Vacation rentals with a pool in Highland Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Highland Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Dallas

4.96 out of 5 average rating, 185 reviews

Hawaii in Dallas

Mid Century Modern Smart Home in Bluffview. Centrally located to get to all parts of Dallas quickly including Downtown, SMU, American Airlines Arena and AT&T Stadium. Located at the end of a cul de sac with lots of trees, you'll be close to the action but feel you are still in the country. Amazing outdoor space with Deck. Pool, Bar, 4K Big Screen TVs, Gas Grill & Firepit. (Note: Pool will be closed 10/1-4/30.) Over 180 5-Star Reviews. No Parties or stays w/ over 4 guests or outside guests.

Mar 2 – 9

G$76,662 GYD per night

Guest favorite

Home in Dallas

4.95 out of 5 average rating, 204 reviews

M Streets Modern Tudor with Backyard Oasis

This modern Tudor was recently built & professionally designed. It has 4 beds, 4 baths, hardwood floors, plantation shutters, stainless steel appliances, & 2 spacious living areas. The open floor plan, along with modern amenities, makes our home ideal for families, entertaining, or corporate stays. The resort-like backyard offers lounge chairs for laying out, a covered patio with outdoor couches and a flat screen tv, and another living area under a pergola with stringed lights and a fireplace.

Aug 27 – Sep 3

G$221,177 GYD per night

Guest favorite

Guesthouse in Dallas

4.94 out of 5 average rating, 194 reviews

Oak Cliff Pool House

Pool House has bright, open full kitchen & comfortable space for dining and relaxing. 10 min drive to Bishop Arts District. 15 min to downtown and Arlington. NOT A TINY HOUSE! 1 Bedroom with a king bed and a large living space with an extra king bed & shared full bath. Patio area provides comfortable area for grilling and dining by the pool. THE POOL CAN BE HEATED. THE PROPERTY IS PET FRIENDLY - OTHER PETS MAY BE PRESENT. There is also a newly installed outdoor hut tub for guests to reserve.

Oct 21 – 28

G$22,800 GYD per night

Guest favorite

Guesthouse in Dallas

4.94 out of 5 average rating, 524 reviews

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.

Aug 7 – 14

G$30,897 GYD per night

Guest favorite

Home in Dallas

4.96 out of 5 average rating, 27 reviews

Immerse Yourself in Luxury

Ideally situated in vibrant Oaklawn, perfect for culinary enthusiasts and relaxation seekers. Immerse yourself in the perfect blend of luxury and comfort. Indulge a kitchen that will inspire your inner chef. Soak up the sun, take a refreshing dip in the pool. The bedrooms and baths were meticulously designed for you to indulge in a moment of self-care and treat yourself to a soothing bath or invigorating shower, before sinking into the plush bedding and drifting off to peaceful sleep.

Jun 22 – 29

G$96,396 GYD per night

Guest favorite

Apartment in Dallas

4.87 out of 5 average rating, 180 reviews

Knox/ Henderson Designer 1BR, Free Parking, Pool

In the heart of Knox Henderson District with a Walkscore of 83 out of 100. Unit faces Downtown Skyline! This apartment is perfect for up to 3 people, with great amenities, walkability and access to the major highways. A Trader Joe's and 10 restaurants are within 3 blocks. The building has a fitness center, pool area, and grill area. Free parking for 1 vehicle inside the secure, gated parking garage. You’re one step from a cozy stay. Don’t hesitate contact me if you have any questions.

Jul 7 – 14

G$31,698 GYD per night

Guest favorite

Guesthouse in Dallas

4.95 out of 5 average rating, 394 reviews

High-style Home near Bishop Arts/Downtown Dallas

Gorgeously appointed upstairs guest apartment, surrounded by trees in historic neighborhood close to Bishop Arts/Downtown. A private balcony overlooks a shared backyard oasis where pool and hot tub are lit beautifully by night. The owners are both in the creative industry and have created a designer space that will leave you inspired. Fully appointed. Your home away from home. 500 sq ft of living space with 2 identical bedrooms, designer bath, kitchenette, and spacious living room.

Aug 28 – Sep 4

G$46,541 GYD per night

Guest favorite

Guesthouse in Dallas

4.96 out of 5 average rating, 549 reviews

Secluded Treasure in the Heart❤️ of the City

Need a staycation? Does working poolside sound good? Escape the bustle of Dallas to your own private Guest House located in a garden setting! Unwind poolside or relax in the hot tub. Guest House includes queen bed, full bath, kitchenette, fast WiFi, TV Netflix/Amazon Prime and MORE! NO CLEANING FEE and no CHECK-OUT CHECKLIST! Check out our discounted weekly/monthly rates! Country in the Heart of the City! NOTE: We use Airnbnb's Advanced Cleaning Protocol.

Sep 9 – 16

G$19,504 GYD per night

Guest favorite

Guesthouse in Dallas

5.0 out of 5 average rating, 122 reviews

La Casita - King Bed, Pool, Spa, Shops + Dogs!

Welcome to the Casita - a treasured guesthouse full of cozy extras, hosted by a local with hundreds of 5-star reviews! Steps away from the famous Knox/Henderson area - quaint shops & great restaurants and bars. A 5-10 min drive to SMU or downtown. King bed, speedy Wi-Fi, a fully-stocked coffee bar & mini bar, outdoor oasis, and tons of cozy extras. Ask about our special (free!) amenities for doggos, WFH nomads, and so much more!

May 25 – Jun 1

G$48,913 GYD per night

Guest favorite

Home in Dallas

4.95 out of 5 average rating, 173 reviews

Shabby Chic Meets City + Pool

This charming, century old home is nestled in the M Streets, also inside a Conservation District of Dallas. We lie just off of Lower Greenville Avenue, within walking distance of all the best restaurants, roof top bars, wineries, live entertainment and shopping. We offer an amazing back yard pool (NOT heated) and a well decorated interior. POOL: The pool is available for use year round, however, it is NOT a heated pool.

Feb 26 – Mar 5

G$72,753 GYD per night

Guest favorite

Apartment in Dallas

5.0 out of 5 average rating, 24 reviews

Luxe Oasis l Central Location l Free Parking

Welcome to your home away from home in Dallas, Texas - the perfect destination for travelers seeking comfort, convenience, and sophistication. Our cozy corporate housing offers an exceptional retreat designed with your professional needs in mind. ✔ Fully Equipped Kitchen ✔ Comfortable 1 Bedroom w/Queen Bed ✔ One Queen Air Mattress ✔ One 4k UHD 55in Smart TV ✔ Office Workspace ✔ High-Speed WiFi ✔ Free Parking

Sep 4 – 11

G$44,581 GYD per night

Guest favorite

Apartment in Dallas

5.0 out of 5 average rating, 10 reviews

Unique, Elegant, Spacious Home

Forget your worries in this spacious and serene space. Walking distance to the West Village Shopping Center, featuring plenty of restaurants and shops. Minutes from Uptown and Downtown Dallas. Also features direct access to the Katy Trail. This unit is located on the 2nd floor and has a slight pool view, with an enormous balcony. Please note that there is no elevator access to the unit.

Nov 29 – Dec 6

G$24,912 GYD per night