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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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)
"Clean, spacious for a family group of 9. Perfect location for a stop-over on our way to Galveston for a cruise."
United States
James P.
The price is CA $161
CA $469 total
includes taxes & fees
Aug 12 - Aug 13
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
9.0 out of 10, Wonderful, (11 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 $326
CA $634 total
includes taxes & fees
Sep 10 - Sep 11
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

3. 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 $251
CA $624 total
includes taxes & fees
Aug 12 - Aug 13
Lakefront Retreat Getaway Gameroom Firepit Fishing

4. Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.

Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.
San Leon
8.6 out of 10, Excellent, (7 reviews)
"Clean rooms had everything we need for the stay"
United States
G
The price is CA $107
CA $215 total
includes taxes & fees
Aug 13 - Aug 14
Charming 2-bedroom cabin with WiFi, AC in tranquil surrounding.

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)
"This property had every amenity for entertainment "
United States
Ali T.
The price is CA $447
CA $1,154 total
includes taxes & fees
Aug 25 - Aug 26
Waterfront Oasis with Pool, Fire Pit & Dock

6. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is CA $1,831
CA $4,009 total
includes taxes & fees
Aug 18 - Aug 19
Private Mansion Retreat Basketball Court and More

7. Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
9.0 out of 10, Wonderful, (8 reviews)
"We had a great time.. will be back"
United States
Emma G.
The price is CA $146
CA $533 total
includes taxes & fees
Aug 12 - Aug 13
Family-Friendly Retreat with Pool & Outdoor Lounge

8. Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.8 out of 10, Excellent, (49 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 $156
CA $487 total
includes taxes & fees
Aug 13 - Aug 14
Stunning Home with Expansive Pool & Game Room

9. Lakefront Escape | 3BD/2BA Guesthouse in San Leon

Lakefront Escape | 3BD/2BA Guesthouse in San Leon
San Leon
The price is CA $167
CA $507 total
includes taxes & fees
Sep 1 - Sep 2
Lakefront Escape | 3BD/2BA Guesthouse in San Leon

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is CA $339
CA $842 total
includes taxes & fees
Aug 24 - Aug 25
Luxe Villa Close to Galveston, Kemah, NASA & Houston

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, (9 reviews)
"We had a wonderful stay! The home was beautiful, clean and relaxing. The hosts were also wonderful to coordinate with. We will absolutely stay here again next year for our annual trip! "
United States
Taylor D.
The price is CA $257
CA $549 total
includes taxes & fees
Sep 6 - Sep 7
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

12. Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
8.0 out of 10, Very good, (1 review)
"Property is great for outside fun"
United States
Yuli h.
The price is CA $159
CA $491 total
includes taxes & fees
Aug 12 - Aug 13
Peaceful Retreat with Texas-Shaped Pool

13. Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
8.0 out of 10, Very good, (2 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 CA $234
CA $567 total
includes taxes & fees
Sep 9 - Sep 10
Waterfront Bay Home with Pool & Private Pier

14. “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 $218
CA $259 total
includes taxes & fees
Sep 9 - Sep 10
“Big Shirley” in Sunny San Leon

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 CA $201
CA $348 total
includes taxes & fees
Aug 21 - Aug 22
Charming Cottage I on Dickinson Bay

16. Bay Breeze Bungalow - Game Room & Pet Friendly

Bay Breeze Bungalow - Game Room & Pet Friendly
San Leon
9.6 out of 10, Exceptional, (8 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 $261
CA $532 total
includes taxes & fees
Aug 24 - Aug 25
Bay Breeze Bungalow - Game Room & Pet Friendly

17. 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 $305
CA $582 total
includes taxes & fees
Aug 17 - Aug 18
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

18. 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 $250
CA $741 total
includes taxes & fees
Aug 12 - Aug 13
Cozy Bay House w/ Heated Spool + Pier

19. 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 $325
CA $747 total
includes taxes & fees
Aug 12 - Aug 13
Waterfront Bay Views | Beautiful Private Pier

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, (2 reviews)
"10/10 definitely would booked again."
United States
Esther C.
The price is CA $182
CA $527 total
includes taxes & fees
Aug 12 - Aug 13
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.
Save an average of 15% on thousands of hotels when you're signed in

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?

Salty Suites, beachfront, hot tub: Visitors like this Dickinson vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a hot tub.

How many vacation rentals will I find in Dickinson?

With 61 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 Galveston Seawall.

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.