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

Total vacation rentals
Explore 50 vacation rentals in Highland Park

Nightly prices starting at
Highland Park vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Highland Park vacation 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.

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.

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!

Casa Azul + Casita🦩Pool, Spa, Shops + We 💙 Dogs!
Welcome to Casa Azul + the Casita - a light-filled, spacious home and guesthouse hosted by a local who understands hospitality. Enjoy welcome gifts, the Bodega minibar, & tons of extra cozy details, all within steps of world-class restaurants and shopping. An easy 5-10 min drive to SMU or downtown. King beds, fully-stocked coffee bar & mini bar, outdoor oasis, & tons of cozy (free!) amenities for dogs, kiddos, and WFH nomads. If any doubt, check out our reviews - the guests say it best!

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.

Beautiful House in Dallas With Pool an SPA
This house was designed with your comfort in mind. Enjoy the coziness of a private chalet built in 1973 and recently renovated—especially the patio and pool area. It features a relaxing jacuzzi, two living rooms, two dining areas, and an amazing patio with a beautiful cedar pergola that includes an outdoor lounge and dining space. Fire up the grill for a delicious barbecue, and make use of the patio refrigerator, ready to be stocked with your favorite drinks, plus a fully equipped kitchen.

Uptown Luxury! SoothingSpa! Large Groups Welcome!
*Video Tour Available - Search "Uptown Luxury Designer Home with Spa/Outdoor Oasis" on Youtube My home offers guests the luxury they crave and the fun they want! The home is posh with thoughtful lux designer touches throughout. Many guests remark what makes my home truly special is my outdoor area! Patio and tree lights create a beautiful serene ambience in the evening's. Relax in the spa, chat around the fireplace, or challenge your fellow guests playing one of our numerous games!

The Ellsworth House @ Greenville
This Oasis in the heart of Dallas is close to everything! Walk to Greenville Ave to see a show @ The Granada, enjoy the restaurants & nightlife. Walk to Mockingbird Station to see a movie or catch the DART anywhere in Dallas (events at AAC, the Texas State Fair, or even to the airport). Walk to SMU. Go to Glencoe Park at the end of the block where you can access the Katy Trail for some exercise & people watching. Or just stay home and enjoy the pool and the peaceful neighborhood!

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.

Chateau Lux
This brand new luxury home consists of 6 BR, 5.5 BA with wet bar + second living room. Feat. top-tier finishes, designer touches & floor-to-ceiling windows through out.The large open kitchen + living room invites everyone to gather in a cozy space with a direct view that opens up to the back patio. A few amenities include Smart TV's , EV Charger, bicycles, pool/spa with option to heat, indoor/outdoor fireplaces, game room w/ pool table & built in bbq w/ outdoor dining.

Stylish Loft | Deep Ellum Dallas TX | Free Parking
Welcome to my stylish loft nestled in the heart of Deep Ellum, the entertainment district of Dallas, Texas. Just a short walk from local eateries, art galleries, shops, live music venues, nightclubs, museums, and more, this will be the perfect choice for your stay! Are you a traveling nurse or healthcare worker? Baylor Medical Center is only steps away from our door and longer term stays are welcome and discounted! Please feel free to message me for more information.

SMU Highland University Park w/Heated Pool No.4910
The home is located in the middle of Dallas by Greenville Ave, Highland Park, and Lakewood. This oasis has 4 bedrooms, 2.5 bathroom, a large living room, and dinning room for family fun. The salt water pool is perfect to spend the day in and not be concerned about the Texas heat. Every bedroom has a TV, and powerful internet will ensure that your devices will keep the young ones entertained, and the hardworkers productive.

Casino Royale Dallas | Heated Pool+Spa | Sleeps 16
Welcome to our luxury 4-bedroom, 3-bathroom, 3,700 sq ft retreat in Lake Highlands, a newly remodeled home with room for the whole group. ★ Heated saltwater pool, integrated spa, and fenced backyard with loungers. ★Game room with poker table♥️ ♦️ ♣️ , foosball, shuffleboard, and arcade games ★Sunroom with massage chairs, skylights, and a wet bar ★About a 15-minute drive to Downtown Dallas and White Rock Lake trails
Popular amenities for Highland Park rentals with a pool
House rentals with a pool

Sunset House - Luxury Pool and Hot Tub Retreat

Kessler Park Tree House

Bluffview Pool Oasis – 2BR Mid-Century Smart Home

Downtown Heated Pool Spa Sleeps 18

Lux Home, Sleeps 15, Spa & TankPool, Mural & BBQ!

Luxury Meets Home Comfort Heated Pool & Jacuzzi

Retroland! | Hot Tub + Pool | Arcade | 7 min Dtown

Symphony Lane
Condo rentals with a pool

Condo very close to DFW Airport/Irving Convention!

Convenient Condo near DFW Airport

Secluded Condo Oasis in Dallas - by SMU w/ Pool!

Hidden Haven Uptown Dallas

Oak Lawn Retreat near the Medical District

Luxurious, stylish, total remodel 2021, private

Oaklawn Apartment

Luxury Condo Downtown Dallas
Other vacation rentals with a pool

Spacious Modern Retreat with Pool & Spa

The Bentley Collection - Sky Deck Retreat

Premium 1BR West Village | Pool | Free Parking

NEW! Lovers Ln Luxury | Pool & Patio FUN in Dallas!

Katy Trail Getaway | Pool | Patio | Billiards

Driem House | Pool | Preston Hollow

Front Row Pool View/Luxe Stay Heart Of Dallas

Modern 4 bedroom home with pool
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $243 CAD | $256 CAD | $240 CAD | $237 CAD | $232 CAD | $385 CAD | $108 CAD | $103 CAD | $145 CAD | $141 CAD | $266 CAD | $247 CAD |
| 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 |
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- AT&T Stadium
- American Airlines Center
- Texas Motor Speedway
- Six Flags Over Texas
- Bishop Arts District
- Globe Life Field
- Fort Worth Stockyards station
- Texas Christian University
- Downtown Fort Worth
- Epic Waters Indoor Waterpark
- Sundance Square
- Galleria Dallas
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- Six Flags Hurricane Harbor
- Dallas Farmers Market
- University of Texas at Dallas
- Dallas Market Center
- Southern Methodist University-South
- University of Texas at Arlington
- Fair Park
- Will Rogers Memorial Center
- Modern Art Museum of Fort Worth





