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.

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Guest favorite

Guest suite in Virginia Beach

4.89 out of 5 average rating, 551 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.

Oct 23 – 30

ﺩ.ﺇ333 per night

Guest favorite

Condo in Virginia Beach

4.88 out of 5 average rating, 150 reviews

Oceanfront Jewel VB Studio Mesmerizing Ocean View

Newly remodeled, stunning panoramic oceanfront views from the 3rd floor at the peaceful north end of Va Beach boardwalk. Perfect for two, this cozy 355 sq ft studio with wireless internet, large screen TV and full kitchen, has a community pool, back patio, charming beach lawn with tables & lounge chairs and is walking distance to outstanding restaurants, attractions and shopping. Beach chairs and towels provided. Please note: due to the open layout of the building, there is no elevator.

Sep 7 – 14

ﺩ.ﺇ1,175 per night

Guest favorite

Apartment in Hampton

4.96 out of 5 average rating, 365 reviews

"Shangri-La", of Hampton, Virginia

2nd story 1200 square foot apartment with 2 BR's, Wi-Fi, microwave, fridge and bar with sink. Walk in glass enclosed shower & soaker tub. Private deck with gas grill down the spiral stairs below on ground level patio. Pool table in BnB. We share our pool with our BnB guests seasonally. Please inquire about pool availability if important to your booking. Local history, sites, nature and beaches abound. Security cameras surround the exterior of our home for our protection as well as yours!

Mar 3 – 10

ﺩ.ﺇ519 per night

Guest favorite

Guest suite in Virginia Beach

4.98 out of 5 average rating, 279 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).

Jul 14 – 21

ﺩ.ﺇ685 per night

Guest favorite

Guest suite in Carrollton

4.98 out of 5 average rating, 162 reviews

2BR 1BA Spacious Guest Suite, Woods & Water Views

NO CLEANING FEES! ONLY YOU/YOUR TRAVEL COMPANION ARE GUESTS in the private, in home, upstairs 2 BR 1 BATH GUEST SUITE W/MINI-KITCHEN. 1 guest per bedroom, ONLY (see “ACCOMMODATIONS POLICY” below). Nothing fancy, but clean, pretty. & relaxingly comfy. Serene, wooded, retreat- like setting on a small lake w/wildlife. Centrally located. Visit Williamsburg one day & VA Beach the next. Near Smithfield, Newport News, universities & military bases. Discount for active military & nurses.

Mar 12 – 19

ﺩ.ﺇ393 per night

Guest favorite

Home in Virginia Beach

4.88 out of 5 average rating, 116 reviews

Half house w/pool & new patio all to yourself

PLEASE READ TO THE END!!!!!! Our home is close to restaurants, parks, the resort oceanfront and art and culture. You’ll love our place because of the location and the ambiance. Our space is good for couples, solo adventurers, business travelers or small families. Please know that my wife and I live in the other half of the house. There is NO shared space!!! You have a private entrance with full & private access to all amenities. Our home is LGBTQ+ friendly because LOVE IS LOVE!

Oct 6 – 13

ﺩ.ﺇ466 per night

Superhost

Townhouse in Chic's Beach

4.74 out of 5 average rating, 111 reviews

Charming Beach Home

Located in the heart of Chic’s Beach, this home serves as the perfect beach getaway. The house is located steps away from the beach and from some of the best neighborhood restaurants. Stay here and you’ll be able to enjoy sunset walks on the beach, swims in the Bay, bike rides to great local restaurants & breweries, & so much more. It’s the perfect getaway for a family looking for a beach vacation, or for a group of friends looking to vacation together!

Jun 3 – 10

ﺩ.ﺇ3,389 per night

Guest favorite

Cottage in Norfolk

4.97 out of 5 average rating, 202 reviews

Positano Villa

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Mar 9 – 16

ﺩ.ﺇ1,498 per night

Guest favorite

Home in Virginia Beach

4.79 out of 5 average rating, 131 reviews

Quaint 2 Bedroom Cottage in Chicks Beach

2 bedroom 1 bathroom quaint cottage, walking distance only 2 blocks to the beach . The beach is great for families with children . This unit is connected to a 1 bedroom unit . Back yard has a single detached unit also . Great for small families. There is a fenced in front yard Back yard and laundry area is shared with guest suite next door. 2 Car max allowed $75 pet fee with pre approval. Starting June 25th 7 night min check in on Friday only !

Jun 7 – 14

ﺩ.ﺇ800 per night

Guest favorite

Guest suite in Norfolk

4.93 out of 5 average rating, 508 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

Oct 25 – Nov 1

ﺩ.ﺇ686 per night

Guest favorite

Cottage in Virginia Beach

4.99 out of 5 average rating, 142 reviews

The Beach Nest. Walk to oceanfront.

The Beach Nest is a pristinely clean cottage located just a half-mile walk from the oceanfront and boardwalk. The cottage is well-outfitted with beach chairs, beach cruisers, beach towels, a beach cart, and a sand umbrella. A quaint retreat ideal for two. The Beach Nest is NOT a party house. SMOKING IS PROHIBITED. PETS ARE NOT ALLOWED as we often host guests with allergies.

Sep 13 – 20

ﺩ.ﺇ821 per night

Guest favorite

Home in Virginia Beach

4.95 out of 5 average rating, 106 reviews

Water Oaks at Chic's Beach

Bright, airy beach home across the street from the Chesapeake Bay beach, a quarter mile east of the Chesapeake Bay Bridge-Tunnel . . . 1600 sf, 3 br, 2.5 ba . . . eclectic residential neighborhood . . . diverse restaurants and a convenience store within easy walking distance . . . five-minute drive from more comprehensive shopping and fifteen minutes from VB oceanfront.

Dec 25 – Jan 1

ﺩ.ﺇ973 per night