Holiday rentals with a pool in Round Top

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Top-rated rentals with a pool in Round Top

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Top Guest favourite

Farm stay in Brenham

4.95 out of 5 average rating, 108 reviews

Rising Star at Rockin Star Ranch

Bring hiking boots and fishing tackle to this ranch, which offers catch-and-release ponds, 150 acres to explore that are home to Elk, Oryx, axis and more! Cook in our outdoor kitchen, swim in the pool, and act like a kid again on our tire swings. Play ping pong, throw some darts, or challenge your friends and family to a game of cornhole or horseshoes. Rising star is 1 of 4 identical cabins (8 total on ranch)so check out Twinkling Star, Shooting star, or Western Star and bring the whole family! Check out our experiences page to book some horse time/time in the saddle.Hope to see you soon! Rising Star (and the other cabins) is located within steps of our pool and outdoor kitchen. Each cabin is a one bedroom with its its own private kitchenette, bathroom, and living room. The bedroom has one queen bed and there are 2 additional twin beds in the loft above the living room. Need more space? Click on my profile to see our other listings here on the ranch. Be sure to check out our 9000 sqft event venue too. Perfect for parties!! Outdoor kitchen, pool, pastures, tire swings, courtyards, cabins, fishing ponds (catch and release), the wood, and a game room which is located in the garage of the main house. Game room has ping pong, darts, horse shoes, cornhole We can show you around and chat it up or leave you alone, the choice is yours. Feel free to call or text anytime. Text preferred if after hours or if you don’t get an answer the first time you call. Escape urban life in the peace and solitude of these rural surroundings, located at the end of a country road. That said, the bright lights, together with bars, restaurants, and boutique shopping, can all be found a short drive away from here. Interested in horseback riding? A hayride? Maybe want to experience a day in the life of a cowboy? Go to the experiences section of my profile and book your experience today! Pull right up to within 100 feet or less from the front door of any of our cabins . The ranch is about 15 minutes from the town square so a car is recommended. There are a lot of winding country roads that are great for cyclists. Bring your fishing pole! Bring your hiking boots! Binoculars too. Ranch is over 150 acres so there’s lots of space to roam and adventure.

Guest favourite

Guesthouse in Smithville

4.94 out of 5 average rating, 324 reviews

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!

Guest favourite

Home in Burton

5 out of 5 average rating, 13 reviews

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!

Guest favourite

Home in Round Top

4.97 out of 5 average rating, 34 reviews

Gypsy Farmhouse

The Gypsy Farmhouse is a 1952 Sears Kit House and the original farmhouse on the Junk Gypsy property. It features plush beds, custom Signature Hardware bath tubs, a gourmet kitchen and a large seating area with a rock fire place. There is a king bedroom downstairs with a custom crown headboard, tufted sofa & a full bath with a oversized copper bathtub. Upstairs there are 2 bedrooms with 2 queen beds in each room and a shared full size bath. Additionally, there is. 1/2 bath downstairs.

Guest favourite

Home in Carmine

4.97 out of 5 average rating, 118 reviews

Swim, Grill, Chill, Repeat - Perfect for Families

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.

Guest favourite

Cottage in Brenham

4.95 out of 5 average rating, 173 reviews

★ 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.

Superhost

Farm in Round Top

4.83 out of 5 average rating, 24 reviews

Suite IIII @ Oakbones Round Top

Welcome to Oakbones, a modern cabin-camp and commune in Round Top, TX. Minutes from Warrenton and Round Top’s nationally-acclaimed antique hunting, Oakbones, designed by Cisco and Maurishka Pinedo, is a 12-acre property with a modern rustic vibe. Experience comfort, community and summer-camp living in one of our newly-renovated accommodations, or rent the whole property for your next family or company event. Our property is currently under construction, so please excuse our mess!

Guest favourite

Home in Bastrop

4.97 out of 5 average rating, 122 reviews

Pool, Scenic Views, Hot Tub, Game Room!

"Beautiful Hill Top Estate with Expansive Views, Hot Tub, Heated Pool (available upon request), and Amazing Game Room! At the 'Hill Top House' you are a mile away from the First tee of a top Texas Top 25 public golf courses. Two miles from Colorado swimming and boat launch access, and only 3 miles from down town Bastrop, 35 minutes from Austin! Close enough for all the convenience but far enough out to enjoy the seclusion. Come escape to the 'Lost Pines' of Bastrop!

Top Guest favourite

Guesthouse in Round Top

5 out of 5 average rating, 13 reviews

Pool+2 King Beds+Grill+6 Min. To Round Top

Welcome to Oak View's Guest House! Located just 6 minutes from the town of Round Top. This newly renovated, private oasis is a home with 2 bed, 2 bath and can sleep up to 4 people. Take a swim in the unheated pool during the summer (or do a polar plunge in the winter!), and relax by the fire pit in the evening. The outdoor amenities are shared with guests at the Main House. If you need more space, please consider booking the entire property which can sleep up to 10!

Top Guest favourite

Home in Burton

4.98 out of 5 average rating, 47 reviews

Sun Kissed Days w/Pool + Pickleball + 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!

Top Guest favourite

Cottage in Bastrop

4.98 out of 5 average rating, 204 reviews

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 underneath a canopy of pine trees and keep cool for an outdoor dining experience behind mosquito curtains.

Guest favourite

Home in Round Top

4.94 out of 5 average rating, 69 reviews

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!