Private suite vacation rentals in Chesapeake

Find and book unique private suites on Airbnb

Quick stats about private suite rentals in Chesapeake

  • Total vacation rentals

    Explore 30 vacation rentals in Chesapeake

  • Nightly prices starting at

    Chesapeake vacation rentals start at $56 CAD per night before taxes and fees

  • Verified guest reviews

    Over 6,610 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Chesapeake vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

  • 4.9 Average rating

    Chesapeake stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Chesapeake’s top spots, include Chrysler Museum of Art, Nauticus, and Aerotheater

Top-rated private suites in Chesapeake

Guests agree: these private suites are highly rated for location, cleanliness, and more.

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Guest favourite
Guest suite in Virginia Beach

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.

ValueFamilyCleanliness

4.9 out of 5 average rating, 763 reviews
Guest favourite
A side entrance features wooden steps leading to a blue door. A small patio area is highlighted with a table and a two-toned umbrella, complemented by a decorative torch nearby. Soft grass texture is visible underfoot, creating a welcoming space.
Guest suite in Virginia Beach

Small & Cozy Guest Suite w/ Private Bath & Jet-Tub

Keep it simple at this peaceful and centrally-located place in VB located by Kemps River shopping center. It’s a small guest suite w/ private bath (jetted tub) and separate side entrance right off the driveway for easy entry. 20 min to beach. 10 to VB amphitheater. 10 to Greenbrier. 15 downtown Norfolk. Full size bed, mini fridge, microwave, keurig, 50" smart tv (u use your own login) Free parking (2 spaces in gravel driveway) PLEASE READ captions on photos for additional info. No cleaning fee.

ValueLocationAccuracy

4.8 out of 5 average rating, 396 reviews
Guest favourite
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.
Guest suite in Virginia Beach

Beach Resort Area Efficiency

Brand-New constructed 1bd/1ba Efficiency Apt sleeps 2 comfortably. Private Entrance, completely separate non-shared bathroom, kitchenette and living space. Excellent location. Walk/Bike to everything in 5 mins including the beach, boardwalk, bike and walking path, waterfront restaurants, pubs & bars. 0.6 miles to the oceanfront 0.8 miles to the VB Convention Center & Sports Plex LINENS & TOWELS PROVIDED 65" Flatscreen TV! King Sized Pillow-Top Bed Refrigerator Coffee Microwave Keypad Entrance

ValueFamilyCheckout

4.94 out of 5 average rating, 352 reviews
Guest favourite
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.
Guest suite in Portsmouth

Historic Hideaway Private Apartment/Suite

You will be comfortable in this spacious, one bedroom suite. You have your own kitchen, washer/dryer, and living room space with large tvs in the bedroom and the living room. To wind down from your day step into your large beautiful shower that has endless hot water. Try living room sofa pulls out to a sleeper lay down while watching tv, or to use as an extra bed. Enter/exit thru a private entrance. Only you will have access to your space. Clean and inviting. Stay a day, or stay a while!

ValueLocationSleep quality

4.96 out of 5 average rating, 129 reviews
Guest favourite
Guest suite in Virginia Beach

Private Guest Suite & Garden • Bike to the Beach!

Welcome to the Beach Borough Suite, a peaceful, tucked-away first-floor efficiency just a mile from the beach, ViBe District, The Dome, Atlantic Park, Convention and Sports Center, and much more. Enjoy full privacy with your own backyard, garage game room, and paved walkway to your private entrance. 2 free onsite parking spots make arrival easy. All the beach essentials are provided, including 2 beach cruisers to explore the Oceanfront. Complimentary snacks and drinks welcome your arrival.

ValueFamilyBeach

4.95 out of 5 average rating, 192 reviews
Top guest favourite
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.
Guest suite in Virginia Beach

Just Steps Away to the Beach

Enjoy the fall at Va. Beach--average temp. 70-80 degrees. 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!

LocationFamilyLayout

4.98 out of 5 average rating, 445 reviews
Top guest favourite
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.
Guest suite in Virginia Beach

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

FamilyValueQuiet

4.97 out of 5 average rating, 201 reviews
Top guest favourite
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.
Guest suite in Norfolk

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with a kitchenette offers breathtaking 180-degree views of the Chesapeake Bay. Enjoy magnificent sunrises and stunning sunsets from your private deck, with the water’s edge just steps away. If you’ve ever wanted to experience life on the beach, this is as close as it gets. This suite reflects our love for the Chesapeake Bay and the relaxed coastal lifestyle, and we’re conveniently located just 10 minutes from ORF Airport

LocationValueView

4.93 out of 5 average rating, 679 reviews
Guest favourite
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.
Guest suite in Downtown Norfolk

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.

ValueFamilyQuiet

4.9 out of 5 average rating, 306 reviews
Top guest favourite
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.
Guest suite in Chesapeake

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. 💜

LocationFamilyAccess

4.96 out of 5 average rating, 396 reviews
Guest favourite
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.
Guest suite in Chesapeake

Sweet Suite!

Private attached MOTHER IN LAW suite (not the whole house) in a quiet neighborhood in the heart of Hampton Roads. NOTE: Pool is open from Memorial Day to Labor Day. 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.

LocationValuePool

4.94 out of 5 average rating, 686 reviews
Top guest favourite
Guest suite in Chic's Beach

Enjoy your little slice of heaven in Chics Beach!

4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!

LocationFamilyQuiet

4.94 out of 5 average rating, 279 reviews

Popular amenities for Chesapeake private suites

Private suites with an outdoor patio

Top guest favourite
Guest suite in Virginia Beach

Hilltop Bungalow - Guest Suite with Backyard Oasis

FamilyLocationParking

4.98 out of 5 average rating, 104 reviews
Top guest favourite
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.
Guest suite in Virginia Beach

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

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 88 reviews
Guest favourite
Guest suite in Virginia Beach

Shore Haven Studio - Private Entrance & Patio!

FamilyLocationBeach

5.0 out of 5 average rating, 32 reviews
Top guest favourite
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.
Guest suite in Virginia Beach

Croatan Beach Suite Retreat

FamilyValueSolo travel

4.96 out of 5 average rating, 56 reviews
Superhost
Guest suite in Virginia Beach

Cozy & Quiet 3BR/2BA Guest Unit • Entire 2nd Floor

LocationValueKitchen

4.68 out of 5 average rating, 25 reviews
Top guest favourite
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.
Guest suite in Virginia Beach

A Virginia Beach Get Away 20 Min to the Oceanfront

FamilyLocationGetting around

4.9 out of 5 average rating, 20 reviews
Top guest favourite
A serene view of the Chesapeake Bay from a wooden deck railing, showcasing gentle waves lapping at a sandy beach. Nearby grasses sway in the breeze, with distant ships visible on the horizon under a cloudy sky.
Guest suite in Norfolk

Welcome to the Sea Suite!

LocationFamilyBathroom

4.95 out of 5 average rating, 73 reviews
Top guest favourite
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.
Guest suite in Sandbridge

Waterfront - Private Pool - Beach-Kayaks-Boat Ride

LocationFamilyCondition

5.0 out of 5 average rating, 21 reviews

Private suite rentals with a washer and dryer

Top guest favourite
A hot tub is situated within a wooden gazebo, surrounded by latticework for privacy. The water is invitingly clear and features a center base for comfort. The wooden deck provides ample space for relaxation, with natural greenery visible in the background.
Guest suite in Virginia Beach

Rest A’Shore-Virginia Beach

FamilyLocationAccuracy

4.9 out of 5 average rating, 323 reviews
Guest favourite
Guest suite in Virginia Beach

Suite D'Oiseaux, Fast WiFi! Near Golf, Concerts

FamilyValueAir conditioning

4.9 out of 5 average rating, 88 reviews
Guest favourite
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.
Guest suite in Currituck County

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

LocationGrillIndoor spaces

4.81 out of 5 average rating, 16 reviews
Guest favourite
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.
Guest suite in Virginia Beach

The Sea\Board Country Beach Suite Pungo Sandbridge

LocationFamilyCleanliness

4.84 out of 5 average rating, 70 reviews
Top guest favourite
Guest suite in Virginia Beach

Lakeview Retreat: Private 2BR Guest Suite

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 17 reviews
Superhost
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.
Guest suite in Buckroe Beach

Our Little Place at the Beach for Two

LocationCleanlinessHospitality

4.8 out of 5 average rating, 20 reviews
Guest favourite
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.
Guest suite in Chesapeake

King Guest Suite - A Family Vacation Rental

FamilyValueBackyard

4.92 out of 5 average rating, 309 reviews
Top guest favourite
Guest suite in Virginia Beach

300 feet from Atlantic Ocean: Cozy Guest Suite

LocationValueNearby

4.86 out of 5 average rating, 192 reviews

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$123 CAD$116 CAD$130 CAD$127 CAD$141 CAD$159 CAD$147 CAD$140 CAD$133 CAD$135 CAD$126 CAD$127 CAD
Avg. temp6 °C7 °C10 °C16 °C20 °C25 °C27 °C26 °C23 °C18 °C12 °C8 °C

Destinations to explore