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.

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4.97 out of 5 average rating, 221 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!

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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, 245 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.

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Superhost

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!

Imagine being immersed in a small enchanted forest only 100’s of feet off of Main street. Nestled into live oak trees that gently sway in the breeze, under dark skies with bright stars, and curated to both inspire joy and create presence. Welcome to our little magical treehouse and landscape resort in Fredericksburg. The amazing stays in our secluded forest are only minutes to all of the beautiful shops, cafes, restaurants, bars, and Vineyards. A magical stay that we hope you will love.

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4.89 out of 5 average rating, 233 reviews

An outdoor gathering area is surrounded by towering oak trees, featuring a circular fire pit made of stone. Several comfortable chairs are arranged around the fire pit, creating an inviting space for socializing. A rustic structure with a grill is visible in the background.

4.96 out of 5 average rating, 103 reviews

Large Groups-Pool/Spa/Game Room/Guest House

**Luxury Retreat: Modern Farmhouse with Casita & Resort-Style Amenities** Escape to this Luxury farmhouse with a charming casita (full 1 bedroom apartment above game room), nestled among oak trees just outside of town. Enjoy the game room with twin bunks and twin rollaway cots, heated pool, fire pit, and spa house with jacuzzi. Perfect for family or friends—your serene getaway awaits! Book now! 6 Min Drive -Main Street 15 Min Drive- Grape Creek Vineyards 33 Min Drive- Enchanted Rock

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Superhost

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.

4.85 out of 5 average rating, 165 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

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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.

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4.91 out of 5 average rating, 144 reviews

4.97 out of 5 average rating, 191 reviews

The Farmhouse: Modern Retreat in Fredericksburg

Welcome to The Farmhouse, a modernized 1930’s craftsman home on a family-owned homestead in Fredericksburg, Tx. - Private guesthouse with expansive outdoor entertainment area - Master bedroom with king bed, private bathroom, and Roku TV - Additional bedrooms with king beds and shared bathroom - Full kitchen and dining for 10 - Freeform swimming pool with grotto waterfall - Outdoor kitchen with gas grill and dining space - Complimentary Wifi access

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Cottage in Fredericksburg

WALK to Main Street/Restaurants/Shops Pool/Hot Tub

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!

ValueFamilyKitchen

4.99 out of 5 average rating, 147 reviews

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, 323 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.

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4.9 out of 5 average rating, 459 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

SKYHOUSE Collection is your choice for sky high luxury. Set on a steep slope in the beautiful Texas Hill Country, the ultra-modern SKYHOUSE is an engineering marvel with sweeping views of Canyon Lake and the surrounding landscape. Although shopping, dining, and outdoor recreation are within easy reach, you may find you never want to leave this bright, airy sanctuary, high above the fray of everyday life.

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A collage of The Birdhouse showcases the inviting outdoor space featuring a wooden deck with a cowboy pool and a hot tub. Inside, a modern kitchen with wooden shelving and a spacious sleeping area with a patterned duvet cover and natural light highlights the home's comfort.

4.96 out of 5 average rating, 345 reviews

The Birdhouse - Hot Tub, Pool & Fire Pit!

The Birdhouse is a newly renovated house located less than half a mile from Main St. Our home features 2 bedrooms, 1 bath, a make-up area, a private backyard with a patio, a fire pit, a brand new hot tub and a cowboy pool! The home has one king and two queen beds and a very comfortable couch. It also features a TV, high speed WiFi, a washer / dryer and a full kitchen with brand new appliances!

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Popular amenities for Fredericksburg rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 372 reviews

Tejas Hills Guest Haus #2 | Hill Country + Pool

LocationFamilyOutdoor spaces

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, 178 reviews

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

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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, 319 reviews

Near Main ~ Swimming Pool & Stunning Outdoor Area

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A contemporary casita is set against a colorful sunset sky. The home features a welcoming porch with comfortable seating, framed by large windows that allow for natural light. The surrounding area consists of grass and scattered trees, contributing to a serene atmosphere.

4.94 out of 5 average rating, 128 reviews

Pecan Casita in The Glades

ValueFamilyCleanliness

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, 149 reviews

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

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4.96 out of 5 average rating, 166 reviews

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

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4.94 out of 5 average rating, 132 reviews

A private heated pool is surrounded by a deck featuring a patio umbrella and comfortable seating. Scenic views of the hill country are visible in the background, with a clear blue sky overhead. The area offers space for relaxation and enjoyment.

Home in Canyon Lake

Cozy Cottage with heated pool and amazing views.

LocationValueParking

4.98 out of 5 average rating, 179 reviews

Home in Canyon Lake

Relax in this Hillside Home with Canyon Lake Views

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Other holiday rentals with a pool

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

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4.96 out of 5 average rating, 167 reviews

4.85 out of 5 average rating, 412 reviews

A private outdoor deck features a temperature-controlled plunge pool with blue illumination, surrounded by wooden railings and a natural backdrop. Two lounge chairs are positioned nearby, overlooking the expansive landscape under a starlit sky.

Cabin in Boerne

Owl Spring Ranch Bunkhouse

FamilyLocationDecor

4.9 out of 5 average rating, 42 reviews

Cabin in Fredericksburg

Glass Wall Cabin + Highland Cows | Panoramic Views

LocationFamilyComfort

4.98 out of 5 average rating, 45 reviews

Heated Pink Pool~ Speakeasy/Karaoke Bar~ Hot Tub

LocationFamilyOutdoor spaces

An inviting outdoor seating area is featured with a comfortable sofa and coffee table, framed by a natural stone wall. Large sliding doors provide a view of the pool and surrounding landscape, which includes trees and open sky.

4.97 out of 5 average rating, 65 reviews

Hill House Suite - Pool, Spa, Spectacular Views!

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Treehouse in Fredericksburg

The A-frame structure is elevated above the ground, featuring a striking geometric design and expansive glass windows that reflect the surrounding greenery. A wooden staircase descends from the deck, framed by natural stone and flora, leading to a welcoming outdoor seating area.

Blue Sage No.2 - The Floating A-Frame by HoneyTree

LocationValueOutdoor spaces

5.0 out of 5 average rating, 94 reviews

Treehouse in Fredericksburg

Treehouse * Romantic * Hottub* Fredericksburg * EV

LocationAir conditioningComfort

4.96 out of 5 average rating, 24 reviews