Family-friendly vacation rentals in Highland Park

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Top-rated family-friendly rentals in Highland Park

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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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, 201 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.

Guest favorite
The exterior of a rustic tiny cottage is showcased, featuring a metal roof and wooden siding. Surrounding the cottage, a wooden fence and stone pathway lead to a grassy area, with trees visible in the background, enhancing the serene farm setting.
Tiny home in Ferris
4.85 out of 5 average rating, 329 reviews

Mars Hill Farm Tiny House Cottage

This tiny cottage is nestled behind an old farm house on a 100 acre working farm just 25 mins south of Downtown Dallas. The 200 square foot space features a detached / shared bathroom connected by the front porch with beautiful stock tank soaker tub. Inside there is a bunk-room complete with full and twin size beds, a cozy loft with a queen mattress, and quaint living room with futon, electric kettle, microwave, and mini fridge. If you need a place to escape the hustle and bustle this is it!

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, 258 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!

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, 146 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.

Top guest favorite
Guesthouse in Oak Lawn
4.95 out of 5 average rating, 532 reviews

Socozyluxe Cottage in Uptown / Oak Lawn

An oasis! A private studio located in back corner of property with beautiful fencing & landscape paired with a Southern-style porch, rocking chairs, and sheer curtains blowing in the wind. Sip on your beverage of choice, grab a book, and live each cozy moment! Located in the heart of an urban, chic neighborhood convenient to everything. Looking for private parking? You will love the convenience of one reserved/covered parking space behind a privately gated parking area. Welcome y'all!

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, 614 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 stylish living area features a light gray sofa adorned with white pillows, accompanied by a round coffee table. A large mirror reflects the space, while decorative plants enhance the ambiance. An area rug adds warmth, and a cozy accent chair is positioned nearby.
Condo in Lower Greenville
4.94 out of 5 average rating, 391 reviews

Lower Greenville Hideaway- Patio + King Bed

Cozy and updated private condo right near bustling Lower Greenville. We want you to enjoy our comfy-as-a-cloud King size bed and recently renovated decor and amenities as if they were your own. The bedroom & living room have 55 in.TV's w/ Netflix & streaming. Walking distance from shops, restaurants and bars as well as just 3.5 miles from downtown Dallas. Whether you're in town on a business trip or here to enjoy what the city has to offer, The Lower Greenville Hideaway is a perfect fit.

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, 322 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

Superhost
An exterior view of a charming brick house framed by lush greenery and colorful flowers. A well-maintained pathway leads to the entrance, flanked by neatly trimmed hedges. Natural light fills the windows, highlighting the home's welcoming façade.
Guesthouse in Old East Dallas
4.83 out of 5 average rating, 228 reviews

The Monticello Guest House - M Streets, Dallas

Lovely private guest suite in the heart of the M Street's conservation district, full of charming 1920's and 1930's Tudor homes. Expect a relaxing, private stay with keyless entry and private entrance. Also included are an equipped kitchenette and a full bathroom with a claw foot tub. We are walking distance to all the fun (coffee shops, restaurants, boutique shopping and nightlife) on Lower Greenville Ave. and Knox Street. Close proximity to Downtown, Uptown, and SMU.

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, 616 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 comfortable living area features a green sofa and a dark wooden coffee table atop a decorative area rug. A large mirror is mounted on the wall, reflecting natural light from a nearby window. An open view of the kitchen is seen through a cutout in the wall.
Apartment in Oak Lawn
4.84 out of 5 average rating, 227 reviews

French Cool- Parking- HP/Uptown/Design D/Oak Lawn

Totally remodeled: new hardwoods, appliances, bathroom, furniture . 1 bedroom (King bed) & 1 bath 2nd floor corner unit in 2 story 4plex. Have to walk up stairs Oak Lawn area next to Highland Park. Walk to restaurants & Equinox gym, close to Katy Trail 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*

Guest favorite
A spacious living area is highlighted by large windows that allow natural light to illuminate the room. A grey sectional sofa and a round coffee table sit atop a patterned rug, while a green plant adds a fresh touch to the decor.
Apartment in Design District
4.94 out of 5 average rating, 115 reviews

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.

Popular amenities for Highland Park family-friendly rentals

When is the best time to visit Highland Park?

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Avg. priceG$42,661 GYDG$42,661 GYDG$45,798 GYDG$42,870 GYDG$46,007 GYDG$46,007 GYDG$37,224 GYDG$35,760 GYDG$37,224 GYDG$41,197 GYDG$42,661 GYDG$41,615 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$12,547 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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