Family-friendly holiday rentals in Hampton

4.96 out of 5 average rating, 114 reviews

Home in Hampton

Grandview Island Beach Cottage Private Fenced Yard

Private 3-bedroom beach cottage on a quiet private road, ideal for couples, families, or a peaceful coastal retreat. Fenced rear yard has a gas grill, gazebo, and dining table for your enjoyment. Kitchen offers new stainless appliances and granite. Surrounded by the Chesapeake Bay and Grandview Nature Preserve you will find 2.5 miles of beach on a 578 acre preserve and estuary-perfect for hiking, wildlife viewing, and uncrowded shoreline. This is the vacation home that you have been looking for!

A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.

4.96 out of 5 average rating, 112 reviews

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

If you enjoy majestic ocean views from almost every room & your own exclusive beach just steps below, Bay Bliss is for you! The panoramic views from this luxury home are unmatched & sure to relax you! Sip coffee from the grand deck or take a soak in the hot tub w/ breathtaking views. Cook/eat in the high-end chef's kitchen or watch a movie on a 75" TV all with stunning views! Wake up in the plush, king-sized bed and enjoy views of the water without having to get up. Your bliss at the bay awaits!

4.9 out of 5 average rating, 110 reviews

A backyard patio offers seating at a rectangular table with four chairs, shaded by a large umbrella. A cozy seating arrangement is visible nearby, featuring bright cushions. The in-ground pool reflects the sky, while the tranquil river and greenery create a serene backdrop.

Home in Hampton

The Great River Escape *Hot Tub!

Welcome to the River Escape, where the sun is hot and river breezes are cool! Located on the Hampton River, on a big fenced lot, with easy river access and just a 10 minute drive to sandy toes and the sound of crashing waves, this fantastic river house is made for the best family vacations around. It is furnished to comfortably sleep 6, featuring a spacious, well-stocked kitchen, private in-ground pool, hot tuband a gas grill in the backyard! Just add family, and you've got instant vacation fun!

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.

5.0 out of 5 average rating, 430 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.

4.85 out of 5 average rating, 143 reviews

A cozy living space features a sectional sofa with plush cushions, complemented by decorative throw pillows. Large windows dressed with sheer blue curtains allow natural light to brighten the room. A coffee table sits at the center, surrounded by a tasteful area rug and a plant.

Flat in Hampton

Near Beach Eclectic Retreat

Unwind in our urban oasis: a 2-bed, 1-bath apartment moments from dining, shops, and entertainment. Your comfort is paramount, with a fully equipped kitchen, cozy living space, and a pull-out sofa. With proximity to Virginia Beach, Portsmouth Casino, Buckroe Beach, Busch Gardens, Boo Williams Sportsplex, Virginia Beach Sportsplex and Hampton WaterPlex, your dream vacation is at your doorstep. Count on us for personalized suggestions to elevate your stay. Welcome to the ultimate city retreat!

4.98 out of 5 average rating, 112 reviews

A spacious bedroom features a king size bed dressed in white linens and accented with colored pillows. Two bedside lamps illuminate the room, complemented by a ceiling fan. A comfortable bench sits at the foot of the bed, with a vibrant throw blanket draped across.

Townhouse in Hampton

*Beautiful Water Views* King Bed*Fast WIFI

Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

4.96 out of 5 average rating, 595 reviews

A charming studio entrance is framed by lush greenery and flowering plants. A yellow exterior is complemented by a welcoming front porch adorned with climbing vines. A brick pathway leads to the door, inviting guests into a cozy retreat.

Guest suite in Hampton

Storybook Cottage

Beautiful studio within walking distance to downtown Hampton waterfront, marinas, shopping, dining, microbreweries, arts & museum district. Short drive to beaches, NASA/Langley AFB, Hampton U., and Ft. Monroe. Centrally located off I-64 between Williamsburg and Va. Beach. Quiet and cozy. Has private front and rear entrances and covered private back porch. Perfect for couples & business travelers. Complimentary coffee, tea , water, etc. No 3rd party reservations. Self check in after 3 pm.

4.9 out of 5 average rating, 124 reviews

An inviting living area showcases two comfortable couches arranged around a glass coffee table. A large television is mounted on the wall opposite. The dining area, featuring a modern table and chairs, can be seen in the background, enhancing the open floor plan.

Flat in Hampton

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

Welcome To Our Place! Ideal For Family Trips, Traveling For Business, Staycations Or Baecations In The Downtown Hampton Area. The Home (Unit A) Is Equipped With Complimentary WiFi, 65” Smart TV, Fully Stocked Kitchen, Coffee Bar, Washer & Dryer! Walking Distance To Restaurants & Nightlife! 5 Min: Buckroe Beach Fort Monroe Hampton University 15 Min: Norfolk International Airport Norfolk Premium Outlets 25 Min: Busch Gardens Williamsburg Water Country USA Virginia Beach Oceanfront

The living area showcases a modern design with a ceiling fan and a large flat-screen TV mounted above a white brick fireplace. A cozy seating arrangement includes two armchairs and a blue sofa, centered around a round wooden coffee table adorned with greenery. Light-colored walls enhance the spaciousness.

4.94 out of 5 average rating, 103 reviews

Buckroe Beach House~Walk to Beach / Only 3 Blocks!

Escape to the serenity of our charming 3-bedroom beach bungalow, a delightful haven just a three-minute walk three blocks away, from the pristine shores of Buckroe Beach and the scenic Buckroe Beach Park. Perfectly situated on a quiet, charming street. Only 7 min down the street from the VA Hospital! Explore the history of Fort Monroe, stroll through Hampton University and Christopher Newport University, or catch an event at the Boo Williams Sportsplex – all just minutes away

4.86 out of 5 average rating, 416 reviews

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Hampton

Family Holiday House. Events and Beaches Nearby

Large comfy 5BR/3BA home in established neighborhood w/Roku TV & high speed internet! Near Buckroe Beach, Hampton Coliseum Event Center, NASA, Langley Air Base, Boo Williams Sports Arena and Newport News. Also near Virginia Beach, Williamsburg and Busch Gardens There are many parks for recreation. We have a large enclosed porch for lounging. The front entry has an easy wheelchair ramp. Restaurants galore and endless shopping. NEAR AIRPORTS in Newport News and Norfolk.

The exterior of a cheerful yellow tiny beach home is visible, showcasing a welcoming porch with a set of steps leading to a white front door. Light filters through the large windows on either side, and a small welcome mat is placed at the entrance.

4.9 out of 5 average rating, 118 reviews

Tiny Home In Buckroe Beach

Welcome to our beautiful, newly renovated Tiny Beach Home. Perfectly located just 1 block distance to the beach. Our tiny home features unique retro interior design and is equipped with all the amenities you need for a relaxing stay. With comfy home vibes and proximity to the best restaurants, bars, and tourist attractions, this condo is the perfect place to experience all that Hampton has to offer. Book today and enjoy an unforgettable stay in Buckroe Beach.

A two-story beach cottage features a bright blue exterior with white trim, showcasing a gabled roof. The front porch is adorned with white railings and two doors, one in vibrant red and the other in soft peach. The surrounding area includes neatly kept grass and nearby houses.

4.94 out of 5 average rating, 176 reviews

Blue on Buckroe: Family Beach Getaway w/ Gameroom!

Welcome to Blue On Buckroe! Your ultimate beach retreat awaits at this charming Buckroe Beach cottage, just steps from the sand! Perfect for families and friends, our location offers easy access to sun, fun, and unforgettable memories. 📍 2-min walk to Buckroe Beach 📍 4-min drive to Phoebus 📍 7-min drive to Hampton University 📍 9-min drive to Fort Monroe 📍 10-min drive to downtown Hampton Follow us on IG! @peakhost

Popular amenities for Hampton family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A spacious living area features two light-colored sofas adorned with decorative pillows. A wooden coffee table sits centrally, topped with magazines and a vase of flowers. Soft blue walls create a calming atmosphere, complemented by a dining area visible in the background.

4.95 out of 5 average rating, 102 reviews

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom

4.97 out of 5 average rating, 181 reviews

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.

Guest house in Suffolk

Country Living Guest House (Upstairs/Downstairs)

4.92 out of 5 average rating, 173 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

A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.

4.93 out of 5 average rating, 105 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Guest house in Gloucester County

A winding gravel pathway is illuminated by soft lighting, bordered by lush greenery. String lights are hung above, casting a warm glow over the area, which is surrounded by trees and plantings. A staircase leads to an elevated area in the background.

4.97 out of 5 average rating, 239 reviews

Stylish Creekside Cabin w/ HotTub, Parklike views.

4.94 out of 5 average rating, 112 reviews

A single-story house is framed by vibrant flowering bushes and trees. A red flag is prominently displayed near the entrance. The front yard is spacious with grassy areas, and a paved driveway leads to a single-car garage.

Home in Newport News

1-Bedroom Home Near Christopher Newport University

A hot tub rests in the foreground, surrounded by warm evening lighting from string lights overhead. Comfortable seating is set in the backyard, with a shaded area provided by a large umbrella, creating a relaxed outdoor environment.

4.82 out of 5 average rating, 137 reviews

1 Block to Beach • Hot Tub • Fire Pit • Game Room

4.88 out of 5 average rating, 219 reviews

Cottage in Norfolk

902 CH Historic Carriage House 20 Steps to Beach

Family- and pet-friendly home rentals

A beachfront home with a two-story structure is positioned on stilts, overlooking the waves of the Chesapeake Bay. Large windows reflect the vibrant blue of the sky and the inviting design of the house. Nearby houses and green grass complement the coastal setting.

4.99 out of 5 average rating, 130 reviews

Beachfront 2 Dwellings EV charger

4.96 out of 5 average rating, 255 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

4.88 out of 5 average rating, 106 reviews

A bright living area features large windows allowing natural light. A red sofa is positioned next to a coffee table on a patterned rug. A small dining set is visible, along with a lamp on a side table. The space showcases a ceiling fan for ventilation.

Flat in Buckroe Beach

Three blocks from the beach

Bungalow in Buckroe Beach

A light-filled living area features wooden beam accents and contemporary furnishings. A comfortable blue sofa and patterned armchair are arranged over a geometric rug. The adjacent dining space includes a wooden table surrounded by chairs, with a view of the kitchen equipped with modern appliances.

4.91 out of 5 average rating, 105 reviews

*Midterm/Longterm* Buckroe Beach Bungalow EV chrg

4.85 out of 5 average rating, 115 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!

4.98 out of 5 average rating, 254 reviews

A spacious studio apartment features a queen-size bed adorned with a colorful coral-themed quilt. Nearby, a small seating area is visible, alongside a well-equipped kitchen. Warm wood flooring enhances the inviting atmosphere, complemented by a modern ceiling fan and natural light entering through the window.

Flat in Newport News

Centrally Located Sleek Studio Apartment

4.99 out of 5 average rating, 111 reviews

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Apartment in Norfolk

Beachfront Getaway, Pet Friendly, Mermaid Suite

4.93 out of 5 average rating, 276 reviews

Cozy beach cottage! One block to the beach!

Family-friendly home rentals with a pool

Serviced apartment in Hampton

An aerial view of a two-story home with a red roof, surrounded by lush green lawns. A sparkling pool is situated in the backyard, accompanied by lounge chairs, a patio area, and a gazebo. The property features a well-maintained outdoor space with nearby landscaping.

4.97 out of 5 average rating, 410 reviews

"Shangri-La", of Hampton, Virginia

4.96 out of 5 average rating, 296 reviews

Cottage in Norfolk

Positano Villa

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.

4.91 out of 5 average rating, 141 reviews

Gorgeous Vacation House

4.99 out of 5 average rating, 221 reviews

A spacious waterfront home is showcased with a well-maintained lawn and blooming yellow flowers near the entrance. A large driveway leads to a brick facade, complemented by a garage. Clear blue skies can be seen in the background, enhancing the welcoming appearance of the property.

Home in Gloucester Point

York River Vacation Home

Guest house in Gloucester

5.0 out of 5 average rating, 198 reviews

Summer Escape - Dock, Pool, Firepits, & Kayaks

Tiny home in Cape Charles

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

4.98 out of 5 average rating, 358 reviews

The Laughing King Retreat Honeymoon Island Cottage

4.96 out of 5 average rating, 128 reviews

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.

Home in Virginia Beach

Artful Retreat with a Private Pool