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)
"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.
$310 nightly
The price is $345
Aug 11 - Aug 12
Total with taxes and fees
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.
$431 nightly
The price is $453
Sep 1 - Sep 2
Total with taxes and fees
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.
$493 nightly
The price is $519
Aug 9 - Aug 10
Total with taxes and fees
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
$147 nightly
The price is $154
Aug 6 - Aug 7
Total with taxes and fees
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.
$735 nightly
The price is $819
Aug 25 - Aug 26
Total with taxes and fees
Waterfront Oasis with Pool, Fire Pit & Dock

6. “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
$158 nightly
The price is $166
Sep 1 - Sep 2
Total with taxes and fees
“Big Shirley” in Sunny San Leon

7. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
$2,591 nightly
The price is $2,928
Aug 13 - Aug 14
Total with taxes and fees
Private Mansion Retreat Basketball Court and More

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
$573 nightly
The price is $604
Aug 9 - Aug 10
Total with taxes and fees
Luxe Villa Close to Galveston, Kemah, NASA & Houston

9. 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.
$408 nightly
The price is $429
Aug 17 - Aug 18
Total with taxes and fees
Family-Friendly Retreat with Pool & Outdoor Lounge

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

Lakefront Escape | 3BD/2BA Guesthouse in San Leon
San Leon
$371 nightly
The price is $371
Sep 1 - Sep 2
Total with taxes and fees
Lakefront Escape | 3BD/2BA Guesthouse in San Leon

11. 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.
$361 nightly
The price is $380
Aug 20 - Aug 21
Total with taxes and fees
Waterfront Bay Home with Pool & Private Pier

12. 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.
$236 nightly
The price is $249
Aug 6 - Aug 7
Total with taxes and fees
Charming Cottage I on Dickinson Bay

13. 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.
$364 nightly
The price is $383
Aug 13 - Aug 14
Total with taxes and fees
Stunning Home with Expansive Pool & Game Room

14. 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.
$391 nightly
The price is $411
Aug 16 - Aug 17
Total with taxes and fees
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

15. 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.
$513 nightly
The price is $540
Aug 9 - Aug 10
Total with taxes and fees
Waterfront Bay Views | Beautiful Private Pier

16. 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.
$358 nightly
The price is $377
Aug 12 - Aug 13
Total with taxes and fees
Peaceful Retreat with Texas-Shaped Pool

17. 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.
$404 nightly
The price is $425
Aug 11 - Aug 12
Total with taxes and fees
Charming Bayfront Home w/ Pool, Pier, and Firepit

18. 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.
$385 nightly
The price is $385
Aug 9 - Aug 10
Total with taxes and fees
Bay Breeze Bungalow - Game Room & Pet Friendly

19. 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.
$502 nightly
The price is $528
Aug 28 - Aug 29
Total with taxes and fees
2-bedroom 2 bath..4 beds total Amazing Waterfront condo w/310 ft lit 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)
"Beautiful view, we loved the dock and fire pit."
United States
Ruby C.
$1,238 nightly
The price is $1,303
Aug 12 - Aug 13
Total with taxes and fees
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.
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Top Dickinson Hotel Reviews

Find out more about Dickinson

Everything you need to know about Dickinson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dickinson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dickinson vacation 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 low season months. For more hustle and bustle, you may prefer to visit Dickinson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dickinson rentals

At Expedia, we put the best Dickinson vacation 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 vacation.

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 vacation rental in Dickinson?

Yes, there are vacation rentals in Dickinson near Dickinson Historic Railroad Center, 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 58 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.