
Family-friendly vacation rentals in Chesapeake Beach
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Top-rated family-friendly rentals in Chesapeake Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Quiet Neighborhood 7 Miles From the Beaches
Be sure to read about the pricing using both bedrooms below in 2nd paragraph. My house is in a quiet neighborhood by a creek of the Lynnhaven River 7 miles from the Oceanfront/Chesapeake Bay with easy access to the interstate and surrounding cities in Hampton Roads. Only minutes from Town Center and local malls. Your private area is the 1st level with your own private entrance, but no kitchen. There is small microwave and a coffee machine in the unit , & a small fridge on the screened-in-porch.

The Seaglass Cottage by the Chesapeake Bay
The Seaglass Cottage by the Bay is located in the charming & beautiful neighborhood of Ocean Park just a quick 5-10 minutes stroll to the Chesapeake Bay beach. Our vintage beach house from the 1940’s has been fully remodeled and decorated in local art and beach décor. There are beautiful live oaks on the property and 3 private parking spaces for you and some first-come-first-serve street parking in front of the house. Easy load in with a ramp into the house and a mudroom for all your beach toys.

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!

Sweet Suite!
Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

Play by the Bay 1 MIN TO WATER
LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

Modernized Carriage House at 1860s Manor
Relax in the luxurious Carriage House: a 3-bedroom French-country style retreat at the historic Church Point Manor (circa 1860). Restored with modern amenities, the Carriage House features a king bedroom and two queen bedrooms, each with its own private, full bathroom. Enjoy our private nature trail, tennis court, and lush gardens. The Manor has hosted some of Virginia Beach’s most VIP guests, including President Obama, and is also listed on the city's Historic Register.

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Charming Single Family Home by the Chesapeake Bay
Discover your perfect Virginia Beach retreat! This charming, single-family home is nestled in a friendly neighborhood just a mile from the stunning Chesapeake Bay. You're within walking or biking distance of great local breweries, restaurants, and parks, including the Bayside Recreational Center and Bayville Park. This home features a private, fenced-in backyard, perfect for relaxing after a day at the beach or letting small pets run around for an additional fee.

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

2 Bedroom Condo ONE Block from the Oceanfront
Come enjoy a Virginia Beach vacation ONE block from the oceanfront and boardwalk. Our 2 bedroom condo accommodates 4 adults and is also perfect for families. Bedroom 1 has a queen size bed and bedroom 2 has a king size bed. There is also a pull out sofa bed in the living room. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. There is plenty to do for the whole family.

Quilted Quarters by the Bay with Private Entrance
Enjoy beach life, hiking and biking near the Chesapeake Bay in a spacious fully furnished studio with a private entrance and private bath in a very safe and quiet neighborhood with one dedicated parking space as well. Five minute walk to the beach and First Landing State Park with hiking, biking, running trails, locally owned restaurants, bars, shops, breweries, grocery, pharmacy, farmer's market and yoga studio.

Steps to Beach at Chics Beach! Sleeps 12 & Garage!
Experience the perfect blend of comfort and style at this beautiful 3-bedroom, 3 1/2 bath home in Virginia Beach. Featuring 5 beds and an air mattress. It’s ideal for a group (Families/Couples/Solo). Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and laundry. Located only about a 20-second walk from the beach. Book your extended getaway today! We can't wait to have you at this home away from home.
Popular amenities for Chesapeake Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Horses-Views-Dog Friendly-4WD Area

Cape Charles | Beach Access & Hot Tub

Wooded Wonderland Miniature Golf Hot tub Pool

902C Coastal King Retreat Steps from Beach + Sauna

Hot Tub + Walk to Beach! Fully Updated + Spacious

Spring Hill Guest Cottage - Portsmouth

Cozy Cottage - NEW hot tub, dogs OK, fenced yard

Comfortable 3 bedroom house with deck with hot tub
Family- and pet-friendly home rentals

Virginia Beach 2 King BR apt 100 feet from beach

Ghent on the Corner: Cozy 3 bed 2.5 bath home

Lovely Ocean View Cottage

Centrally Located Sleek Studio Apartment

Quaint 2 Bedroom Cottage in Chicks Beach

The Nook

Cottage at Timberline Ranch in Smithfield Virginia

Quiet Suite with Private Entrance
Family-friendly home rentals with a pool

Villa Positano

Sanctuary on Sandpiper - Bayfront in Sandbridge

Oceanfront Gem VaB Studio Exceptional Views

Country Comfort Close to the Beaches

Oceanfront Studio: Boardwalk, Beach, & Pool Views

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

Gorgeous Vacation House

Perfect Getaway!
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
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- First Landing State Park
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