Dickinson Holiday Rentals

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Our top choices for Dickinson holiday rentals

10.0 out of 10, Exceptional, (1)
"Helpful owners"
United States
David
The price is AU$191
includes taxes & fees
13 Jan - 14 Jan 2026
“Big Shirley” in Sunny San Leon
10.0 out of 10, Exceptional, (1)
"We had a great time ! Wish we could have stayed longer . Beautiful property!"
United States
Carole N.
The price is AU$495
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful Retreat with Texas-Shaped Pool

Holiday Home in San Leon

Galveston Bay House
10.0 out of 10, Exceptional, (32)
"The property was clean and conveniently close to a lot of attractions. We would love to stay there again. "
United States
Kristina Y.
The price is AU$445
includes taxes & fees
4 Jan - 5 Jan 2026
Galveston Bay House
2.0 star property
The price is AU$493
includes taxes & fees
13 Jan - 14 Jan 2026
Waterfront Bay Home with Pool & Private Pier
2.0 star property
The price is AU$566
includes taxes & fees
4 Jan - 5 Jan 2026
Family-Friendly Retreat with Pool & Outdoor Lounge
The price is AU$219
includes taxes & fees
13 Jan - 14 Jan 2026
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
8.8 out of 10, Excellent, (45)
"Everything was just like the pictures house has plenty of room we had 20 people there and it never felt crowded."
United States
Alan B.
The price is AU$496
includes taxes & fees
4 Jan - 5 Jan 2026
Stunning Home with Expansive Pool & Game Room
10.0 out of 10, Exceptional, (5)
"We had a wonderful stay! The home was beautiful, clean and relaxing. The hosts were also wonderful to coordinate with. We will absolutely stay here again next year for our annual trip! "
United States
Taylor D.
The price is AU$547
includes taxes & fees
12 Jan - 13 Jan 2026
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
2.0 star property
The price is AU$681
includes taxes & fees
5 Jan - 6 Jan 2026
5-Acre Retreat with Heated Pool & Private Pond
10.0 out of 10, Exceptional, (1)
"The property is very comfortable and has all the amenities needed and then some. The kitchen is fully stocked, the appliances are first rate, and the furnishings are a great mix of modern and antiques. I felt like I was at home, not in a rental. The owner was very responsive to any questions I had while staying on the property. "
United States
Cindy B.
The price is AU$571
includes taxes & fees
14 Jan - 15 Jan 2026
2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier
8.4 out of 10, Very good, (5)
"Beautiful house. Beautiful view of the bayou."
United States
Elizabeth T.
The price is AU$723
includes taxes & fees
2 Jan - 3 Jan 2026
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing
9.2 out of 10, Wonderful, (5)
"Clean, quiet, check in and our process was simple. Location is great."
United States
Hannah L.
The price is AU$578
includes taxes & fees
4 Jan - 5 Jan 2026
Bay Breeze Bungalow - Game Room & Pet Friendly
8.0 out of 10, Very good, (17)
"Good place to stay"
United States
SAlly C.
The price is AU$527
includes taxes & fees
18 Jan - 19 Jan 2026
Beautiful house with 4 bedrooms and 3 bathrooms
10.0 out of 10, Exceptional, (2)
"Lovely and excellent communication!! Will definitely make this a “place to stay” when visiting daughter in League City!! "
United States
Toni M.
The price is AU$600
includes taxes & fees
13 Jan - 14 Jan 2026
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

Holiday Home in San Leon

Charming Cottage I on Dickinson Bay
9.6 out of 10, Exceptional, (5)
"Close to the ocean, very clean, close to great restaurants. Would stay again "
United States
Danny P.
The price is AU$431
includes taxes & fees
18 Jan - 19 Jan 2026
Charming Cottage I on Dickinson Bay
9.8 out of 10, Exceptional, (11)
"Nice place. I would definitely stay there again. "
United States
Tim D.
The price is AU$685
includes taxes & fees
13 Jan - 14 Jan 2026
Bayfront Breeze - Waterfront home right on Dickinson/Galveston Bay!
10.0 out of 10, Exceptional, (1)
"Grew up here in Dickinson. I never knew this beautiful view ever existed here! Quiet neighborhood, plenty of outdoor and indoor activities, close to church, clean and absolutely worth the price! I will return when I visit my family in a few months! So happy to have found this hidden gem!!!"
United States
René B.
The price is AU$691
includes taxes & fees
4 Jan - 5 Jan 2026
Lakefront Retreat Getaway Gameroom Firepit Fishing
The price is AU$908
includes taxes & fees
12 Jan - 13 Jan 2026
Country Party House up to 46 guests 11/2 baths 1200 sq building
10.0 out of 10, Exceptional, (6)
"Beautiful location and great host. We enjoyed our family gathering. "
United States
Andy V.
The price is AU$1,363
includes taxes & fees
12 Jan - 13 Jan 2026
Bayfront Breeze - Waterfront w/Private Lighted Fishing Dock - Available 24/7
6.6 out of 10, (4)
"We had a great time although cleanliness was an issue. Beer cans, nicotine patches, and cigars left from previous guests, poop on the toilet with no toilet paper in the bathroom, and the pool was murky. But over all the house was great and unique. Love the layout and the boat deck was beautiful. "
United States
Leigh G.
The price is AU$1,115
includes taxes & fees
4 Jan - 5 Jan 2026
Waterfront Oasis with Pool, Fire Pit & Dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Dickinson Hotel Reviews

Find out more about Dickinson

Everything you need to know about Dickinson holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dickinson holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dickinson holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Dickinson holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dickinson. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dickinson holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dickinson holiday rentals we have selected for you start as low as AU$183 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Dickinson rentals

At Expedia, we put the best Dickinson holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dickinson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dickinson holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dickinson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Dickinson?

Yes, there are holiday rentals in Dickinson close to Bay Area Raceway, or you can select a more secluded option if you're looking for a relaxing stay. Dickinson is known for its sporting events and shopping. Make sure you have time to check out the spas and restaurants during your trip.

What are some of the best holiday rentals that Dickinson has to offer?

Beach House Just Steps from the Beach: This holiday home rental outside of Dickinson is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Dickinson?

With 72 Expedia holiday rentals, you're guaranteed to find just the right place for your Dickinson stay.

What can I see and do in Dickinson?

Cultural attractions include Dickinson Historic Railroad Center, whereas Bay Area Raceway is just one of the family-friendly sights. Other popular places to visit in the area include Port of Galveston Cruise Terminal and NASA Johnson Space Center.

What are holiday rentals like in Dickinson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dickinson. Holiday rentals offer extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip.