of trees. A spacious lawn surrounds the home, inviting outdoor activities. A nearby building is visible, contributing to the serene country setting.

Guesthouse in Burton

The Old Farmhouse

At dawn, the sun rises and washes the horizon with a soft golden glow, coloring the sky with lively oranges and pinks. When evening arrives, it slips behind the trees, leaving brilliant, deep red hues that are truly breathtaking. After dark, countless stars appear, sparkling like diamonds on a rich, dark canvas, enriching the peaceful and magical mood of the area. Every moment spent here fills you with calmness and awe.

FamilyValueIndoor spaces

4.96 out of 5 average rating, 184 reviews

Top guest favorite

Home in Carmine

Round Top Four Bedroom Guest House

Welcome to Round Top, Texas! Our guest house is located fifteen minutes from Round Top's square for quick and easy excursions to all that Round Top/Warrenton have to offer. The house has four full-sized bedrooms with queen beds and two three-quarters bathrooms. A full kitchen and laundry room round out our full service accommodation. Come enjoy the quiet evenings after a full day of shopping.

ValueFamilyPets

4.99 out of 5 average rating, 139 reviews