Vacation rentals with a patio in Chesapeake

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Top-rated patio rentals in Chesapeake

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Guest favorite

Home in Smithfield

4.97 out of 5 average rating, 204 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.

Mar 29 – Apr 5

G$23,748 GYD per night

Guest favorite

Guest suite in Williamsburg

4.92 out of 5 average rating, 128 reviews

Fun and Open Space Near Everything w/ Hot Tub

Come for the fun to a spacious 1st floor walkout basement just 1 mile from Busch Gardens & Water Country and just 3 miles from Colonial Williamsburg & William and Mary. You'll have a large pool table, bar area, private entrance, hot tub, firepit, coffee bar, and free parking in a quiet neighborhood. The space is part of our home (the bottom floor) w/ private entry. We would love to share anything you want to know about the area, and surrounding cities. Jamestown and Yorktown are also close by.

Jan 20 – 27

G$23,055 GYD per night

Guest favorite

Townhouse in Virginia Beach

4.92 out of 5 average rating, 120 reviews

Charming 3 BR / 3.5 BA with a Private Backyard

Charming and quiet 3 Bedroom / 3.5 Bathroom townhouse available in Town Center of Virginia Beach. Newer Construction built in 2021 with a private AstroTurfed and fenced backyard perfect for pets. Top Golf under 1 mile away! Wegmans, Walmart, and Town Center dining are a 4-minute drive from the house. Centrally located a 3-minute drive from VB town center and all the dining imaginable. The townhome is a 15-minute drive from Chicks Beach and a 20-minute drive to the Oceanfront & Boardwalk.

Jan 19 – 26

G$44,685 GYD per night

Guest favorite

Apartment in Chesapeake

4.94 out of 5 average rating, 17 reviews

Country Escape - Next DOOR - Hidden Gem

Take it easy at this unique and tranquil getaway in the country! This 1100sf rental is above a four car garage in the backyard of the “Country Escape” short term rental. The deck overlooks the serene “park like” backyard in the woods surrounded by trees so you feel like you are in a treehouse. The décor is very comfortable and welcoming. We named it "Next Door" due to the repurposing of many old doors. It is the perfect location for you to hide away and relax while you are in the area.

Aug 4 – 11

G$22,956 GYD per night

Guest favorite

Villa in Norfolk

4.94 out of 5 average rating, 138 reviews

8 minutes walking from Sarah Constant Beach Park

Our beach home is located just an 8-minute walk from Sarah Constant Beach Park, the Ocean View Fishing Pier Restaurant. The Ocean View Shopping Center is also just an 8-minute walk away. You'll find numerous restaurants supermarket all within easy walking distance. The Norfolk Navy station is just a 5-minute drive away. Our single-family home features a huge backyard, 3 bedrooms, and 2 bathrooms. Our home is a very quiet and safe place, and parties are not allowed. We are pet friendly!

Mar 8 – 15

G$42,605 GYD per night

Guest favorite

Townhouse in Chesapeake

4.88 out of 5 average rating, 110 reviews

2BR-1.5 Bath Electric & Vibrant R&R Townhome

Listing description Kick back & relax in this calm, stylish space. 1600 sq ft stunning renovated & designed townhome! -Skip the traffic; 15 min drive to most of Hampton Roads, beaches; 3 mins from restaurants, groceries & more -Free parking -Optimal cleaning 100% disinfected space -2 bedrooms -Comfortable 2 Queen Beds & 1 Full Futon -1.5 baths with high end, modern finishes -Outdoor back private patio seating - Smart home features: keyless access cord + living room TV with roku

Sep 27 – Oct 4

G$28,757 GYD per night

Guest favorite

Bungalow in Norfolk

4.97 out of 5 average rating, 160 reviews

Beachfront Bungalow; Amazing views (3bdrm, 2 bath)

We're excited to welcome you to The Pirate's Cove, our Beach Bungalow on the Chesapeake Bay. Enjoy the sunset from the balcony, the primary bedroom or the water facing windows! Gaze at the ships traveling through the bay from the telescope. In the morning, enjoy an espresso or latte at the Coffee Bar as you watch the sunrise. Have all the family fun in the comfortable living room with large screen TV and games. Energize and refresh with hosted snacks and refreshments!

May 1 – 8

G$68,071 GYD per night

Guest favorite

Apartment in Chesapeake

4.89 out of 5 average rating, 9 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.

Jan 5 – 12

G$28,699 GYD per night

Guest favorite

Cottage in Norfolk

4.98 out of 5 average rating, 174 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".

Feb 22 – Mar 1

G$48,316 GYD per night

Guest favorite

Place to stay in Virginia Beach

4.99 out of 5 average rating, 114 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. We do our best to provide the comforts of home. -mini fridge -water filter -coffee bar -beach towels -folding chairs -beach blanket -sound machine -and more We want you to make yourself at home with us. Maybe we’ll enjoy a summer night together on the porch soon!

Jan 11 – 18

G$25,678 GYD per night

Superhost

Guesthouse in Suffolk

4.82 out of 5 average rating, 28 reviews

Lakeside Retreat

Take a break and unwind at this peaceful oasis. Fully-furnished basement apartment in private, lakeside home (owner on-site) with private entry, backyard, private patio, and waterfront access. Perfect for short-term corporate rentals, business trips, and more. Enjoy lakeside sunsets every evening! Can comfortably accommodate single individuals or a couple. Well-behaved dogs are welcome with an additional $25 per pet.

May 21 – 28

G$23,618 GYD per night

Guest favorite

Home in Williamsburg

5.0 out of 5 average rating, 203 reviews

Cozy Single Family Home

Enjoy a little bit of home away from home in our 120 year old fully refurbished house. Property is centrally located with just an 8 minute drive to Historic Colonial Williamsburg, 2 minute drive to Route 199 access, 2 minute drive to the Williamsburg Winery, and 15 minute drive to Busch Gardens. Have morning coffee on the front porch or a BBQ on the back.

Jan 17 – 24

G$35,639 GYD per night