
Vacation rentals with breakfast in Chesapeake
Find and book unique breakfast rentals on Airbnb
Quick stats about vacation rentals with breakfast included in Chesapeake

Total vacation rentals
Explore 40 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at €17 per night before taxes and fees

Verified guest reviews
Over 1,130 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
20 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 Aerotheater
Top-rated breakfast rentals in Chesapeake
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

The Evergreen House (Breakfast included).
Welcome! 🤗 Enjoy relaxing and quality time with your family at The Evergreen House, located on a quiet, tree-lined street with a private driveway & a nicely fenced yard. It’s perfectly situated just a few mts from the airport, VB Town Center, convention centers & venues, about 20 mts from the Oceanfront, Ocean View, Botanical Garden, Aquarium, museums, restaurants, shopping, & more. Enjoy easy access to I-264, I-64 & nearby military bases. Making it a central location for all of Hampton Roads.
4.94 out of 5 average rating, 36 reviews
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😊
4.84 out of 5 average rating, 38 reviews
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!
4.78 out of 5 average rating, 59 reviews
Walk to Beach, Fire Pit, Game Room, King Beds
“Peace of Blue” - Relax in this bright modern beach home with a game room, fire pit, two King Suites, and lightning-fast fiber Wi-Fi in the heart of Ocean View! Just steps from sand between your toes and surf on your feet, welcome to your coastal getaway just one block from the beach! Watch a movie while the kids enjoy Mario on the Nintendo Switch or sit around a cozy lit fire outback until it's time to unwind in one of our king beds. It's totally up to you... Get your “Peace of Blue!”
5.0 out of 5 average rating, 29 reviews
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 Discounted monthly rates may be available January to March based on availability. Please inquire if interested.
4.97 out of 5 average rating, 145 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).
4.99 out of 5 average rating, 337 reviews
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!
4.74 out of 5 average rating, 245 reviews
4 BDRM/2.5 BATH Cottage:See The Stars Every Night
See the stars every night in this spacious and serene space. This is the absolute Cottage Core home with ample room for the entire family and friends. 6-8 minutes driving to the beach, this home has 4 bedrooms, 2.5 bathrooms and a massive front yard and backyard. Complete with a front porch, back sun room, backyard fire pit, massage bed, artist suite, a formal dining room, and two separate living rooms - this is the ultimate house for family & friend vacations, or a corporate off-site!
5.0 out of 5 average rating, 4 reviews
VA Beach Memory Making Luxury Camper
Luxurious RV w/ fashionable open floorplan including a modern kitchen and full bath! Queen master bedroom, 2 full size bunks, twin size sleeper sofa. Includes two TVs, cookware & linens for renters so, no need to worry about packing extra, bulky luggage. This RV has an outdr shower, kitchen, outdr speakers, includes two chairs and a shaded awning. Guests must reserve & pay for their campground site BEFORE booking the RV. Come enjoy this amazing oasis while on an unforgettable vacation!
4.71 out of 5 average rating, 17 reviews
Rustic Townhouse Retreat
Enjoy a nice relaxing stay in our cozy townhouse! We are located in North Newport News, central to many places to be. 📍20 min drive to Joint Base Langley-Eustis 📍20 minutes drive to Busch Gardens Williamsburg 📍20-30 min drive to Hampton Uni, William & Mary, or Christopher Newport 📍10 min drive to Costco, Sam’s, or Walmart 📍 10 to 15 min drive to Newport News or Riverview Farm Park 📍20 min drive to Yorktown Beach 📍less than 5 minutes from various gas stations and food stops
5.0 out of 5 average rating, 3 reviews
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!
4.94 out of 5 average rating, 152 reviews
Perfect Getaway!
Home away from home!! Beautiful 2 story house with 3 bedrooms, 3 bathrooms, and a huge playroom over the garage. The master suite has a beautiful bathroom with a jacuzzi tub, and huge walk in shower. The fenced in backyard has plenty of space to run around, and has an awesome saltwater inground pool for fun! In addition, there is a 2 level, new deck, and patio furniture to sit and relax on. There is something for everyone to do here.. I’m positive you will love it!
4.85 out of 5 average rating, 117 reviewsPopular amenities for Chesapeake breakfast rentals
House rentals with breakfast

Three Little Birds-Kayak, fish, bike, enjoy!
4.88 out of 5 average rating, 243 reviews
BEST beaches & history n the East!
4.89 out of 5 average rating, 161 reviews
Salt Air Retreat -A Private Room Near the Beach
5.0 out of 5 average rating, 22 reviews
Military - Active/Retired/Family at Cape Defoe B&B
4.98 out of 5 average rating, 274 reviews
Vintage Den Rm, Private Entrance,& Space,VB Center
4.62 out of 5 average rating, 26 reviews
Comfort & Simple Overnight stays

Beaches & day trips
4.92 out of 5 average rating, 98 reviews
Relax in STYLE at Cape Defoe B&B
5.0 out of 5 average rating, 143 reviewsOther vacation rentals with breakfast

Avamere 206 Inn at Old Beach
4.95 out of 5 average rating, 100 reviews
Private Captain’s Quarters Beach Crash Pad
4.66 out of 5 average rating, 169 reviews
Freemason Suite at Four Eleven York
5.0 out of 5 average rating, 19 reviews
King, breakfast and Private bathroom
4.8 out of 5 average rating, 10 reviews
The Capes, King suite with whirlpool
4.5 out of 5 average rating, 4 reviews
The Sitio, King
New place to stay
Sandcastle Resort On The Beach, Micro with two qu.

Journey By The Bay | Sunbathing. Pool
4.09 out of 5 average rating, 23 reviewsWhen is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €109 | €109 | €97 | €106 | €109 | €109 | €96 | €90 | €108 | €100 | €109 | €109 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
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- Rentals with breakfast Virginia
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Carova Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
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- Regent University
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- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Military Aviation Museum
- The Mariners' Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Hampton University
- Chrysler Museum of Art





