
Vacation rentals with breakfast in Chesapeake
Find and book unique breakfast rentals on Airbnb
Top-rated breakfast rentals in Chesapeake
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

Relax By the Bay; Best Rated Large Spacious Home!
You won’t find another spot like this anywhere on Willoughby! Picture your family & friends dining at a table for 10 , under glowing string lights; the breeze rustling through the trees overhead smells like the beach and bbq cooking on the grill. Or maybe you’re sitting around the fire pit sharing some laughs and drinks while the kids are having their own fun on the swings and slides of the playset. This backyard is fully fenced in; has a hot/cold outdoor shower, and that’s just the beginning!

Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!
5 bed / 2.5 bath - Sleeps 10! Our cozy, farmhouse-style Norfolk home is 5 min from Historic Ghent / ODU. Free Wi-Fi, parking for 4 cars. Coffee, grill, & fire pit provided. Pet-friendly! NO cleaning fee or checkout instructions! Driving Distances: ODU - 5 min Sentara Norfolk General - 5 min CHKD / EVMS - 8 min Norfolk Naval Station - 14 min Virginia Beach Oceanfront - 25 min Monthly: $4,200. Fully furnished rental with all utilities, Wi-Fi, weekly housekeeping, pest & lawn care included.

THE NUT HOUSE. Quirky and fun!
Tired of the boring basic Airbnb's? then come stay at the Nut house. This is a unique & quirky fully equipped apartment above our garage. Our property is situated on 2 1/2 acres and is very peaceful. A love for animals is a must! the apartment is full of barnyard and farm animal decor. the max occupancy is 2 adults 26 years or older. Please provide the name of 2nd guest PLEASE NOTE - both guests need to be 26 years or older. age of each guest will be verified before booking is accepted.

Dog Friendly 4 bedroom Home!
This Dog friendly private 4 bedroom 2.5 bathroom home is conveniently located in Corolla boasting a semi sound front position . Perfect for enjoying the sunsets from your 2 private decks. 5 min walk from the ocean, it offers easy access to amazing local attractions, including restaurants, the famous wild horses, mini golf &unique local boutiques. The home features a private pool & a hot tub, while the community offers a gym, playground, &a great pier for fishing . Come make those memories!

Coconut Cottage-Sleeps 2,Pool,Beach
Take it easy at this unique and tranquil getaway. Newly built private bungalow for two. While you’re here (mid-May through mid-October), the pool is yours! Whether you’re here with your partner or close friend, enjoy access to the beach and bay. Beautiful kitchen and bar area with many amenities. Bedroom with queen bed, full bath. Take your pick of activities whether it be a day at the beach, biking or kayaking. End your day out on the dock and enjoy the sunset in calm serene surroundings.

The Chesapeake Guesthouse
Your group will enjoy the convenience of being centrally located in the Greenbrier area of Chesapeake in this well appointed, spacious ranch style home. This property has three well appointed bedrooms, 2.5 baths, fully equipped eat-in kitchen, dining room - and a flex space we like to call "The Green Room". There is off-street parking for up to four vehicles and a huge backyard. All located within minutes of major highways, hospitals, shopping, eateries, entertainment and military bases.

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).

Virginia Beach/Norfolk Clean & Cozy 4Beds.3 Bath
Welcome to a slice of heaven in the center of Virginia Beach. Cozy, 3 Bed 2 full baths & a half bath, home tucked away in a safe/quiet area to relax & feel at home! ■15 Min Boardwalk/Ocean Front ■12 Min Ocean View Beach ■17 Min Ocean Breeze Water Park ■7 mins Norfolk Inter. Airport. ■10 min Dwntwn Norfolk Waterside/Ghent/ MacArthur Mall ■Centrally located of Naval Station Norfolk, Joint Exped. Little Creek Base & Oceania Airbase! ■2 min Premium Outlets, & Virginia Wesleyan College!

Main Street Stay - 2 BR House with 2 full baths
Welcome to Main Street Stay, nestled close to the heart of downtown Elizabeth City! Within walking distance of shops, restaurants, and attractions, this cozy duplex house offers the perfect blend of comfort and convenience. After a day of adventure, unwind in the comfort of your small town getaway, complete with all new finishes and stylishly decorated for your pleasure. Whether you're here for business or leisure, Main Street Stay is the perfect home base for your Elizabeth City stay.

All 4 One | Beach Living
Come enjoy time at the beach in our seaside oasis! All4One is located on the semi-private beach of Croatan in Virginia Beach. This means that although you are but a bike ride away from the hustle and bustle of the Boardwalk, you also have the beach to yourself in a quiet neighborhood setting- best of both worlds right? We certainly think so! My grandma built this home in the 1960's and my husband and have called it home for over a decade. Come enjoy your stay at the beach at our home!

Island Lotus Yoga & Spa
A nature lover’s dream! Waterfront, ample natural light, serene beauty, and privacy can be all yours at our charming ranch right on the bay. The bay faces east, giving you the most breathtaking views of the sunrise and moonrise. Relax in the spa, adventure on kayaks, and chill and grill over the fire-pit. You’ll also local fresh eggs, and a private yoga class. Check us out on insta @islandlotusyoga! PS we’re not actually an island. Reach us by driving through Virginia Beach!

Stay downtown at the Blue Ruby
Stay in the oldest home in Elizabeth City - a beautifully preserved gem located in the heart of the downtown historic district. The master suite at the Blue Ruby Inn blends old-world charm with modern amenities, just steps from local restaurants, coffee shops, breweries, and the waterfront. Whether you're exploring Elizabeth City for business or leisure, you'll be surrounded by history, convenience, and character. Book your stay at this iconic Elizabeth City home today!
Popular amenities for Chesapeake breakfast rentals
House rentals with breakfast

Three Little Birds-Kayak, fish, bike, enjoy!

Bells Island, w/pool on the water.

Lee Hall

Big Fun Beach House

Lake Retreat

Vintage Den Rm, Private Entrance,& Space,VB Center

BEST beaches & history n the East!

Pebble Beach East - Chesapeake Properties
Bed and breakfast rentals with breakfast

The Culpepper Inn Premium Room II

The Culpepper Inn III

The Pepperberry Inn

The Culpepper Inn Premium Room I

The Culpepper Inn II

The Culpepper Inn VI

The Pepperberry Inn II

The Culpepper Inn V
Other vacation rentals with breakfast

Breakers 204 Inn at Old Beach

Room w/ Queen bed private bath

Beach Side Studio #5 - Pet Friendly; Smart TV WiFi

Hilltop 104 Inn at Old Beach

Freemason Suite at Four Eleven York

The Waverly 100 Inn at Old Beach

Pinewood 102 Inn at Old Beach

Cozy Suite - Beach Side, Pet friendly, Wi-Fi
Quick stats about vacation rentals with breakfast included in Chesapeake

Total vacation rentals
Explore 50 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at R344 ZAR per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Chesapeake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

4.8 Average rating
Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
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