Holiday rentals with a pool in Washington County

4.95 out of 5 average rating, 108 reviews

Farm stay in Brenham

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.

5 out of 5 average rating, 18 reviews

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!

4.98 out of 5 average rating, 56 reviews

Casa Tres Hermanas | Pool+Hot Tub+Fire Pit+Grill

Escape to this charming, colorful hacienda, just minutes from Round Top Square. This picturesque retreat is nestled on 10 acres of land and offers plenty of privacy and peace! Easily rest and relax at this unique stay before an adventurous day exploring and browsing antiques! Enjoy the meticulously curated details thoughtfully designed by an antique and art-loving family, dedicated to offering a truly unique and immersive experience. *Pool+hot tub *Fire pit *Bikes *Ping pong table+arcade games

Superhost

Cabin in Somerville

4.88 out of 5 average rating, 50 reviews

Modern Lake House 2 Units | Pool, Lake 3Min, Pets

This stylish place to stay is perfect for group trips. Down the road from a boat ramp and next door to Birch Creek State Park with access to Lake Somerville for fishing, trails for hiking and bike riding, and swimming. This is for two units, 2 bedrooms up, sleeps 5 and 1 bed & pull out sofa downstairs that sleeps 4 with access to two kitchens laundry, ample parking for your boat or jetski, pet friendly, hang out areas with BBQ pit, firepit, and lots of green area for outdoor lounging and games.

4.97 out of 5 average rating, 119 reviews

Home in Carmine

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.

4.95 out of 5 average rating, 176 reviews

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.

4.98 out of 5 average rating, 61 reviews

Home in Chappell Hill

Walking Star Farm - Private Country Escape

Escape to the Walking Star Farm - close to the conveniences of modern life (even Instacart delivers) but feels like a world away. You’ll feel your blood pressure drop when you cross the cattle guard and see the expansive sky and countryside. The large deck and separate screened in porch is perfect for outside meals, watching the stars or sunrise, or just enjoying the pool. This quiet retreat has all the amenities (even a Peloton!) you need to make your stay relaxing and refreshing.

Superhost

Ranch 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!

4.95 out of 5 average rating, 77 reviews

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.

5 out of 5 average rating, 13 reviews

Guest house in Round Top

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!

4.98 out of 5 average rating, 50 reviews

Home in Burton

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!

5 out of 5 average rating, 22 reviews

Treehouse in Burton

Treehouse | Full Amenities | Private Hot Tub

Milk & Honey Ranch blends tranquil farm life with luxurious, resort-style amenities. Enjoy animal encounters, five-star activities, and total relaxation. Just 15 minutes from Round Top/Brenham/Burton and an hour from Houston and Austin, it’s the perfect escape. Escape to our Treehouse: serene views, cozy living space, full kitchen, Keurig coffee essentials, private deck, and heated pool. Enjoy a tranquil backyard oasis with exclusive privacy.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Washington County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Carmine

Cool Dips. Cozy Fires. Close to Round Top.

SarahiRating, 5 stars3 months ago

Nice place

5 out of 5 average rating, 5 reviews

Liesel Farm-Walk to RT square. Pool & Hottub NEW

DeannaRating, 5 stars10 months ago

Lisa was so sweet and very responsive even though she was traveling. She was very flexible and took care of us to make sure our stay was comfortable. The house and surrounding areas were picturesque. The pool was clean and chic. I would highly recommend Lisa A’s place.

ShellieRating, 5 stars2 months ago

Cisco Home Casita #4

A broken window turned into one of the friendliest and most informative visits during our stay! Sort of wished it happened earlier in the week because Jim clearly is in the know. and this house is made using 3D printing FYI! very cool.

4.87 out of 5 average rating, 127 reviews

The Tin Star House *HOT TUB*

VanessaRating, 5 stars2 months ago

Everything was great and perfect for our group of friends we have the best time on our trip to brenham!

4.97 out of 5 average rating, 35 reviews

Gypsy Farmhouse

HopeRating, 5 stars3 weeks ago

We had an amazing time at Wander Inn! The space was beautiful and very nice. 5 beds in total and lots of space for 5 people! The fresh biscuits every morning were incredible and the longhorns on site were so cool. About a mile into town so you’ll need a car but an easy 2 minute drive!

5 out of 5 average rating, 35 reviews

The Old Dairy Guesthouse 2 Bd 1 Bt

MoRating, 5 stars10 months ago

This place was beyond cute-one of a kind rustic farm house for sure! We loved the backyard with a pool in the summer, and there is a fun chicken coop with chickens and a rooster (he does crow early morning). The kids loved seeing the chickens every morning—we’d go visit them. The home is spacious and has tv and everything you’d need (maybe bring your own toiletries) , including a trundle bed in one of the bedrooms so that two kids (or adults) can sleep there easily. That room has no natural light, but that worked out great for kids sleeping! The primary room is beautiful —it’s huge with lots of natural light and is bright and airy. Brenham is great bc you’re also close to chapell hill and round top for eating out and walking around. Not to mention home of the Blue Bell ice creamery where big scoops of ice cream are $1 each. The host guide book was great, and clover and his kids were so friendly. Great stay!

4.8 out of 5 average rating, 50 reviews

Country hideaway, your escape from the city!

MaryRating, 5 stars1 month ago

Us moms had a quick kid free getaway at this house and enjoyed the space so much we ended up booking an extra afternoon. Dakota was quick to respond and very helpful during our stay. We spent the entire weekend in the pool, evenings in the hottub, house was super clean and had everything we needed! Each bedroom (except the loft area) has a tv which is a nice touch and made it easy to wind down at night. We will definitely be back with our families!