Kid-friendly vacation rentals in Chesapeake Beach

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Top-rated kid-friendly rentals in Chesapeake Beach

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A spacious living room area features a comfortable sectional sofa and a wooden coffee table. A decorative rug sits beneath, while soft lighting highlights the neutral wall tones. A small table with magazines and a chair are positioned nearby, creating an inviting space for relaxation.

Guest suite in Virginia Beach

4.9 out of 5 average rating, 659 reviews

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.

Top guest favorite

The front entrance features a ramp leading to a bright blue door surrounded by large windows. The white exterior of the house is complemented by landscaping with green shrubs and a sunny sky overhead, enhancing the welcoming appeal.

Cottage in Virginia Beach

4.97 out of 5 average rating, 187 reviews

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.

Top guest favorite

A modern living area features a blend of comfortable seating, including a large sectional sofa and accent chairs. A sleek, wall-mounted television is positioned above a linear fireplace. Bright colors and textures create visual interest, with plants adding a touch of greenery to the inviting space.

Guesthouse in Gloucester County

4.98 out of 5 average rating, 172 reviews

Moody Modern:Hot tub, Tile Shower, Fire Pit, Views

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Top guest favorite

The spacious kitchen features a large island with seating for six, modern appliances, and ample counter space. A bright window above the sink offers views of the surrounding landscape, while soft lighting complements the contemporary design. Light wood flooring enhances the welcoming atmosphere.

Farm stay in Cape Charles

5 out of 5 average rating, 388 reviews

Guesthouse at Vessel Farm & Winery, Waterfront

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Top guest favorite

A spacious bedroom features a queen bed adorned with a nautical-themed quilt and decorative pillows. Natural light enters through two windows with blinds. A comfortable chair is positioned beside the bed, and a side table holds a lamp. A closet with sliding doors is visible.

Guest suite in Virginia Beach

4.98 out of 5 average rating, 310 reviews

Home away from home~Private,quiet, mins to bay

Home away from home is a spacious, comfortable, and private apartment with 1 Queen bedroom, full bath w/ tub, living area, work space, and fully equipped kitchen. Conveniently and centrally located in historic neighborhood: 3 mins to bay, 15 mins to oceanfront. We are within 4 miles of Norfolk Premium Outlets and IKEA, and are within 5 miles to Virginia Wesleyan and 15 miles to ODU. Walk to local favorite restaurants (New River Tap House, The Rustic Spoon, 1608 Crafthouse, Comfy Belly).

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 Norfolk

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.

Guest favorite

A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.

Cabin in Cape Charles

4.96 out of 5 average rating, 183 reviews

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.

Superhost

A three-story beach house features light-colored wood siding and multiple balconies. Outdoor stairs lead to the upper decks, providing additional space for relaxation. A garage is visible underneath, with a gravel driveway extending to the side, where a fenced area is seen.

Home in Virginia Beach

4.8 out of 5 average rating, 148 reviews

Chesapeake Bay Beach house (Chic’s Beach) 1 block!

Welcome to Ocean Beach House! Nestled right in the heart of Chic's Beach. 3 bedroom 2.5 bath beach house with a large hangout spot in the back yard. Plenty of parking space. PLEASE DO NOT BOOK this unit if you intend to play loud music or host a gathering. Strict Quiet hours 10pm-8am. By making this booking, you agree to forfeit a minimum of $2500 to deploy private security and/or law enforcement for immediate removal of you/your party from the premises.

Top guest favorite

Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.

Guest suite in Norfolk

4.93 out of 5 average rating, 591 reviews

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Guest favorite

A bright living area is depicted, featuring a cozy gray sofa paired with orange accent pillows. A round coffee table rests on a patterned rug, while a wall-mounted TV is visible. The dining area is observed in the background, showcasing barstool seating and warm lighting fixtures.

Apartment in Norfolk

4.96 out of 5 average rating, 101 reviews

King Bed WIFI - Work Space - Quiet - EZ parking

Located only Two blocks from the beach in the quiet East Oceanview neighborhood of Norfolk! It is the ideal getaway for families and the modern traveler. The apartment is on the 2nd floor. Both rooms have a memory foam King mattress . In addition, there is high speed internet, washer and dryer. It is conveniently located minutes from restaurants, grocery stores, and breweries! Two off street parking for over size vehicles available.

Top guest favorite

A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.

Home in Virginia Beach

4.99 out of 5 average rating, 202 reviews

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic large beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, for guests exclusive use( 2 floors).Guest has entire 2nd and 3rd floor. TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill. Washer-dryer. Owner occupies first floor with their own living area and additional bdrm in this multi-level structure. Any questions contact the host.

Top guest favorite

A beach scene at sunset features individuals playing volleyball in the sand. The calm water reflects shades of pink and orange from the setting sun. Silhouettes of a pier and distant structures are visible along the horizon, framed by beach grass in the foreground.

Home in Virginia Beach

4.92 out of 5 average rating, 267 reviews

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.