Private suite vacation rentals in Chesapeake

Find and book unique private suites on Airbnb

Top-rated private suites in Chesapeake

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

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Top guest favourite
Guest suite in Virginia Beach
4.9 out of 5 average rating, 689 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.

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
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!

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
4.96 out of 5 average rating, 342 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!

Top guest favourite
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.
Guest suite in Thoroughgood
4.98 out of 5 average rating, 317 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).

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
4.97 out of 5 average rating, 172 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 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
4.95 out of 5 average rating, 599 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.

Guest favourite
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.
Guest suite in Virginia Beach
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.

Top 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
4.92 out of 5 average rating, 298 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!

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 East Ocean View
4.93 out of 5 average rating, 612 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

Guest favourite
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.
Guest suite in Virginia Beach
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.

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
4.9 out of 5 average rating, 281 reviews

Rest A’Shore-Virginia Beach

Quaint, quiet, one bedroom in-law suite with kitchenette and private entrance, with owners on premises. Guests have access to a large outdoor area, year-round hot tub, and parking on the premises. Located in the Great Neck corridor of Virginia Beach, just minutes to beach access, Virginia Beach General Hospital, Hwy 264 and plenty of shopping. An ideal stay for 1-2 adults.

Top guest favourite
A spacious guest suite features a king bed with a neutral quilt, complemented by soft lighting from bedside lamps. A cozy couch and a dining table with chairs are visible, alongside hardwood flooring. The entrance door allows natural light, enhancing the room's warm ambiance.
Guest suite in Virginia Beach
4.99 out of 5 average rating, 141 reviews

Private Guest Suite/Entrance. Pet Friendly

Guest Suite and bathroom with private entrance on side of the house. King Tempur-pedic mattress. New Couch with Queen pullout bed. There are no shared spaces other than the driveway. There is a small refrigerator with a freezer, microwave, air fryer, toaster, sink, and Keurig in the small kitchen area. Pet and service animals are welcome.

Popular amenities for Chesapeake private suites

When is the best time to visit Chesapeake?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$112 CAD$110 CAD$119 CAD$125 CAD$129 CAD$135 CAD$146 CAD$139 CAD$132 CAD$126 CAD$119 CAD$111 CAD
Avg. temp6 °C7 °C10 °C16 °C20 °C25 °C27 °C26 °C23 °C18 °C12 °C8 °C

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 6,250 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 Cinema Cafe-Greenbrier Mall

Destinations to explore