
Holiday rentals with outdoor seating in Chesapeake
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Top-rated rentals with outdoor seating in Chesapeake
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Chesapeake
House rentals with outdoor seating

Fun 3BR-2bath with a game room-Near Rivers Casino
David was communicative and very specific about about access and process.

Cozy beach cottage! One block to the beach!
Place was perfect for our one night stay. Amazing food nearby along with beach…walkable distance!!

Private Beachfront Modern Villa: Outdoor Shower!
This was our second stay at this Airbnb and we were incredibly glad we decided to book again! The place is exactly as described, has all the beach supplies so you don’t need to pack it all, is just a quick walk to beach (awesome with kids), and the view can’t be beat. Heidi was an extremely responsive host who went above and beyond to make sure our stay was fantastic - you can tell her priority is the guest! My family of 5 plus a grandma enjoyed lazy mornings on the patio, taking in stunning sunsets over dinner, and long days on the beach (bathroom breaks back at the house are a snap due to the close proximity). The outdoor shower with warm water is especially helpful with kids! We will be back at least twice this upcoming year. Thanks for another great stay!

R & R River House
We enjoyed our stay at this location. The beautiful expansive water views were calming and pleasant. The amount of water fowl was amazing and we put our ornithological skills to the test, identifying the many herons, egrets and other birds we saw right outside our window. With sliding glass doors on both the first and second level, there were options to sit both inside and outside for the view. A most enjoyable stay!

New Beach Home on the Chesapeake Bay
This was an awesome location and the pics doesn't do it justice. Steps to the beach with plenty of food options in the area. The split floors are perfect for family/group trip, especially with children.

Ghent on the Corner: Cozy 3 bed 2.5 bath home
Very responsive host! Very clean and comfortable! Well stocked. Appreciated the stay here very much!

Picture Worthy Spanish Style Casita! 2 BR/ 2BA
Adam's place was a great find! Beautiful home..loved the decorations. Made our stay in Norfolk just like home and enjoyable..will be back again soon!

Hidden Gem.4/bedroom cozy home fenced in yard
This home was just as peaceful and beautiful as described. The host was very nice, responsive and accommodating! I will definitely stay in this beautiful space again.
Apartment rentals with outdoor seating

Paradise in Williamsburg next to Busch Gardens
We enjoyed our stay and the place was as it was described. We had a prompt response when we found the AC not working and it was fixed quickly.

THE OLD SALT A | Beach Living
Everyone was very friendly and helpful. Location was walking distance from the Virginia Beach boardwalk and plenty of restaurants and shopping. Had a great time. Would definitely come back.

Sojourn Guest House: Buckroe Beach Suite B
Seamless, easy, clean. The location was perfect for us with easy access to the beach and major roads. Our stay here was amazing and simple.

Top Gun R&R I: 2+ Bedrooms & 2 Full Bathrooms
Place was really clean and comfortable. Would be a great place for bringing a family. Onege was very responsive, friendly and flexible! She made sure to make my pups feel welcome with their own dog beds and bowls. I do want to note that this home does have a unit upstairs but it still felt private. The place is very spacious and does make you feel like you have the whole house to yourself.

Private apartment only 3 blocks from the Beach
We loved this space! We stayed the night for a concert in the area and were able to walk to and from the venue which was awesome! We got to the space and everything was very nice and felt like home! Would definitely recommend and stay here again!

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool
Great location, right on the beach. The place was clean and had everything I needed for my stay. Josh and Maegan were very detailed in their instruction I didn’t have to reach out to them for anything.

Best location in Olde Towne Portsmouth
I happened to be visiting during a holiday weekend while lots of events were happening in the downtown that I didn’t know about, and they were all just a short walk from this place! I would absolutely stay here and visit Portsmouth again :)

The Coastal Studio
We stayed here at Zoe’s place after our wedding. It was the most perfect little place to stay just my husband and I. We loved having a quiet little space to return to after hanging out with family and friends all week. Having the nice little touches like coffee from a local shop, laundry detergent, and bathroom items already there made it even extra special. Zoe definitely knows how to make a guest experience wonderful! If we ever need a little space for just us two we will return again!!
Apartment rentals with outdoor seating

Bay Breeze At Ocean View Beach Home
Gorgeous ocean views, great location, the balcony was the favorite spot the entire stay! Comfortable furniture, nice little cozy condo! Highly recommend the stay if you’re in the area!

Kingsmill 1bed/1ba on Golf Course 9th Fairway
Crystal's condo was spotless and an easy place to stay. Crystal was very proactive and made us feel welcome. her dinner suggestions were superb too! perfect for a weekend getaway in a resort atmosphere. Thank you so much, we highly recommend!

Beachfront Getaway, Pet Friendly, Mermaid Suite
What an amazing stay! I've never been satisfied with an Airbnb, the photos always are so much nicer than the reality - but Big Blue was actually even better than advertised! Merlyn's communication prior to arrival made things very easy. Accessing the unit was simple, and I felt safe with the self-locking doors. The unit was clean and so comfortable, with many personal touches - I instantly felt at home. I was overjoyed when I arrived and toured the unit. Really exceeded my expectations which was such a different feeling than all the other Airbnb I've rented over the years. The beach access was tidy and pretty, the gym and beach gear a nice touch, and the foot wash station was appreciated after my morning walks with the dog. I really can't say enough great things about my stay here. Hosts were friendly and helpful every step of the way. We mostly spent our time traveling around the area from VA Beach to OBX so I can't speak much about Norfolk/Ocean View. I would def rent Big Blue again.

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!

Spacious Beach Captain’s Quarters Near Rudee Inlet
Clean place close to the water. Hosts were clear and communicative. Great place for 2 couples.

Oceanfront Gem VaB Studio Exceptional Views
This was our second time staying at one of Rebecca and Sean’s VA Beach condos — and the experience did not disappoint! This is just a perfect location, at the very end of the Boardwalk, with a private grassy lawn and outdoor seating just for the condo residents. Lots of restaurants in the surrounding blocks. Our favorite thing is the view — you look right out onto the ocean from the patio, and you can see the beach and the sunrise from the comfortable bed each morning. We spent unhurried hours sitting on the patio in the evenings enjoying the sound of lapping waves and the night sky. This cozy studio was just right for the two of us. Highly recommend. I’ve no doubt we’ll stay there again in the future!

Oceanfront Studio: Boardwalk, Beach, & Pool Views
Frances’ condo was in a great location right at the end of the boardwalk. We were able to get up in the morning and walk to breakfast with multiple other restaurants within walking distance. The view of the pool and ocean was nice and the condo felt bright and sunny. There was one dedicated parking spot which was nice. Everything in the condo was clean and nicely decorated. We enjoyed our stay and highly recommend!

Oceanfront, beach, boardwalk, fun, dolphin, sunris
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 holiday 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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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
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- Busch Gardens Williamsburg
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- First Landing State Park
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- Kingsmill Resort
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- Norfolk Botanical Garden
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- Bonito St. Public Beach Access
- Little Creek Beach
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- Golden Horseshoe Golf Club