
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.

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!

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!

Modern Castle w/ Pool + Spa + 3 Gamerooms!
✅ 3779 square feet - 6 Bedrooms - 4 Bathrooms ✅ 3 Gamerooms w/ table games, arcade games, TVs, massage chair, board games ✅ Backyard w/ pool, hot tub, outdoor shower, dining table, loungers, and BBQ grill ✅ Full gourmet kitchen + large dining table for 10 ✅ Living room w/ huge sectional couch and 75" TV ✅ Self Check-in / Washer & Dryer / 1 Gig Wifi / 3 car garage Our house max is 14 guests and anyone coming to the home counts towards that total regardless of how many are staying the night.

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.

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.

Peaceful 1 Bedroom Apt in Amenity Building
Say hello to your chic, one bedroom apartment home away from home. You'll immediately feel at home in your unit, with a Samsung Smart TV, Sonos, necessary cooking utensils and deliciously comfortable bedding. This unit is equipped with everything you need to move into your unit, and immediately feel at home. We have comfortable hotel quality bedding, stylish furniture and giant windows which let in all the sunshine you could ask for.

Lux Home, Sleeps 15, Spa & TankPool, Mural & BBQ!
Gilded Getaway – Hosted by All Season Escapes Welcome to the Dallas Modern Retreat, where style blends with comfort and relaxation. ✨ Highlights: 🏡 Living spaces and serene bedrooms 🎮 Game room with yard games 🔥 Fire pit with seating 💦 Stock tank pool and hot tub 👢 Texas-inspired mural wall 📽 Outdoor movie setup 🍽 Fully equipped kitchen 🌆 Minutes from downtown Dallas Your Dallas escape awaits—book your stay today!

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.
Popular amenities for Highland Park rentals with a pool
House rentals with a pool

Kessler Park Tree House

Sunset House - Luxury Pool and Hot Tub Retreat

Downtown Heated Pool Spa Sleeps 18

Luxury Meets Home Comfort Heated Pool & Jacuzzi

Symphony Lane

Ranch Home Resort on 1/2 Acre-Gated Pool, Yard&Spa

Tropical Sunset Bungalow w/ Pool & Hot Tub

KIDS friendly 5 miles to ATT,13 miles to Dallas
Condo rentals with a pool

Condo very close to DFW Airport/Irving Convention!

Convenient Condo near DFW Airport

North Dallas Condo - 1 bedroom/1 bath + pool view

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

Hidden Haven Uptown Dallas

Oak Lawn Retreat near the Medical District

Luxury Condo Downtown Dallas

Oaklawn Apartment
Other vacation rentals with a pool

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

Lakewood Luxe Pool Oasis | Hot Tub + Sleeps 10

Uptown Luxury! SoothingSpa! Large Groups Welcome!

1BDR + Private Yard Near Dallas Medical District

Spacious Modern Retreat with Pool & Spa

Katy Trail Getaway | Pool | Patio | Billiards

Front Row Pool View/Luxe Stay Heart Of Dallas

Premium 1BR West Village | Pool | Free Parking
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 CAD | $258 CAD | $241 CAD | $238 CAD | $233 CAD | $386 CAD | $108 CAD | $104 CAD | $145 CAD | $141 CAD | $267 CAD | $248 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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- Rentals with pools Dallas County
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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
- Dickies Arena
- Dallas Zoo
- Fort Worth Convention Center
- 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





