Holiday rentals with breakfast in Chesapeake

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Chesapeake

Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

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Superhost

Home in Norfolk

5 out of 5 average rating, 14 reviews

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!

Superhost

Bed and breakfast in Williamsburg

4.71 out of 5 average rating, 7 reviews

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.

Superhost

Home in Norfolk

4.99 out of 5 average rating, 86 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 Monthly: $4,200. Fully furnished rental with all utilities, Wi-Fi, weekly housekeeping, pest & lawn care included.

Superhost

Home in Knotts Island

4.95 out of 5 average rating, 112 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 receive breakfast pastries & 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!

Superhost

Home in Hampton

4.85 out of 5 average rating, 41 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!

Superhost

Home in Sandbridge

5 out of 5 average rating, 19 reviews

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.

Superhost

Guest suite in Virginia Beach

4.98 out of 5 average rating, 299 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).

Superhost

Home in Cape Charles

5 out of 5 average rating, 35 reviews

Fully Renovated in 2023

Your family will be close to everything when you stay at Siren of the Cape. Siren of the Cape is the oldest house in Cape Charles built in 1883 and fully renovated 2022-23. Located directly on Mason Ave (Main St) you are steps away from restaurants and shopping and a straight shot to the town pier and beach access. Featuring 4 Bedrooms and 2 1/2 baths this fully renovated property offers all modern amenities along with outdoor dining and entertainment areas along with easy parking.

Home in Virginia Beach

4.79 out of 5 average rating, 146 reviews

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!

Superhost

Home in East Ocean View

4.92 out of 5 average rating, 348 reviews

New Beach Home on the Chesapeake Bay

New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

Superhost

Flat in Suffolk

4.97 out of 5 average rating, 36 reviews

The Carriage House Apartment

Enjoy this spacious accommodation located in the carriage house. Overlooking the fountain rose garden at The Pinner House, a boutique bed and breakfast just two blocks from downtown Suffolk. Rich in history, outdoor adventure and unique privately owned restaurants Suffolk has it all. Come experience the charm of Suffolk and all that the surrounding areas have to offer. Hop in your car and you are a short drive to many local attractions from the beach to Colonial Williamsburg.

Superhost

Home in Suffolk

4.84 out of 5 average rating, 87 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!