Holiday rentals with outdoor seating in Chesapeake

Find and book unique rentals with outdoor seating on Airbnb

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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Guest favourite

Home

4.92 out of 5 average rating, 171 reviews

Simple Southern Getaways/ 3 Blocks From Beach

Vacation Home. ☀️ Located between Chesapeake Bay and Pretty Lake inlet. Bay Lake Escape is a perfect getaway. Advertised for 6, but 4 beds and air mattress available. Bay Lake is decorated in a coastal farmhouse style. Master bedroom w/ en-suite offers a queen bed. BR2 offers a queen bed. Finally, BR3 offers a twin over full bunk bed. The living has a large sectional sofa with cable television & a queen air mattress. All bedrooms have smart TVs. Free beach 3 blocks. Simple Southern Getawayways.

Guest favourite

Guest suite

4.92 out of 5 average rating, 192 reviews

The Inlet: Quiet Neighborhood 3 Blocks to Beach

The perfect set up, quiet neighborhood, 3 blocks from oceanfront, boardwalk, music, nightlife. Bikes & beach chairs provided. 1 block from Rudee Inlet & locals' favorite restaurant/bar Big Sam's. 1 bdrm, kitchenette, foldout couch, 1 bath. One common area, laundry room with outside entrance, downstairs. Privacy fence, outdoor furniture, small deck. Listing is for 2 guests. Please contact me directly for additional guests including children 2 yrs. and up as there is an additional fee. No pets.

Superhost

Townhouse

4.92 out of 5 average rating, 111 reviews

Beach Livin' by the Chesapeake Bay - VA Beach

Beach livin' just a few short blocks to the Chesapeake Bay, Beach & great restaurants. New EVERYTHING! Tastefully decorated - all the amenities. 6 person farmhouse table. New deck-6 person table & chairs, grill. New privacy fenced backyard. Beachcart, chairs, towels, umbrella & sand toys. 2 queen beds & 2 bunk beds. Cozy livingrm w/loveseat, wicker chair, wicker swivel rocker, barstools, smart tv with basic cable. Apps avail. Base Rate includes 9% VA Beach occupancy tax and Lodging room tax

Guest favourite

Campervan/Motorhome

4.9 out of 5 average rating, 130 reviews

“Genevieve” the glam RV perfect for R & R!

Genevieve is a 30 foot stunning Design RV that is located in Parkview Portsmouth, Virginia. It provides a glamping experience and a comfortable stay while your on vacation. This beautiful modern RV provides an experience of unwinding, relaxation and style. Escape the stress of a busy schedule and experience this gem. We are situated on a private residence walking distance from the Elizabeth River. Olde Towne Portsmouth, scenic views & minutes away from restaurants, grocery shopping and more.

Guest favourite

Home

5 out of 5 average rating, 38 reviews

An Emperor’s Nest

Get out of the city and come spend a getaway in the Inner Banks on a quiet, peaceful rural island, Church’s Island. Get the best of both worlds of a beach vacation without all busy traffic on this peaceful island of less than 100 people that is just five miles across the water from the Corolla Lighthouse and a short 35 minute drive to the Outer Banks. Property extras: friendly goats, chickens (fresh eggs available), bees, wildflowers, gardens, Tesla charger, several outdoor leisure spaces.

Guest favourite

Home

4.96 out of 5 average rating, 105 reviews

The Captains Cottage KAYAK/FISH on Elizabeth River

“The Captains Cottage” offers a quiet private RIVERFRONT setting. Bring kayaks, paddle board, fish or just sit and bird watch! Enjoy the sunset at this 1500 sq. ft. quaint and cozy 2 story cottage. Hampton Roads has so much to offer, and the Portsmouth area is no exception! There’s a ‘historic downtown’ and a vibrant waterfront only 4 miles from the captains cottage! Need a break from the river? Virginia Beach OCEANFRONT is 30 minutes away! 6 guest limit. Guests of the 2 legged variety.

Guest favourite

Guest suite

4.98 out of 5 average rating, 136 reviews

Quiet Suite with Private Entrance

Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

Superhost

Home

4.92 out of 5 average rating, 182 reviews

Spacious home for up to 10! GREAT for families!

Welcome to the Vibe District in Virginia Beach! Exquisitely designed and spacious for up to 10 guests, you will not find a better location! Featuring 4 bedrooms, 3.5 bathrooms & 2 separate living rooms. This is ideal for a group! ~ Walking distance (just 1 mile) to the convention center ~ Easy walk to the beach- only 2.5 blocks! We provide a beach cart and gear for use! ~ Fully stocked kitchen ~ Full use of washer & dryer ~ High speed WiFi! Book your dream family getaway today!

Guest favourite

Cottage

4.99 out of 5 average rating, 228 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

No congestion, crowds, or commercial big beach resorts here. Experience the exact opposite at Courtyard Cottage just steps away from a quiet and peaceful beach surrounded by sand dunes for a special getaway. A park across the street provides playgrounds and pet-friendly walks and is the home to a local farmers market, 9 a.m. to noon. Saturdays, May 4 through Nov. 23. A past guest wrote "This place brings beach home nostalgia. peace, and a time to relax".

Guest favourite

Home

4.94 out of 5 average rating, 101 reviews

Summer fun at Summer Salt!

Awesome off road getaway! You will need 4 Wheel Drive (not awd) vehicle to access the property as there are no roads. Newer construction on the beach in Carova right next to the wild horse preserve. You will likely see horses on a daily basis! Home has 3 bedrooms and 3 baths with 3 deck areas to enjoy the ocean views, sunsets and breezes! Easy walk to the beach, parking passes included. New party deck with hot tub, grill, table, seating and string lights.

Superhost

Guest house

4.75 out of 5 average rating, 8 reviews

The Harlequin Cottage

This unique place has a style all its own. Cottages on the Point was launched in 2018 and offers timeless interior styling and stunning resort style outdoor views. The property features a seasonal (Mid-April to the end of October) 14,000 SF outdoor tiki bar with a shared saltwater pool with swim up bar, outdoor kitchen, and live music. The residences are adjacent to the tiki bar deck and include open layouts, terraces, and custom décor.

Guest favourite

Home

4.96 out of 5 average rating, 188 reviews

Exit del Sol, North End Beach

The beach AND privacy! Wide open residential beaches, with plenty of "distancing space"! Best kept secret at the beach! Fully stocked, fully furnished, immaculate Vacation rental on Va Beach North End. 5 star rating says it all. Atlantic Ocean across the street. Public beach access. 3 flat screen TVs, Wifi, cable, beach cart, chairs &'umbrella. Outdoor grill. Private parking. 2025 Pool Season... May 23–September 7. NO HAIR DYE!