Private suite holiday rentals in Chesapeake

4.9 out of 5 average rating, 687 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.

The spacious bedroom features a queen-size bed with a tropical-patterned comforter. A leather sofa is positioned beside a small dining table with two chairs. A surfboard decoratively hangs on the wall, complementing the room's casual beach theme.

4.99 out of 5 average rating, 400 reviews

Just Steps Away to the Beach

Enjoy Nov. thru Feb. at Va. Bch--average day temp. in 60s and 50s. Just steps or bike through a nice area to the beach, restaurants, culture, The Dome, Convention Ctr & other activities. Take a 10-min. walk or bike to the beach (7 short blocks). No traffic or parking hassles! We are close to I264, several military bases & Hilltop Shopping area. This is a quiet neighborhood & convenient location. Perfect for couples & solo travelers. NO animals or pets allowed! NO children under 13 yrs. of age!

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, 554 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.

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.

4.96 out of 5 average rating, 341 reviews

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

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Guest suite in Thoroughgood

A spacious bedroom features a queen bed adorned with a nautical-themed quilt and decorative pillows. Natural light enters through two windows with blinds. A comfortable chair is positioned beside the bed, and a side table holds a lamp. A closet with sliding doors is visible.

4.98 out of 5 average rating, 316 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).

A spacious studio area is highlighted by a king-size bed with a white bedspread and decorative pillows. A cozy seating arrangement and dining table are seen, alongside a fireplace and wall-mounted TV. Soft lighting enters through the windows adorned with wooden blinds.

4.98 out of 5 average rating, 170 reviews

Quiet Suite with Private Entrance

Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

Guest suite in Chesapeake

The exterior of a private attached suite is shown, featuring a welcoming entrance with white steps and a small porch. Lush greenery and colorful flowers frame the walkway, leading to a paved driveway. A wooden fence provides privacy, while a well-maintained lawn enhances the setting.

4.95 out of 5 average rating, 596 reviews

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. We offer keyless entry and a private parking space, private pool and backyard grill area. All are welcome here, including pets. We ask that you tell us if you are bringing a pet(s) and I'll message you about the added pet fee. We are minutes away from all major attractions and less than 5 minutes from major highways. Our location gives you easy access to the Outer Banks.

Gentle waves roll onto a sandy beach, creating a creamy foamy edge along the shoreline. The vast ocean stretches into the distance, meeting a clear blue sky, suggesting a tranquil seaside atmosphere.

4.85 out of 5 average rating, 144 reviews

Private Guest Suite Cozy Stay w/ Separate Entrance

Welcome to your own brand-new guest suite in Virginia Beach—just a quick drive to the beaches, Town Center, and all the best spots. Built in 2023 with full city permits, this sleek space is totally private, with its own exterior entrance and a peaceful vibe. Nestled on a quiet street in the popular Thalia neighborhood, it’s the perfect home base for beach days, nights out, or just unplugging in comfort. Relax, recharge, and enjoy VB like a local.

Guest suite in Downtown Norfolk

A spacious bedroom showcases a large bed with crisp linens and decorative pillows. An antique-style dresser complements the room, while a fan hangs from the ceiling above. An arched stained glass window adds color, and hardwood floors enhance the historic charm.

4.9 out of 5 average rating, 285 reviews

Cobblestone street apartment with rooftop views!

Historic, Downtown area of Norfolk. Walking distance to shops, restaurants, museums, landmarks, parks, memorials, EVMS, & CHKD. This special residence is on the National Register of Historic Homes, includes a clawfoot tub & rooftop patio (no hold harm). This High Victorian Italian home was built in 1870, with a Mansard roof & features an ornamental cast iron veranda. John Cary Weston built this as a summer residence following the Civil War.

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, 297 reviews

King Guest Suite - A Family Vacation Rental

Come enjoy a great stay in this beautiful private In-law suite, located in the heart of Chesapeake where you can get lost in nature, peruse the fare at a farmer's market, or picnic on the water's edge with your family. Just within 15 to 30 minutes from surrounding Naval bases, Virginia Beach Oceanfront and Downtown Norfolk. All you have to do us gas-up and unplug. We'll take it from there. Reserve your stay today and let your moments begin!

Guest suite in East Ocean View

Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.

4.93 out of 5 average rating, 611 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

A cozy studio space is showcased, featuring a spacious bed with light bedding and decorative pillows. A comfortable gray couch with assorted cushions is positioned nearby, alongside a wooden coffee table. Wall decor includes a welcome sign and floral art, adding a pleasant aesthetic.

4.92 out of 5 average rating, 311 reviews

Cozy Private Studio

Cozy, fully equipped, inviting studio located in the heart of Virginia Beach! Minutes from highway 64. Which gives easy access to anywhere in the Hampton Roads area. 15-20 minute drive to Virginia Beach Ocean front and convention center. 2 minutes from Regent University, CBN and founders in. Soccer complex, Stumpy lake golf course close by. Restaurants and shopping 5 minutes away.

Popular amenities for Chesapeake Self-Contained Units

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly private suite rentals

A spacious room features a large bed with a decorative blanket and soft towels folded neatly on top. A comfortable armchair is positioned nearby, complemented by a small table with a lamp. Light blue walls enhance the bright and inviting atmosphere.

Guest suite in Willoughby

Cozy Suite - Beach Side, Pet friendly, Wi-Fi

A tranquil sunset over the ocean is displayed, with soft hues of orange and gold blending into the clouds. The sun reflects brightly on the water's surface, creating a serene atmosphere. The horizon line emphasizes the vastness of the sea.

4.73 out of 5 average rating, 183 reviews

Great North End beach cottage- 1 block to beach!

A cozy room features a wall-mounted television above a white shelving unit. Two decorative containers are placed on the shelf. A door with light wood finish opens to the left, while two closed white doors are visible on the right. A floral-patterned curtain adds a touch of color.

Private room in Portsmouth

4.73 out of 5 average rating, 11 reviews

Cozy, Clean and Relaxing Private Suite

Private room in Virginia Beach

A bright bedroom features a white metal bed dressed in light blue and white bedding. A bedside lamp with a turquoise base provides soft lighting. Decorative fish artwork adorns the wall above the bed, while wooden flooring and a teal area rug add warmth to the space.

4.97 out of 5 average rating, 383 reviews

Home sharing with privacy

4.9 out of 5 average rating, 41 reviews

The bedroom features a queen-size bed with layered linens, accompanied by a gray chair with a yellow pillow. A mirror reflects the calming wall art depicting coastal scenery. Natural light filters through sheer curtains, illuminating the light wood flooring.

Private room in Norfolk

Cozy Studio near the Beach

Private room in Olde Towne

The historic exterior of the restored electrical substation is illuminated at night. The brick building features large windows and a decorative balcony. A prominent orange door is centered, flanked by two sets of doors below. Potted plants add greenery to the entrance.

4.98 out of 5 average rating, 238 reviews

Sub Station 2

Private room in Virginia Beach

A well-maintained patio area featuring two chairs positioned on a tiled surface. The exterior is characterized by a light yellow siding and three windows, allowing natural light to enter. A welcome mat is placed at the entrance, with potted plants visible nearby.

4.92 out of 5 average rating, 12 reviews

Mary Ellen & John's Off-Suite

Private room in Sandbridge

A serene outdoor view features a vibrant sunset reflecting on the water. Two blue adirondack chairs are positioned on a paved patio, inviting relaxation. Nearby, a fire pit complements the scenery, surrounded by lush grass and a white picket fence, enhancing the peaceful ambiance of the area.

4.96 out of 5 average rating, 186 reviews

Beautiful Bay Sandbridge Retreat

Self-Contained Unit with a patio

A spacious bedroom features a king-size bed with a blue blanket and decorative pillows. Two bedside tables stand beside the bed, with wall-mounted lamps providing light. A bench rests at the foot of the bed, and a large area rug covers the floor, enhancing comfort.

5 out of 5 average rating, 6 reviews

A Virginia Beach Get Away 20 Min to the Oceanfront

A modern living space features a gray sofa paired with a white coffee table. Natural light fills the area through the window, where light curtains hang. A well-equipped kitchen with white cabinetry and stainless steel appliances is visible in the background, along with an air conditioning unit mounted on the wall.

5 out of 5 average rating, 25 reviews

Beach Condo on Wetlands, 5 min walk to the Beach!

Guest suite in Williamsburg

A spacious guestroom is visible, featuring a queen bed with neatly arranged bedding. A cozy loveseat complements the space, and sliding glass doors lead to a private balcony overlooking greenery. Soft lighting from bedside lamps highlights the modern decor throughout the room.

5 out of 5 average rating, 10 reviews

Comfy and Cozy @ Kingsmill -close to Busch Gardens

4.93 out of 5 average rating, 59 reviews

The spacious room features a large bed with a light-colored duvet and green accent pillows. A small dining table sits nearby, accompanied by high-backed chairs. Large windows with soft curtains allow natural light to fill the space, complemented by indoor plants and a ceiling fan.

Guest suite in Hampton

Suite (sweet) Oasis

A vibrant sunset is captured over the ocean, with shades of orange and yellow merging into the twilight sky. The sun is partially visible above the horizon, casting a warm glow on the gentle waves and highlighting the silhouette of a distant rocky shoreline.

4.95 out of 5 average rating, 42 reviews

Croatan Beach Suite Retreat

5 out of 5 average rating, 6 reviews

Entire Cozy & Quiet 3BR/2BA Guest Unit

A spacious bedroom is presented with a large bed covered in a geometric patterned blanket. Soft lighting from bedside lamps creates a cozy ambiance. A small ottoman sits at the foot of the bed, and a wall-mounted television is visible. An entrance door leads to the outside.

Guest suite in Portsmouth

4.87 out of 5 average rating, 76 reviews

Private second floor apt 5 min from Rivers casino.

Guest suite in Shea Terrace

An exterior view of the apartment entrance features a set of wooden steps leading up to a white door. A flower box with vibrant blooms is positioned beside the steps, while a grassy area surrounds the entrance. The sky is clear and adds natural light to the scene.

4.87 out of 5 average rating, 30 reviews

Quaint one bedroom apartment centrally located

Private suite rentals with a washing machine and dryer

Guest suite in Carova Beach

Two wild horses walk along the beach at sunset, their silhouettes contrasting against the vibrant sky. The sun is partially obscured by clouds, casting a warm glow over the calm ocean waves that gently lap at the shore.

4.67 out of 5 average rating, 3 reviews

4x4 Corolla, Waterfront, Dock, Wild Horses, Kayak

4.87 out of 5 average rating, 172 reviews

300 feet from Atlantic Ocean: Cozy Guest Suite

Guest suite in Portsmouth

A comfortable living room area is featured, showcasing a light-colored sectional sofa with dark blue accent pillows. A dark coffee table is set in front of the sofa. A vibrant world map painting adorns the wall, and natural light streams through a nearby window.

4.95 out of 5 average rating, 99 reviews

Historic Hideaway Private Apartment/Suite

The spacious living area features a light-colored sofa with decorative pillows, a coffee table, and a cozy seating ottoman. Windows line one wall, providing natural light and views of the surrounding outdoors. A ceiling fan is visible above, and a dining table is set off to one side.

4.83 out of 5 average rating, 63 reviews

The Sea\Board Country Beach Suite Pungo Sandbridge

Guest suite in Chic's Beach

A serene beach scene is presented, featuring gentle waves lapping against the shore. A long pier extends out into the water, framed by grassy dunes on the left. The clear blue sky complements the tranquil coastal atmosphere.

4.86 out of 5 average rating, 358 reviews

Virginia Beach 2 King BR apt 100 feet from beach

Guest suite in Buckroe Beach

A cozy sleeping area is highlighted by a spacious bed with a grey quilt and decorative pillows. Natural light filters through a white curtain covering a window. A bedside lamp and a small wooden nightstand sit adjacent to the bed, contributing to a serene atmosphere.

4.79 out of 5 average rating, 19 reviews

Our Little Place at the Beach for Two

Guest suite in Sandbridge

A vibrant sunset reflects off the calm waters of the bay, creating a stunning display of oranges and yellows. A pontoon boat is docked, partially covered, in the foreground, while the silhouettes of homes align along the opposite shore.

5 out of 5 average rating, 14 reviews

Waterfront - Private Pool - Beach-Boat Dock-Launch

The spacious studio suite features a sizable bed with a patterned throw blanket at the foot. A comfortable couch is positioned alongside a flat-screen TV mounted on the brick accent wall. A small kitchenette area and a desk are also included, providing practical amenities.