TOP 10 Vacation cottage rentals in Chesapeake, Virginia

29 results found

Blue Crab Cottage is a charming lodging establishment located at 211 Vernon Street in the quaint town of Colonial Beach, Virginia. This cozy cottage offers a serene and comfortable retreat for guests looking to relax and unwind by the beautiful Chesapeake Bay. The Blue Crab Cottage is tastefully decorated in a coastal theme, with modern amenities and a touch of Southern hospitality. Perfect for a weekend getaway or a longer stay, this institution is the perfect escape for those looking to enjoy the beauty of Virginia's waterfront.

Escape to a picturesque River Retreat vacation rental nestled in the stunning Chesapeake Bay area. This idyllic property is located at 150 East Harbor Drive in Reedville, Virginia, offering a peaceful and serene getaway for travelers seeking relaxation and tranquility. Managed by a reputable real estate and travel agency, this retreat is the perfect destination for those looking to unwind and reconnect with nature. With breathtaking views of the river and luxurious amenities, guests can enjoy a truly unforgettable experience. Book your stay today and immerse yourself in the beauty of the Chesapeake Bay.

InTown Suites Extended Stay Chesapeake VA – I-64/Crossways Blvd offers newly renovated extended stay suites in Chesapeake, Virginia. With added amenities and comforts, our suites provide a home away from home experience. Each suite features HDTVs with premium channels, custom mattresses, and storage options such as built-in closets and bathroom vanities. Choose from Premium, Upgraded, or Traditional suite options to fit your budget. Enjoy the convenience of a fully furnished in-room kitchen, super-fast Wi-Fi, and friendly service. Check-in is at 3:00 p.m. and check-out is at 12:00 p.m. No pets allowed. Welcome to your comfortable and affordable extended stay at InTown Suites Chesapeake VA – I-64/Crossways Blvd.

Days Inn by Wyndham Chesapeake is a comfortable and affordable lodging option located at 1439 George Washington Highway North in Chesapeake, Virginia. This hotel offers spacious and well-appointed rooms, complimentary breakfast, free Wi-Fi, and a seasonal outdoor pool for guests to enjoy. Conveniently situated near local attractions and shopping areas, Days Inn by Wyndham Chesapeake is the perfect choice for both business and leisure travelers looking for a relaxing stay in the heart of Virginia.

Wingate by Wyndham Chesapeake is a comfortable and convenient lodging option located at 817 Greenbrier Circle in Chesapeake, Virginia, United States. This hotel offers spacious rooms, modern amenities, and friendly service to ensure a pleasant stay for guests. Whether you are traveling for business or leisure, Wingate by Wyndham Chesapeake provides a relaxing atmosphere for a restful night's sleep. With its convenient location near shopping, dining, and entertainment options, this hotel is the perfect choice for your stay in Chesapeake.

Hyatt Place Chesapeake/Greenbrier is a modern and stylish lodging option located at 709 Eden Way North in Chesapeake, Virginia. Situated in the bustling Greenbrier area, this hotel offers a convenient and comfortable stay for both business and leisure travelers. The spacious rooms are well-appointed with contemporary amenities, including plush bedding, flat-screen TVs, and free Wi-Fi. Guests can also enjoy a complimentary breakfast each morning and access to the on-site fitness center and outdoor pool. With its central location and top-notch services, Hyatt Place Chesapeake/Greenbrier is the perfect choice for a relaxing stay in the heart of Chesapeake.

Staybridge Suites Chesapeake - Virginia Beach, an IHG Hotel, is a welcoming and comfortable lodging option located at 709 Woodlake Drive in Chesapeake, Virginia. Situated just a short drive away from the vibrant city of Virginia Beach, this hotel offers spacious suites equipped with modern amenities for a relaxing stay. Guests can enjoy complimentary breakfast, a fitness center, an outdoor pool, and a business center during their stay. Whether visiting for business or leisure, Staybridge Suites Chesapeake - Virginia Beach provides a convenient and enjoyable accommodation option in the heart of Virginia.

Extended Stay America - Chesapeake - Crossways Blvd. is a comfortable and convenient lodging option located at 1540 Crossways Boulevard in Chesapeake, Virginia, United States. This hotel offers spacious and well-equipped rooms with amenities such as fully equipped kitchens, free Wi-Fi, and flat-screen TVs. Perfect for both short and long-term stays, guests can enjoy a complimentary grab-and-go breakfast and access to on-site laundry facilities. The hotel's location provides easy access to nearby attractions, restaurants, and businesses, making it an ideal choice for travelers visiting the area for work or leisure.

InTown Suites Extended Stay Chesapeake VA – Greenbrier Road offers newly renovated weekly rentals on Greenbrier Road in Chesapeake, Virginia. Our premium suites feature brand new kitchens, appliances, cabinets, and HDTVs with premium channels like SHOWTIME. Each suite is set up like a studio apartment, providing a comfortable and convenient stay. With three suite options to choose from, including Premium, Upgraded, and Traditional, there is something to fit every budget. Our location is close to I-64, making it easy to access the surrounding area. Guests will enjoy amenities such as weekly housekeeping, super-fast Wi-Fi, and HD programming. Make yourself at home at InTown Suites Chesapeake VA – Greenbrier Road and experience the best of extended stay lodging.

Chesapeake Properties is a reputable real estate and travel agency located at 7 Fig Street in the charming town of Cape Charles, Virginia, United States. With a team of experienced professionals, Chesapeake Properties specializes in helping clients find their dream homes or vacation rentals in this beautiful coastal community. Whether you are looking to buy, sell, or rent property, their dedicated staff is committed to providing personalized service to meet your unique needs. Contact Chesapeake Properties today to start your journey towards finding the perfect property in Cape Charles.

Chesapeake Dream is a charming lodging, real estate, and travel agency located at 101 Tazewell Avenue in Cape Charles, Virginia, United States. This restored three-story Victorian Four Square built in 1912 is only four houses away from the beach, making it the perfect destination for a relaxing getaway. With 4 bedrooms, 3 1/2 baths, and sleeping accommodations for up to 11 people, Chesapeake Dream offers a spacious and comfortable stay. Enjoy modern amenities such as WiFi, three televisions, a large kitchen with top-of-the-line appliances, and central heat and air conditioning. The property also features a wrap-around porch with rockers, outdoor shower, charcoal grill, and beautiful gardens. Located in the historic town of Cape Charles, guests can explore the pedestrian-friendly streets lined with historic homes and large shade trees. The town offers a variety of activities, including swimming, sunbathing, golfing, shopping, dining, and exploring nearby state parks and museums. From the 4th of July celebrations to visits from Tall Ships, there is always something exciting happening in Cape Charles.

The Haven On The Bay is a real estate and travel agency located at 160 Shipwatch Lane, Reedville, Virginia, United States. Find your perfect vacation rental free of service fees with us. From oceanfront condos with free beach lounges to secluded cabins with stunning Blue Ridge Mountains views, we have a wide range of properties to choose from. Our beautifully renovated and newly furnished vacation villas offer everything you need for a relaxing getaway. Whether you prefer to be near the beach or surrounded by the tranquility of the North Georgia mountains, we have the perfect rental for you. Houfy, our advertising platform, offers over 60,000 vacation rentals worldwide with no booking or service fees. Guests and hosts can save money by booking directly through Houfy. Easily search for and book a property with a Houfy host anywhere in the world.

Tangier Island Cruises, located at 468 Buzzards Point Road in Reedville, Virginia, offers unforgettable trips to Tangier Island and the Chesapeake Bay. Departing from the historic fishing town of Reedville, visitors can enjoy a cruise across the bay to Tangier Island, where they can savor the freshest seafood and explore the hidden gems of this Virginia Historic Landmark. With a focus on providing fun for all ages and catering to large groups, Tangier Island Cruises has been family-owned and operated since 1970. In addition to daily ferry trips to Tangier Island, they also offer evening and sunset cruises for those seeking a more unique experience on the water.

Bay Creek is a premier institution located at 1 Clubhouse Way in Cape Charles, Virginia, United States. As a general contractor, real estate agency, and travel agency, Bay Creek offers a unique blend of services to help families live their best life on Virginia's Eastern Shore. With its stunning coastal landscape, private Club amenities managed by Troon Privé, and active lifestyle programming, Bay Creek provides an easy-going and elegant lifestyle for residents. The partnership with Troon brings world-renowned expertise in golf and club operations, food and beverage, course agronomy, and activities programming to Bay Creek. Residents can enjoy a variety of activities such as exploring the Chesapeake Bay, hosting dinners at their coastal homes, and forging friendships within the community.

Bees Nees is a unique institution located at 1316 Cypress Avenue in Virginia Beach, Virginia. As a real estate and travel agency, Bees Nees offers a collection of boutique vacation cottages that provide an elevated stay in Virginia Beach. The stylish and cozy pink bungalow in the Vibe District is just minutes away from the oceanfront and features a heated plunge pool, making it perfect for special getaways and staycations. The Pink Bungalows at Bees Nees also offer a one-of-a-kind private event experience for weddings, private dinners, corporate events, and more. With a maximum guest count of 70, the whimsical event spaces are designed with a special Bees Nees touch to make every gathering truly unforgettable.

Charthouse Properties is a premier real estate institution located at 3552 Collins Boulevard in Chesapeake, Virginia. Specializing in residential and commercial properties, Charthouse Properties is committed to providing top-notch service and expertise to help clients find their perfect home or investment opportunity. With a team of experienced professionals and a strong network in the local real estate market, Charthouse Properties is dedicated to exceeding expectations and delivering exceptional results for their clients. Whether you are buying, selling, or leasing, trust Charthouse Properties to guide you through the process with integrity and professionalism.

Dr. Maura Bain, Realtor is a reputable real estate agency located at 137 Mount Pleasant Road in Chesapeake, Virginia, United States. If you are ready to find your dream home or sell your property to qualified buyers, Dr. Maura Bain is the professional you need. With a background in veterinary medicine, Dr. Bain brings a high level of care and attention to detail to the real estate industry. Clients have praised her for exceeding expectations and providing top-notch service. With her knowledge of the Hampton Roads area, Dr. Bain is well-equipped to help you with all of your real estate needs. Contact her today to get started on your real estate journey.

Brad Rosenberg Real Estate Team | Keller Williams Coastal VA is a premier real estate agency located at 1100 Volvo Parkway in Chesapeake, Virginia. Specializing in buying and selling homes in the Coastal Virginia area, the team offers personalized service and expertise to help clients find their dream home. Whether you're looking for a family home in a sought-after neighborhood, a commercial property with high visibility, or a luxurious condo with breathtaking views, the team at Brad Rosenberg Real Estate can help. With a focus on customer satisfaction and attention to detail, they strive to make the home buying or selling process as smooth and stress-free as possible. Contact them today to learn more about their services and listings.

Ryan Howard, Long & Foster Real Estate Inc. is a reputable real estate institution located at 644 Grassfield Parkway in Chesapeake, Virginia, United States. With a team of experienced and knowledgeable real estate agents, they are dedicated to helping clients buy, sell, or rent properties in the area. Whether you are looking for your dream home or trying to sell your current property, Ryan Howard, Long & Foster Real Estate Inc. is committed to providing top-notch service and guidance throughout the entire process. Contact them today to start your real estate journey with confidence.

Red Knot at Edinburgh is a premier real estate agency located at 236 Red Knot Way in Chesapeake, Virginia. Our dedicated team of experienced agents is committed to helping clients find their dream home or sell their property quickly and efficiently. Whether you are looking to buy, sell, or rent, we are here to provide personalized service and expert guidance every step of the way. Trust Red Knot at Edinburgh to make your real estate experience seamless and successful.

Jake Maines - Virginia Beach Realtor is a trusted real estate agency located at 1407 Northface Court in Virginia Beach, Virginia, United States. Specializing in the dynamic Virginia Beach real estate market, Jake Maines is dedicated to guiding clients through the process of buying, selling, or investing in properties. With extensive experience and in-depth knowledge of the local market, Jake Maines is the ideal partner for all real estate needs. From first-time home buyers to multi-million dollar investors, Jake Maines has assisted clients in finding their perfect home in neighborhoods like Great Neck, Salem Woods, and Chesapeake Beach. The team at Jake Maines Realty, including professionals such as a Chief Marketing Officer, Mortgage Lender, Home Inspector, Closing Processor, and Executive Assistant, works together to ensure a seamless and rewarding real estate experience for clients. Beyond real estate transactions, Jake Maines is deeply involved in local charity work and community-building initiatives, hosting events like Networking Happy Hour to strengthen local networks. Whether you're looking to buy, sell, or invest in a property in Virginia Beach, Jake Maines - Virginia Beach Realtor is here to make your dream home a reality.

Virginia Beach Inflatables is a premier entertainment company located at 1928 Elbow Road in Chesapeake, Virginia. We offer a wide range of inflatable bounce houses, slides, obstacle courses, and interactive games for all ages. Whether you're planning a birthday party, corporate event, school function, or any other special occasion, we have the perfect inflatables to make your event unforgettable. Our experienced staff is dedicated to providing top-notch customer service and ensuring a safe and enjoyable experience for all of our guests. Contact us today to book your next event with Virginia Beach Inflatables!

Abby Rivera, Realtor-Hampton Roads, BHHS RW Towne Realty is a premier real estate agency located at 137 Mount Pleasant Road in Chesapeake, Virginia. With a strong focus on providing top-notch service and expertise in the Hampton Roads area, Abby Rivera offers personalized assistance to clients looking to buy or sell property. Whether you are a first-time homebuyer or a seasoned investor, Abby Rivera and her team at BHHS RW Towne Realty are dedicated to helping you achieve your real estate goals. Contact them today to experience the difference of working with a trusted and experienced realtor.

Berkshire Hathaway HomeServices RW Towne Realty is a leading real estate agency located at 701 Greenbrier Parkway in Chesapeake, Virginia. Our team of experienced and knowledgeable agents are dedicated to helping clients buy, sell, and rent properties in the area. Whether you're looking for your dream home or trying to sell your current property, we are here to guide you through the process with professionalism and expertise. Contact us today to see how we can assist you with all of your real estate needs.

Trustworthy Agents Group @ Keller Williams is a premier real estate institution located at 1100 Volvo Parkway in Chesapeake, Virginia. Owned and operated by the Trustworthy Agents Group and Livian Coastal Virginia, Explore Virginia Homes offers top-notch services using innovative technologies to showcase the finest properties in the region. With a focus on privacy, security, speed, and efficiency, our experienced team understands the needs and desires of both buyers and sellers in the local marketplace. As a family-oriented team, we take the time to listen to each client's unique story and real estate goals. Whether you are looking to buy, sell, build, or invest, our dedicated agents will tailor a customized plan to help you achieve your dreams. With a strong emphasis on integrity, passion, and market knowledge, we guide our clients through every step of the process, ensuring a smooth and successful transaction.

Coral Haven I and II is a reputable real estate and travel agency located at 405 Randolph Avenue in Cape Charles, Virginia, United States. With a prime location near the coast, this institution specializes in providing luxurious vacation rentals, beachfront properties, and personalized travel packages for clients looking to explore the scenic beauty of the Chesapeake Bay region. Whether you are searching for a dream vacation home or planning a memorable trip, Coral Haven I and II offers exceptional service and expert guidance to fulfill all your real estate and travel needs.

Kings Creek Marina & Resort is a luxurious lodging destination located at 500 Marina Village Circle in Cape Charles, Virginia. Nestled along the serene waters of Kings Creek and just a short distance from the Chesapeake Bay, this resort offers a tranquil escape for visitors seeking relaxation and recreation. The resort features modern accommodations, including waterfront villas and cozy cottages, as well as a full-service marina with boat rentals and dockage. Guests can enjoy a variety of amenities such as a swimming pool, tennis courts, and a waterfront restaurant serving delicious seafood dishes. With its picturesque surroundings and top-notch facilities, Kings Creek Marina & Resort is the perfect retreat for a memorable vacation experience.

The Pearl at Marina Shores is a brand new, waterfront apartment community located at 2110 Marina Shores Drive in Virginia Beach, Virginia. Nestled along the iconic Lynnhaven River and just blocks from the Chesapeake Bay, this premier residential experience offers a one-of-a-kind living experience. Expertly crafted with a coastal architectural design aesthetic, The Pearl offers luxurious one-, two-, and three-bedroom apartment homes with impeccable interior styling. Residents can enjoy exclusive amenities such as walking, biking, kayaking, fishing, and boating right at their doorstep.

Barbie Summers - Virginia Beach Realtor is a dedicated institution located at 800 Laskin Road in Virginia Beach, Virginia, United States. Barbie is committed to redefining the real estate experience by providing outstanding service and extensive local market knowledge to guide clients through their next move. Specializing in residential sales in the Hampton Roads area, Barbie strives to make the process rewarding and successful for her clients. Whether you are looking to buy or sell a family home or an oceanfront oasis, Barbie will fight hard to get you the best deal and value in a home you love. She offers aggressive and strategic marketing plans to ensure your property is presented in the best light and receives the widest possible exposure to potential buyers.