
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.

Harper's Haven
Harper's Haven is the perfect location for your stay. In this quiet family friendly neighborhood, you are centrally located to military bases, Hampton Coliseum, Norfolk Scope, Water Country USA, Busch Gardens, Hampton University, beaches and so much more with a 30-minute drive or less. Whether you're here for a business or pleasure there's something for everyone. There is plenty of shopping and dining also. This quaint cottage style home offers a clean and cozy vibe. Welcome to Harper's Haven😊

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!

Private 2BR Cottage with Breakfast - Cedars B&B
Our charming and delightful B&B is located across the street from the College of William & Mary, and under a mile from Colonial Williamsburg and downtown Williamsburg. Breakfast is complimentary, locally sourced and seasonally themed. You'll love our home-like atmosphere where you'll be taken care of by our innkeepers who know the best places to eat, play and shop and our housekeepers who will keep your room neat and tidy. Great for couples, families, solo adventurers, and business travelers.

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 Evergreen House -
Welcome! 🙂↕️ Enjoy relaxing and quality time with your family & friends at The Evergreen House. Quiet tree lined street in a peaceful neighborhood with a private driveway and nice fenced yard. It's perfectly situated just a few minutes from the airport, VB Town Center, top convention centers & venues, 20 mts from Ocean Front, Ocean View, Botanical Garden, Aquarium, Museums, restaurants, shopping & more. Easy access to 264, I-64 and military bases. A central location for all Hampton Roads.

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

Dog Friendly 4 bedroom Home!

Lake Retreat

COZY Private room with a private entrance!

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

Sweet Bay - Chesapeake Properties
Bed and breakfast rentals with breakfast

Williamsburg Manor - Russel House Green Room

The Pepperberry Inn

Aldrich House B&B Lewis Room

The Culpepper Inn II

The Rhododendren-King-Luxury-Ensuite with Shower

The Culpepper Inn VI

The Pepperberry Inn II

King, breakfast and Private bathroom
Other vacation rentals with breakfast

1st floor suite at the Blue Ruby

Breakers 204 Inn at Old Beach

Avamere 206 Inn at Old Beach

Wyndham Patriots Place 2BR Lockoff – Cozy Resort

Hilltop 104 Inn at Old Beach

The Waverly 100 Inn at Old Beach

Pinewood 102 Inn at Old Beach

A Vacation Suites that you deserve to unwind!
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 ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 1,140 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
Destinations to explore
- New York Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Myrtle Beach Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- Rentals with a kayak Chesapeake
- Rentals with outdoor seating Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with beach access Chesapeake
- House rentals Chesapeake
- Beach house rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Condo rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with lake access Chesapeake
- Fitness-friendly rentals Chesapeake
- Townhouse rentals Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Waterfront rentals Chesapeake
- Cottage rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with a washer and dryer Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with breakfast Virginia
- Rentals with breakfast United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Outlook Beach
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- First Landing Beach
- Virginia Living History Museum
- Old Dominion University
- Nauticus
- Currituck Beach Lighthouse
- Chrysler Hall
- Hampton University
- Currituck Club




