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

Dickinson Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Dickinson vacation rentals

A marina with boats docked and a large building with scaffolding in the background.

1. 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 ￥17,763
￥50,467 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 3BR/2BA Home Near Galveston Cruise Port, NASA & Houston
A large house with a swimming pool, dock, and lush greenery surrounding a river.

2. 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 ￥40,854
￥118,305 total
includes taxes & fees
Nov 19 - Nov 20
Waterfront Oasis with Pool, Fire Pit & Dock
A modern kitchen with white cabinetry, a marble island, and a built-in oven.

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 ￥32,195
￥68,625 total
includes taxes & fees
Nov 12 - Nov 13
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks
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 ￥33,245
￥73,401 total
includes taxes & fees
Nov 4 - Nov 5
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 ￥172,951
￥477,141 total
includes taxes & fees
Nov 4 - Nov 5
Private Mansion Retreat Basketball Court and More
Living area

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is ￥45,937
￥102,212 total
includes taxes & fees
Nov 4 - Nov 5
Luxe Villa Close to Galveston, Kemah, NASA & Houston
A spacious living area with a grand staircase, elegant furniture, and a chandelier.

7. 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 ￥135,811
￥1,185,066 total
includes taxes & fees
Nov 4 - Nov 5
Made for Group Getaways, Family Escapes and Memorable Stays with Space to Relax, Play and Connect
A residential area with a swimming pool surrounded by a fence, houses with balconies, and a clear sky.

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)
"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 ￥17,763
￥52,065 total
includes taxes & fees
Nov 4 - Nov 5
Waterfront Bay Home with Pool & Private Pier
A compact kitchen with a refrigerator, microwave, and stove. There is a dining area with a table and chairs.

9. 2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views

2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views
San Leon
10.0 out of 10, Exceptional, (1 review)
"I had a bay boat for fishing down there, so only issue I had was the listing looked like it was a double wide on stilts with a double driveway to park the boat in. Once there the actual trailer we were in was to the side and the one showed had someone in it. So the double driveway was only a single driveway and too narrow to get a boat into. The owner did have cameras and was super kind in sending me pictures of the boat parked out by the street and said they would inform me If anyone messed...
United States
Anonymous traveler
The price is ￥13,421
￥22,815 total
includes taxes & fees
Nov 8 - Nov 9
2 Bedroom 1 Bath Bungalow in San Leon, TX with Water Views
A compact RV interior with a kitchenette, a bed, and a bathroom.

10. 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 ￥14,180
￥16,922 total
includes taxes & fees
Nov 6 - Nov 7
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!
A bedroom with a bed, a desk, a chair, and a balcony with wicker chairs.

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, (10 reviews)
"Outstanding overall stay. This property is excellent "
United States
annalicia v.
The price is ￥31,398
￥62,955 total
includes taxes & fees
Nov 4 - Nov 5
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston
Interior

12. “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 ￥17,763
￥20,723 total
includes taxes & fees
Nov 4 - Nov 5
“Big Shirley” in Sunny San Leon
A house with a swimming pool, outdoor seating, and a covered patio area.

13. Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
4.4 out of 10, (6 reviews)
"Property is great for outside fun"
United States
Yuli h.
The price is ￥20,426
￥58,724 total
includes taxes & fees
Nov 17 - Nov 18
Peaceful Retreat with Texas-Shaped Pool
A backyard with a covered patio, a fire pit, and picnic tables under a starry night sky.

14. Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
8.2 out of 10, Very good, (15 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 ￥17,763
￥59,233 total
includes taxes & fees
Nov 4 - Nov 5
Family-Friendly Retreat with Pool & Outdoor Lounge
A balcony with a view of a calm lake, a palm tree, and a white coffee cup on a tray.

15. 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 ￥28,136
￥55,844 total
includes taxes & fees
Nov 4 - Nov 5
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!
An indoor recreational area with a pool, outdoor seating, and a view of a house.

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 ￥16,307
￥53,808 total
includes taxes & fees
Nov 4 - Nov 5
Stunning Home with Expansive Pool & Game Room
A modern kitchen with granite countertops, wooden cabinets, and a dining area with a table and chairs.

17. 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.
The price is ￥21,315
￥35,999 total
includes taxes & fees
Nov 4 - Nov 5
Charming Cottage I on Dickinson Bay
An outdoor dining area with tables and chairs, a wooden bench, and hanging chairs overlooking the sea.

18. Holidays on the Bay: Game Room + 2 blks to Pier 6

Holidays on the Bay: Game Room + 2 blks to Pier 6
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 ￥30,409
￥58,770 total
includes taxes & fees
Nov 5 - Nov 6
Holidays on the Bay: Game Room + 2 blks to Pier 6
A wooden pier leading to a gazebo with a clear view of the ocean.

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

Charming Bayfront Home w/ Pool, Pier, and Firepit
San Leon
7.6 out of 10, Good, (7 reviews)
"10/10 definitely would booked again."
United States
Esther C.
The price is ￥20,960
￥57,602 total
includes taxes & fees
Nov 4 - Nov 5
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dickinson Hotel Reviews

Harbor House Hotel and Marina at Pier 21

Harbor House Hotel and Marina at Pier 21

10/10 Excellent
"Great place to stay for getting on a cruise ship"
Harry 2-night trip
Posted 1 hour ago
Harbor House Hotel and Marina at Pier 21

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 vacation rental in Dickinson?

Yes, there are vacation rentals in Dickinson near Bay Area Raceway, or you can go with 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 vacation home rentals in Dickinson?

Pleasure Pier Retreat Manor by Ryson Vacation Rentals: You might want to consider this Dickinson vacation home rental for your stay. It is located near the beach and has a furnished patio, a private yard, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Dickinson?

With 62 Expedia vacation rentals, you're sure 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 vacation rentals like in Dickinson?

Vacation rentals are privately owned properties you can book for a couple days or more in Dickinson. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips or small group gatherings.