
Vacation rentals with outdoor seating in Chesapeake
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Chesapeake
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.
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Popular amenities for Chesapeake outdoor seating rentals
House rentals with outdoor seating

Cozy beach cottage! One block to the beach!
We had a wonderful stay here with our pup! Backyard was perfect for her and the deck area was really nice to sit on and relax. Beds and couches were very comfortable. The location is great, only about a block from the beach access. Would definitely stay here again!

Seaville. Cozy 3bed/3bath home. Stunning backyard
This house was so lovely! The backyard was an oasis and had tons of games to keep the kids busy while the grown ups sat around the fire pit. The inside was clean and had a lot of cute antique touches throughout. The kitchen was well appointed and had everything you could need and more. The beds were very comfy and the neighborhood was quiet. walking distance to everything! We'll definitely be back!

Charming house close to beach and shops!
My girlfriend and I had a wonderful stay at Heron House with some friends for Memorial Day weekend! Kathy made everything seamless, and the home had historic charm and was comfortable. We spent much time on the lovely porch and enjoyed being able to walk everywhere we wanted to go! Thanks for a great stay!

Chicks Beachfront
Jeremy’s place could not have been in a better location. Beach is beautiful and not crowded. Nice area to walk to restaurants and all of Jeremy’s recommendations were spot on. The views could not be beat. The unit accommodated us well. Maria

Simple Southern Getaways/ 3 Blocks From Beach
Wonderful stay. Bay Lake Escape is charming, comfortable, and impeccably clean. Betty was a friendly and proactive communicator, offering clear instructions for check in and check out, a digital guidebook, and even a video walk through of the house. The house is well-stocked from the bathrooms to the kitchen; we ate in most days and had all the utensils and appliances we needed for cooking and baking. There are so many thoughtful touches, both decorative and practical: fluffy towels, a jug of filtered water, assorted comfortable seating options (we loved the trestle table and the backyard seating!) dishes especially for the kids. We especially loved the porch and balcony, as we could still enjoy the outdoors on the day it rained. The house is located about two blocks from the beach, making for an easy walk even loaded down with beach supplies. I cannot say enough good things about this place. Thank you, Betty, for the amazing stay!

Play by the Bay 1 MIN TO WATER
This spot was everything we needed and more. The hosts are kind and accommodating, really made us feel at home from the jump. The place itself? Even better than the pictures. Clean, cozy, and had that good energy you hope for when you’re staying somewhere new. It honestly felt like a home away from home. Would 100% stay here again without thinking twice. Big thanks to the hosts for making it such a smooth and comfortable experience for my family.

Pointe Haven near Historic Yorktown
This was a fabulous place to stay. Within 30 minutes of all the Williamsburg area historical sites, it was easy to get around to what we wanted to do. Michelle was attentive and easy to reach. Our family was very comfortable staying here in the super clean, comfy home. Would definitely stay here again!

4BR Cape Cod in Riverside by CNU
Catherine’s home was the perfect place for our sister’s weekend. It was easy to find, warm and welcoming. The neighborhood was stunning. Close to the river, the park, The Maritime Museum, and the CNU campus. The fully stocked kitchen and charming family room was a wonderful place for us to enjoy coffee in the morning and cocktails in the evening. Catherine thought of every detail to make our stay relaxing and peaceful. There were many wonderful memories made this weekend. We look forward to staying again!
Apartment rentals with outdoor seating

Paradise in Williamsburg next to Busch Gardens
Beautiful place. So nicely accommodated our family of nine. Nice kitchen and dining area for our “in” meals. Near access to Williamsburg museums and sites we wanted to see. Host communicated quickly and clearly to answer questions. Check out tasks were reasonable.

THE OLD SALT A | Beach Living
This place was perfect ! I would love to stay again when we’re back !

Sojourn Guest House: Buckroe Beach Suite B
The apartment is cute and very modern. Everything was clean. The neighbors were friendly. The video was a novel idea for check-in.

Private apartment only 3 blocks from the Beach
Perfect weekend getaway! The space was clean, cozy, and just what we needed. We especially loved the proximity to the beach, restaurants, and bars nearby while still feeling like we were in a safe neighborhood right on the lake! Highly recommend for a weekend getaway for a couple!

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool
Very helpful and detailed instructions for check in, they responded quickly whenever I had questions and overall the home was very tidy and cozy! Loved every minute.

The Coastal Studio
Serene apartment, lovely decor, perfect location on the Sound. Historic Corolla is a delightful location and the apartment is just perfect for two!

Centrally Located Sleek Studio Apartment
Steff's place is great! This is our 4th year staying here on our way down to the beach. She thinks of everything you may need for your stay and responds quickly to messages. she eveneaves treats for the doggies! Highly recommend!

Tree Top Beach Bungalow 3 1/2 blocks fr beach
Kim and Holmes were very accommodating. We decided to book same day for a wedding near their place. Great location! They were very responsive and helpful.
Condo rentals with outdoor seating

New Beachside Villa: Steps to Sand, Dog-Friendly!
We had a great stay! Highly recommend this spot for families- lots of very convenient amenities and a really nice community super close to the beach.

Beach Please! 2 bedroom Single Level
My family of four had an amazing stay at this Airbnb in the Outer Banks! The location couldn’t have been better — just a short walk to the beach, and close to activities for the kids and nearby restaurants. The home was spotless, cozy, and well-equipped with everything we needed for a relaxing getaway. My kiddos loved the bunk beds! I loved the peaceful vibe of the neighborhood too — it felt like a perfect beach retreat. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing, beachside stay in OBX!

Sandbridge Beach - DeepSeaSide Retreat
We loved our stay here in sandbridge! Bill and Anne were great hosts, with a lovely home that had everything we needed. Highly recommend!

New Oceanside Corolla Condo, Pool, No Stairs
Lovely home with all the amenities in beautiful Corolla. Hope to come back soon!

Walk to beach lovely 2/2 in "Kingsmill on James"
Gayle’s place was a great location to stay at with our dog!!! Great neighborhood to walk him in and the marina/beach is an added bonus! Gayle was very communicative and check in was easy. The space of the condo was great for a family and large dog! We will definitely be staying again!

Ocean & Bay Views - Local Family Owned & Operated
Had an amazing time with my family which was made very easy with the hosts! Lots of recs for things to do and places to eat. Had kid friendly items in the house which was great. Very clean and in a beautiful location. Would definitely like to return in the future!

Oceanfront Gem VaB Studio Exceptional Views
My wife and I were looking for a quiet studio with great views. And this is it. Their home is located at the north end of the boardwalk. A tableau of ocean and sand greeted us as we entered the space. We sat on the balcony for hours taking in the sounds of the waves and the sea breezes. The bathroom was very clean and well-equipped. I'm a large man and the bed was surprisingly comfortable. The kitchen and coffee area were stocked. The building was very quiet. And when I met other residents, they were friendly. My most restful vacation ever. Highly recommended. We are looking forward to our next stay at Rebecca and Sean's.

Oceanfront, beachfront, boardwalk, fun, dolphins
We enjoyed staying at Kelly's place in VB. Its an ideal location for anyone who wants to stay right at the boardwalk. We witnessed amazing sunrises and moonrises. The ocean was right in front of us and from the 6th floor, the view was expansive. A lot of restaurants were also nearby. Kelly was always very communicative, polite and professional. The apartment was clean with the kitchen well stocked with utensils The bedrooms were of a pretty large size. And parking was on the premises. Overall, it was a wonderful experience and holiday for us. We strongly recommend Kelly's place.
Quick stats about vacation rentals with outdoor seating in Chesapeake
Total rentals
270 properties
Total number of reviews
14K reviews
Family-friendly rentals
160 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
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