Family-friendly holiday rentals in Virginia Beach

4.87 out of 5 average rating, 172 reviews

300 feet from Atlantic Ocean: Cozy Guest Suite

Guest will have private access on the first floor of this three story ocean view beach home in Virginia Beach, VA. The guest suite is separate from the main house. Two bedrooms with a queen bed in each room and one bathroom. In the entrance hallway there is a stacker washer dryer, refrigerator, microwave, sink next to refrigerator along with a gas grill outside. NOTE: There is no living room; however, there are chairs in the bedrooms. The true living room is the beach on the Atlantic Ocean :)

A spacious living room is characterized by soft yellow walls and hardwood floors. Comfortably arranged are two couches, a wooden coffee table, and a decorative painting above the fireplace. Natural light filters through large windows, illuminating the cozy seating area and adding warmth.

4.94 out of 5 average rating, 327 reviews

1924 Spanish Villa - 2 Blocks to Cavalier & Beach!

Rich in history, this 1924 Spanish Villa has been restored to vintage perfection. Situated on Princess Anne Golf Course with sprawling views. Huge living room, one large bedroom, two outdoor patio areas. Three blocks to the boardwalk, 5 min walk and a 3 min bike ride to the beach. Beach towels included! No kitchen but does include mini fridge, microwave, coffee pot with coffee/filter, & Culligan hot/cold filtered water. Murphy queen bed in bedroom & Queen highend sleeper couch in living room!

4.97 out of 5 average rating, 203 reviews

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 Ocean Park

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.

Farm stay in Cape Charles

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.

5 out of 5 average rating, 413 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.

4.97 out of 5 average rating, 120 reviews

Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.

Home in Norfolk

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!

4.99 out of 5 average rating, 213 reviews

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 Ocean Park

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.

A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.

4.95 out of 5 average rating, 104 reviews

Artful Retreat with a Private Pool

Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!

4.95 out of 5 average rating, 214 reviews

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

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.

4.85 out of 5 average rating, 107 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

Perfect Getaway!

Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!

Superhost

A charming coastal cottage exterior is depicted, featuring a white clapboard façade and a shingled roof. The blue front door is framed by decorative shutters, with a welcoming wreath displayed. An American flag hangs proudly, completing the inviting entrance.

4.82 out of 5 average rating, 148 reviews

THE OLD BEACON 1 | Beach Living

The Old Beacon is the perfect vacation blend of beach time and poolside sunbathing. This is the downstairs unit of the front cottage and the largest of The Old Beacon units. Stylish and comfortable interior with access to the amazing outdoor common area - pool, cornhole, porch swings, outdoor dining area, and outdoor shower for when you return from the beach! Kick back and relax in this vacation home that’s two blocks to the beach and Virginia Beach boardwalk!

Guest suite in Sandbridge

A wooden bar top overlooks a shared pool area, surrounded by colorful seating options in vibrant hues. The pool is framed by palm trees and offers a relaxing view of the outdoors, with a white fence enclosing the vibrant space.

4.92 out of 5 average rating, 115 reviews

"Forget About It" Guest Suite- 300 STEPS TO BEACH!

Come and "Forget About It" in a 1000 sqft 2 bedroom guest suite on the first floor. Quietly and conveniently located on a cul-de-sac. Only a short walk (approximately 300 steps) to the beach! Listen to the ocean waves as you relax out back by the pool. Enjoy the quiet north end of Sandbridge Beach where there is no public parking. Virginia Beach Oceanfront is only 7 miles away. Owners live upstairs and are here to help and assist as needed.

Townhouse in Virginia Beach

An urban view is presented from the balcony, highlighting the surrounding luxury apartment buildings and vibrant street activity. A clear blue sky and bright sunlight contribute to the lively atmosphere of the Virginia Beach resort area.

5 out of 5 average rating, 124 reviews

Beach condo. 1.5blocks 2 beach.Packed w/ Amenities

This private 3 story condo is nestled in the heart of Virginia Beach’s oceanfront resort area. Located less than 2 blocks from the Virginia Beach boardwalk and beach! The fully outfitted kitchen, each bedroom, and the great room have their own balconies! Enjoy the convenience of living so close to everything the resort area has to offer. Beach cruisers, grill, beach cart, and essential beach gear included. You’ll love it!

Popular amenities for Virginia Beach family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.89 out of 5 average rating, 160 reviews

A charming blue beach house features a multi-level design with large windows that invite natural light. A spacious deck offers unobstructed views of the surrounding sandy landscape. Steps lead up to the entrance, enhancing accessibility to the home. Wild grasses frame the property.

Cottage in Corolla

Horses-Views-Dog Friendly-4WD Area

4.93 out of 5 average rating, 152 reviews

An aerial view of the property reveals a spacious backyard featuring a swimming pool surrounded by lounge chairs and inflatable pool toys. Lush greenery encircles the area, enhancing the sense of privacy, and the house is seen with its inviting deck and patio area.

Home in Portsmouth

Wooded Wonderland Miniature Golf Hot tub Pool

Guest house in Chuckatuck

An aerial view depicts the guest suite, nestled among lush greenery, with a spacious swimming pool nearby. The main house, along with various outdoor amenities, is visible, showcasing well-maintained landscaping and open fields surrounding the property.

4.96 out of 5 average rating, 167 reviews

Country Living Guest House (Upstairs/Downstairs)

The entrance features a light-colored door adorned with a welcoming wreath. To the right, a sign displays the property name 'All4One' alongside the Virginia shape. The brick facade showcases a warm, inviting exterior, complemented by a traditional lantern mounted beside the door.

4.8 out of 5 average rating, 168 reviews

All 4 One | Beach Living

Guest house in Merrifields

A sitting room features light blue walls and a cozy blue couch. A wooden coffee table sits on a patterned area rug, complemented by a small lamp and decorative items. Natural light enters through double glass doors that lead to a private outdoor area.

4.97 out of 5 average rating, 220 reviews

Spring Hill Guest Cottage - Portsmouth

4.88 out of 5 average rating, 257 reviews

A wide, sandy beach is outlined by spacious condos in soft pastel colors against a clear blue sky. Fishing rods are positioned in the sand near beach carts, indicating a relaxed atmosphere. Waves gently lap at the shoreline, creating a tranquil coastal setting.

Apartment in Sandbridge

Ocean Escape

4.93 out of 5 average rating, 140 reviews

A cozy living area is furnished with two light blue sofas and a light-colored area rug. A ceiling fan hangs above, providing air circulation. In the background, a dining area with a wooden table and blue chairs is visible through an arched entryway, framed by bright natural light from window blinds.

Cottage in Norfolk

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard

A spacious backyard is characterized by lush grass and towering trees. The back of the house features a modern deck leading to a hot tub, surrounded by a wooden railing. An additional structure is visible, presumably for storage, with a picnic table located nearby.

4.85 out of 5 average rating, 112 reviews

Comfortable 3 bedroom house with deck with hot tub

Family- and pet-friendly home rentals

A spacious efficiency apartment features a king-sized pillow-top bed covered with a blue quilt. A mirror above the bed reflects a neat workspace with a desk and chair. A flat-screen TV is mounted nearby, and a kitchenette area with a refrigerator is in the background.

4.93 out of 5 average rating, 317 reviews

Beach Resort Area Efficiency

4.97 out of 5 average rating, 274 reviews

Cottage in Norfolk

Villa Positano

A two-story house is depicted with light-colored siding and a welcoming porch. Decorative hanging plants adorn the porch, which features a symmetrical layout with steps leading to the entry. Lush greenery and vibrant flowers are visible around the base of the home, creating a pleasant outdoor atmosphere.

4.99 out of 5 average rating, 165 reviews

Quiet family location and close to BEACH!

4.87 out of 5 average rating, 204 reviews

Charming Single Family Home by the Chesapeake Bay

4.9 out of 5 average rating, 705 reviews

Quiet Neighborhood 7 Miles From the Beaches

4.94 out of 5 average rating, 114 reviews

A single-story ranch house is showcased, featuring a white exterior and a welcoming front door. A large tree and manicured shrubs are visible in the yard, enhancing the home’s curb appeal. Windows are seen along the front, allowing natural light into the living spaces.

Home in East Ocean View

Quiet Stay near Bay. Walk to Oceanview access

Cottage in Virginia Beach

A charming cottage exterior is displayed, featuring a soft beige facade with blue shutters. A welcoming front porch is highlighted by white railings, leading to the entrance. The landscaping includes minimal greenery, with a pathway bordered by subtle plants.

4.95 out of 5 average rating, 457 reviews

Seaglass Cottage

Townhouse in Virginia Beach

A spacious living area features a large, L-shaped gray sectional sofa adorned with decorative pillows. Two side tables with lamps flank the sofa, while a central coffee table holds a decorative tray. Coastal-themed artwork and a shelf with accents are visible above, enhancing the beach-inspired decor.

4.97 out of 5 average rating, 156 reviews

Entire Home - Close to Beach - Pet Friendly

Family-friendly home rentals with a pool

5 out of 5 average rating, 111 reviews

The waterfront view captures a serene sunset over the canal, with soft golden light reflecting on the water. Lush grasses and reeds line the shore, enhancing the tranquil atmosphere. Nearby homes are silhouetted against the vibrant sky, creating a peaceful retreat.

Cottage in Sandbridge

Sanctuary on Sandpiper - Bayfront in Sandbridge

Apartment in Virginia Beach

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 252 reviews

Oceanfront Gem VaB Studio Exceptional Views

4.93 out of 5 average rating, 147 reviews

A spacious living area features a large sectional sofa and two light blue chairs, with a farmhouse-style dining table visible nearby. A shiplap fireplace wall complements the large electric screen displaying a movie. Natural light streams through multiple windows, enhancing the welcoming atmosphere.

Apartment in Sandbridge

Ocean & Bay Views - Local Family Owned & Operated

A spacious brick home is surrounded by well-maintained landscaping featuring lush green grass and mature trees. The front porch, adorned with potted plants, provides a welcoming entrance. Natural light filters through the windows, enhancing the overall charm of the property.

4.95 out of 5 average rating, 121 reviews

Country Comfort Close to the Beaches

Apartment in Virginia Beach

A clear blue saltwater pool is framed by a smooth beige deck. Sun loungers are positioned around the pool, offering space for relaxation. Nearby buildings create a simple backdrop, with bright blue skies overhead enhancing the inviting atmosphere.

4.97 out of 5 average rating, 122 reviews

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Superhost

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

4.93 out of 5 average rating, 125 reviews

Gorgeous Vacation House

Apartment in Virginia Beach

The outdoor pool area features a well-maintained pool surrounded by lounge chairs. A clear blue sky is noted above, with clouds adding texture. Nearby greenery and structures contribute to the atmosphere, allowing for a relaxing outdoor experience.

4.98 out of 5 average rating, 104 reviews

Paradise at the Beach

A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.