Holiday houses in Round Top

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!

The Casita

Welcome to The Casita. It's a tiny home with most of the amenities of a regular size house and the charm of a tiny house. (12’x16’) It has a spacious full size bathroom and shower a small table with two chairs, a big yard, a front porch, an outdoor fireplace, and a separate deck. The area is private to the guests. There are native pecan trees surrounding the Casita.You'll get the feeling of staying in the countryside with the amenities of the city, since it's located .5 mile from downtown.

The Secret Garden

"The Secret Garden" is a quiet retreat for you and a cherished loved one to unwind and relax. Your bungalow is just down the road from Roundtop and a block away from downtown Brenham. Several restaurants and shops are within walking distance. Everything you need for a restful weekend is at your fingertips, all you need to do is book with us! Includes: - AC -Wifi -Refrigerator -Microwave -Coffee Maker -Queen Bed -Covered Parking -Private Drive Additional Comments: -Not child or pet friendly

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.

The Hobbit's Nest

Escape to a world of magic and wonder with a visit to the enchanting Hobbit's Nest treehouse. Whether you seek a romantic getaway or a fun-filled family vacation, this unique glamping experience offers the serenity of nature with all the comforts of home. Resting amidst the lush treetops of Lost Pines Forest, the Hobbit's Nest promises an unforgettable stay where your imagination can run wild and your soul can find solace in the beauty of the natural world in the 42 acre Lost Pines Shire.

★ 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.

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.

The Blue Cottage Retreat

The Blue Cottage Retreat is a renovated two bedroom, one bath home located in the historical area of Brenham. Easy access to and from the Brenham area and a quiet neighborhood. Guests will have access to the entire house and large yard. There is ample parking for two cars or more on the property and on the street. You will be emailed your own private code to access the home when you make a reservation.

Pinehaven Luxury Glamping

Enjoy nature in a luxurious, climate controlled setting nestled in beautiful piney woods! Our safari tent is equipped with everything you need to relax and unwind. Take a bath in the claw foot tub, enjoy a book on the front porch, and sleep peacefully in the cozy king sized bed. Pinehaven will provide you an unforgettable glamping experience! Located approximately 20 minutes from Round Top, Texas.

Black Dog Cabins - Molly Cabin

Molly Cabin, sleeps four with two bedrooms and one bath, walk-in shower, full kitchen with oven, full size refrigerator w/ice maker, farm sink, disposal and coffee pot. Front and back porches, plus private outdoor shower for enjoying under the stars. Parking area next to cabins. Our cabins are located on 17 acres with Longhorns that live on the property .Only 3 1/2 miles to lively Round Top!

Cozy Cottage 1/2 Mile to RT + Fire Pit

Looking for a dream getaway in the charming town of Round Top? This cottage is a half mile drive from Henkel Square, but all the calm and serenity you're looking for in a hill country get away. Enjoy wine in the pavilion or daydream while snoozing in the back hammock. Drive into Round Top for great food and drinks or hangout at the POOL and PICKLEBALL COURT!

Shady Paddock Farm-Willow House

Welcome to our little country farm! Escape the city life for a romantic get away or just some much needed down time. Willow House is privately nestled among the trees in our back paddock, allowing views of the lovely country side from the living area as well as the cozy front porch. There is also a picnic table and charcoal grill for your use.