Dickinson Vacation Rentals

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Our top choices for Dickinson vacation rentals

Family-Friendly Retreat with Pool & Outdoor Lounge

Family-Friendly Retreat with Pool & Outdoor Lounge
San Leon
10.0 out of 10, Exceptional, (3 reviews)
"We had a great time.. will be back"
United States
Emma G.
$404 nightly
The price is $425
May 14 - May 15
Total with taxes and fees
Family-Friendly Retreat with Pool & Outdoor Lounge

Peaceful Retreat with Texas-Shaped Pool

Peaceful Retreat with Texas-Shaped Pool
San Leon
7.8 out of 10, Good, (7 reviews)
"We had a great time ! Wish we could have stayed longer . Beautiful property!"
United States
Carole N.
$356 nightly
The price is $375
May 7 - May 8
Total with taxes and fees
Peaceful Retreat with Texas-Shaped Pool

“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
$145 nightly
The price is $153
May 12 - May 13
Total with taxes and fees
“Big Shirley” in Sunny San Leon

Cozy 3BR Home Escape | Modern & Serene

Cozy 3BR Home Escape | Modern & Serene
Dickinson
7.8 out of 10, Good, (9 reviews)
"Beautiful, quiet and close to everything you and your family need"
United States
Ahmad W
$379 nightly
The price is $395
May 19 - May 20
Total with taxes and fees
Cozy 3BR Home Escape | Modern & Serene

Charming Cottage I on Dickinson Bay

Charming Cottage I on Dickinson Bay
San Leon
9.8 out of 10, Exceptional, (6 reviews)
"Close to the ocean, very clean, close to great restaurants. Would stay again "
United States
Danny P.
$253 nightly
The price is $266
May 7 - May 8
Total with taxes and fees
Charming Cottage I on Dickinson Bay

Bayfront Breeze - Waterfront home right on Dickinson/Galveston Bay!

Bayfront Breeze - Waterfront home right on Dickinson/Galveston Bay!
San Leon
9.8 out of 10, Exceptional, (16 reviews)
"Everything was as advertised."
United States
brandon
$468 nightly
The price is $493
May 7 - May 8
Total with taxes and fees
Bayfront Breeze - Waterfront home right on Dickinson/Galveston Bay!

Stunning Home with Expansive Pool & Game Room

Stunning Home with Expansive Pool & Game Room
San Leon
8.8 out of 10, Excellent, (46 reviews)
"Fantastic accommodations for family! Kids loved the pool and arcade games. This property is located close to kemah, restaurants and Galveston and we had the best time!Highly Recommend!!!"
United States
Donna M.
$416 nightly
The price is $438
May 21 - May 22
Total with taxes and fees
Stunning Home with Expansive Pool & Game Room

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, (6 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.
$366 nightly
The price is $385
May 7 - May 8
Total with taxes and fees
Artistic & Charming 2-bedroom house on quiet lake near NASA and Galveston

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
9.2 out of 10, Wonderful, (9 reviews)
"The host was very welcoming and made sure everything was ready from the moment we opened the door. The place was very clean and tidy. Combined with the beautiful view and great location, we will likely be visiting again in the future."
United States
Bryan H.
$429 nightly
The price is $452
May 14 - May 15
Total with taxes and fees
Dickinson Bayou Front Retreat Gateway Spacious 5-bedroom with Water view fishing

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.
$507 nightly
The price is $533
May 10 - May 11
Total with taxes and fees
Cozy Bay House w/ Heated Spool + Pier

Waterfront Bay Views | Beautiful Private Pier

Waterfront Bay Views | Beautiful Private Pier
San Leon
10.0 out of 10, Exceptional, (22 reviews)
"Very clean place, great location and beautiful bat view would definitely stay at this place again in the future! "
United States
Ryan B.
$513 nightly
The price is $540
May 7 - May 8
Total with taxes and fees
Waterfront Bay Views | Beautiful Private Pier

Luxe Home 5 Bedroom Villa

Luxe Home 5 Bedroom Villa
League City
9.2 out of 10, Wonderful, (7 reviews)
"My group had a great stay at this property. The place was as described and the host was accommodating. Would stay here again if back in the area. "
United States
Conner C.
$550 nightly
The price is $565
May 7 - May 8
Total with taxes and fees
Luxe Home 5 Bedroom Villa

Waterfront Bay Home with Pool & Private Pier

Waterfront Bay Home with Pool & Private Pier
San Leon
$333 nightly
The price is $350
May 7 - May 8
Total with taxes and fees
Waterfront Bay Home with Pool & Private Pier

Bay Breeze Bungalow - Game Room & Pet Friendly

Bay Breeze Bungalow - Game Room & Pet Friendly
San Leon
9.6 out of 10, Exceptional, (7 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.
$384 nightly
The price is $384
May 17 - May 18
Total with taxes and fees
Bay Breeze Bungalow - Game Room & Pet Friendly

5-Acre Retreat with Heated Pool & Private Pond

5-Acre Retreat with Heated Pool & Private Pond
San Leon
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful property plenty of room and very clean! I will be back "
United States
Sarah L.
$487 nightly
The price is $512
May 20 - May 21
Total with taxes and fees
5-Acre Retreat with Heated Pool & Private Pond

Waterfront Oasis with Pool, Fire Pit & Dock

Waterfront Oasis with Pool, Fire Pit & Dock
Kemah Area
7.8 out of 10, Good, (7 reviews)
"This property had every amenity for entertainment "
United States
Ali T.
$679 nightly
The price is $756
May 7 - May 8
Total with taxes and fees
Waterfront Oasis with Pool, Fire Pit & Dock

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, (6 reviews)
"Great little spot. Had everything one would need. The private pier was awesome."
United States
Keith K.
$400 nightly
The price is $421
May 10 - May 11
Total with taxes and fees
San Leon, Galv Bay- 300' Private Pier w/ Green Fishing Lights! Immaculate home!

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)
"First night there it was a large rodent scratching inside the first floor ceiling for a good portion of the night. We later say a raccoon running across the back lawn."
United States
Donnell J.
$400 nightly
The price is $421
May 10 - May 11
Total with taxes and fees
Waterfront Retreat Getaway with Gameroom Firepit Fishing Kayaks

Waterfront 3 bedroom2bath 5bedsTotal 310ft lighted private fishing pier

Waterfront 3 bedroom2bath 5bedsTotal 310ft lighted private fishing pier
San Leon
8.0 out of 10, Very Good, (6 reviews)
"Beautiful stay and fishing really appreciate that"
United States
Randrick W.
$405 nightly
The price is $426
May 10 - May 11
Total with taxes and fees
Waterfront 3 bedroom2bath 5bedsTotal 310ft lighted private fishing pier

Country Party House up to 46 guests 11/2 baths 1200 sq building

Country Party House up to 46 guests 11/2 baths 1200 sq building
San Leon
$571 nightly
The price is $601
May 9 - May 10
Total with taxes and fees
Country Party House up to 46 guests 11/2 baths 1200 sq building
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 $281 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.

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?

Cozy Beach House with Game Room, Steps from Beach: Visitors like this Dickinson vacation home rental. It is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Dickinson?

With 70 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 Kemah Boardwalk.

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.