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

Holiday Rentals in Dickinson

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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
8.6 out of 10, Excellent, (15 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 €380
includes taxes & fees
20 Sept - 21 Sept
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)
The price is €308
includes taxes & fees
18 Sept - 19 Sept
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

3. Lakefront Retreat Getaway Gameroom Firepit Fishing

Lakefront Retreat Getaway Gameroom Firepit Fishing
Dickinson
10.0 out of 10, Exceptional, (1 review)
The price is €419
includes taxes & fees
18 Sept - 19 Sept
Lakefront Retreat Getaway Gameroom Firepit Fishing

4. 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 €393
includes taxes & fees
29 Sept - 30 Sept
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

5. Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.0 out of 10, Good, (10 reviews)
"Amazing.. 4stars..."
United States
Melinda C.
The price is €789
includes taxes & fees
29 Sept - 30 Sept
Waterfront Oasis with Pool, Fire Pit & Dock

6. 5-Acre Retreat with Heated Pool & Private Pond

5-Acre Retreat with Heated Pool & Private Pond
San Leon
10.0 out of 10, Exceptional, (4 reviews)
"This was a beautiful property plenty of room and very clean! I will be back "
United States
Sarah L.
5-Acre Retreat with Heated Pool & Private Pond

7. 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.
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

8. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is €2,453
includes taxes & fees
20 Sept - 21 Sept
Private Mansion Retreat Basketball Court and More

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is €519
includes taxes & fees
20 Sept - 21 Sept
Luxe Villa Close to Galveston, Kemah, NASA & Houston

10. Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
9.0 out of 10, Wonderful, (4 reviews)
"Our stay was great. There were a few mechanical details that could be addressed but didn't interfere with our stay. I would definitely stay here again."
United States
Cheryl S.
The price is €355
includes taxes & fees
7 Oct - 8 Oct
Waterfront Bay Home with Pool & Private Pier

11. 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.
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

12. “Big Shirley” in Sunny San Leon

“Big Shirley” in Sunny San Leon
San Leon
10.0 out of 10, Exceptional, (2 reviews)
“Big Shirley” in Sunny San Leon

13. 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.
Waterfront Bay Views | Beautiful Private Pier

14. Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.6 out of 10, Excellent, (51 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.
Stunning Home with Expansive Pool & Game Room

15. 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.
The price is €220
includes taxes & fees
20 Sept - 21 Sept
Charming Cottage I on Dickinson Bay

16. Ultimate Fall Bungalow: Close to Pier 6 + GameRoom

Ultimate Fall Bungalow: Close to Pier 6 + GameRoom
San Leon
9.6 out of 10, Exceptional, (9 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.
Ultimate Fall Bungalow: Close to Pier 6 + GameRoom

17. Cozy Bay House w/ Heated Spool + Pier

Cozy Bay House w/ Heated Spool + Pier
San Leon
9.6 out of 10, Exceptional, (7 reviews)
"Great fishing trip!! "
United States
Jessica R.
The price is €456
includes taxes & fees
22 Sept - 23 Sept
Cozy Bay House w/ Heated Spool + Pier

18. 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!

19. 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.
Peaceful Retreat with Texas-Shaped Pool

20. Charming Bayfront Home w/ Pool, Pier, and Firepit

Charming Bayfront Home w/ Pool, Pier, and Firepit
San Leon
7.0 out of 10, Good, (6 reviews)
Charming Bayfront Home w/ Pool, Pier, and Firepit
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, apart-hotels, 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 favorite 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 depends 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 €90 per night. Entering your travel dates in the search wizard you might find 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?

Pleasure Pier Retreat Manor by Ryson Vacation Rentals: This holiday home rental outside Dickinson is located near the beach, and has a furnished patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Dickinson?

With 63 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.