
Holiday rentals with a pool in Highland Park
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Highland Park

Total holiday rentals
Explore 50 holiday rentals in Highland Park

Nightly prices starting at
Highland Park holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Highland Park holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland Park rentals

4.6 Average rating
Highland Park stays receive an average rating of 4.6 out of 5 from guests
Top-rated rentals with a pool in Highland Park
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Kessler Park Tree House
Nestled in the treetops of Kessler Park, this home is your ideal Dallas retreat. Despite its proximity to the city's buzz, the neighborhood's lush hills offer a secluded escape. The Bishop Arts District is tantalizingly near, where the scent of artisan candles wafts. Conveniently located just off I-30, you're a mere 5 minutes from the American Airlines Center and Downtown Dallas, and less than 20 minutes from Arlington's attractions: AT&T Stadium, Six Flags, Globe Life Park, & Hurricane Harbor.

Bluffview Pool Oasis – 2BR Mid-Century Smart Home
Mid-Century Smart Home with Saltwater Pool – minutes to Downtown, SMU & Love Field. Tucked at a quiet Bluffview cul-de-sac, yet close to everything. Guests nickname it "Hawaii in Dallas!" Why you’ll love it: - Private pool, deck, bar & firepit - 2 bedrooms (1 Tempurpedic king, 1 queen), luxury linens - 4K TVs, gig-speed Wi-Fi, dedicated sit/stand desk w/ dual monitors - Fast access to American Airlines Center & AT&T Stadium Book your Dallas stay now & enjoy resort vibes w/o leaving the city!

New Single Level Ranch Home by Highland Park with Pool
Step through one of the 12-foot-wide sliding glass doors to watch the sunset from the patio while the built-in BBQ cooks dinner by synthetic grass and a private heated HOT TUB and POOL. An open-concept interior means space galore while the master bathroom has a big double-head rain shower and twin vanity. The kitchen is fully stocked with double ovens, a Jura espresso/coffee machine, and a huge kitchen island. Relax and enjoy the large open-concept living area or work hard on the Peloton bike.

ModernOasis HOT TUB Pool-10 Mins LoveField Airport
Perfect for that next family getaway! This two-story, four-bedroom home is conveniently close to everything Dallas offers, including easy access to the Dallas Love Field and Dallas North Tollway to downtown, where you will find many local restaurants, shops, and entertainment options. If golf is your game, the Dallas Country Club is close by, offering an immaculate course. Plus,the Cotton Bowl® Stadium is a great place to catch a football game if you happen to be visiting during the season.

NEW! Lovers Ln Luxe | Pool & Patio FUN in Dallas!
Welcome to your stylish retreat on Lovers Ln! This modern Dallas home features a private pool, family-friendly layout, and a dedicated workspace perfect for both relaxing and remote work. Enjoy a fully equipped kitchen, smart TVs with Netflix, and cozy bedrooms. Step outside to lounge poolside or dine under the covered patio. Conveniently located near shopping, dining, and SMU, this home offers the ideal mix of comfort, convenience, and charm. Ideal for families and business travelers alike!

Heated Pool located in the Heart of Dallas!
Welcome! Our charming retreat is perfect for families, friends, or couples looking to unwind in style. The Space: Heated Pool: Dive into relaxation year-round in our newly built private heated pool. Pool gets hot like a jacuzzi! Enjoy the sun on the spacious deck, complete with lounge chairs. Location: Just a short drive or ride-share away from Downtown Dallas, you’ll have easy access to fantastic restaurants, shops, and attractions. $75 to heat the pool! We can't wait to host YOU!

Peaceful Creekside Guesthouse & Zen Garden Retreat
Come enjoy your own private Bali-inspired Guesthouse nestled along a creek in the beautiful Preston Hollow neighborhood of Dallas. Extremely rare to find in Dallas! Relax in a spacious studio room with a king bed, Indonesian day bed, kitchenette, dining room table, walk-in closet, and full bathroom. It's all entirely separated from the main house and very private. Don't miss the creek-side rock garden, patio space and outdoor day bed! Truly a unique oasis for rest and relaxation in Dallas.

Nestled in the Heart of the City
Less than two miles from Downtown Dallas, the Victory Park neighborhood sits between the Design District and Uptown. Our apartment is designed to help you do your best thinking. Featuring bright expansive spaces and complimentary WIFI, you’ll have everything you need to be your most productive. Relax & Rejuvenate When your day is done, in a space that is created for unwinding in every way. 24/7 Suite Support If you have any questions or concerns throughout your stay.

Heated Salt Water Pool On A Park - No.4526
Downtown Home with Heated and Chilled Pool ✔️Private backyard for you and your dogs ✔️Shared pool ✔️ 3 smart TVs ✔️Stocked kitchen ✔️Luxury tub ✔️Location on park ✔️Private washer & dryer w/ detergent & dryer sheets ✔️Off-Street Parking ✔️5 mins to Downtown, Deep Ellum, Uptown, Lakewood, Baylor Hospitals, AAC, Fairpark. 10 mins to Bishop Arts. ✔️King Bed ✔️Keyless Entry ✔️Comfortable and stylish home — high end finish out with great fixtures & appliances

King Bed | POOL +Views + FREE Parking
Experience the best of city living in our modern minimalist retreat! Enjoy breathtaking views of the city skyline from the comfort of our sleek and stylish high-rise apartment. Located in the heart of downtown, you'll be steps away from top attractions, trendy restaurants, and vibrant bars. Our apt. is the perfect haven for couples, solo travelers, and business professionals seeking a stylish and convenient base for their city adventures.

Downtown 2BR Comfy, Pool, Gym, Free Parking
PLEASE NOTE THE MAP IS INCORRECT Located downtown in Victory Park next to the AAC, home of the Mavs, Stars and concerts. This upscale, high-rise, residence features resort-like amenities such as a roof-top pool, cabanas, well-equipped fitness center, game/lounge area, and business center. The bedrooms feature King size beds with floor-to-ceiling windows and room darkening shades. Complimentary parking for 1 vehicle.

Pvt Pool | Glass House | Luxury Home | Large Pets
Modern architectural masterpiece filled with glass and natural light. Features a king suite with spa-style bath, double vanities, plus outdoor shower and soaking tub, and a second queen bedroom. Enjoy a beautiful pool, BBQ, and fire pit for relaxing or entertaining. A fantastic kitchen makes dining easy, and unlimited parking adds convenience. Large dogs welcome with no fee—perfect for a stylish, comfortable getaway.
Popular amenities for Highland Park rentals with a pool
House rentals with a pool

Lux Pool & Hot Tub Oasis | Game Room | Sleeps 12

Cozy Family & Business Friendly w/ a Private POOL!

Sunset House - Luxury Pool and Hot Tub Retreat

KIDS friendly 5 miles to ATT,13 miles to Dallas

Tropical Sunset Bungalow w/ Pool & Hot Tub

Modern Comfort in Lower Greenville!

Downtown Heated Pool Spa Sleeps 18

Beautiful House in Dallas With Pool an SPA
Apartment rentals with a pool

Private Patio + Community Pool | First-Floor Condo

Condo very close to DFW Airport/Irving Convention!

Convenient Condo near DFW Airport

Downtown Loft - Hidden Gem - Pool No 207

Cityscape Views in Victory Park

Lovers Ln Condo

Work. Play. Dallas. | 17th Fl | Pool + Gym

Luxury Condo Downtown Dallas
Other holiday rentals with a pool

Modern 4 bedroom home with pool

Lakewood Luxe Pool Oasis | Hot Tub + Sleeps 10

Bright Open Living | Balcony | Walk to Oak Lawn

Casa Azul + Casita🦩Pool, Spa, Shops + We 💙 Dogs!

Uptown Luxury! SoothingSpa! Large Groups Welcome!

Stylish Victory Park Stay | Walk to AAC

Oaklawn l Prime Location l Free Park

Cheerful 3-bed + Hot Tub; Wonderful Memories here!
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $228 SGD | $241 SGD | $225 SGD | $104 SGD | $96 SGD | $98 SGD | $101 SGD | $97 SGD | $136 SGD | $132 SGD | $250 SGD | $232 SGD |
| Avg. temp | 9°C | 11°C | 15°C | 20°C | 24°C | 28°C | 31°C | 31°C | 27°C | 21°C | 14°C | 10°C |
Destinations to explore
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- Rentals with a patio Highland Park
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- Flat rentals Highland Park
- Rentals with a hot tub Highland Park
- House rentals Highland Park
- Rentals with outdoor seating Highland Park
- Rentals with a washing machine and dryer Highland Park
- Rentals with a firepit Highland Park
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- Rentals with a fireplace Highland Park
- Pet-friendly rentals Highland Park
- Rentals with pools Dallas County
- Rentals with pools Texas
- Rentals with pools United States
- AT&T Stadium
- American Airlines Center
- Texas Motor Speedway
- Bishop Arts District
- Six Flags Over Texas
- Globe Life Field
- Texas Christian University
- Downtown Fort Worth
- Epic Waters Indoor Waterpark
- Fort Worth Stockyards station
- Sundance Square
- Dallas Zoo
- Dickies Arena
- Six Flags Hurricane Harbor
- Galleria Dallas
- Fort Worth Convention Center
- Fort Worth Botanic Garden
- Dallas Farmers Market
- Dallas Market Center
- Panther Island Pavilion
- Southern Methodist University-South
- University of Texas at Dallas
- Modern Art Museum of Fort Worth
- Cedar Hill State Park





