
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.

Pebble Beach East - Chesapeake Properties
"Pebble Beach East" 3 bedroom, 2.5 bath home on the bay side! Say Hello to "Pebble Beach East" an adorable home in the picturesque Bayside Village within the Bay Creek community in Cape Charles, VA. Please SEE: Other Things to Note For Area Details, Please SEE: Where You'll Be (Located under the map!) *This is a no pet/animal home. Easy access to all of the community amenities, which include pool, tennis, pickleball and expansive 2 mile private beach. Guests will have the option to include a

Welcome to 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.

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!

Peaceful~Private~Classic Pet Friendly|Ocanoe Houz
Imagine relaxing with the whole family while playing games in the sunroom or backyard! Maybe a girl's getaway by the Bay! Or are the guys hanging out by the fire pit, sipping their favorite spirit with their cigars lit? Our historic home is designed for getaways. Located at Hampton Roads water's edge in Historic Olde Wythe at the end of Virginia's Lower Southeast Peninsula, your stay is less than a minute's walk away to the Indian River Creek and a 5-min walk to the beautiful Chesapeake Bay!

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!

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!
Popular amenities for Chesapeake breakfast rentals
House rentals with breakfast

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

Upstairs private room with water view. Pet ok pool

Lake Retreat, Room B

Bells Island, w/pool on the water.

Lee Hall

Big Fun Beach House

Room w/ Queen bed private bath

Lake Retreat
Bed and breakfast rentals with breakfast

Williamsburg Sampler - Lord Nelson Chamber

Aldrich House B&B Lewis Room

The Rhododendren-King-Luxury-Ensuite with Shower

Sunny Queen Room with Breakfast - Cedars B&B

Charming Queen Room with Breakfast - Cedars B&B

King, breakfast and Private bathroom

Two Room Suite with Breakfast - Cedars B&B

Adams Bed Chamber - A Williamsburg White House
Other vacation rentals with breakfast

Breakers 204 Inn at Old Beach

Avamere 206 Inn at Old Beach

Secluded Queen Room with Breakfast - Cedars B&B

Family Suite with Breakfast - Cedars B&B

Hilltop 104 Inn at Old Beach

Private Room with King Bed on Mallardee Farm

Anniversary King Suite with Breakfast - Cedars B&B

Pinewood 102 Inn at Old Beach
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 € 17 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
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
- Beach house rentals Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with beach access Chesapeake
- Cottage rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with a fireplace Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a washer and dryer Chesapeake
- Waterfront rentals Chesapeake
- Townhouse rentals Chesapeake
- House rentals Chesapeake
- Condo rentals Chesapeake
- Apartment rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with breakfast Virginia
- Rentals with breakfast United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach
- Jamestown Settlement
- Grandview Beach
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Norfolk Botanical Garden
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Red Wing Lake Golf Course
- Little Creek Beach




