A beach with red and beige umbrellas, white and red beach chairs, and rocky outcrops.

Dickinson Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Dickinson holiday rentals

1. Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing
Dickinson
9.0 out of 10, Wonderful, (12 reviews)
"View was great! The house was well equipped with everything we needed with lots of extra towels and linens. Very comfortable stay for our group of 10 adults."
United States
Rebecca E.
The price is AU$624
includes taxes & fees
17 Aug - 18 Aug
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

2. Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
Dickinson
8.4 out of 10, Very good, (21 reviews)
"Clean, spacious for a family group of 9. Perfect location for a stop-over on our way to Galveston for a cruise."
United States
James P.
The price is AU$485
includes taxes & fees
30 Aug - 31 Aug
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

3. Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks
Dickinson
8.0 out of 10, Very good, (3 reviews)
"The house was very clean and comfortable! The master bed was very comfy. The only thing that was weird was there were no dressers. But that didn’t really affect us. Kids loved all the extra stuff and we loved staying right on the water. My husband enjoyed fishing and catching a few things. Nothing big, but at least he was able to fish on vacation. "
United States
Alvie May F.
The price is AU$570
includes taxes & fees
17 Aug - 18 Aug
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

4. Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.0 out of 10, Good, (10 reviews)
"This property had every amenity for entertainment "
United States
Ali T.
The price is AU$1,101
includes taxes & fees
25 Aug - 26 Aug
Waterfront Oasis with Pool, Fire Pit & Dock

5. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is AU$3,954
includes taxes & fees
25 Aug - 26 Aug
Private Mansion Retreat Basketball Court and More

6. Luxe Villa Close to Galveston, Kemah, NASA & Houston

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
Luxe Villa Close to Galveston, Kemah, NASA & Houston

7. Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.

Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.
San Leon
8.6 out of 10, Excellent, (7 reviews)
"Clean rooms had everything we need for the stay"
United States
G
The price is AU$220
includes taxes & fees
17 Aug - 18 Aug
Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.

8. 2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier

2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier
San Leon
10.0 out of 10, Exceptional, (1 review)
"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.
2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier

9. Waterfront Bay Views | Beautiful Private Pier

Waterfront Bay Views | Beautiful Private Pier
San Leon
10.0 out of 10, Exceptional, (24 reviews)
"Such a beautiful house and view! We would absolutely stay here again! Communication was excellent! Location was great! Quiet neighborhood!"
United States
Brittany P.
The price is AU$758
includes taxes & fees
17 Aug - 18 Aug
Waterfront Bay Views | Beautiful Private Pier

10. San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
San Leon
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful place !! We loved our stay "
United States
Yenly P.
The price is AU$562
includes taxes & fees
13 Sept - 14 Sept
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

11. Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
San Leon
10.0 out of 10, Exceptional, (9 reviews)
"Outstanding overall stay. This property is excellent "
United States
annalicia v.
The price is AU$548
includes taxes & fees
13 Sept - 14 Sept
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

12. Charming Cottage I on Dickinson Bay

Charming Cottage I on Dickinson Bay
San Leon
9.2 out of 10, Wonderful, (9 reviews)
"Everything was very good. Enjoy our stay "
United States
Richard N.
Charming Cottage I on Dickinson Bay

13. Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.8 out of 10, Excellent, (49 reviews)
"Great property and great value. Host was very communicative and the check in process was seamless. The barn was the big hit with our family. Great place to hang out with plenty to do for the kids. Property is super close to the Kemah Boardwalk which is a must do if you are from out of town. "
United States
Jason W.
The price is AU$513
includes taxes & fees
23 Aug - 24 Aug
Stunning Home with Expansive Pool & Game Room

14. Bay Breeze Bungalow - Game Room & Pet Friendly

Bay Breeze Bungalow - Game Room & Pet Friendly
San Leon
9.6 out of 10, Exceptional, (8 reviews)
"The property was close to family who live in the area and very accommodating for us. Host was super, always keeping us informed and checking on our needs. "
United States
Kathy B.
The price is AU$529
includes taxes & fees
17 Aug - 18 Aug
Bay Breeze Bungalow - Game Room & Pet Friendly

15. Lakefront Escape | 3BD/2BA Guesthouse in San Leon

Lakefront Escape | 3BD/2BA Guesthouse in San Leon
San Leon
Lakefront Escape | 3BD/2BA Guesthouse in San Leon

16. “Big Shirley” in Sunny San Leon

“Big Shirley” in Sunny San Leon
San Leon
10.0 out of 10, Exceptional, (2 reviews)
"Helpful owners"
United States
David
“Big Shirley” in Sunny San Leon

17. Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!

Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
San Leon
8.0 out of 10, Very good, (1 review)
"The dog next door barked a lot and we did not have any wash cloths or kitchen towels. Other than that the place was small but comfortable. Perfect for our short visit to the area. "
United States
Edith
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!

18. Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
7.0 out of 10, Good, (2 reviews)
"Property is great for outside fun"
United States
Yuli h.
The price is AU$539
includes taxes & fees
17 Aug - 18 Aug
Peaceful Retreat with Texas-Shaped Pool

19. Private Luxury Estate Retreat 8 Acres Near Galveston and Houston

Private Luxury Estate Retreat 8 Acres Near Galveston and Houston
Dickinson
The price is AU$2,685
includes taxes & fees
17 Aug - 18 Aug
Private Luxury Estate Retreat 8 Acres Near Galveston and Houston
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.
Save an average of 15% on thousands of hotels when you're signed in

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$141 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?

Salty Suites, beachfront, hot tub: This holiday home rental outside of Dickinson offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals will I find in Dickinson?

With 61 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 Galveston Seawall.

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.