Family-friendly vacation rentals in Midland

A contemporary home with a brick and stone exterior is featured, showcasing a two-car garage and a neatly paved driveway. An American flag adorns the front, under a clear blue sky dotted with clouds.

4.98 out of 5 average rating, 117 reviews

4Bedrms-5TVs-WorkDesk-QuietArea

Contemporary home with plenty of spaces to rest and be entertained with any of the RokuTVs in each room. 75" TV in the living room, 65" TV in the Master and 55" TVs in each other room. Full kitchen and dining room to make yourself feel at home and cook up a delicious meal. Plenty of silverware, glassware, and kitchen utensils provided. 2 car garage. Close to Sam's, HEB market, La Mision, Fair to Midland, Osaka, Raising Cane's, Tea180, Clear Springs, Dominos, etc. Very quiet & calm neighborhood.

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4.98 out of 5 average rating, 134 reviews

Guesthouse in Midland

Million Dollar Guest House/Pool/Gym/ Summit Center

Luxury Guest House w/ Pool/ Hot Tub, Gym. High-end appointments, Million Dollar North Midland Neighborhood. SUMMIT CENTER. Walk-in shower with Euro Shower Door (ADA-compliant). King Pillow top Mattress w/ cover, Ralph Lauren Pillows, high-speed Wifi, Smart TVs, full-sized washer/ dryer, Full Toiletries, Keurig & K Cups, Snacks, R.O. Water, Fully Stocked FULL-SIZED Kitchen, DW. PARTY INFORMATION: An additional $250.00 Pool Party fee will be added to the reservation, up to 10 people, per day.

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An open living and dining area is shown, featuring a dark green sofa and a dining table with seating for ten. Large glass doors provide access to the outdoors, while two ceiling fans enhance airflow. Decorative art pieces are displayed on the white walls.

4.96 out of 5 average rating, 129 reviews

#2 | 3BR 1BA | Unit B | Private Entire Home | WiFi

Immerse yourself in the charm of our fully-renovated, gorgeous home centrally located in the heart of Midland, close to I-20. 75" SMART TV in LR and 50" TV's on every BR. Complete home including 3 bedrooms, 1 bathroom, a queen sofa bed, washer and dryer in laundry room, full kitchen, and charcoal grill. 4 queen and 3 twin beds in the centrally located home surrounded by restaurants and bars in the area. Free Wi-Fi and multiple apps such as Netflix, Hulu, Apple TV, Disney+, HBO max, and more!

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The exterior of a family-friendly guest house is shown, featuring a covered front porch with chairs. The building has a neutral palette with large windows that allow natural light. A gravel driveway leads to the entrance, surrounded by tasteful landscaping.

4.92 out of 5 average rating, 107 reviews

Better Than A Hotel-MUGS Field

Perfectly located family/pet friendly spot whether in town for work, family, or sports. Downtown, Midland Memorial Hospital, and all you need is just minutes away. As well as MUGS & Ulmer park w/ revamped sand volley ball court just outside your door. Our 3BR 1B has 2 QB bedrooms with designated work space, and Fire TVs in each room. Side room-extra living area or bedroom with full sofa bed & laundry room. **PRIVATE guest house(1BR 1B) available for SEPARATE BOOKING * CHECK AVAILABILITY **

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A spacious backyard features a swimming pool surrounded by a well-maintained lawn. Comfortable seating is provided by two cushioned lounge chairs nearby. The house is visible, showcasing brick walls and a covered outdoor area for relaxation.

4.89 out of 5 average rating, 117 reviews

House in Midland with swimming pool

POOL WILL BE CLOSED FROM DECEMBER TO END OF MARCH FOR WINTER!!! Enjoy the 3 bedrooms and 2 bathroom with a swimming pool and stylish arranged backyard. Outdoor heater during winter and air cooler during summer. *3 Comfortable bedrooms *Well equipped living room with Sonos premium soundbar and Subwoofer. * Swimming pool (Not heated) *Fully equipped kitchen *Spacious backyard *Pool board *High Speed WiFi *Smart TV *Complementary Parking (Not in the garage) *Treadmill for workout and so on

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4.85 out of 5 average rating, 107 reviews

Tiny home in West Odessa

Iron Horse Living - 2 Queen Bed

Perfect for groups or families, this detached unit in Odessa offers comfort, convenience, and privacy. The unit features two cozy queen-sized beds, a washer and dryer, and a sleek kitchenette with a cooktop and refrigerator — ideal for both short and extended stays. Enjoy fast fiber internet, a smart TV, and thoughtfully designed interiors. This unit is fully detached, so you won't hear noise from other guests, Conveniently located near restaurants, shopping, and key routes through Odessa.

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An open living area features a comfortable blue sofa and leather chairs, arranged around a wooden coffee table. A large TV is mounted on a wall, complemented by coastal-themed decor. Natural light floods the space, highlighting the warm colors and inviting atmosphere.

5.0 out of 5 average rating, 137 reviews

Cape Cod Cottage/ Prime Central Area/ Mabee Swim

Location, Location, Location! Cape Cod Cottage is a beachy, nautical-themed, totally renovated 4-bedroom, 3 full-bath home. 2 Primary Bedrooms Sequestered with en-suite baths. A $95,000 reno. Neat open spaces, big rooms, big living, all new and ready to accommodate. All four bedrooms have smart TVs and luxury linens; everything has been replaced or updated throughout. Enjoy this Fresh Beachy vibe at CCC in style and comfort. 12 mins/ 4.8 miles to Horseshoe Arena, 4 mins to Mabee swim

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4.96 out of 5 average rating, 102 reviews

Bright Side Studio — A Colorful Hideout in Midland

Bright Side Studio is a private, design-forward retreat in the heart of Midland. Every detail — from the playful color palette to the curated finishes — was chosen by hand. Whether you’re here for a work trip or a weekend escape, you’ll feel the difference walking in. Inside: a full kitchen, comfortable queen bed, quality linens, and a huge walk in shower. Bright, modern, with warm touches throughout. Just across the street, a beautiful walking park is perfect for unwinding.

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4.93 out of 5 average rating, 539 reviews

An airy workspace features a sleek, modern desk with geometric lines and a metal finish. A stylish chair complements the desk, while natural light pours in through the glass doors that open to a deck. A small basket and writing utensils are present on the desk.

Loft in Midland

The Pilots Lounge

Private access to the upstairs floor of a newly remodeled home. Located in a quiet neighborhood with live oak trees. Enjoy the close location to restaurants. For shopping, Midland Park Mall is 5 blocks away. Nearby Loop 250 makes easy access to work or play. Relax in the light, airy feel of a space with plenty of windows. The Tower bedroom makes you feel like you’re sleeping in a treehouse. Sit on the deck, and drink and a cup of coffee, while viewing the park.

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Guest favorite

The exterior of a single-story home is shown, featuring a brick façade and a sloping roof. A manicured lawn leads up to the two-car garage. Lush greenery and flowering shrubs frame the entrance, with a clear sky filled with clouds above.

4.86 out of 5 average rating, 120 reviews

Northgate - 3 bed, 2 bath

North Midland Dr and Loop 250 in a nice quiet neighborhood. 3 bedroom (4 beds), 2 bath, 2 car garage w opener, high-speed Wi-Fi, Flat screen Roku TVs in the living room and all bedrooms, back yard with propane BBQ Pit, pergola, table. Close to Lowe's, Wal-Mart, Target, Little Woodrow's bar, and several restaurants (Texas Roadhouse, Chuy's, Saltgrass, Chick-fil-A, Wendy's, Panda Express, Fazoli's, Sonic, Rosa's, Jersey Mike's, Starbucks).

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Guest favorite

A private pool area is showcased, featuring a curved pool with a brick-lined border. A gazebo is visible in the background, surrounded by lush landscaping. The exterior of the house includes a covered patio with seating, providing a shaded view of the pool.

4.85 out of 5 average rating, 278 reviews

Plantation Hills - 3/2 Pool/office/grill/RO/patio/

Great location off North Loop 250 and Garfield. Conveniently located close to restaurants, Market Street Grocery, and a movie theater. 4 beds, 2 bath, office with a futon (off of master), full kitchen, living room, breakfast nook, office and wet bar with coffee machine, Roku flat screen TVs in living room and all bedrooms, high speed internet, & propane grill. Large covered patio with couch, table, and TV.

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