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Vacation rentals with a patio in Chesapeake

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Top-rated patio rentals in Chesapeake

Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.

Home in Smithfield

4.96 out of 5 average rating, 273 reviews

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.

Aerial view of the property showcasing a fenced backyard with a sparkling blue pool surrounded by concrete. A seating area with lounge chairs and various floatation devices is visible beside the pool. Lush greenery from surrounding trees frames the scene, providing a sense of privacy.

Home in Portsmouth

4.93 out of 5 average rating, 120 reviews

Wooded Wonderland Miniature Golf Hot tub Pool

Make yourself at home! This property offers a warm and welcoming environment for guest, 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!

Top guest favorite

A spacious guest suite features a large bed with layered bedding, accompanied by a cozy green throw. A vibrant area rug enhances the room's warmth, while a small table and chair provide a work or relaxation space. A kitchenette area is visible in the background.

Place to stay in Virginia Beach

4.99 out of 5 average rating, 187 reviews

Salty Willow-a “suite retreat” in the heart of VB!

We love welcoming people to our home in the heart of Virginia Beach! Come and go as you please in our guest suite with a separate entrance and privacy latches-no one will enter your space. You will also have the added convenience of having the host family on site. We do our best to provide the comforts of home. -fridge/freezer -beach essentials -toaster -coffee bar -extra essentials We want you to make yourself at home with us. Maybe we’ll enjoy a summer night together on the porch soon!

A brick house is presented, featuring a traditional single-story design. A large front lawn is visible, complemented by trees in the background. The home is accented by a welcoming front door and large windows, with a driveway leading to an attached garage.

Home in Chesapeake

4.89 out of 5 average rating, 19 reviews

Quiet 3/2 beautiful Chesapeake

Enjoy a peaceful stay at this lovely 3-bedroom house nestled in the Great Bridge area of Chesapeake. The bedrooms feature a King size bed, queen bed, and two twin beds, perfect for a variety of guests. With amenities like WiFi, AC, full kitchen, covered/screened-in back patio, large fenced in yard and a washer/dryer machine, your comfort is guaranteed. The two bathrooms offer convenient shower facilities. Feel at home in this fantastic property and make the most of your stay in Chesapeake.

A cozy bedroom features a four-poster bed adorned with soft linens and decorative pillows. A vintage armchair is positioned nearby, while a window dressed with light blue curtains allows natural light to brighten the space. Subtle wall stripes in calming colors add character.

Home in Chesapeake

4.96 out of 5 average rating, 102 reviews

Cook's Country Escape - House nestled in woods

Escape your day to day life to enjoy this house in the country. This countryside home will be great for you, your family and/or friends to be away from the city life yet close to a lot of destinations. We are 1/2 way in between VA Beach and OBX, NC so many guests will visit while they are in the area. This home is quaint like a cabin but has all the house amenities. From the moment you walk in, you will feel the warmth and comfort of a country home to enjoy and relax in during your stay.

Top guest favorite

A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.

Cottage in East Ocean View

4.98 out of 5 average rating, 262 reviews

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.

Top guest favorite

A spacious studio area is highlighted by a king-size bed with a white bedspread and decorative pillows. A cozy seating arrangement and dining table are seen, alongside a fireplace and wall-mounted TV. Soft lighting enters through the windows adorned with wooden blinds.

Guest suite in Virginia Beach

4.98 out of 5 average rating, 156 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

Top guest favorite

The living area showcases a spacious layout with dark leather seating accompanied by a colorful decorative rug. A large flat-screen TV is mounted above a decorative fireplace, while light filters in through a window adorned with sheer curtains. A welcoming entryway is visible to one side.

Townhouse in Great Bridge

5 out of 5 average rating, 65 reviews

Townhome in Great Bridge Newly Renovated

Enjoy a great experience in this newly renovated home in a wonderful family friendly neighborhood. Just a 20-30 min drive to NOB, Portsmouth Naval Shipyard, Oceana, and VB Oceanfront. 5-10 min to Chesapeake Regional Hospital. Brand new comfortable furniture and 50” flat screen TV’s in every bedroom. New appliances and top of the line LG front load washer and dryer make this place hard to beat. Our goal is to provide a comfortable clean environment in a cozy peaceful atmosphere.

A light-filled living space features a comfortable leather sofa and a modern dining table. A TV is mounted on the wall, and a large window allows natural light to illuminate the room. A small indoor plant adds a touch of greenery, enhancing the airy ambiance.

Apartment in Chesapeake

4.96 out of 5 average rating, 23 reviews

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.

A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.

Home in Norfolk

4.98 out of 5 average rating, 107 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

My cozy, 3 bed / 2.5 bath Norfolk home has a spacious 1st floor primary suite with a full bathroom, 2 bedrooms upstairs along with a 2nd full bathroom. No cleaning fee or checkout instructions. Pet-friendly! Free Wi-Fi, parking for 4 cars, grill & gazebo. Distances: CHKD - 5 min EVMS - 5 min Sentara Norfolk General - 5 min Waterside / Downtown - 10 min Ocean View - 20 min VB Oceanfront - 25 min

Top guest favorite

A comfortable living area features two gray sofas and an accent chair arranged around a circular wooden coffee table. A mounted TV and fireplace are positioned against the white wall, while built-in cabinets hold decorative items. Natural light floods in through large windows.

Guesthouse in Chesapeake

4.95 out of 5 average rating, 38 reviews

Panoramic river view retreat

Located in the heart of Western Branch, this 3-bedroom 2 bath 2100 square foot guesthouse is located on the 2nd floor of this lovely home nestled up to a full panoramic view of the Elizabeth River. Whether you are needing a quiet place to work, a place to reset while watching the sunset on the balcony or making smores at the firepit with your family, The Cove has something for everyone.

Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.

Home in Norfolk

4.97 out of 5 average rating, 101 reviews

THE POINT! Private waterfront Oasis!

Enjoy breath taking views and a fully equipped home with many amenities. If you are looking for a private and intimate experience of quality time and a relaxing retreat with nature, this is IT!!! Convenient to Virginia Beach Oceanfront, Oceanview Beach in Norfolk, Downtown Norfolk, Rivers Casino, Ocean Breeze water park, Waterside District and a host of popular attractions.

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Chesapeake patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

The dining area features a modern table set with black dishware, complemented by a decorative runner. A clear vase filled with bright lemons serves as a centerpiece. The adjoining living space is accented by blue seating, floral wall art, and a mounted flat-screen TV.

Apartment in Williamsburg

4.88 out of 5 average rating, 120 reviews

Paradise in Williamsburg next to Busch Gardens

A cozy sitting room features a navy blue couch adorned with colorful cushions. A rustic wooden coffee table is centered on a fish-printed area rug. Nearby lamps provide gentle lighting, and light blue walls complement the space, with colorful artwork positioned above the couch.

Apartment in Cape Charles

4.92 out of 5 average rating, 66 reviews

Cozy Mermaid Hideaway

A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.

Apartment in Buckroe Beach

4.89 out of 5 average rating, 124 reviews

Sojourn Guest House: Buckroe Beach Suite B

Top guest favorite

A state-of-the-art kitchen features bold crimson red cabinetry and a vintage-style refrigerator. Smeg appliances are included, enhancing the 1950s-inspired design. A large island with a white countertop offers ample space for preparation, while a large-screen TV is mounted on the wall.

Apartment in Cape Charles

5 out of 5 average rating, 9 reviews

Historic Charm & Modern Comfort : Downtown Escape

A private porch area is shown with two cushioned chairs and a small table between them. A potted plant adds a touch of greenery. Sliding glass doors lead into the guest suite, while wooden decking provides a natural feel.

Apartment in Sandbridge

4.97 out of 5 average rating, 30 reviews

Sandbridge Beach Bay Getaway

A dark granite countertop features two yellow chairs with rounded backs. Plates are arranged on a placemat, and a ceramic vase holding greenery adds a touch of freshness. Art pieces depicting trees in various colors are displayed on the wall behind.

Apartment in Virginia Beach

4.83 out of 5 average rating, 12 reviews

Vibrant One bedroom apartment

A two-story beach house is shown, featuring a wide front porch with outdoor seating and umbrellas. The driveway provides ample space for parking, and flags adorn the house, adding a coastal touch. Surrounding landscaping includes greenery, enhancing the inviting exterior.

Apartment in Sandbridge

4.89 out of 5 average rating, 9 reviews

Works 4 Me: New listing

The living room features a comfortable seating arrangement with a brown couch and armchair. A dark coffee table is centered on a patterned area rug, with a television mounted on the wall. Natural light filters in through the windows, illuminating the space.

Apartment in Virginia Beach

4.84 out of 5 average rating, 19 reviews

Chicks Beach Retreat

House rentals with a patio

A bright living area features a large round ottoman at the center, complemented by a blue accent chair. Natural light enters through a stained glass window, highlighting wooden accents on the walls. A small writing desk and chair are positioned near the window.

Home in Willoughby

4.75 out of 5 average rating, 177 reviews

Beach House~Hot Tub~3 Min to Sand~HUGE Kitchen

A cozy living area features a striped sofa and two light armchairs, arranged around a soft, plush area rug. Natural light enters through two windows, and a mounted television is placed on the wall. A dining area is visible in the background, adorned with a simple floral centerpiece.

Home in East Ocean View

4.91 out of 5 average rating, 184 reviews

Cozy beach cottage! One block to the beach!

A serene beach scene captures the sun setting over the horizon, casting warm hues across the sky. Surfers can be seen riding gentle waves, while silhouettes of people enjoying the view are positioned on a rocky jetty. The calm water reflects the colorful sky above.

Home in Virginia Beach

5 out of 5 average rating, 9 reviews

941 Coastal Luxury Retreat

A classic Cape Cod home is surrounded by well-maintained greenery. The brick exterior is complemented by a gravel pathway leading to the front steps. A concrete driveway provides access to an attached garage, while flags are displayed on the front porch, enhancing the home's welcoming appearance.

Home in Portsmouth

5 out of 5 average rating, 27 reviews

The Bartlett Inn

A modern living room is showcased with light hardwood flooring and elegant furnishings. A large flat-screen TV is mounted on a marble feature wall, while a plush sofa is positioned nearby. Natural light flows in through large windows adorned with sheer curtains.

Home in Norfolk

5 out of 5 average rating, 56 reviews

Beach Stay

A single-story brick house is framed by a well-maintained lawn and colorful bushes. The covered front porch features white railings and two entrances. Large windows allow natural light to fill the living spaces, while trees provide shade in the background.

Home in Portsmouth

4.85 out of 5 average rating, 39 reviews

Elegance Escape on Saunders Dr

A modern living area is presented with a sectional sofa and armchair, arranged around a circular coffee table. Light wood flooring complements the neutral color palette. A dining space with a round table and chairs can be seen in the background, enhancing the open layout.

Home in Phoebus

4.91 out of 5 average rating, 23 reviews

The Booker: Modern Retreat by the Beach

A spacious living area features a foosball table and comfortable seating arrangements. Light wooden flooring connects the space to an open kitchen and dining area. Large windows allow natural light to illuminate the room, complimented by soft furnishings and thoughtful decor.

Home in Willoughby

4.91 out of 5 average rating, 11 reviews

Surf Cafe~Backyard Oasis~King Bed~2 mins to Beach!

Condo rentals with a patio

A serene seascape captures the tranquil waterfront at sunset, with soft hues of orange, blue, and pink blending in the sky. A calm shoreline reflects the colors, while silhouettes of birds are seen at a distance, enhancing the peaceful atmosphere of the beach.

Condo in Bayview

4.77 out of 5 average rating, 26 reviews

Bay Breeze At Ocean View Beach Home

A spacious living area is displayed, featuring a gray sofa and blue armchairs. A large TV is mounted on the wall. Light shines from overhead fixtures, highlighting the open layout between the living space and kitchen, which includes a breakfast bar with seating.

Condo in Virginia Beach

4.88 out of 5 average rating, 24 reviews

2BD2BA Condo w/Pool2Blocks2Beach

A well-furnished living room is depicted, featuring a dark blue couch adorned with patterned throw pillows. Two abstract art pieces hang above, and a flat-screen television is mounted on the wall. Light is provided by a table lamp, creating a bright and inviting space.

Condo in Newport News

4.88 out of 5 average rating, 166 reviews

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

Top guest favorite

A tranquil beach scene is depicted with a sunset reflecting on calm waters. The shoreline features a sandy beach with scattered rocks and a few ducks near the water's edge. A large coastal home is visible in the background, with an outdoor deck overlooking the serene landscape.

Condo in Williamsburg

4.98 out of 5 average rating, 44 reviews

Paradise by Busch Gardens & beach, lovely 3bd/3ba

A modern kitchen is presented with white cabinetry and stainless steel appliances. A large 10-foot island, adorned with four wooden stools, serves as a central gathering space. Natural light filters through a window, providing a bright and open atmosphere for meal preparation.

Condo in Corolla

4.92 out of 5 average rating, 12 reviews

Barefoot Bliss - Single Level Steps to the Beach

The entrance to the resort showcases a stately brick facade with an arched entryway. Colorful flower beds and well-maintained landscaping surround the pathway, while a tall tree and flagpole add to the welcoming atmosphere. Ample natural light promotes a friendly ambiance.

Condo in Williamsburg

4.93 out of 5 average rating, 102 reviews

Colonial Williamsburg Spacious 4 Bedroom Suite!

A view of the beach stretches towards the horizon, framed by green grass and a flower pot. White lounge chairs are arranged for relaxation, while colorful umbrellas dot the sandy shore, providing shade to beachgoers enjoying the ocean.

Condo in Virginia Beach

4.96 out of 5 average rating, 135 reviews

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen

Top guest favorite

A spacious balcony features several blue adirondack chairs, offering a view of the surrounding buildings and the outdoor area. Clear skies with a few clouds create a bright atmosphere. The ocean is visible in the distance, providing a scenic backdrop.

Condo in Sandbridge

5 out of 5 average rating, 17 reviews

New! 4 BR/Oceanfront/Ocean & Bay views/3pools/Gym

Quick stats about vacation rentals with a patio in Chesapeake

Total rentals
470 properties
Total number of reviews
19K reviews
Family-friendly rentals
230 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
290 properties have a dedicated workspace

Destinations to explore