Holiday rentals with a patio in Chesapeake

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Top-rated rentals with patio in Chesapeake

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

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Superhost
A spacious living area features a comfortable sectional sofa adorned with patterned cushions. A wooden coffee table sits in the center, complemented by decorative items. The room is brightened by natural light streaming in through nearby windows, with an open view of a staircase leading to the upper level.
Townhouse in Chesapeake
4.78 out of 5 average rating, 23 reviews

The Western Branch Professionals Townhome

Centrally located in quiet neighborhood w/parking & fast Wi-Fi. < 5 min to groceries, coffee, restaurants, & shopping. Perfect place to explore all Hampton Roads beaches, entertainment, nightlife, shopping & more! About 45 min to Virginia Beach Oceanfront, Atlantic Park Surf, Ocean Breeze Waterpark/Motor World, Adventure Park, VA Marine & Science Museum . < 20 mins to Downtown Norfolk/ Waterside, Norfolk Outlets, Rivers Casino Portsmouth. < 1hr to Busch Gardens/Water Country USA, Williamsburg.

Guest favourite
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk
4.94 out of 5 average rating, 129 reviews

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Guest favourite
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
4.96 out of 5 average rating, 129 reviews

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 space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Oh & bring your fishing poles, river is fully stocked!

Guest favourite
An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.
Home in Portsmouth
4.92 out of 5 average rating, 165 reviews

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!

Top guest favourite
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
4.92 out of 5 average rating, 51 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.

Guest favourite
A spacious living room features a comfortable sectional sofa, a wooden entertainment center with a large TV, and a decorative console table. Light-colored walls complement the area rug, and framed artwork adds interest. A staircase is visible, leading to the upper level.
Home in Norfolk
4.89 out of 5 average rating, 208 reviews

3 bedroom private home a block from the beach!

Relax with the whole family at this peaceful home. A block to the beach! 3 bedrooms and 2 bathrooms, with an outdoor shower and finished basement with extra living space. Outdoor patio with gas grill and patio furniture. All amenities included sheets, towels, cooking utensils, etc. Fast Wi-Fi throughout the home. Can sleep up to 8! Pets always welcome. All bedrooms are on main level no stairs required. Weekly and monthly discounted rates upon inquiry.

Top guest favourite
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, 134 reviews

Cook's Country Escape - Cozy Retreat

Escape the everyday and enjoy this cozy countryside retreat! Nestled halfway between Virginia Beach and the Outer Banks, this home offers the charm of a cabin with the comforts of a full house. Perfect for families or friends, it’s a peaceful getaway from city life yet close to beaches, parks, and attractions. From the moment you arrive, you’ll feel the warmth and relaxation of a true country home. It’s been a great rental with great ratings.

Top guest favourite
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
4.99 out of 5 average rating, 152 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

Guest favourite
A light-filled living area features a comfortable sectional sofa and a coffee table centered on a textured rug. Adjacent, a dining table accommodates several chairs, while a wall-mounted television is positioned above a decorative fireplace. Windows provide views of the outdoor space.
Home in Chesapeake
4.92 out of 5 average rating, 61 reviews

Spacious 3 Bedroom Home | Near many Shops & Dining

Nestled in a prime location, this bright and inviting 3-bedroom home puts you minutes from shopping, top restaurants, beaches, golf, hospitals, and military bases. Enjoy the perfect blend of comfort and convenience, plus a huge fenced backyard ideal for relaxing, pets, or outdoor fun. Whether for a family getaway, business trip, or long-term stay, your unforgettable Chesapeake stay starts here.

Superhost
Townhouse in Chesapeake
5 out of 5 average rating, 5 reviews

Waterfront Oasis: Fishing Pier, Pool, Beach Access

Escape to our waterfront retreat in Chesapeake's premier Bryan's Cove community! This modern 3-bedroom townhome comfortably sleeps 8. Enjoy resort-style living with a community pool, pier on Deep Creek, and a dog park. Perfect for families and groups seeking a peaceful coastal getaway with modern comforts and convenient access to local attractions. Your serene Virginia vacation starts here.

Guest favourite
A spacious living area features a dark leather sectional sofa adorned with light blue and patterned cushions. A glass coffee table sits at the center, complemented by an area rug with subtle patterns. Natural light enters through the nearby doorway, creating a welcoming environment.
Townhouse in Chesapeake
4.84 out of 5 average rating, 57 reviews

Best Temporary Rental in Chesapeake

Owner is a Real Estate Agent in the State of Virginia. Comfortably and Elegantly Furnished townhome conveniently located in the Greenbrier area of Chesapeake where you'll find tons of shopping, restaurants and close proximity to the interstate. Two reserved parking spaces right at your front door. Quiet location, comfortable beds, super clean! Welcome to your home away from home.

Guest favourite
Home in Chesapeake
4.91 out of 5 average rating, 79 reviews

Comfy House! The Perfect Getaway

Bring the whole family to this great place with lots of room for fun! This spacious 4 bedrooms , 2-bathroom home is the perfect blend of comfort and style, offering a relaxing escape for families, groups, or anyone looking for a peaceful retreat. Whether you're here for a short getaway or an extended stay, you'll find everything you need to make your time unforgettable.

Popular amenities for rentals with patio in Chesapeake

When is the best time to visit Chesapeake?

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Quick stats about holiday rentals with a patio in Chesapeake

  • Total holiday rentals

    Explore 480 holiday rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 21,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    300 properties have a dedicated workspace

  • Wifi availability

    480 of Chesapeake holiday rentals include wifi 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 Cinema Cafe-Greenbrier Mall

Destinations to explore