Family-friendly holiday rentals in Suffolk

5 out of 5 average rating, 107 reviews

A modern kitchen features light cabinetry and a granite countertop. Stainless steel appliances, including a refrigerator, oven, and dishwasher, are visible. Soft lighting highlights the spacious layout, which is complemented by tiled flooring and a seamless flow into the adjacent dining area.

Home in Portsmouth

Hidden Gem.4/bedroom cozy home fenced in yard

Make yourself at home!Hidden Gem offers a clean welcoming space for guests, located in a quiet established neighborhood. Guests should expect a clean and comfortable stay. Conveniently located near parks,shopping, and dining options. Attractions aren’t too far away Rivers casino.2.9. Virginia Beach Ocean Front.23miles. Waterside district Norfolk 8.5 miles. Town center 17.miles. Busch Gardens 40 miles. Old Dominion University 9.8 miles. Norfolk State University 8.8 miles.Hampton University23miles

KitchenIndoor spacesQuiet

4.97 out of 5 average rating, 325 reviews

A well-appointed bedroom features a spacious bed with a textured white cover. Colorful accent pillows add depth to the decor. A wooden dresser stands against one wall, while a bedside lamp illuminates the space. Natural light filters through a window adorned with light curtains.

Home in Smithfield

Mason Manor - Downtown Smithfield next to WCP

Historic Smithfield 233 S Mason Street 2 Bedrooms 1 Bath Located in the heart of historic Smithfield boasts old world charm and character with a touch of today’s conveniences. The living room has gas fireplace for cool evenings & leads to dining area & updated fully equipped kitchen. The full bath is updated with jetted tub. Front porch swing for relaxing and back deck for entertainment. Windsor Castle Park just steps away. Located just around the corner from restaurants, shopping & more.

KitchenFamilyLong stay

5 out of 5 average rating, 185 reviews

A serene cottage, surrounded by lush greenery, features a welcoming front porch with chairs and warm lighting. A gravel pathway leads to the entrance, highlighting the harmony between the home and its natural surroundings.

Farm stay in Smithfield

Cozy Farm Cottage with Horses, Fire Pit, & Trails

Escape to Timberline Ranch, a 30-acre horse farm near historic Smithfield. Horses and goats are visible from multiple windows. Your bedroom is cozy with room-darkening drapes, plenty of blankets and pillows. The kitchen is well stocked. Coffee station stocked and to-go cups. Bathroom has a ceiling heater, towel warmer, essentials. W/D with detergent. Step out to the front porch rocking chairs, fire pit (wood incl), and picnic table. Explore trails, follow the creek, and hunt for hidden gnomes.

Indoor spacesFamilyCleanliness

4.91 out of 5 average rating, 139 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 Norfolk

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!

FamilyIndoor spacesNearby

4.97 out of 5 average rating, 146 reviews

A cheerful cottage is framed by tall trees and surrounded by a spacious lawn. The front porch features white railings and a welcoming green door. A mailbox stands at the edge of a quiet road, highlighting the tranquil neighborhood setting.

Cottage in Sunbury

The Little House on Park Avenue

Our cottage is a quiet get-away. Sit on the front porch and enjoy the birds and a cup of coffee. Small kitchen provides everything you may need for your stay, including a local yummy treat. A desk in the bedroom gives you a place to work while others in your group utilize the spaces in the living room or dining room. You can leisurely stroll by the Ruritan Park to Studio 32 Gallery and Gift shop on weekends. In 10 minutes drive to Merchants Millpond State Park. Historic Edenton only30 minutes.

KitchenIndoor spacesLaundry

4.91 out of 5 average rating, 126 reviews

A bright living area is featured with a modern kitchen, including white cabinetry and granite countertops. A comfortable gray sofa is positioned opposite a wall-mounted TV, complemented by colorful throw pillows. Large windows allow natural light to illuminate the space.

Guesthouse in Suffolk

The Magnolia Guesthouse With A Private Entrance

This special place is close to everything, making it easy to plan your visit. Within walking distance to places like Chick-fil-A, Texas Roadhouse, Kroger, Food Lion and more. You’re about 20-30min from all surrounding cities. The studio includes keyless entry, in unit washer and dryer, full kitchen, queen size Murphy bed, and a 50in smart tv. We also have a level 2 charger for our electric car travelers. Linens and towels will be provided as well. Allow us to make your experience a great one!

Indoor spacesKitchenParks

4.92 out of 5 average rating, 172 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

Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!

FamilyIndoor spacesLocation

4.96 out of 5 average rating, 253 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.

KitchenIndoor spacesParks

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!

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!

Indoor spacesFamilyDecor

4.92 out of 5 average rating, 130 reviews

A two-story garage features a sloped roof and a set of double windows on the upper level. A concrete driveway extends beside it, flanked by greenery and a seating area. Sunlight illuminates the space, enhancing its inviting appearance.

Guesthouse in Chesapeake

Western Branch Loft Suite

Enjoy your own space in this quiet studio located near Navy bases, hospitals, and the beach. It’s perfect for those looking for a little bit of peace while they are in the area for work, house hunting, visiting family or friends. This comfy guesthouse is in a safe neighborhood 5 minutes from grocery stores, restaurants, gyms, and highways to get around. Avoid the busiest traffic areas here while still being able to enjoy a day trip to the beach!

Indoor spacesFamilyHeating

4.96 out of 5 average rating, 140 reviews

A cozy bedroom features a four-poster bed adorned with soft linens and decorative pillows. A vintage armchair is positioned nearby, while a window dressed with light blue curtains allows natural light to brighten the space. Subtle wall stripes in calming colors add character.

Home in Chesapeake

Cook's Country Escape - Cozy Retreat

Escape the everyday and enjoy this cozy countryside retreat! Nestled halfway between Virginia Beach and the Outer Banks, this home offers the charm of a cabin with the comforts of a full house. Perfect for families or friends, it’s a peaceful getaway from city life yet close to beaches, parks, and attractions. From the moment you arrive, you’ll feel the warmth and relaxation of a true country home. It’s been a great rental with great ratings.

KitchenIndoor spacesBarbecue

Guest suite in Chesapeake

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

4.97 out of 5 average rating, 391 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, where every guest is made to feel like royalty. More than an Airbnb, it’s a one-of-a-kind boutique retreat intentionally designed to create unforgettable memories. From the peaceful atmosphere and thoughtful touches to your private entrance and relaxing escape, every detail has been curated to help you unwind, recharge, and experience something truly special. Come discover The Purple Room experience. 💜

FamilyKitchenWalkability

Popular amenities for Suffolk family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

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, 103 reviews

Stylish Beach House, Hot Tub, Pet Friendly

FamilyIndoor spacesGetting around

4.92 out of 5 average rating, 189 reviews

Cottage in Shiloh

Easy Breezy beach house on secluded waterfront

KitchenIndoor spacesHospitality

4.96 out of 5 average rating, 158 reviews

An aerial view captures the spacious backyard featuring a rectangular swimming pool surrounded by a concrete deck. Lounge chairs are placed by the poolside, with a well-maintained lawn and shrubs in the background. The two-story cottage is shown with a screened porch and a shaded area nearby.

Cottage in Chesapeake

The Cottage @ Captain Genes - Secluded Waterfront

FamilyIndoor spacesHot tub

4.95 out of 5 average rating, 111 reviews

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.

Home in Buckroe Beach

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

Indoor spacesKitchenWi-Fi

4.97 out of 5 average rating, 117 reviews

A wooden barrel sauna is positioned next to a private saltwater pool, surrounded by landscaped greenery. The pool area features lounge chairs and a well-maintained patio with stone tiles, creating a serene outdoor setting.

Home in Powells Point

Indoor Hot Tub, Barrel Sauna, Pool, Natural Light!

KitchenFamilyPool

4.97 out of 5 average rating, 242 reviews

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.

Guesthouse in Portsmouth

Spring Hill Guest Cottage - Portsmouth

FamilyKitchenBreakfast

4.87 out of 5 average rating, 102 reviews

An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.

Home in Sandbridge

Ocean Pearl- Canal View and Minutes to the beach

Indoor spacesFamilyQuiet

Superhost

Cottage in Norfolk

4.77 out of 5 average rating, 162 reviews

902 B Historical Beachfront Duplex Sauna & Hot Tub

KitchenIndoor spacesSleep quality

Family- and pet-friendly home rentals

A cozy living area features a striped sofa and two light armchairs, arranged around a soft, plush area rug. Natural light enters through two windows, and a mounted television is placed on the wall. A dining area is visible in the background, adorned with a simple floral centerpiece.

4.93 out of 5 average rating, 273 reviews

Cozy beach cottage! One block to the beach!

KitchenIndoor spacesLaundry

A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.

4.99 out of 5 average rating, 160 reviews

Ghent on the Corner: Cozy 3 bed 2.5 bath home

KitchenFamilyWi-Fi

The living room features a welcoming layout with plush blue couches and two light-colored round ottomans. A ceiling fan hangs above, and natural light streams in through multiple windows. The front door is painted in a vibrant teal, adding a cheerful touch.

4.9 out of 5 average rating, 105 reviews

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ

FamilyIndoor spacesNearby

A modern living room is showcased with light hardwood flooring and elegant furnishings. A large flat-screen TV is mounted on a marble feature wall, while a plush sofa is positioned nearby. Natural light flows in through large windows adorned with sheer curtains.

4.99 out of 5 average rating, 151 reviews

Beach Stay

Indoor spacesKitchenGetting around

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, 356 reviews

The Laughing King Retreat Honeymoon Island Cottage

FamilyIndoor spacesBreakfast

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.

4.91 out of 5 average rating, 140 reviews

Gorgeous Vacation House

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 136 reviews

Home in Chesapeake

The Cozy Cottage Two Bedroom, King bed House

FamilyIndoor spacesTV

Apartment in Newport News

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.

4.98 out of 5 average rating, 253 reviews

Centrally Located Sleek Studio Apartment

Indoor spacesFamilyCondition

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 294 reviews

Cottage in Norfolk

Positano Villa

Indoor spacesFamilyNearby

4.93 out of 5 average rating, 103 reviews

A bright outdoor pool area is surrounded by lounge chairs, with a cabana featuring a bar in the background. Modern multi-story buildings with vibrant yellow and orange accents create a lively atmosphere near the water's edge. Clear blue skies enhance the inviting scene.

Condo in Sandbridge

Cher's Place @ The Beach

Indoor spacesFamilyHospitality

4.98 out of 5 average rating, 124 reviews

A swimming pool is centrally located in the foreground, featuring clear blue water and surrounded by a spacious concrete deck. Comfortable lounge chairs are arranged around the pool. In the background, a well-maintained lawn is visible, along with a cozy house and lush greenery.

Home in Kitty Hawk

Couples Cove SelfCheck-in small house(pool, bikes)

FamilyIndoor spacesView

Cottage in Virginia Beach

A well-appointed kitchen features white cabinetry and a gray granite countertop. Essential appliances, including a stove and refrigerator, are present. Natural light enters through a window above the sink, where a small potted plant adds a touch of greenery.

4.88 out of 5 average rating, 139 reviews

Walk-to-Beach Apt with Shared Pool

FamilyIndoor spacesHeating

4.99 out of 5 average rating, 220 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

KitchenIndoor spacesTV

4.96 out of 5 average rating, 125 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

Indoor spacesFamilyCleanliness

4.96 out of 5 average rating, 136 reviews

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.

Home in Virginia Beach

Country Comfort Close to the Beaches

FamilyKitchenParks