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

Dickinson Vacation Rentals

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Our top choices for Dickinson vacation 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 CA $164
CA $476 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $321
CA $636 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $335
CA $1,011 total
includes taxes & fees
Oct 8 - Oct 9
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 CA $438
CA $850 total
includes taxes & fees
Oct 10 - Oct 11
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 CA $279
CA $738 total
includes taxes & fees
Nov 2 - Nov 3
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 CA $384
CA $886 total
includes taxes & fees
Oct 11 - Oct 12
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 CA $1,473
CA $4,341 total
includes taxes & fees
Oct 7 - Oct 8
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)
The price is CA $173
CA $499 total
includes taxes & fees
Nov 3 - Nov 4
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 CA $263
CA $565 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $160
CA $198 total
includes taxes & fees
Oct 7 - Oct 8
“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 CA $128
CA $164 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $254
CA $527 total
includes taxes & fees
Oct 12 - Oct 13
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 CA $149
CA $548 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $426
CA $753 total
includes taxes & fees
Oct 31 - Nov 1
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 CA $162
CA $503 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $128
CA $457 total
includes taxes & fees
Oct 8 - Oct 9
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 CA $265
CA $540 total
includes taxes & fees
Oct 8 - Oct 9
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 CA $228
CA $380 total
includes taxes & fees
Nov 4 - Nov 5
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 CA $255
CA $757 total
includes taxes & fees
Oct 7 - Oct 8
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 CA $332
CA $761 total
includes taxes & fees
Oct 7 - Oct 8
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Dickinson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.