Family-friendly holiday rentals in Dickinson

Coastal Oasis Beautiful, Modern & Peaceful Retreat

COASTAL OASIS A perfect combination of luxury and comfort! A little hidden gem, a beautifully decorated, spacious new home. While enjoying your stay, take a short stroll down the street to go fishing, relax on the porch, soak in the water view, and enjoy the spectacular sunsets. Home includes: Open-concept floor plan for you to entertain or relax, gourmet modern kitchen, private patios off each retreat. 10 mins. to Kemah Boardwalk, 25 mins. to Galveston & many top rated restaurants close by

Lakeview Cottage (pool, fishing pier, lake)

Perfect for a small family vacation. This 3 bedroom cottage is larger inside than it may appear. The pool, the fishing pier on the lake, and the beautiful views are its best amenities. The porch is the ideal place to just relax and unwind while you take in the gorgeous view of the lake. The pool area is only a few steps from the porch. The living room offers plenty of space with comfortable furniture. Full kitchen with all appliances. Sleeps about 6. Pull out bed in livingroom. Pets ok limit 2

1955 Beauty Under the Oaks in Historic Old Town

1955 Cottage under the historic League City oaks. This 1227 square foot home provides a great central location and nature enthusiasts. Guests can easily explore 3 local parks, coffee shops, and restaurants on foot, offering a convenient and authentic neighborhood experience. The backyard is a versatile outdoor space allowing guests to relax in the jacuzzi, gather for an evening by the fire, or let children play safely in a fully fenced area. Completely remodeled kitchen stocked to entertain.

"Sunny San Leon Casita"

Beautiful waterfront place in sunny side San Leon with one bedroom and queen bed, sectional couch in living room and air mattress. The living space is open concept with full kitchen overlooking the dining and living area, perfect for families. Pier 6,Topwater and Gilhooley’s restaurants are just 1 mile away.Just minutes from Kemah Boardwalk. This property sits right on the water! Your waterfront vacation home to relax and enjoy the scenery, come and relax or fish in this beautiful place.

Modern Comforts Cruisers Landing

Our cozy retreat offers luxurious amenities: a soaker tub, Brand new A/C, high-speed WiFi, a 70-inch Roku TV, a chef's dream kitchen and an office set off on its own. The home is perfectly situated, a short drive from I-45 so you can quickly and easily travel North to Houston or South to Galveston. The neighborhood offers parks, ponds, walking trails and a dog park. This is the perfect spot for cruisers departing from Galveston or travelers wanting to experience the Greater Houston area.

Riverside getaway between Houston & Galveston

Riverside Manor is a peaceful retreat outside of Houston, just 15 min from NASA and Galveston island. This self enclosed Guest suite has a private entrance, bathroom and kitchenette (no full stove). Exit through the kitchenette straight down to the river, where you can relax around the fire pit, fish in the Bayou or paddle a kayak (or 3). Property is raised up amongst the trees, surrounded by nature and peace. Can sleep 4 but best suited for one couple, families or 3 close friends.

Palm Beach Retreat

Palm Beach Retreat – A Tropical Escape on the Gulf of America! Just minutes from the beach and bay, this private oasis offers hammocks, a hot tub, and a tiki hut area. Enjoy the spacious deck, lush tropical plants, and refreshing breeze. Fire up the charcoal grill and rinse in the outdoor shower, and the second bathroom in the laundry area is here for your convenience. Close to Galveston’s attractions, yet peaceful and private. Book your stay and unwind in paradise!

Cheerful 3 bedroom home with loft

Make some memories at this unique and family-friendly place. 2 bedrooms and 2 bathrooms downstairs with a loft upstairs hosting two beds. Great for multiple families, or families with children. This updated home is cozy and bright. Great for business professionals or friends and family trying to get away. Just minutes from NASA Johnson Space Center, Clear Lake, one of the biggest yachting communities in the USA, and Galveston Island. Your home away from home awaits!

Moonlight by the bay

"The whole group will enjoy easy access to all that Houston has to offer in this centrally located home. "MOON LIGHT BY THE BAY" Bungalow sleeps 6 guests, 2 SPACES FOR PARKING (free parking on street), and an open concept kitchen/living area. Perfect for entertaining family and friends. provides WiFi, a smart TV, and an outdoor seating area. Enjoy your stay by unwinding in the main bathrooms’ stand up shower and relaxing on the couch w/ your favorite book."

The Loft at Green Gables

Cozy barn apartment on a lovely small farm, secluded and quiet in the country. Located halfway between downtown Houston and the Galveston beaches, it's just a few minutes to lots of shopping and restaurants, with Kemah Boardwalk and Nasa Space Center a short drive away. Winding creek through the property, with chickens and two horses grazing in the pasture. Lots of sheep, pigs, and donkeys next door. Property has private swimming pool for your enjoyment.

Dog Friendly | FAST Wifi | Close to Boardwalk

Flexible mid-week stays available with special December pricing! If you’re looking to getaway from reality and relax, say no more. This cozy 1 bed, 1 bath unit is perfect for a family of 4 or a couple. Enjoy stainless steel appliances and a comfortable layout. Kemah Boardwalk is less than a mile away, with Baybrook Mall nearby for great shopping and dining. Topgolf, Main Event, Star Cinema Grill, Dave & Buster’s, and more are just a short drive away!

Waterfront Retreat Getaway Gameroom FirepitFishing

Enjoy a relaxing stay at the beautiful villa. It has a breathtaking view of the bayou. It is only 2 minutes away from I-45 highway, which is an easy commute to Nasa, Galveston, or Houston. As well as an outlet mall 5 minutes away. The house is equiped with a ton of amenties like fast wifi, a huge tv, a large backyard, a fire pit, a private dock, and even a kayak is provided. This unique place has a style all of its own.