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

Dickinson Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Dickinson holiday rentals

A large house with a swimming pool, dock, and lush greenery surrounding a river.

1. Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.2 out of 10, Good, (11 reviews)
"Amazing.. 4stars..."
United States
Melinda C.
The price is HK$1,844
HK$5,645 total
includes taxes & fees
1 Nov - 2 Nov
Waterfront Oasis with Pool, Fire Pit & Dock
A modern kitchen with a central island, bar stools, and a dining area with a TV.

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, (17 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 HK$1,766
HK$3,564 total
includes taxes & fees
20 Oct - 21 Oct
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing
A marina with boats docked and a large building with scaffolding in the background.

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

Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
Dickinson
8.6 out of 10, Excellent, (22 reviews)
"Met all our expectations lovely home."
United States
Luwana V.
The price is HK$1,059
HK$2,755 total
includes taxes & fees
20 Oct - 21 Oct
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
A modern kitchen with a marble island, stainless steel appliances, and a view of a lake.

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 HK$1,497
HK$3,641 total
includes taxes & fees
20 Oct - 21 Oct
Lakefront Retreat Getaway Gameroom Firepit Fishing
A spacious living area with a grand staircase, elegant furniture, and ornate ceiling decorations.

5. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is HK$7,969
HK$22,993 total
includes taxes & fees
20 Oct - 21 Oct
Private Mansion Retreat Basketball Court and More
A spacious living area with a grand staircase, elegant furniture, and a chandelier.

6. Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect

Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect
Dickinson
The price is HK$7,492
HK$61,284 total
includes taxes & fees
20 Oct - 21 Oct
Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect
A two-story stone house with a pool, outdoor seating, and a covered patio.

7. 5-Acre Retreat with Heated Pool & Private Pond

5-Acre Retreat with Heated Pool & Private Pond
San Leon
10.0 out of 10, Exceptional, (5 reviews)
"This was a beautiful property plenty of room and very clean! I will be back "
United States
Sarah L.
The price is HK$1,484
HK$4,048 total
includes taxes & fees
16 Nov - 17 Nov
5-Acre Retreat with Heated Pool & Private Pond
Living area

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is HK$2,115
HK$4,878 total
includes taxes & fees
20 Oct - 21 Oct
Luxe Villa Close to Galveston, Kemah, NASA & Houston
A bedroom with a bed, a desk, a chair, and a balcony with wicker chairs.

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 HK$1,446
HK$3,149 total
includes taxes & fees
20 Oct - 21 Oct
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
Interior

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 HK$883
HK$1,093 total
includes taxes & fees
20 Oct - 21 Oct
“Big Shirley” in Sunny San Leon
A residential area with a swimming pool surrounded by a fence, houses with balconies, and a clear sky.

11. 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 HK$819
HK$2,560 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Bay Home with Pool & Private Pier
A compact RV interior with a kitchenette, a bed, and a bathroom.

12. 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 HK$706
HK$906 total
includes taxes & fees
20 Oct - 21 Oct
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
A covered deck with wicker chairs, a large planter, and a view of the ocean.

13. 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 HK$2,347
HK$4,146 total
includes taxes & fees
31 Oct - 1 Nov
2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit pier
A bedroom with a bed, a sofa, a fireplace, and a ceiling fan.

14. Cozy Getaway on the Lakehouse Galveston Texas

Cozy Getaway on the Lakehouse Galveston Texas
San Leon
Cozy Getaway on the Lakehouse Galveston Texas
An outdoor dining area with tables and chairs, a wooden bench, and hanging chairs overlooking the sea.

15. 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 HK$1,515
HK$3,076 total
includes taxes & fees
20 Oct - 21 Oct
Coastal Fall Escape:Fishing Hub-By Pier 6-GameRoom
A balcony with a view of a calm lake, a palm tree, and a white coffee cup on a tray.

16. 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, (10 reviews)
"Beautiful place !! We loved our stay "
United States
Yenly P.
The price is HK$1,399
HK$2,909 total
includes taxes & fees
21 Oct - 22 Oct
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
A small blue shed with a white door, surrounded by a well-maintained lawn and palm trees.

17. Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
8.2 out of 10, Very good, (12 reviews)
"Other than having to request pool to be cleaned, the place was amazing!! My family and I really enjoyed ourselves and built a lot of memories. The place was big enough for everyone and the game room was an amazing plus!!"
United States
Christine A.
The price is HK$852
HK$3,053 total
includes taxes & fees
20 Oct - 21 Oct
Family-Friendly Retreat with Pool & Outdoor Lounge
A spacious living room with a sofa, armchairs, and a coffee table. There is a kitchen area with a refrigerator and a dining table.

18. 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 HK$1,831
HK$4,240 total
includes taxes & fees
20 Oct - 21 Oct
Waterfront Bay Views | Beautiful Private Pier
A compact kitchen with a central island, bar stools, and a yellow patterned rug.

19. Charming Cottage I on Dickinson Bay

Charming Cottage I on Dickinson Bay
San Leon
9.2 out of 10, Wonderful, (9 reviews)
"Clean and perfect location for what we needed. Plenty of space. Top Water restaurant close by and good food. Will stay again."
United States
L Michelle P.
Charming Cottage I on Dickinson Bay
A modern living room with a gray sofa, a coffee table, and a TV on a white cabinet.

20. 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 HK$1,405
HK$4,185 total
includes taxes & fees
21 Oct - 22 Oct
Cozy Bay House w/ Heated Spool + 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

Hyatt Select Galveston - Beachfront

Hyatt Select Galveston - Beachfront

8/10 Good
"The rooms are clean and thr staff amazing but the elevators are iffy, television not working well and ice only on first floor."
Curt 5-night trip
Posted 2 hours ago
Hyatt Select Galveston - Beachfront

Find out more about Dickinson

Search for holiday rentals in Dickinson on Expedia! You can easily find your home rentals, villas, holiday apartments in Dickinson using one of the methods below:

  • View our selection of featured holiday rentals in Dickinson
  • Use the map to find apartments and other holiday homes in the Dickinson neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Dickinson while they last

Look no further and take a look at our great range of rental properties in Dickinson!

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.