Family-friendly vacation rentals in Highland Park

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Top-rated family-friendly rentals in Highland Park

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Top guest favorite
An inviting entrance is framed by lush green foliage, with a light gray door slightly ajar. A welcome mat rests at the threshold, while a small hook rack is visible inside, suggesting a practical and homey atmosphere.
Guesthouse in Old East Dallas
4.97 out of 5 average rating, 208 reviews

M-Streets Private Carriage House

Indulge in the tranquility of The Carriage House. This lovingly updated space features an open-plan living area, contrasting textures and patterns, chic furnishings, kitchenette, and shared access to the lush backyard with a fire pit. Come and enjoy Texas sunshine through the gracious windows on all four walls of your private apartment. Please be assured that surfaces in this space are cleaned with CDC approved disinfectants. All towels and bed linens, including bed spreads and blankets are laundered between guests. Spray Lysol is available for your added convenience. Elegant and comfortable, the Carriage House is centrally located, right at Central Expressway and Mockingbird, excitingly close to all the fun restaurants, bars, shopping, theaters and museums in Dallas. You won't find a better place, either for comfort or location. In addition to the queen size bed, the couch folds out to accommodate another person. Everything you need for a visit, long or short, is available and handy. Arriving late for check-in? No problem, there's an electric lock on the door, so you can check yourself in, as late as you want. Newly remodeled, the Carriage House is on the second floor of a separate building behind our home. You'll have your own driveway for parking, a private guest door to the garden, and then a keyless entry on the door of the apartment. -Microwave, full under-counter refrigerator with freezer, coffee maker, toaster -Smart TV with HBO, Netflix, all local cable channels -Wifi -Polk Audio Digital Radio -Sound machine -Lots of windows -High quality queen bed -Public transportation is only a few steps away We love our neighborhood and look forward to sharing our experience here with you. You can reach us by text or phone call, anytime of the day to answer any questions or handle any issues. We want to make your stay as easy and pleasant as possible, so if you have a question, please don't hesitate to contact me! We live on the property, but work and play keeps us away for a part of the day. The property is located just a few blocks from SMU and some of the more popular entertainment areas in Dallas, including Greenville Avenue, Knox-Henderson, Mockingbird Station, Uptown, and Snyder Plaza. Come and enjoy being in the most walkable area of Dallas. The Grenada, for example, is only a few blocks away. No worries over parking or catching an Uber. You can walk there in 5 minutes. If you are flying into Dallas and don't want to rent a car, you can get to The Carriage House many different ways. DFW: The most economical way is to use the Orange Line on DART, accessed from Terminal A at DFW. Get off at Mockingbird Station. From there you can walk 15 minutes south to the Carriage House, OR take DART bus 24 Via McMillan. Stop at Morningside Ave. We are only steps from this corner. Love Field: You can also access the Orange Line on DART, however, you'll have to take the Love Link Dart bus to Inwood/Love Station. From there, the directions to the Carriage House are the same as above. Also, check out SuperShuttle, a shared ride service from either airport. As always, there are taxis, Uber and Lyft. I'm a traveler at heart, and although I get excited about planning my next adventure away from home, I think it's safe to say that Dallas is a wonderful vacation destination. We have some of the best food in the world, a proliferation of sports and music venues, great theatre and other entertainment events, a lively art scene and tremendous shopping! I love my city, come see us! The property is located just a few blocks from SMU and some of the more popular entertainment areas in Dallas, including Greenville Avenue, Knox-Henderson, Mockingbird Station, Uptown, and Snyder Plaza. Come and enjoy being in the most walkable area of Dallas. The Grenada, for example, is only a few blocks away. No worries over parking or catching an Uber. You can walk there in 5 minutes. Baylor Hospital and downtown Dallas are only a few miles away.

Top guest favorite
Home in Oak Lawn
4.99 out of 5 average rating, 116 reviews

SoCozyBlue Residence Uptown/Oak Lawn by SoCozyLuxe

OMG! What a rare and unique find! From the beautifully pruned and maintained 100+ year old trees to the warm & so-cozy vibes on the interior, this one is a must stay! Built in 1925 and curated for today's modern-day conveniences while harmonizing nostalgia from a glimpse back in time to the good ol' days where architectural character mattered! Beautifully restored to its former glory & located in the highly walkable Oak Lawn & Uptown areas in Dallas ... you will know that you have arrived!

Top guest favorite
A modern living area features a spacious sectional sofa with colorful accent pillows, set against a light wall. A glass coffee table is surrounded by a patterned area rug. The open-concept space flows into a kitchen with sleek cabinetry, visible in the background.
Townhouse in Oak Lawn
4.98 out of 5 average rating, 264 reviews

SMU Vibrant Urban Retreat-Center of Dallas +L2 EV

Excellent destination for lounging, shopping, exercising, working and dinning in Dallas. Take a morning stroll to the Katy Trail, then head back to lounge with your coffee. Create extraordinary memories with your family in the cheerful living room. Enjoy seamless technology to make your stay comfortable and productive. Downtown / Highland Park / Highland Park Village / North Park Mall /SMU/ Arts district / Design district / within minutes. Have a delightful stay at the heart of the city!

Guest favorite
An elegant dining area features a round table set with dinnerware, surrounded by wireframe chairs. A large, artistic light fixture hangs above, while large windows provide views of the pool and outdoor space, enhancing the airy feel of the room.
Home in Dallas
4.98 out of 5 average rating, 161 reviews

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.

Top guest favorite
A modern two-story home exterior is presented, featuring a combination of white siding and dark accents. Multiple large windows invite natural light, and landscaped greenery frames the entrance. A refined walkway leads to the front door, enhancing the overall clean and contemporary look.
Home in Oak Lawn
4.97 out of 5 average rating, 148 reviews

Luxury Two Bedroom W/ Roof Deck Near Highland Park

1600 beautiful square feet of luxury! This two-bedroom home is one block from Highland Park and minutes to SMU. Professionally designed. Small sunroom office space for work from home needs. Large furnished rooftop wood deck just off kitchen with BBQ grill. Fully stocked Kitchen, Private entrance, and parking, bedrooms have queen beds, full-size stackable washer/dryer, fast WiFi, glass enclosed step-in master shower. High-end amenities. Check out our additional property below for more options.

Guest favorite
A spacious studio area features a cozy bed with neutral linens, complemented by a plush couch and armchair. Natural light filters through the windows, illuminating the wood flooring. A modest coffee table sits centrally, with tasteful artwork displayed on the walls.
Guesthouse in Knox Henderson
4.94 out of 5 average rating, 212 reviews

Private Guesthouse in Lower Greenville

One of the best features of this listing is its unbeatable location, in the heart of Lowest Greenville, with a plethora of dining options, from trendy cafes to gourmet restaurants. You'll have easy walkable access to grocery stores, making it a breeze to stock up on essentials or whip up a delicious meal in your own kitchen. Experience the energy and convenience of this dynamic neighborhood while enjoying the comfort and style of this wonderful detached guesthouse. Your urban getaway awaits!

Top guest favorite
A spacious deck features an outdoor seating area with two chairs and a glass table, set on a patterned rug. Lush greenery surrounds the deck, offering a serene view. Comfortable cushions add a touch of comfort to the seating arrangement.
Guesthouse in Dallas
4.95 out of 5 average rating, 622 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.

Top guest favorite
A serene bedroom features a spacious bed with neutral linens and a textured throw. Light filters through sheer curtains, illuminating the space. A large window offers views of greenery, while soft sconces provide gentle lighting beside the bed.
Guest suite in Oak Cliff
4.95 out of 5 average rating, 343 reviews

Sage&Light | Kessler urban courtyard retreat

This private guest suite was created to elevate the spirit through thoughtful design; a city jewel, whether you are visiting Dallas or needing an inspiring staycation visit us and connect with nature, with a special person or yourself. 1 mile to BishopArts, 5 min drive to downtown Dallas, peaceful courtyard for morning yoga, and reading. Private entrance & suite. NOTE: We do not offer early check in due to the time it takes for our cleaning team to finish preparing the unit

Top guest favorite
A spacious living area showcases a comfortable gray sofa adorned with colorful throws. A round coffee table sits in front, displaying magazines. Large windows allow natural light, and a generous dining area is reflected in the nearby mirror, enhancing the open atmosphere.
Apartment in Oak Lawn
4.98 out of 5 average rating, 626 reviews

Delightful flat in the heart of Uptown/Oaklawn.

Funky, Historic flat in the best possible location. Walking distance to some of DFW's best restaurants, specialty grocery stores and the Katy Trail! Oak Lawn/Cedar Springs nightlife and The Dallas Arts District are a short Uber ride away. This comfy apartment is ideal for anyone wanting to stay in the heart of Dallas or remodeling their home and requires a temporary space. Couples, solo adventurers, business travelers, families and furry friends (pets) are welcome.

Guest favorite
A small guest house is set within a wooded area, surrounded by lush greenery. A brick pathway leads to the front door, which is flanked by windows. The structure features a simple, natural aesthetic, creating a sense of privacy and tranquility.
Guesthouse in Oak Cliff
4.89 out of 5 average rating, 596 reviews

South Oak Cliff Tiny Guest House

Small studio-size guest house on large, quiet, wooded property. Privacy and kitchenette make this non-smoking hideaway perfect for multi-night stays. Convenient to downtown Dallas and the southern Dallas suburbs. Kitchen has mini-fridge+freezer, coffee maker, microwave. Coffee, tea, cutlery & basic food prep and storage items are provided. Queen bed with memory-foam mattress. Fold-out foam chair for additional sleeping space. Half-bath with shower & toilet.

Guest favorite
A cozy exterior view of the apartment building is featured, showcasing a green wooden facade with white trim. The entrance is highlighted by a warm orange door under a small overhang. Sunlight filters through surrounding trees, casting delicate shadows on the paver walkway lined with low shrubs.
Apartment in Oak Lawn
4.85 out of 5 average rating, 343 reviews

Cozy Queen Suite in Oak Lawn

Cute and cozy apartment that is centrally located near restaurants, shops, nightlife, and major highways which make it a breeze getting around. It's tucked away in a quiet neighborhood with friendly neighbors. You'll enjoy the location, comfy queen bed, nice couch that doubles as a second bed to accommodate 1 adult or 2 small children. Close to Uptown, Downtown, Medical District, Deep Ellum, Love Field airport, and close to most major highways.

Guest favorite
A light, modern living area is showcased with a sleek, white sofa adorned with decorative pillows featuring geometric patterns. A wooden coffee table with a natural centerpiece sits atop a textured yellow and white rug, while two stylish lamps provide warm illumination.
Apartment in Oak Lawn
4.85 out of 5 average rating, 323 reviews

Mid Century Cool - Design Dist/Katy Trail, Parking

Totally remodeled: new hardwoods, appliances, bathroom, furniture 1 bedroom (king bed) & 1 bath Ground floor corner unit in 4plex in Oak Lawn area next to Highland Park. Walk to restaurants & Equinox gym, close to Katy Trail & Love Field Covered Off Street Parking Older building with hardwoods & other rentals in bldg so we ask for common sense, & consideration of your neighbors. This means: *Quiet Hours & No Visitors from 10PM to 8AM*

Popular amenities for Highland Park family-friendly rentals

When is the best time to visit Highland Park?

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Avg. priceG$42,673 GYDG$42,673 GYDG$45,811 GYDG$42,882 GYDG$46,020 GYDG$46,020 GYDG$37,234 GYDG$35,770 GYDG$37,234 GYDG$41,209 GYDG$42,673 GYDG$41,627 GYD
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Quick stats about vacation rentals that are family-friendly in Highland Park

  • Total vacation rentals

    Explore 80 vacation rentals in Highland Park

  • Nightly prices starting at

    Highland Park vacation rentals start at G$12,551 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,800 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Highland Park vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Highland Park rentals

  • 4.9 Average rating

    Highland Park stays are highly rated by guests—averaging 4.9 out of 5!

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