
Vacation rentals with a patio in Chesapeake
Find and book unique patio rentals on Airbnb
Top-rated patio rentals in Chesapeake
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

Mason Manor - Downtown Smithfield next to WCP
Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

Charming coastal home w/ outdoor area and river views
Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Penny’s Palace 1 Bed/1 Bath Home
Welcome to Penny’s Palace! A charming home nestled in quiet community of Portsmouth, VA. Entire home for you with sectioned off suite and bathroom. Penny’s Palace is vibrant & elegantly furnished yet practically designed to sleep 2 people comfortably. This bungalow offers an outdoor sitting area with a dreamy lighted canopy & outdoor grill. It’s perfectly located minutes from major Hampton Roads attractions: Olde Town Portsmouth, Children’s Museum, Downtown Norfolk, Casino, and Virginia Beach.

Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

Luxe Cozy Condo in - Western Branch
Come relax and enjoy this cozy stylish newly renovated smart home. This home includes two bedrooms and one bathroom with a fully equipped kitchen and laundry room. The main bedroom has a private balcony. The living room includes a sleeper couch for extra guests. This unit is located on the second floor of a family-friendly condominium community. This home caters to long-term traveling professionals. This home is located near a YMCA, Bowling Alley, Mall, Restaurants, Shops, and Hospitals.

THE POINT! Private waterfront Oasis!
Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample spacw to spread out, this is IT! Convenient to Virginia Beach Oceanfront, Downtown Norfolk, Rivers Casino, Waterside District & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect for holiday family & group trips, 12 minutes from Carnival Cruise Half Moon port.🛳🌊🚢🏠😊!

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

Quiet East Beach Bungalow, 1 block to beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

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

Bayview Beach/Airport/3 Bedrm/6 Beds/2 Bath/ 4TV
Entire house/3 Bedrm+3 sofa bed/2 Bathtub/shower. 1 mile from Ocean View BEACH (Bay). Spacious 1500 sq ft. Quite, safe side street, approx. 25 min to VA Beach front! 4.5 miles from Airport. Naval base, dining, shopping, near. New furniture & appliances! 2 queen w/pillowtop and 1 full bed w/ Serta mattresses, 3 sofa beds, 4 Large smart TVs , Gig WiFi, Roku/retro/Atari games! Beach chairs&umbrellas, towels, soaps, bbq grill, cooking/utensils, etc. avail. NO PETS, INSIDE SMOKE

Serene Tree House Retreat | Spacious 1br/1bth Home
Step inside a tucked-away hidden oasis surrounded by trees and waterfront views. The apt is on the 2nd floor amongst the trees. One of the trees is a 200-year-old Magnolia Tree, which is why the space is called Magnolia Tree House. The tall windows make the space bright and airy and give you a 180-degree scenic view of the treetops. To bring the outside in, we decorated the apt to feel like the trees are also inside. The cozy furnishings will make it hard to leave.

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen
Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family
Popular amenities for Chesapeake patio rentals
Apartment rentals with a patio

Paradise in Williamsburg next to Busch Gardens

The Liberty Flat

Williamsburg 3 Bedroom Suite!

Oceanfront 2 bedroom condo

Sandbridge Beach Bay Getaway

Works 4 Me: New listing

Cozy apartment close to a beach

In the Heart of Norfolk
House rentals with a patio

Cozy Single Family Home

3 bedroom private home a block from the beach!

R & R River House

Spacious 3 Bedroom Home | Near many Shops & Dining

The Chesapeake St Retreat - Pet and Kid Friendly

The Bartlett Inn

Portsmouth's Finest

Hidden Gem.4/bedroom cozy home fenced in yard
Condo rentals with a patio

Bay Breeze At Ocean View Beach Home

2BD2BA Condo w/Pool2Blocks2Beach

Peaceful Haven with waterway view

2BD/2BA Villa across Currituck Beach Lighthouse

Paradise at the Beach

*Mid/Long Term Rental* Cozy Home at Mary Roberts

The White Pearl A Modern 3 Bed w/Private Hot Tub!

Paradise by Busch Gardens & beach, lovely 3bd/3ba
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 85 | € 90 | € 94 | € 94 | € 96 | € 104 | € 111 | € 107 | € 94 | € 86 | € 88 | € 88 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about vacation rentals with a patio in Chesapeake

Total vacation rentals
Explore 480 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at € 9 per night before taxes and fees

Verified guest reviews
Over 20,350 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
90 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
470 of Chesapeake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

4.8 Average rating
Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
Destinations to explore
- New York Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- Rentals with beach access Chesapeake
- Rentals with pools Chesapeake
- Beach house rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with breakfast Chesapeake
- Family-friendly rentals Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with outdoor seating Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- House rentals Chesapeake
- Condo rentals Chesapeake
- Beachfront rentals Chesapeake
- Waterfront rentals Chesapeake
- Fitness-friendly rentals Chesapeake
- Cottage rentals Chesapeake
- Smoking-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a patio Virginia
- Rentals with a patio United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Red Wing Lake Golf Course
- Little Creek Beach




