Vacation rentals with breakfast in Chesapeake

5 out of 5 average rating, 24 reviews

A charming two-story home is showcased at sunset, featuring a welcoming front porch and staircase. Lush, flowering bushes and a mature tree are positioned in the front yard, while a peaceful neighborhood street is visible in the foreground.

Home in Willoughby

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!

Bed and breakfast in Williamsburg

A charming two-story cottage features red doors and a brick exterior. Large windows allow natural light to fill the interior, which is framed by neatly trimmed shrubs and greenery. A gravel pathway leads to the entrance, providing a welcoming atmosphere.

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.

4.96 out of 5 average rating, 105 reviews

The three-story farmhouse-style home features a charming brick facade and a front porch with blue double doors. Lush greenery surrounds the entrance, while a path leads toward the driveway. Sunlight highlights the roof and front yard, creating a welcoming exterior.

Home in Colonial Place

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.

4.86 out of 5 average rating, 21 reviews

A spacious four-bedroom home is showcased, featuring a blend of architectural styles. The exterior showcases light-colored siding, multiple balconies, and expansive windows that invite natural light. The property is surrounded by trees, creating a serene outdoor environment.

Home in Corolla

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!

A cozy outdoor area features multiple seating arrangements around a stone fire pit. Potted orange and yellow chrysanthemums add a pop of color, complemented by string lights above. The fenced yard offers ample space for relaxation and gatherings.

Home in Hampton

4.8 out of 5 average rating, 51 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!

5 out of 5 average rating, 30 reviews

A refreshing pool is visible in the foreground, surrounded by several lounge chairs in pastel colors. An orange umbrella shades a dining table with additional seating. A casual bar area is located behind the pool, offering a convenient space for relaxation and refreshments.

Cottage in Sandbridge

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.

4.85 out of 5 average rating, 55 reviews

The exterior of a ranch-style home is shown, featuring a well-maintained lawn and neatly trimmed hedges. A covered porch with steps leads to the main entrance. The brick facade is complemented by blue window shutters, under a bright blue sky with a few white clouds.

Home in Chesapeake

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.

Guest suite in Thoroughgood

A spacious bedroom features a queen bed adorned with a nautical-themed quilt and decorative pillows. Natural light enters through two windows with blinds. A comfortable chair is positioned beside the bed, and a side table holds a lamp. A closet with sliding doors is visible.

4.98 out of 5 average rating, 316 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).

Townhouse in Virginia Beach

The living room features an open layout with a comfortable sofa and an accent chair arranged around a round wooden coffee table. A ceiling fan provides airflow, while natural light fills the space through a nearby window. Stairs lead to the upper level.

4.75 out of 5 average rating, 211 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!

4.81 out of 5 average rating, 163 reviews

The entrance features a light-colored door adorned with a welcoming wreath. To the right, a sign displays the property name 'All4One' alongside the Virginia shape. The brick facade showcases a warm, inviting exterior, complemented by a traditional lantern mounted beside the door.

Home in Virginia Beach

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!

4.95 out of 5 average rating, 129 reviews

A sunset casts warm hues over the calm waters of the bay, with silhouettes of a shaded gazebo and a hammock. Weathered pilings and a single bird in flight can be seen against the vibrant sky, enhancing the tranquil atmosphere.

Home in Knotts Island

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!

4.85 out of 5 average rating, 104 reviews

A two-story house featuring a welcoming porch with white railings and steps leading to the front door. The exterior is clad in light siding, complemented by well-kept landscaping and a driveway leading to a garage on the right. Trees provide a natural backdrop.

Home in Suffolk

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!

Popular amenities for Chesapeake breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

A serene waterfront view captures calm water reflecting the sky. Lush greenery lines the banks, creating a natural backdrop. A wooden dock extends into the water, providing a space for relaxation and observation of the tranquil surroundings.

4.9 out of 5 average rating, 207 reviews

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

The cozy living area features a light-colored sofa adorned with striped cushions, complemented by a wooden coffee table. A decorative sculpture sits in front of a radiant window, surrounded by green plants. The space includes a dark television mounted above a fireplace against a rich red wall.

Private room in Newport News

4.67 out of 5 average rating, 3 reviews

Lee Hall

A charming blue house features a welcoming front porch with large windows, allowing natural light to fill the space. The well-maintained lawn is surrounded by trees, creating a pleasant outdoor atmosphere. The brick steps lead to the main entrance, providing easy access.

Home in Virginia Beach

4.78 out of 5 average rating, 96 reviews

Big Fun Beach House

A pool area is framed by lush greenery and flowering plants, creating an inviting outdoor space. A spacious deck with seating is visible, leading to a tranquil pool. Beyond the pool, a fenced yard opens to a serene water view, enhancing the peaceful atmosphere.

Private room in Currituck

5 out of 5 average rating, 6 reviews

Room w/ Queen bed private bath

A spacious bedroom is depicted, featuring a large king bed with decorative pillows. Two windows allow natural light to illuminate the room, while a 52-inch TV is mounted on a stand across from the bed. Ceiling fan and neutral-toned curtains contribute to the room's calm ambiance.

5 out of 5 average rating, 19 reviews

Lake Retreat

A cozy den features a plush dark sofa, accompanied by a small table and an entertainment unit. A wall-mounted television and a decorative lamp provide soft lighting. A faux fireplace and a clock add functionality, while a door leads to the outside.

4.62 out of 5 average rating, 26 reviews

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

The residence features a two-story exterior with a classic design in light gray and white tones. A spacious front porch is visible, flanked by landscaped areas, while neighboring homes are showcased in the background, contributing to a harmonious community aesthetic.

Home in Cape Charles

5 out of 5 average rating, 3 reviews

Sweet Bay - Chesapeake Properties

A bright master bedroom is presented, featuring an orange accent wall and a spacious bed with light linens. A mirror reflects the room's décor, while two bedside lamps provide soft illumination. A cozy seating area includes a sofa, and a desk is positioned near the window.

4.89 out of 5 average rating, 153 reviews

BEST beaches & history n the East!

Apartment rentals with breakfast

A bright and airy bedroom features a spacious bed with a light-colored duvet and accent pillows. A ceiling fan is positioned above, while a desk with two chairs is situated against the wall. Natural light fills the room through large windows adorned with white shutters.

4.86 out of 5 average rating, 37 reviews

The Waverly 100 Inn at Old Beach

A well-appointed bedroom features a spacious bed with a wooden headboard and soft linens. Wall-mounted bedside sconces provide subtle lighting. A flat-screen television is mounted on the wall, while a small refrigerator is located near the bed. Natural light illuminates the room, highlighting the warm wood flooring.

4.79 out of 5 average rating, 34 reviews

Breakers 204 Inn at Old Beach

A spacious sleeping area is highlighted by a wooden headboard and soft bedding. Two accent pillows in muted tones adorn the bed. A small desk with a chair is positioned nearby, along with a coffee maker and neatly arranged towels on a shelf.

4.86 out of 5 average rating, 22 reviews

Pinewood 102 Inn at Old Beach

A spacious bedroom features a large bed with a wooden headboard and decorative pillows. Light wood flooring complements the natural light streaming in from multiple windows. A bedside table sits beside the bed, while sliding doors lead to an outdoor seating area.

4.93 out of 5 average rating, 76 reviews

Avamere 206 Inn at Old Beach

A well-lit guest room features a spacious bed with a soft white duvet. A mounted television is positioned above a small wooden table with towels neatly arranged. A tall mirror reflects the inviting space, complemented by natural light from nearby windows.

4.96 out of 5 average rating, 24 reviews

Albermarle #202 Inn at Old Beach

A welcoming entrance features a wooden front door framed by four white columns. Two decorative lanterns are mounted on either side, and comfortable white chairs are positioned on the porch. Lush greenery and neatly arranged flowers enhance the inviting outdoor space.

4.88 out of 5 average rating, 49 reviews

Newcastle 106 Inn at Old Beach

A private balcony features a railing that frames a view of the ocean and beach. White chairs are positioned on the balcony, overlooking sandy shores and the expanse of water, while colorful beach umbrellas dot the landscape below.

Apartment in Virginia Beach

4.5 out of 5 average rating, 4 reviews

Oceanfront at Barclay Towers

The sleeping area features two spacious beds, each adorned with a set of neutral linens. Wooden headboards add a natural touch, while wall-mounted lights provide soft illumination. Decorative pillows in shades of green and mustard yellow add warmth and a hint of color to the serene space.

4.92 out of 5 average rating, 25 reviews

Hilltop 104 Inn at Old Beach

Bed and breakfast rentals with breakfast

A cozy bedroom featuring a King size four poster bed adorned with decorative pillows. Soft lighting is provided by two bedside lamps, while windows dressed with dark curtains allow natural light. A comfortable chair and side table complete the inviting space.

4.96 out of 5 average rating, 54 reviews

Williamsburg Sampler - Lord Nelson Chamber

Hotel room in Williamsburg

A room features a queen-sized bed adorned with a floral quilt and accented by two decorative pillows. Wall-mounted sconces provide soft lighting, and framed photographs add character. A small side table sits beside the bed, and a private bathroom is visible in the background.

4.99 out of 5 average rating, 76 reviews

Aldrich House B&B Lewis Room

The Rhododendren-King-Luxury-Ensuite with Shower

A spacious room features a queen size bed covered in floral bedding. A decorative writing desk and an antique dresser are situated next to the bed. Soft lighting is provided by bedside lamps, and a window alcove with floral curtains allows natural light to enter.

5 out of 5 average rating, 4 reviews

Sunny Queen Room with Breakfast - Cedars B&B

A cozy bedroom features a wooden canopy bed adorned with white linens and a decorative throw. A bedside table holds a flower arrangement and a tray. Natural light fills the room, illuminating warm wood flooring and complemented by soft green and neutral wall colors.

4.82 out of 5 average rating, 17 reviews

Charming Queen Room with Breakfast - Cedars B&B

Hotel room in Williamsburg

A spacious bedroom features a king bed adorned with a patterned quilt in warm tones. Natural light filters through window treatments, illuminating the room. A stylish armchair and an antique dresser add to the character, while a ceiling fan enhances the comfort.

4.94 out of 5 average rating, 36 reviews

Aldrich House B&B Patton Room

Two ornate armchairs are positioned next to a decorative fireplace, creating a cozy seating area. A rich red accent wall adds warmth, while a patterned area rug complements the furnishings. Natural light filters in through the glass doors, enhancing the inviting space.

5 out of 5 average rating, 3 reviews

Adams Bed Chamber - A Williamsburg White House