Holiday houses in Hilltop

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Top-rated holiday rentals in Hilltop

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A rustic stone fireplace constructed from large, natural stones stands in an outdoor space. The fireplace features a wide opening, surrounded by flat stones serving as a bench. Shelves above hold decorative items, and greenery is visible in the background.
Home in Hondo
4.93 out of 5 average rating, 40 reviews

Chappy’s On The Hondo Creek

No cleaning fees!! $200 per night minimum, ($200 per night for up to 4 guests), and an additional $50 per night for each additional guest. No unregistered guests! Swim or fish in the creek, go hunting for arrow heads, hike the ranch or watch the wildlife. Cook some good food on the provided BBQ pits. Cozy up to a warm fire in the outside fireplace or enjoy an evening of stargazing. We offer a full kitchen upstairs, as well as a full outdoor kitchen. There are 4TV's to enjoy inside and outside.

LocationFamilyOutdoor spaces

Top Guest favourite
Guesthouse in Devine
5.0 out of 5 average rating, 40 reviews

Private Casita• Fire Pit• Washer Dryer• Sleeps 4

600 sq ft private casita in Devine. Renovated 1BR/1Bath w tub and full kitchen. Enjoy the comfy king bed, daybed, and air mattress, if needed. Relax in the backyard, Adirondack chairs, fire pit, watch Smart TVs, enjoy fast Wi-Fi and in-unit washer/dryer. Country setting yet not isolated-we face a country highway. Comes with morning rooster crows and yet close enough to town for groceries, etc. Perfect for traveling professionals, hunters, small families, weekend visitors, and extended stays.

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Guest favourite
Home in Von Ormy
4.94 out of 5 average rating, 112 reviews

Peaceful 4-Bedroom Escape sitting on 40 acres

Welcome to your serene 4-bedroom escape nestled on 40 acres of natural beauty. The house is located on a ranch (The ranch by GMV) a wedding venue is located in front of the property; the house is located at the back of the road. This spacious house offers an idyllic getaway in a gated site, complete rustic comforts and outdoor delights. Enjoy a view at the pond, you can feed the ducks and immerse yourself in the tranquil surroundings, create cherished memories. Your perfect retreat awaits.

ValueFamilyBarbecue

Guest favourite
An open-concept living space features a modern dining area with a circular table and white chairs. A kitchen bar with sleek wooden countertops is complemented by black bar stools. The ceiling showcases wooden beams, while light floods through large windows, creating an airy atmosphere.
Home in Von Ormy
4.92 out of 5 average rating, 76 reviews

The black stone luxury retreat

Discover a perfect blend of city convenience and serene and unique retreat just outside San Antonio! Located on 40 acres of peaceful land that was once a golf course, this luxury modern getaway offers the best of both worlds—just a short drive from downtown attractions like the River Walk, Alamo, and SeaWorld, but far enough from city. Our spacious, modern retreat is ideal for families, couples, or contractors in the area, it’s perfect for those who want to relax and reconnect with nature.

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Top Guest favourite
Home in Jourdanton
4.94 out of 5 average rating, 18 reviews

JTown Junction•5 Beds•Comfortable Extended Stay

More beds, more space & the comforts that matter for longer stays. JTown Junction is a fully equipped 3BR/2BA home with 5 beds, ideal for traveling professionals, work crews & extended stays in the Jourdanton–Pleasanton area. Guests enjoy the privacy of an entire home w/ a stocked kitchen, washer & dryer, comfortable living space, fast WiFi, easy self check in —making it easy to settle in for a few days or several weeks. Convenient to the Eagle Ford Shale & emerging data center projects.

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Top Guest favourite
An inviting porch area features rustic wooden flooring and is adorned with greenery and outdoor lighting. A comfortable rocking chair and a cozy seating area are positioned to enjoy the surrounding nature, creating a welcoming outdoor space for relaxation.
Cabin in Castroville
4.94 out of 5 average rating, 54 reviews

Charming Riverfront Windmill Cabin

Charming Cabin Features: 🏡Original 1938 architecture with modern amenities 🍽️ Full Kitchen: Equipped with a coffee bar for your convenience. 🌿 Intimate and Cozy Atmosphere: Perfect for romantic getaways or a retreat with friends. 🌊 Riverfront View: Overlooks the serene Medina River with direct access. Nearby Attractions: 🍵Discover great local restaurants and coffee shops, shopping and more. 🎦Enjoy a movie night at the newly renovated Rainbow Theater

LocationFamilySleep quality

Top Guest favourite
The interior space features wooden beams and rustic red wall paneling. A chandelier hangs from the ceiling, providing soft lighting. Two elegant sconces flank a trio of artwork depicting a Highland cattle, enhancing the warm ambiance of the room.
Apartment in Jourdanton
5.0 out of 5 average rating, 16 reviews

Rockin’ N- Jourdanton, TX

This reclaimed 19th century buggy barn tells a unique story featuring heirloom furniture and nostalgic touches branded with my husband’s cattle brand! The ROCKIN’ N is a one-of-a-kind space in the heart of Jourdanton, Tx. Being centrally located to all the essentials, the Rockin’ N is great for special occasions, getaways (30 minutes from San Antonio) and work (especially extended stays)! Whether coming to play, work or relax, you will relive the romance of a simpler life.

LocationValueWi-Fi

Top Guest favourite
Farm stay in Hondo
5.0 out of 5 average rating, 17 reviews

Cherry Creek Cottages | Peaceful Farm Stay

Cherry Creek Cottages – Hill Country Retreat Near San Antonio Escape to a peaceful, gated retreat on a working goat farm nestled along scenic Cherry Creek. This beautifully renovated 1871 farmhouse blends rustic charm with modern comfort. Enjoy full access to the property with a putting green, fire pit, patio, and lawn games. Perfect for families or couples to relax, stargaze, birdwatch, and unwind—just 40 minutes from San Antonio’s top attractions. A true Texas gem!

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Guest favourite
Apartment in Natalia
4.85 out of 5 average rating, 117 reviews

The Green Room @The Munoz Palace

Chill out and relax in this lovely studio inspired by a green house with living plants as well as faux ones. The retro furniture, green walls, and pink curtains give this place a kitschy vibe. The newly installed grey flooring also gives it this modern twist. Listing offers high speed internet. The enclosed porch let's you have outside hangs, no bugs. Also featured on porch is a repurposed wood chandelier for not so abrasive lighting.

ValueFamilyLong stay

Top Guest favourite
Home in Devine
4.99 out of 5 average rating, 146 reviews

Impeccably clean 2BR country home

Welcome to our charming country retreat! Nestled in the heart of serene countryside landscapes, our cozy 2-bedroom, 2-bathroom home offers the perfect escape from the hustle and bustle of city life. Missing the city?? Don’t worry, our home is only 30 minutes from downtown San Antonio. Book your stay with us and experience tranquility at its finest! Not only is our home impeccably clean, it has only been home to our Airbnb guests.

LocationValueLaundry

Top Guest favourite
A spacious dining area features a wooden table surrounded by high-backed chairs. The room showcases rustic tile flooring and open beams overhead. Colorful artwork adorns the walls, and a cozy nook with additional seating is visible in the background.
Home in Castroville
4.98 out of 5 average rating, 40 reviews

The Cardinal Hüs

Welcome to the Cardinal Hüs. This is a great place to come and relax with all your family. With 4 bedrooms and 3 bathrooms there is more than enough space for you and all your plus ones. This home is conveniently located two blocks from downtown Castroville and all its new attractions including Castroville BBQ, Dan’s Bar, Elevate Steakhouse, Baked Bakery, Rainbow Theater, and St. Louis Catholic church.

FamilyLocationQuiet

Top Guest favourite
The exterior of the casita is highlighted by a wraparound deck, with a spacious patio area featuring comfortable seating. The structure is framed by a grassy lawn and trees, with a colorful sunset in the background, enhancing the tranquil setting.
Tiny home in Devine
5.0 out of 5 average rating, 178 reviews

Relax, Recharge at our Romantic Casita in Devine

Welcome to our Simpli Devine Casita, a beautiful, peaceful, private 400 sq ft living space with stylish décor, indoor fireplace & 12-foot ceilings. If you’re looking to unwind and get away from the everyday city life our Casita is the perfect little getaway. Relax with a good book or a glass of wine on the wraparound deck and enjoy the calm peaceful natural setting.

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Popular amenities for Hilltop holiday rentals