Family-friendly vacation rentals in Midland

4.98 out of 5 average rating, 128 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.

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, 124 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!

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.

4.91 out of 5 average rating, 101 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 **

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, 116 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

4.89 out of 5 average rating, 104 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.

4.89 out of 5 average rating, 114 reviews

A spacious bedroom is furnished with a comfortable bed, plush bedding, and decorative pillows. A cozy seating area is situated nearby, along with a stylish clock and lamps on each side of the bed. A privacy screen is positioned at the foot of the bed, adding separation to the space.

Guest suite in Midland

Cozy Chalet - Studio with Private Entrance

The flat is fully updated with all comforts that you are accustomed too and more! It has a kitchen with all the amenities in a five star resort, laundry space with a new washer and dryer, and entertainment area with Roku (Hulu, NetFlix, and Apple TV). The unit includes the best Reverse Osmosis Systems drinking water filter system money can buy. We have a high end split A/C unit, so you will not be subjugated to someone else’s desired temperatures, or the expensive hotel's low end units.

4.96 out of 5 average rating, 96 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.

4.95 out of 5 average rating, 148 reviews

The Cozy Cottage. 3 bedroom with gym!

This is a smoke and pet free property! Enjoy a stylish experience at this centrally-located place. Enjoy a one of a kind experience in the Permian basin Longer stays are discounted!! Don’t miss out! **due to this home having a small gym inside we are not responsible for any injuries a person may get using equipment. However, if anything is broken or damaged you will be responsible for replacing it.** *we are not responsible for any injuries sustained at this property*

Superhost

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

4.93 out of 5 average rating, 539 reviews

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.

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, 275 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.

5 out of 5 average rating, 10 reviews

Boeing Cozy Home: 3BR, 2BA, Wi-Fi & Sunroom

Welcome to our little house in the heart of West Texas, a place designed to make you feel at home. Enjoy a rustic and cozy atmosphere, relax with a good coffee at our bar, have fun at the pool table, or unwind in the sunroom. We are in a quiet area, a few minutes from the mall, restaurants and HEB, so you have everything within easy reach. We will love to welcome you and make your stay special.