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.
The price is CA $180
CA $488 total
includes taxes & fees
Oct 4 - Oct 5
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
8.6 out of 10, Excellent, (15 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 $318
CA $630 total
includes taxes & fees
Sep 27 - Sep 28
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

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 CA $296
CA $644 total
includes taxes & fees
Sep 29 - Sep 30
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

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 $329
CA $718 total
includes taxes & fees
Sep 27 - Sep 28
Lakefront Retreat Getaway Gameroom Firepit Fishing

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)
"Amazing.. 4stars..."
United States
Melinda C.
The price is CA $331
CA $1,014 total
includes taxes & fees
Sep 29 - Sep 30
Waterfront Oasis with Pool, Fire Pit & Dock

6. 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 $132
CA $464 total
includes taxes & fees
Sep 28 - Sep 29
Stunning Home with Expansive Pool & Game Room

7. “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 $159
CA $196 total
includes taxes & fees
Sep 28 - Sep 29
“Big Shirley” in Sunny San Leon

8. 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 $260
CA $566 total
includes taxes & fees
Sep 30 - Oct 1
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

9. 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 $127
CA $163 total
includes taxes & fees
Sep 28 - Sep 29
Bella's Bungalow in Sunny San leon, TX. Come to escape and enjoy the Salt Life!

10. 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 $163
CA $561 total
includes taxes & fees
Sep 28 - Sep 29
Family-Friendly Retreat with Pool & Outdoor Lounge

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

Luxe Villa Close to Galveston, Kemah, NASA & Houston
Dickinson
The price is CA $342
CA $824 total
includes taxes & fees
Sep 27 - Sep 28
Luxe Villa Close to Galveston, Kemah, NASA & Houston

12. Private Mansion Retreat Basketball Court and More

Private Mansion Retreat Basketball Court and More
2.0 star property
Dickinson
The price is CA $1,457
CA $3,966 total
includes taxes & fees
Oct 5 - Oct 6
Private Mansion Retreat Basketball Court and More

13. 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 $348
CA $826 total
includes taxes & fees
Oct 19 - Oct 20
5-Acre Retreat with Heated Pool & Private Pond

14. Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
9.0 out of 10, Wonderful, (4 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 $187
CA $522 total
includes taxes & fees
Sep 28 - Sep 29
Waterfront Bay Home with Pool & Private Pier

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 $203
CA $352 total
includes taxes & fees
Sep 27 - Sep 28
Charming Cottage I on Dickinson Bay

16. 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 $257
CA $535 total
includes taxes & fees
Sep 27 - Sep 28
Coastal Fall Escape:Fishing Hub-By Pier 6-GameRoom

17. 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 $160
CA $498 total
includes taxes & fees
Sep 28 - Sep 29
Peaceful Retreat with Texas-Shaped Pool

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 $252
CA $749 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Bay House w/ Heated Spool + Pier

19. 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 $293
CA $572 total
includes taxes & fees
Sep 27 - Sep 28
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

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 $330
CA $761 total
includes taxes & fees
Sep 27 - Sep 28
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 vacation rental near Dickinson, which 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 63 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.