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

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Our top choices for Dickinson holiday rentals

1. 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)
"Met all our expectations lovely home."
United States
Luwana V.
The price is £277
includes taxes & fees
17 Oct - 18 Oct
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston

2. 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
8.8 out of 10, Excellent, (16 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 £328
includes taxes & fees
14 Oct - 15 Oct
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

3. 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 £573
includes taxes & fees
22 Oct - 23 Oct
Waterfront Oasis with Pool, Fire Pit & Dock

4. Lakefront Retreat Getaway Gameroom Firepit Fishing

Lakefront Retreat Getaway Gameroom Firepit Fishing
Dickinson
10.0 out of 10, Exceptional, (1 review)
"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 £462
includes taxes & fees
10 Oct - 11 Oct
Lakefront Retreat Getaway Gameroom Firepit Fishing

5. 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.
The price is £414
includes taxes & fees
27 Oct - 28 Oct
5-Acre Retreat with Heated Pool & Private Pond

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is £473
includes taxes & fees
11 Oct - 12 Oct
Luxe Villa Close to Galveston, Kemah, NASA & Houston

7. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is £2,295
includes taxes & fees
12 Oct - 13 Oct
Private Mansion Retreat Basketball Court and More

8. Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
9.2 out of 10, Wonderful, (5 reviews)
"Clean house. Nice view on second floor covered patio. We enjoyed the stay overall however the back area needs some help. Backyard water hose and faucet was in the pool equipment area that is enclosed. Wanted to clean fishing gear but couldn’t. Pool needs bottom tiles replaced and pool lights fixed. Wanted to skim the pool but no pole net. They brought a skimmer net with no pole!"
United States
Lynnette D.
The price is £259
includes taxes & fees
2 Nov - 3 Nov
Waterfront Bay Home with Pool & Private Pier

9. 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 £298
includes taxes & fees
12 Oct - 13 Oct
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

10. “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
The price is £108
includes taxes & fees
11 Oct - 12 Oct
“Big Shirley” in Sunny San Leon

11. 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
The price is £90
includes taxes & fees
11 Oct - 12 Oct
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!

12. 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 £274
includes taxes & fees
21 Oct - 22 Oct
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

13. Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
8.0 out of 10, Very good, (11 reviews)
"We had a great time.. will be back"
United States
Emma G.
The price is £302
includes taxes & fees
14 Oct - 15 Oct
Family-Friendly Retreat with Pool & Outdoor Lounge

14. 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.
The price is £396
includes taxes & fees
31 Oct - 1 Nov
2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier

15. Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
6.0 out of 10, (3 reviews)
"Property is great for outside fun"
United States
Yuli h.
The price is £290
includes taxes & fees
20 Oct - 21 Oct
Peaceful Retreat with Texas-Shaped Pool

16. Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.6 out of 10, Excellent, (52 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 £276
includes taxes & fees
20 Oct - 21 Oct
Stunning Home with Expansive Pool & Game Room

17. Coastal Fall Escape:Fishing Hub-By Pier 6-GameRoom

Coastal Fall Escape:Fishing Hub-By 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.
The price is £300
includes taxes & fees
11 Oct - 12 Oct
Coastal Fall Escape:Fishing Hub-By Pier 6-GameRoom

18. 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 £203
includes taxes & fees
4 Nov - 5 Nov
Charming Cottage I on Dickinson Bay

19. 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 £393
includes taxes & fees
14 Oct - 15 Oct
Cozy Bay House w/ Heated Spool + Pier

20. 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 £407
includes taxes & fees
13 Oct - 14 Oct
Waterfront Bay Views | Beautiful Private Pier
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 £70 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. 

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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 62 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.