Family-friendly holiday rentals in Hampton

4.98 out of 5 average rating, 229 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

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Guest suite in Pasture Point

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.

4.96 out of 5 average rating, 560 reviews

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.

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, 411 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.

4.93 out of 5 average rating, 115 reviews

A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.

Boat in Willoughby

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

4.88 out of 5 average rating, 137 reviews

A cozy living area features a light-colored sectional sofa with decorative pillows, positioned adjacent to a round coffee table on a soft area rug. Large windows adorned with sheer turquoise curtains allow natural light to fill the space, complemented by a ceiling fan and wall-mounted television.

Flat in Phoebus

Getaway Minutes from the Beach

Discover our 2-bedroom, 1-bathroom apartment at the heart of the city, steps from top dining, shops, and entertainment. Enjoy a well-equipped kitchen, comfy living space with a pull-out sofa, and a bathroom with amenities. Conveniently near Buckroe Beach, Boo Williams Sportsplex, Hampton Virginia Aquaplex, Williamsburg, and Busch Gardens, it's your ideal vacation spot. We're dedicated to ensuring your fantastic experience and offer assistance with recommendations. Welcome to your city escape!

Townhouse in Downtown Hampton

A living room featuring a large sofa with colorful cushions, complemented by an armchair. A wall-mounted TV is above a fireplace. Natural light filters through the shuttered windows, creating a cozy atmosphere. A modern lamp and a small side table enhance the space.

4.75 out of 5 average rating, 613 reviews

Charming 2BR Close to HU & Waterfront

*SAFE/WALKABLE GREAT LOCATION📍* Stay here and enjoy ALL the pleasantries of Downtown Hampton's quaint waterfront. WALKABLE* to the marina, many restaurants, pubs, IMAX theater, museums+ Historic Post Office* Hampton U* Mill Point Park* City Hall* Phoebus/Ft Monroe-5 min Hampton Coliseum/Convention Aquaplex-7min Buckroe Beach-8min Boo Williams Sports -11min Langley AFB/Newport News-15min Norfolk/ODU-23min Busch Gardens/Williamsburg-28min Portsmouth-29min Virginia Beach-40min ⭐️⭐️⭐️⭐️⭐️📍

4.98 out of 5 average rating, 101 reviews

A spacious bedroom is highlighted by a king-sized bed adorned with decorative pillows and an orange throw. French doors open to a balcony overlooking the water, and ample natural light fills the room through large windows. A ceiling fan and bedside lamps are included.

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.

Serviced apartment in Downtown 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.

4.96 out of 5 average rating, 396 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!

4.97 out of 5 average rating, 146 reviews

A charming gray house with a welcoming entrance is surrounded by well-maintained greenery. The front steps lead up to a covered porch, framed by two symmetrical windows. A pathway lined with fresh grass provides easy access from the street.

Home in Buckroe Beach

Quaint and Comfortable Buckroe Beach Getaway.

Our quaint, cozy and comfortable, 1,100sf house is perfect for a small family or small group of friends, 4 guests MAX, to relax from the hustle and bustle of life. Take a nap or watch a movie while relaxing on the cozy and comfortable power reclining living room furniture. Enjoy the patio and firepit in the spacious fenced backyard. This getaway is located a short two-minute car ride or ten-minute walk from the beautiful and family-friendly Buckroe Beach.

4.93 out of 5 average rating, 123 reviews

A cozy living space features a blue couch with white pillows, accentuated by warm wood beams. A round coffee table and light-colored curtains allow natural light to brighten the room, while a ceiling fan adds a touch of comfort. Soft textures contribute to a welcoming atmosphere.

Home in Buckroe Beach

Condo in Buckroe Beach

Welcome to our beautiful, newly renovated two bedroom condos. Perfectly located just 1 block distance to the beach. Our condos feature modern beach home designs and are 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.

Townhouse in Pasture Point

5 out of 5 average rating, 112 reviews

*No Cleaning Fee*The Pirate's Cove~Lux Furnishings

Welcome to Pirate’s Cove! Just over the bridge from the home of The Pirates of the illustrious HAMPTON UNIVERSITY! *Great walk-able location to all of downtown's restaurants & features the following: *Brand New Carpet* Fresh paint* Premium Luxury Furnishings/Bedding *2 Designated work spaces/desks on each level w/Super Fast WIFI Internet *Fully Equipped Eat In Kit w/Seating for 6-8 *A Coffee/Tea Bar Note:King Bed can also be a single(2 Twin Mattresses)

4.89 out of 5 average rating, 134 reviews

A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.

Flat in Buckroe Beach

The Cottage at Sojourn: Buckroe - one bedroom

The Sojourn Guest House at Buckroe Beach are short term rentals located in the Buckroe Beach Neighborhood of Hampton, Va. The house is located in a quiet neighborhood just a 10 min walk/2 min drive to the newly renovated Buckroe Beach. The property has a large back yard and the house makes for a cozy stay with one bedroom suite, one bathroom, enclosed patio great for a morning cup of coffee or a relaxing evening.

Popular amenities for Hampton family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 117 reviews

A spacious great room features high, vaulted wooden ceilings. A modern chandelier complements the textured stone fireplace, while two comfortable sofas are accented with soft throws. Surfboards are displayed on the wall, and a large coffee table showcases decorative items and a natural centerpiece.

Home in Cape Charles

Cape Charles | Beach Access & Hot Tub

4.93 out of 5 average rating, 147 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

Serviced apartment in Williamsburg

The image showcases a row of two-story condos with light-colored exteriors set against a vibrant green lawn. Neatly trimmed bushes and small trees add to the landscape, which is touched by sunshine and soft clouds, creating an inviting environment.

4.9 out of 5 average rating, 299 reviews

Historic Powhatan Resort- 2 bedroom condo!

4.97 out of 5 average rating, 159 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)

4.85 out of 5 average rating, 174 reviews

A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.

Flat in Williamsburg

Westgate Historic Williamsburg One Bedroom

4.82 out of 5 average rating, 118 reviews

Home in Norfolk

Hot Tub + Walk to Beach! Fully Updated + Spacious

Guest house in Portsmouth

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

4.89 out of 5 average rating, 148 reviews

A charming log cabin features a front porch with a wooden railing and seating area. Surrounding the cabin are landscaped flower beds, tall trees, and a well-kept lawn. The cabin's rustic design is complemented by its natural setting, offering a peaceful view of the waterfront.

Cabin in Smithfield

Wickline Cabin on Moon Creek

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 312 reviews

A cozy bedroom features a spacious bed adorned with a floral quilt. Nightstands with lamps sit on either side, offering soft lighting. Artwork in warm tones is displayed on the walls, complemented by a vintage mirror above the headboard. A comfortable seating area is visible in one corner.

Farm stay in Toano

Farm Stay - Guest Suite w/ Private Entrance

4.92 out of 5 average rating, 107 reviews

An open living area features a red couch and a round mirror on the wall. A kitchen with stainless steel appliances is visible, alongside a stone-topped dining table. Natural light enters through the windows, and a ceiling fan offers airflow.

Flat in Buckroe Beach

Three blocks from the Beach 2

4.83 out of 5 average rating, 127 reviews

A bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.

Home in Norfolk

The Chesapeake St Retreat - Pet and Kid Friendly

Guest suite in Virginia Beach

4.9 out of 5 average rating, 693 reviews

Quiet Neighborhood 7 Miles From the Beaches

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, 340 reviews

The Laughing King Retreat Honeymoon Island Cottage

Guest suite in Chesapeake

A spacious room features a king-size bed with a soft white bedspread and dark accent pillows. A seating area with a leather futon and dining table for four is present. Natural light enters through a large window, complemented by dark curtains. A small fridge is positioned nearby.

4.92 out of 5 average rating, 298 reviews

King Guest Suite - A Family Vacation Rental

Cottage in Gloucester Courthouse

A historic sign for Glebefield, established in 1795, is positioned among mature trees. Bright yellow flowers add a pop of color in the foreground, contrasting with the earthy tones of the surrounding greenery, creating a serene and inviting atmosphere.

4.98 out of 5 average rating, 224 reviews

Historic Ware River Cottage at Glebefield

4.84 out of 5 average rating, 479 reviews

The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.

Flat in Williamsburg

The Nook

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 205 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 out of 5 average rating, 157 reviews

Creekside, Pool, Dock & Firepits, Elevated Porch

4.93 out of 5 average rating, 121 reviews

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

Gorgeous Vacation House

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!

Farm stay in Williamsburg

A lush field is filled with blooming yellow flowers under a clear blue sky. In the background, a red barn is situated near a fence, surrounded by trees that provide a natural border to the landscape.

4.97 out of 5 average rating, 388 reviews

3 BR Cottage on Mallardee Farm in Williamsburg

Guest house in Chesapeake

The exterior of a two-story brick apartment building is shown, featuring a staircase leading to the entrance. Lush green shrubs and trees frame the entrance, while a driveway accommodates two blue recycling bins. A neighboring structure is visible to the left.

4.98 out of 5 average rating, 253 reviews

Beautiful and Chic Studio Apartment

Apartment in Williamsburg

The open-concept living space is shown, featuring a comfortable seating area with a queen sleeper sofa and two armchairs. A wood-burning fireplace is adjacent to the large TV, while a dining table is set for six. Wall-to-wall glass doors provide views of the outdoors.

4.93 out of 5 average rating, 138 reviews

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!