Holiday rentals with outdoor seating in Chesapeake

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

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Popular amenities for Chesapeake outdoor seating rentals

Holiday House Rentals with Outdoor Seating

Superhost
Home in Portsmouth
4.8 out of 5 average rating, 124 reviews

Fun 3BR-2bath with a game room-Near Rivers Casino

MaxRating, 5 stars2 months ago
David was communicative and very specific about about access and process.
Guest favourite
Home in East Ocean View
4.91 out of 5 average rating, 176 reviews

Cozy beach cottage! One block to the beach!

GaryRating, 5 stars2 weeks ago
Place was perfect for our one night stay. Amazing food nearby along with beach…walkable distance!!
Guest favourite
Home in East Ocean View
4.97 out of 5 average rating, 32 reviews

Private Beachfront Modern Villa: Outdoor Shower!

AnnieRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Portsmouth
4.95 out of 5 average rating, 62 reviews

R & R River House

KarolinaRating, 5 stars6 days ago
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!
Guest favourite
Home in East Ocean View
4.92 out of 5 average rating, 361 reviews

New Beach Home on the Chesapeake Bay

KatherynRating, 5 starstoday
Great location! The house was clean and very comfortable. Very relaxing for a beach weekend.
Top Guest favourite
Home in Norfolk
4.99 out of 5 average rating, 103 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

AliciaRating, 5 stars1 day ago
Abel’s place was great! The beds were so comfortable! The house was bigger than we thought from looking at the pictures. It’s close to ODU so there are plenty of food spots right nearby. We had a great stay. Would definitely stay again!
Guest favourite
Home in Norfolk
4.85 out of 5 average rating, 158 reviews

Picture Worthy Spanish Style Casita! 2 BR/ 2BA

SaraRating, 5 stars4 weeks ago
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!
Top Guest favourite
Home in Portsmouth
5 out of 5 average rating, 57 reviews

Hidden Gem.4/bedroom cozy home fenced in yard

WhitneyRating, 5 stars4 days ago
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

Guest favourite
Apartment in Williamsburg
4.9 out of 5 average rating, 113 reviews

Paradise in Williamsburg next to Busch Gardens

JenniferRating, 5 stars1 day ago
This was our second time staying here. We love the location and and Vonda is a great host. She is very responsive and gives excellent instructions. Her place is beautifully decorated and has everything you need for a relaxing vacation.
Superhost
Apartment in Virginia Beach
4.84 out of 5 average rating, 163 reviews

THE OLD SALT A | Beach Living

GarryRating, 5 stars2 weeks ago
All of the amenities made the stay so much better . The umbrella , grill , chairs etc . Clean house, good host . Thank you
Superhost
Apartment in Buckroe Beach
4.89 out of 5 average rating, 121 reviews

Sojourn Guest House: Buckroe Beach Suite B

AzrielaRating, 5 stars1 week ago
We had a great time! The host was very helpful during check-in. The place is very cozy and 10min from the beach. The neighbors were friendly too.
Superhost
Apartment in Norfolk
4.92 out of 5 average rating, 13 reviews

Top Gun R&R I: 2+ Bedrooms & 2 Full Bathrooms

SarahRating, 5 stars4 weeks ago
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.
Guest favourite
Apartment in Virginia Beach
4.91 out of 5 average rating, 540 reviews

Private apartment only 3 blocks from the Beach

MakaylaRating, 5 starstoday
Nataly’s place was awesome! We’ve already discussed staying here again. It was close enough to the beach to walk, but far enough away that we could feel secluded & “safe” & away from the hustle & bustle.
Guest favourite
Apartment in Virginia Beach
4.87 out of 5 average rating, 156 reviews

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

VanessaRating, 5 starstoday
The apartment was just as pictured. It was neat and clean upon arrival. The location was great and there was so much to do.
Guest favourite
Apartment in Olde Towne
4.96 out of 5 average rating, 118 reviews

Best location in Olde Towne Portsmouth

AnnaRating, 5 stars4 weeks ago
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 :)
Top Guest favourite
Apartment in Corolla
4.96 out of 5 average rating, 122 reviews

The Coastal Studio

AbigailRating, 5 stars1 week ago
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!!

Condo rentals with outdoor seating

Superhost
Condo in Norfolk
4.77 out of 5 average rating, 22 reviews

Bay Breeze At Ocean View Beach Home

KatelinRating, 5 stars1 month ago
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!
Top Guest favourite
Condo in Williamsburg
4.95 out of 5 average rating, 164 reviews

Kingsmill 1bed/1ba on Golf Course 9th Fairway

AmyRating, 5 stars1 week ago
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!
Top Guest favourite
Condo in Norfolk
4.99 out of 5 average rating, 91 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

SaraRating, 5 stars1 month ago
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.
Guest favourite
Condo in Williamsburg
4.96 out of 5 average rating, 109 reviews

Walk to beach lovely 2/2 in "Kingsmill on James"

SydneyRating, 5 stars7 months ago
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!
Top Guest favourite
Condo in Virginia Beach
4.94 out of 5 average rating, 127 reviews

Spacious Beach Captain’s Quarters Near Rudee Inlet

AnneRating, 5 stars3 months ago
Clean place close to the water. Hosts were clear and communicative. Great place for 2 couples.
Guest favourite
Condo in Virginia Beach
4.9 out of 5 average rating, 221 reviews

Oceanfront Gem VaB Studio Exceptional Views

GingerRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Virginia Beach
4.97 out of 5 average rating, 93 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

HannahRating, 5 stars3 weeks ago
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!
Guest favourite
Condo in Virginia Beach
4.86 out of 5 average rating, 138 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

AnitaRating, 5 stars2 months ago
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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