Holiday rentals with breakfast in Chesapeake

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!

Timeless Treasure

Welcome to this Timeless Treasure! Where you and your guest will be close to everything, when you stay at this centrally located place in Elizabeth City. Our 3 bedroom, 1 bath home is ideal for families or groups of 5 people or less. Our home includes: 2 Queen beds, one twin bed, and a dedicated work area. A cozy living room for enjoying time together. A fully equipped kitchen, complete with dining. Free wifi, washer and dryer in unit. The outdoor space you can enjoy the private backyard.

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!

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!

1st floor suite 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. This first floor 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!