Family-friendly vacation rentals 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.

Indoor spaces · Kitchen · Getting around

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.

Indoor spaces · Family · Condition

Midland Art Studio Retreat

Welcome to Midland. We are within walking distance to Gerardo's Casita, Rosa's Café and Taco DeVino. So if Mexican Food is your thing we got you covered. This unit is nested on a quiet street within minutes to ClayDesta Business Center and Downtown. The houses is bright and open with two bedroom and an en suite bathroom in the master that has separate entrance for the guest bedroom. The bedrooms have 55" smart TV's as does the living room. The kitchen is fully stocked if you like to cook.

Family · Kitchen · Decor

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 **

Indoor spaces · Family · Quiet

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

Indoor spaces · Kitchen · Location

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.

Indoor spaces · Family · Comfort

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.

Kitchen · Indoor spaces · Decor

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*

Indoor spaces · Family · Hospitality

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.

Family · Kitchen · Comfort

The Little House

Keep it simple at this peaceful and centrally-located place. Charming and quiet private backyard casita offers full size appliances and washer/dryer in the unit. Self care is spa-like in the extra large, clean bathroom. Sleep comes easy in the cozy king size bed. If you need extra bed space, the couch makes an additional full size bed. We can’t wait for you to experience this sweet little home away from home.

Kitchen · Indoor spaces · Solo travel

Tiny Farm Stay - Fresh Eggs + Peaceful Retreat

Unwind at a peaceful tiny farm stay just minutes from the city. La Casita del Corral is a cozy, private retreat on two acres where you can enjoy fresh country air, friendly farm animals, and a relaxing outdoor space—while still being only 3–4 minutes from Midland’s shops, restaurants, and coffee. Perfect for traveling professionals or couples looking for something more peaceful than a hotel.

Indoor spaces · Family · Bathroom

The Tall City Cottage

Cute and comfortable studio cottage! We have the perfect spot in the Tall City for quick vacations, family getaways, or long-term corporate travel. Great location right off the loop and just a short drive from downtown. High speed WiFi, workspace, stocked kitchenette, reverse osmosis drinking water, mini-split AC & heating, and a shared patio and backyard space.

Family · Indoor spaces · Heating