Holiday rentals with a pool in Fredericksburg

A private in-ground pool is surrounded by a concrete deck featuring a shaded outdoor dining area. Several lounge chairs are arranged nearby, with splashes of water cascading from the pool's jets.

4.95 out of 5 average rating, 105 reviews

Close to Main- Pool, Hot Tub, Family Friendly

Located just off Main Street, Bell Street Bungalow is the perfect destination for a girls getaway, couple's retreat, or family weekend in Texas Wine Country. The home has 2 bedrooms, a bathroom, and game room in the main house in addition to a 1 bed/1 bath cottage in the backyard; both included in your stay. Enjoy the hill country outdoors by the private in-ground pool, hot tub, fire pit, and grill area. The home is a mile from the best downtown destinations and a short drive to many wineries.

4.97 out of 5 average rating, 220 reviews

Upscale|Swimspa-pool|sauna|hot tub|2 blk to Main

Harmony is a gorgeous upscale home located two blocks from Main Street. The home has been custom designed to host families, couples, and friend getaways. Enjoy the open layout, spacious bedrooms and fantastic dining and kitchen areas this gorgeous has to offer. Step outside to your private backyard relaxation oasis featuring a swimspa pool, sauna, hot tub, spacious deck, sipping wine around the fire pit, or enjoying a hot cup of coffee on the front porch! Book your Hill Country getaway today!

A serene view of the hilltop cabin is captured at dusk, showcasing a spacious deck with seating areas and red umbrellas. The cowboy pool is visible nearby, and the cabin’s warm lights create a welcoming atmosphere against the backdrop of the natural landscape.

5.0 out of 5 average rating, 243 reviews

Welcome to Grandview Wildlife Ranch - A scenic hilltop hideaway on 57 private acres. GWR is your peaceful getaway in the Texas Hill Country. This private ranch setting is ideal for couples looking to unwind with expansive views, charming rustic interior and thoughtful amenities. The ranch is quiet and cozy and offers a retreat like no other. Soak in our luxurious hot tub, cool off in the cowboy pool, dark sky area for star gazing, hiking and explore the property in our Kawasaki Mule rental.

A covered outdoor living space features a combination of comfortable seating and a coffee table, surrounded by natural wooden walls. Ceiling fans are present to provide airflow. Soft lighting from string lights creates a welcoming ambiance, enhancing the area’s connection to the surrounding garden.

4.99 out of 5 average rating, 318 reviews

Near Main ~ Swimming Pool & Stunning Outdoor Area

The Travis House is a gorgeous 1960's ranch style home that has been totally transformed and updated into a beautiful bright and airy home! With a BRAND NEW PRIVATE SWIMMING POOL AND HOT TUB and located just 3 blocks from Main Street on the west end of town, you will not find a more perfect location for your large group! The Travis House is made up of 4 bedrooms, 2 baths and 2 living areas, & a makeup area to get ready! Only one mile to Hondo's Crossroads & Altdorfs. Permit #8056001175

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The outdoor patio features a cowboy pool surrounded by greenery and a shade umbrella. Two hanging chairs provide seating, and a cozy blanket is draped over one. Strings of lights illuminate the space, enhancing the inviting atmosphere under the evening sky.

4.87 out of 5 average rating, 164 reviews

Hot Tub, Cowboy Pool, Pet Friendly, Country Views!

The Container Haus is contemporary and industrial design with many unique features, recessed lighting, modern designs and countertops throughout, high quality leather furniture and lots of windows and light complete this cozy and inviting abode. You can expect to experience a great deal of fun with our outdoor patio that includes a hot tub and cowboy pool. Enjoy being in the country with country views, but also enjoy being close to downtown just minutes away. Managed by Heavenly Hosts

4.97 out of 5 average rating, 163 reviews

Fredericksburg 3BR•Pool•Hot Tub• Wine Trail• Pets

Your Fredericksburg basecamp for wine country, bachelorette weekends, and family trips. Acorn Haus is a 3-bedroom modern farmhouse with three king suites, sleeping 8 with a private heated pool and hot tub, minutes from historic Main Street and the 290 wine trail. Boho-chic interiors, full kitchen, fast WiFi, free parking, and dog-friendly. Walk to tasting rooms and dinner, then come home to the pool. Every couple gets a king - nobody draws the short straw. Easy Instant Book.

Townhouse in Fredericksburg

A private courtyard features a splash pool and a hot tub, with a vibrant orange umbrella providing shade. A gas grill is positioned nearby, while the surrounding walls create a quiet, enclosed space for relaxation.

3Bed/2Bath Pool Hottub Right off Main Street

This exquisite townhouse is right off Main St, within WALKING distance to the heart of Fredericksburg including shops, restaurants and wineries! Enjoy your own PRIVATE courtyard with a PRIVATE splash pool, gas grill, outdoor TV, and hot tub!! Come relax in the luxurious interiors with a fireplace and stylish decor. We are pet friendly! A small pet fee of $50 per pet. This newly built Fredericksburg Farm Modern Sunday Haus has keyless entry for easy contactless check in.

4.91 out of 5 average rating, 142 reviews

Cottage in Fredericksburg

WALK to Main/Restaurants/Shops POOL/HOT TUB Sleep6

This will be your favorite! Experience the charm of Fredericksburg Cottage, nestled in the heart of Fredericksburg. This curated 3-bed, 2 bath Craftsman style bungalow offers the perfect blend of vintage charm & modern amenities for your next getaway. The Cottage is walking distance to many of the finest dining establishments and 0.06 miles from Main Street with all its offerings. Book now to secure your stay today!

4.99 out of 5 average rating, 145 reviews

An aerial view captures a fenced outdoor area featuring a heated pool and a large hot tub. Surrounding seating areas include chaise lounges and patio furniture with striped umbrellas. Lush green lawns and mature trees create a peaceful ambiance, ideal for relaxation.

4.95 out of 5 average rating, 107 reviews

Luxe Labor Day Escape | Heated Pool + Spa + Games

Welcome to Helene Haus – a luxe modern escape on 1.3 acres just two blocks from downtown. Lounge by the sparkling new pool, unwind in the oversized hot tub, or snap a photo at the colorful social media worthy mural wall. Inside, enjoy a chic vanity room, plush furnishings, a wine fridge, and stylish spaces designed for comfort and connection. Helene Haus delivers upscale vibes with room to relax, play, and indulge.

An outdoor deck features a glimpse of a plunge pool surrounded by natural scenery. Two lounging chairs are positioned next to a small dining table. The sky displays soft pastel hues during sunset, enhancing the tranquil setting of the area.

5.0 out of 5 average rating, 315 reviews

Luxury+Privacy+Pool+Near Town

Escape the hustle to this Guest House located on 15 private acres just a 5 minute drive to town in an exclusive gated subdivision. You'll love the tranquil setting and privacy all while being a short drive to Main Street. We hope this will be a restful and restorative place for couples to enjoy quality time together in a romantic setting or for someone to enjoy a quiet retreat alone in a peaceful setting.

A charming cottage, painted in soft yellow, features dark green shutters and an inviting porch. Rocking chairs are positioned on the covered entry, surrounded by lush greenery. A white picket fence encloses the front yard, enhancing the home's welcoming exterior.

4.96 out of 5 average rating, 175 reviews

3B/2B Pool & Hot Tub- 1 BLK to Main!

Cozy comfortable cottage one block from Main Street! Walking distance to popular restaurants, bars, shops and museums. Very convenient to wineries- perfect place for friend and family gatherings. Large backyard includes covered living space with fireplace and grill, private pool with hot tub, fire pit sitting area, and plenty of space for lawn games. You will feel right at home at the Henning Haus!

A serene pool area features a clear blue swimming pool with a connected hot tub, surrounded by a natural landscape of trees. Two lounge chairs are positioned nearby, offering a space to relax and enjoy the views.

4.92 out of 5 average rating, 117 reviews

Private Home for 8 Stunning Pool

Welcome to Hendrix’s Hideout! This new build home offers a light and minimal design so that throughout your stay you can focus on taking in the beautiful Hill Country Views we are nestled in. Begin your day with a swim or end it by lounging pool side or maybe a round of corn hole. Either way we guarantee your favorite thing to do will be watching the sunset turn into a evening of star gazing.

Popular amenities for Fredericksburg rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.81 out of 5 average rating, 129 reviews

Home in Johnson City

Heated pool & hot tub - Hill Country wine trail

4.97 out of 5 average rating, 191 reviews

The Farmhouse: Modern Retreat in Fredericksburg

A glam suite features a vibrant pink lipstick-themed wall decorated with repeated lip prints. Three vanity spaces are positioned against the wall, illuminated by lighted mirrors. Soft pink stools are placed in front of the vanities, creating a cheerful and inviting area for preparation and pampering.

4.88 out of 5 average rating, 111 reviews

Pink Glam House

4.98 out of 5 average rating, 369 reviews

Tejas Hills Guest Haus #2 | Hill Country + Pool

A refreshing pool surrounded by a stone deck features lounge chairs and vibrant greenery. Large oak trees provide shade, while a wooden fence adds privacy. Colorful planters with flowers enhance the outdoor space, creating an inviting atmosphere for relaxation.

4.92 out of 5 average rating, 147 reviews

Pool, Hot tub, Sleeps 10, Fire pit, Near Main St

4.98 out of 5 average rating, 176 reviews

Home in Canyon Lake

Relax in this Hillside Home with Canyon Lake Views

4.99 out of 5 average rating, 282 reviews

Home in Wimberley

Modern A Frame on 5 Acres w/ Heated Plunge Pool

4.93 out of 5 average rating, 166 reviews

*NEW* MODERN HAUS Pool Courtyrd & Firepit Off Main

Other holiday rentals with a pool

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Treehouse in Fredericksburg

Pecan Treehouse @ A-Frame Ranch

4.9 out of 5 average rating, 199 reviews

4.9 out of 5 average rating, 455 reviews

The multi-level ultra-modern house features large windows reflecting the vibrant sunset. A private pool stretches along the deck, with several reclined lounge chairs positioned nearby, all overlooking the expansive views of the surrounding Texas Hill Country and Canyon Lake.

Villa in Canyon Lake

SKYHOUSE Canyon Lake: Private Pool and Lake Views

4.94 out of 5 average rating, 175 reviews

The exterior showcases a modern stone structure with large windows that provide ample natural light. A spacious patio area features comfortable seating around a fire pit, surrounded by lush landscaping. The tranquil setting is complemented by a clear blue sky adorned with fluffy white clouds.

Villa in Blanco

River front villa w/ pool, BBQ, hiking, fireplace

Farm stay in Fredericksburg

The modern barn retreat features a red exterior with large glass windows, showcasing an inviting design. A circular pool sits in the foreground, surrounded by green lounge chairs, inviting relaxation amid a spacious grass lawn.

Big Red Bunk Haus, 8 BR/ 4.5 BA, Sleeps 16

4.96 out of 5 average rating, 164 reviews

Farm stay in Fredericksburg

An aerial view of the ranch showcases a spacious outdoor area with a pool surrounded by a stone patio. A covered seating area and sunshade are visible nearby, along with well-maintained green lawns and the surrounding landscape of trees and open fields.

Stunning Fredericksburg Ranch House with POOL

4.95 out of 5 average rating, 332 reviews

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A modern treehouse structure is perched among the trees, featuring distinctive angular architecture and wooden siding. Windows are positioned to provide views of the surrounding forest. A pathway leads from the ground to a wooden deck that connects to the treehouse.

Treehouse in Fredericksburg

Luxury Tree House X Magical Romantic Forest! Pool!

4.89 out of 5 average rating, 233 reviews

4.98 out of 5 average rating, 339 reviews

An infinity-edge pool is surrounded by mature oak trees, reflecting the bright blue sky above. A sun umbrella and poolside loungers offer comfortable seating. The stone deck is illuminated by sunlight, providing a serene atmosphere for relaxation.

Cabin in Wimberley

Sunset Cabin on the Blanco River