House holiday rentals in Round Top

Easy walk to town | Week Discount! Designer Dream

Hill & Hollow welcomes you to Eva on West Alamo-a beautifully restored 1920s Craftsman cottage where historic charm meets modern luxury. Thoughtfully designed with curated interiors, period details, and upscale amenities, this home sits just a 5-minute walk from downtown Brenham’s shops and restaurants. Experience warm hospitality with optional concierge services: Fridge stocking Photo booth rental Anniversary & birthday gifts Your stay here blends comfort, charm, and unforgettable convenience

Downtown 1880 Family Farmhouse

Step back in time and experience the charm of a historic house in Downtown Brenham. This cozy home boasts four spacious bedrooms, each with a luxurious king-size bed for a comfortable night's sleep and two bathrooms. Enjoy the serene view from the large back porch overlooking almost a whole acre of land in downtown. The fully remodeled kitchen features professional-grade appliances, perfect for whipping up delicious meals. Plus, the private driveway ensures convenient parking during your stay.

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.

Lolly and Pop’s Place

Wow! This NEWLY renovated 1920's home is steps from downtown and is wonderful for getaways or traveling to festivals, athletic events, or just exploring our beautiful downtown. The home offers that small town feel with modern amenities. With 2 bedrooms, 2 full baths, and a foldout couch, everyone will have their own space. The home has a modern farmhouse touch to add comfort to your stay. This home can accommodate 6 guests. There is convenient parking behind the house. NO pets allowed.

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!

Beautiful Bloom Inn Farmhouse near Round Top, TX

Welcome to the The Bloom Inn! A beautiful 1895 historical farmhouse minutes to Round Top, TX's famous antique show. The Bloom Inn will charm you! It was just featured in FleaMarket Home & Living Magazine. The farmhouse has been extensively remodeled, keeping its original shiplap, and adding all the things modern and comfortable. You'll love soaking in a new cast iron clawfoot tub, rocking on the front porch, or simply strolling to a wine bar or local favorite burger joint Joe's Place.

A home by designers for design lovers.

Escape to this Texas minimalist home designed by Leanne Ford and Grace Mitchell, minutes from the heart of Round Top! This cozy retreat sleeps 8+ comfortably, making it perfect for family getaways or gatherings with friends. Enjoy the serene countryside while relaxing on the porch or unwinding around the firepit under the stars. Filled with vintage finds from the antique markets, perfect for the design lover! A full privacy retreat with no visible neighbors, fenced with mechanical gate.

Hilltop getaway w/sweeping views & pool/hot tub

Escape the city and relax at this peaceful getaway. Just over an hour from Houston and Austin. This 3 bedroom, 2.5 bath home is perfect for 2 families. Pool (pool not heated, hot tub heating fee $50/day), patio, grill and firepit to enjoy the sweeping views and constant breeze on the 6 acre property. Open family room tied to the kitchen to enjoy meals. Large master w/ a sitting area when the adults need time apart. Dogs welcome ($50 deposit/dog). Just 15 minutes from Brenham.

The Modern Mule - Relaxing & stylish cabin escape!

Come getaway from the hustle and bustle of city life in this newly built modern cabin. 360 degree views of nature from every window and nestled away on over 10 acres, you and your guests will get the peace and quiet you’re looking for. Sit out on the deck and soak up the sun surrounded by an array of beautiful trees. Just minutes outside of La Grange where you will find charming shops, local eats and a perfect place to stay for The Ice Plant Bldg and Round Top Antique fair.

Serene Luxury Escape | Private+Soaking Tub+2 Kings

Looking for a peaceful weekend escape near Round Top? This unique 2-bedroom, 2-bath luxury retreat in Ledbetter is designed for slowing down and enjoying time together. Surrounded by trees and filled with natural light, the home offers a calm, private setting with modern finishes and an easy indoor-outdoor flow. Whether you’re heading into Round Top for antiques and dinner or staying in to relax and recharge, this is a beautiful place to unplug and settle into the weekend.

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!

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!