Family-friendly holiday rentals in Dickinson

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Top-rated family-friendly rentals in Dickinson

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

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Top Guest favourite
The exterior features a two-story garage structure with a metal roof and two large doors made of wood, designed with a barn-style motif. Three well-proportioned windows adorn the upper level, providing natural light, while a small weather vane rests atop the building.
Guesthouse in Webster
4.93 out of 5 average rating, 156 reviews

Clear Creek Cabin: Cozy & Quaint Rental

Cabin on Clear Creek: Our cozy, quaint and clean above-garage apartment is perfect for your short or long term rental needs. Located on a quiet, dead end street with easy access to I-45. Easy access to Houston (20 miles) and Galveston (20 Miles.) Perfect stay for your visit to NASA or Beach! Features a secured separate entrance, gated parking with remote access, one full bedroom with queen bed and ample storage, loft with a queen bed, full bathroom, full kitchen and tons of natural light.

Guest favourite
A charming cottage is showcased with a vibrant teal exterior. Sturdy steps lead to a welcoming porch, which overlooks a fenced pool area surrounded by green grass and trees. Sunlight bathes the property, enhancing its inviting appearance.
Home in San Leon
4.95 out of 5 average rating, 294 reviews

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

Guest favourite
An aerial view of the Breezeway unit is displayed, showcasing its green exterior. The cottage is raised on pillars, surrounded by a spacious driveway. A private pool with lounge chairs is visible beside the house, set against a backdrop of lush greenery and open fields.
Home in Pirates Beach
4.85 out of 5 average rating, 137 reviews

Breezeway: Pool/Spa Heating on Request

Welcome to Blue Haven Cottages! NEW property with 2 units - separate rentals (Breezeway & Bayview) & private pool in a serene neighborhood. Behind the Galveston State Park and overlooks the Bay. Each unit offers a cozy, spacious/modern interior, 65 in smart TV, fully stocked kitchens, dining areas, 2 bedrooms with king beds, 50 in smart TVs, bunk beds 2 twin, 2 ½ bath and stunning views from various deck. Beach access #16, dine at Waterman’s, Dollar General (basics/meds), a 2-3 min drive.

Top Guest favourite
Guesthouse in Alvin
4.97 out of 5 average rating, 208 reviews

Christmas Comforts/Home Studio WiFi W/D Full Equip

Private, serene & clean guesthouse w/everything you need in a spacious, uncluttered 700 sq ft. • Cleaned by your SuperHost • Fast Wi‑Fi (532 Mbps) • In‑unit washer/dryer • Workspace • Full kitchen w/essentials • Excellent AC/Heat • Cozy couch & recliner • 55" Smart TV with Hulu & Disney+ included • Private bathroom & shower stocked with essentials • Outdoor lighted gardens w/ soothing water features Completely Detached from Main House Modern recessed LED lighting Midway Houston/Galveston

Guest favourite
A serene waterfront scene captures the tranquil waters of Galveston Bay, reflecting soft pink and orange hues of the sunrise. A wooden pier extends into the water, leading to a thatched palapa, while gentle waves ripple softly in the background.
Guest suite in Bacliff
4.9 out of 5 average rating, 236 reviews

Amazing gulf view, private space, close to Houston

This is a studio apartment with private entrance in beautiful, eclectic Bacliff. You're right on Galveston bay with an opportunity to wake up to Texas' most beautiful sunrises or just let the gulf air give you a moment of escape! The apartment has a full kitchen and bathroom (shower only). You'll have wifi and access to a washer and dryer. Bacliff is close to Galveston, Kemah Boardwalk, NASA, and (depending on traffic!) a 35 minute drive to downtown Houston or the Texas Medical Center.

Superhost
A wooden bench is positioned on a grassy area adjacent to a calm river. Lush greenery and trees line the opposite bank, reflecting the warm colors of the foliage in the water. The scene conveys a serene, natural setting ideal for relaxation.
Guest suite in Dickinson
4.8 out of 5 average rating, 123 reviews

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.

Guest favourite
A cottage exterior is shown, featuring a sloped roof and several large windows. Steps lead up to the front door, surrounded by green grass and trees providing shade. The structure is set on a raised foundation, enhancing its charming appearance.
Cottage in Bacliff
4.94 out of 5 average rating, 256 reviews

Grandma’s getaway cottage.

Take it easy at this unique and tranquil getaway. This was truly a bay getaway before digital games and internet. There are two bookcases with hard bound books, card tables, and reading lamps. There is TV with WIFI and internet, a ductless HVAC system and a large 100'x 125' lot This cottage is very suitable for work away from home environment. A separate table and 2 office chairs are available for a work area that can be closed off from the rest of the house during the day.

Top Guest favourite
A recording studio is showcased with a wooden control desk equipped with multiple audio equipment and monitors. Neon lights illuminate the space with the name 'EPIK' prominently displayed. A keyboard and a sleek black couch are visible, creating a creative atmosphere.
Guest suite in League City
4.96 out of 5 average rating, 157 reviews

King Suite at Luxury Studio

Check-in starting 4p Early check-in options: 3p $10 2p $15 1p $20 12p $25 Check-out by 11a Late check-out options: 12p $10 1p $15 2p $20 3p $25 Please set your guest count for correct pricing. PRIVATE ENTRY Pictures 2-9 - bedroom w/ Cali King sized bed, 65” smart TV, bathroom w/ 2 vanities, soaking tub w/ jacuzzi jets, walk-in shower, large walk-in closet (doubles as small room w/ twin bed - ask), are all privately your area. Other pics show common area

Top Guest favourite
The exterior of the guest house features a cozy seating area on a patio with a low coffee table and cushions. Nearby, a dining set accommodates multiple guests, framed by trees and a fence for privacy. Sunlight brightens the space, enhancing its inviting appearance.
Guesthouse in Manvel
4.94 out of 5 average rating, 286 reviews

Quiet, Cozy Guesthouse with privacy

Whether you are traveling alone, as a couple or even as a family our peaceful guest house is ready for your stay. The house, located in the backyard of our main residence, is approx 600 sqft with a bedroom, living room and a full kitchen with a small fridge. The area is fully fenced in for privacy along with a patio and furniture. We are less than 10 minutes from SH 288, 45 min from the beaches, 30 min from Texas Medical Center. We are pet friendly.

Top Guest favourite
A light-colored horse stands in a grassy area beside a winding creek, with a scenic barn and a white farmhouse visible in the background. Tall trees provide a natural border, enhancing the serene rural landscape.
Barn in Santa Fe
4.9 out of 5 average rating, 475 reviews

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.

Guest favourite
A three-story villa is displayed, featuring a modern exterior with white walls and a dark shingled roof. A landscaped yard with a stone border surrounds the entryway. A serene bayou lies adjacent to the property, with a private dock visible along the water's edge.
Villa in Dickinson
4.91 out of 5 average rating, 170 reviews

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.

Top Guest favourite
A rustic tiny house sits near a tranquil pond, surrounded by greenery and trees. A fountain can be seen gently spraying water in the pond, while open fields and distant trees create a peaceful backdrop. A glimpse of the nearby road is visible in the background.
Tiny home in Manvel
4.96 out of 5 average rating, 193 reviews

Lone Star- Pet-Friendly CLEAN Tiny House on Farm

PLEASE READ “Other things to note” before booking. Lone Star is a rustic tiny house on a Christmas tree farm. You’ll love taking walks in the Christmas tree fields and drinking coffee on the porch overlooking the pond. Our place is good for couples, solo adventurers, bird watchers, writers, and visitors who don't want to stay in a hotel. We're just 23 miles from the Texas Medical Center. Puppy dogs are welcome here!

Popular amenities for Dickinson family-friendly rentals

When is the best time to visit Dickinson?

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Avg. price$287 AUD$263 AUD$314 AUD$273 AUD$260 AUD$325 AUD$293 AUD$280 AUD$263 AUD$235 AUD$262 AUD$257 AUD
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Quick stats about holiday rentals that are family-friendly in Dickinson

  • Total holiday rentals

    Explore 30 holiday rentals in Dickinson

  • Nightly prices starting at

    Dickinson holiday rentals start at $46 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,150 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Dickinson holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Dickinson rentals

  • 4.8 Average rating

    Dickinson stays are highly rated by guests—averaging 4.8 out of 5!