
Vacation rentals with a patio in Chesapeake
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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 G$2,090 GYD per night before taxes and fees

Verified guest reviews
Over 21,590 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 150 rentals that welcome pets

Vacation rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
300 properties have a dedicated workspace

Wi-Fi availability
480 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 Cinema Cafe-Greenbrier Mall
Top-rated patio rentals in Chesapeake
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

Hidden Gem.4/bedroom cozy home fenced in yard
Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

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!

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.

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!

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!

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.

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.

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.

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

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.

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.

Premium Comfort Home
Welcome to your peaceful home away from home. This unique and thoughtfully designed space is perfect for families, couples, and small groups looking to relax, reconnect, and feel truly comfortable. Nestled in a quiet, family-friendly neighborhood, our home offers the calm you crave while still being close to everything you need.
Popular amenities for Chesapeake patio rentals
Apartment rentals with a patio

Virginia Beach, Getaway

The Liberty Flat

The Cottage at Sojourn: Buckroe - one bedroom

Longer stays welcome! King bed, Queen bed, w/d

The Sun Room - 2BR/1BA

Sandbridge Beach Bay Getaway

Works 4 Me: New listing

Cozy apartment close to a beach
House rentals with a patio

Chesapeake. Comfy & Cozy. 4 Beds 2 Bath

Cozy beach cottage! One block to the beach!

3 bedroom private home a block from the beach!

Spacious 3 Bedroom Home | Near many Shops & Dining

Walk to Beach! Fully Updated + Hot tub!

Modern Comfort Minutes from Waterside & Downtown

Cozy Modern Retreat, Peaceful Stay Near Everything

Casa del Mar • Artful Cottage – Walk to Beach
Condo rentals with a patio

Bay Breeze At Ocean View Beach Home

Peaceful Haven with waterway view

Paradise at the Beach

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

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

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

Sun & Fun! Ocean/Bay views /3 pools, gym, arcade

Jane Suite | Beach | Balcony | Fire Pit
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,824 GYD | G$22,779 GYD | G$22,988 GYD | G$22,988 GYD | G$23,406 GYD | G$25,496 GYD | G$27,168 GYD | G$26,123 GYD | G$22,988 GYD | G$22,988 GYD | G$24,033 GYD | G$23,824 GYD |
| 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 |
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- Rentals with a patio Virginia
- Rentals with a patio United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Chrysler Museum of Art
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Club
- Currituck Beach Lighthouse
- The Military Aviation Museum
- Nauticus
- The Mariners' Museum
- Town Point Park
- Back Bay National Wildlife Refuge-N





