Holiday rentals with a pool in Round Top

Luxe Farmhouse with Scenic Views and Cowboy Pool

Welcome to your private retreat in the heart of the Texas countryside - a modern farmhouse set on 18 peaceful acres, just minutes from downtown Fayetteville and 15 miles from the Round Top Antiques Fair. Designed with clean lines and subtle 1970s inspiration, the home features light-filled interiors and floor-to-ceiling windows framing panoramic views of rolling hills and endless skies. Ideal for star gazers, antique hunters, remote workers, nature lovers, or city dwellers needing to recharge.

Cottage w/ Pool in Historic Downtown

Smithville is a quaint, thriving city with a very relaxing feel. It has numerous outdoor activities within 30 minutes if you enjoy hiking, canoe/kayaking, biking, fishing, etc. The cottage is within walking distance to downtown restaurants and shops. The town offers many great boutiques and antique stores. The cottage is a block from famous homes featured in the movies, Hope Floats and The Tree of Life. You can see the Hope Floats house from the porch! Come unwind and enjoy the small-town life!

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!

Retro Ranch- Bastrop Historic District

Step inside a beautiful Mid Century Modern Ranch, set on a large lot in Bastrop’s Historic District. Come relax in this spacious backyard, equipped with a fire pit, covered porch, and Cowboy Pool! Walking distance to the best bars and restaurants Bastrop has to offer. Even today the lovely Texas town of Bastrop retains its historic charm: brick storefronts line the streets, artisans and artists display their handcrafted wares, and local chefs crisp chicken-fried-steak and catfish to perfection.

Texas Swiss Alp Chalet w/ Pool!

Swiss Alp Chalet is an updated 1956 mid century modern home with views of the rolling hills of the Swiss Alp community. Easy access to US Hwy 77 to get you where you need to go to explore the area. Located 6 miles north of Schulenburg and 10 miles south of La Grange. Three bedrooms, 2.5 baths, kitchen, with living areas, our guests have plenty of room to gather with up to 10 people comfortably. During the warmer months guests can make a splash in the screened in back yard pool. Self check in.

The Ella Norah, A Bespoke Luxury Retreat, Pool Spa

Welcome to The Ella Norah. A 1910 Cyprus Greek Revival that has been fully restored to modern day luxurious glory while still retaining its historic charm. Relaxing & gorgeous haven surrounded by large Magnolia & Oak trees. A bird lover's paradise.This unique place has a style all its own & is in the central historic district of quaint charming, Smithville, Texas. A fabulous place to gather with family & celebrate special occasions, all within steps of Main Street shopping & restaurants.

Country Escape | Firepit+Grill +Pool | Close to RT

This gorgeous home is set on 42 acres and is located 6 miles from Round Top Square. The modern floor plan is open in the common areas and has a pool, summer kitchen with grill, a pond, and a screened porch that spans the back of the house. This picture-perfect property's prime location is great for enjoying local shopping, music, festivals/events or enjoying the quiet solitude of the country. Whether traveling with family, friends or girls trip, this home can be your own idyllic hideaway.

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!

★ 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.

Paradise Pines

Private. Peaceful. Hugged by the forest. A romantic getaway or refuge from the city. Whether you are interested in soul searching, bird watching, skinny dipping, or exploring the many offerings of the local area, you will discover why it’s aptly named Paradise Pines. A well equipped kitchen and an outdoor grill will meet your needs. Swim in the heated pool underneath a canopy of pine trees and keep cool for an outdoor dining experience behind mosquito curtains.

Hotel Bebe Main House - Sleeps 6

Located directly across from the famous Marburger Farm Antique Show and 90 seconds from town, Hotel Bebe is a boutique hotelette experience featuring four bungalows and a main house nestled on a well-appointed property in the heart of Round Top! The 2.5-acre property boasts a beautiful communal fire pit, semi-private decks & comfortable lounge chairs for each bungalow, and a large pool for when guests need a reprieve from the Texas heat.

Round Top Ranch Retreat-Pickleball Court!

Come enjoy the solitude of a rustic country escape with beautiful sunrises and sunsets. The 19 acre property includes a pool, pickleball + basketball court, and full kitchen. But, we are not a fancy ranch, we are a rural country escape! We do our best with regular pest control, but you may encounter unwanted country intruders like scorpions, spiders, or even an occasional mouse. Please book elsewhere if that’s outside your comfort zone!