Vacation rentals near Chesapeake Beach

We found 1,699 vacation rentals — enter your dates for availability

If you want to to stay within easy reach of Chesapeake Beach, take a look at vacation rentals to find the perfect one for your trip. Whether you're staying in a vacation rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a washer and dryer. You're sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Find out more about Chesapeake Beach

Find out more about Chesapeake Beach

Why visit Chesapeake Beach

  1. Beautiful Beaches: Enjoy the sandy shores and stunning water views, perfect for relaxation and family fun.
  2. Chesapeake Beach Waterpark: A must-visit for families, offering exciting water rides and attractions.
  3. Charming Vacation Rentals: Discover a variety of cozy accommodations, from cottages to modern condos.
  4. Urban Parks and Scenic Esplanades: Explore lush parks and picturesque walking paths for leisurely strolls.
  5. Proximity to Virginia Beach: Experience the vibrant atmosphere and trendy attractions of nearby Virginia Beach.

Popular types of accommodation around Chesapeake Beach

Explore the stunning vacation rentals in Chesapeake Beach, where you can find the perfect home away from home. Whether you're looking for houses, cozy cottages, or modern condos, there's something to suit every traveler's needs. With transparent options and great savings, our platform helps you choose the ideal accommodations in Chesapeake Beach for a memorable getaway.

  • Houses: The top choice for vacation rentals in Chesapeake Beach, offering spacious and comfortable accommodations ideal for families or groups.
  • Condos: A popular option for those seeking modern amenities and convenient locations, perfect for couples and small families.
  • Cottages: Quaint and cozy, these charming retreats provide a delightful atmosphere for a relaxing getaway.
  • Apartments: Suitable for solo travellers or couples, these rentals offer practicality and comfort in a home-like setting.
  • Caravan Parks: An affordable and communal option for adventurous travellers looking to experience the outdoors.**

Top attractions around Chesapeake Beach

Chesapeake Beach offers a delightful blend of attractions for tourists, featuring beautiful beaches, urban parks, and scenic esplanades. Visitors can enjoy a variety of cultural and outdoor experiences, making it perfect for groups, families, or couples. Don't miss the Chesapeake Beach Waterpark for some fun in the sun, and consider exploring vacation rentals available nearby for a cozy stay. This charming destination is sure to provide a memorable getaway on the Virginia coast.

  1. Virginia Beach Boardwalk: A vibrant 3-kilometre esplanade perfect for families and couples alike. Enjoy the lively atmosphere, stunning ocean views, and various outdoor activities, from cycling to beach volleyball.
  2. Virginia Beach Convention Center: A modern event venue that hosts conferences and exhibitions. Ideal for business travellers, it features versatile spaces and is close to local attractions.
  3. First Landing State Park: A beautiful national park offering scenic trails and beach access. Perfect for outdoor enthusiasts, it provides opportunities for hiking, biking, and exploring nature.

Things to do recommended for couples

For a romantic getaway, explore the luxury vibes at Broad Bay Country Club, indulge in wellness at the Edgar Cayce Association for Research & Enlightenment, or enjoy some fun at Pirates Paradise Mini Golf. Each location offers a unique experience just a short drive from Chesapeake Beach.

Things to do recommended for families

Your family vacation in Chesapeake Beach will be filled with fun! Enjoy splashes at Ocean Breeze Waterpark, explore sports at Virginia Beach Sportsplex, and relax at Great Neck Park. Each destination offers unique experiences for kids and adults alike, just a short drive away from your base.

Things to do recommended for groups

Groups visiting Chesapeake Beach can enjoy the vibrant Virginia Beach Town Center for shopping and entertainment, explore the bustling Pacific Avenue, and unwind with a round of golf at the scenic Eagle Haven Golf Course, all while soaking in the local atmosphere.

What do I need to keep in mind when booking a vacation around Chesapeake Beach

When planning your trip—whether you're traveling with a group, with family, bringing along your pets, or seeking extended stays—it's important to set your priorities when filtering your options. Here are some helpful booking tips for using Vrbo.

  • Traveling to Chesapeake Beach with a group: Think about how many bedrooms you require, as well as features like a full kitchen or outdoor space for group gatherings. The good news is that you can easily filter for all these options and more on Vrbo.
  • Traveling to Chesapeake Beach with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Chesapeake Beach: For many families, a trip isn’t truly enjoyable without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Chesapeake Beach: If you’re seeking vacation rentals with discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay around Chesapeake Beach

Chesapeake Beach offers a delightful blend of sunny weather and family-friendly activities, making it an ideal vacation spot. Explore the vibrant atmosphere of nearby Virginia Beach, perfect for romantic getaways and trendy excursions. Enjoy stunning water views from charming waterfront rentals, or unwind in a cozy bedroom oasis. Whether you're seeking relaxation or adventure, Chesapeake Beach and its surrounding areas promise unforgettable experiences for every traveller.

  • Chic's Beach: Located a mere 1.4km from Chesapeake Beach, Chic's Beach is a charming neighbourhood that invites visitors to enjoy a quintessential beach experience. Perfect for families, outdoor enthusiasts, and beach lovers, this area features a beautiful stretch of sand and an inviting atmosphere. Visitors can explore the vibrant boardwalk, visit local shopping centres, and enjoy the scenic esplanade. Whether you're sunbathing, swimming, or taking a leisurely stroll, the family-friendly ambiance and beach activities make Chic's Beach a delightful destination.
  • Cape Story by the Sea: Approximately 4.8km from Chesapeake Beach, Cape Story by the Sea is a picturesque neighbourhood that combines romance and family fun. With its stunning beach views and serene environment, this area is perfect for couples and families alike. Explore the local boardwalk, catch a show at the nearby arena entertainment facility, or enjoy performances at the local theatre. The esplanade and tourist precinct offer plenty of opportunities for leisurely walks and exploration, making Cape Story by the Sea an ideal spot for a relaxing getaway.
  • Northeast Virginia Beach: Situated about 9.7km from Chesapeake Beach, Northeast Virginia Beach is a vibrant neighbourhood that caters to both romantic getaways and family adventures. The area boasts a lively boardwalk, diverse shopping areas, and convenient shopping centres. With its beautiful esplanade and proximity to the beach, visitors can indulge in various outdoor activities or simply unwind by the shore. The local tourist precinct is bustling with attractions, ensuring there's something for everyone in this welcoming coastal community.

Best time to go to Chesapeake Beach

If you're planning a trip to Chesapeake Beach, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January41.9°F (5.5°C)Light RainMostly SunnyLowModerately Low
February43.9°F (6.6°C)Light RainMostly SunnyLowModerately Low
March48.9°F (9.4°C)Light RainMostly SunnyAverageModerately Low
April57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
May66.4°F (19.1°C)Light RainMostly SunnyAverageAverage
June74.7°F (23.7°C)Light RainMostly SunnyHighModerately High
July79.3°F (26.3°C)Light RainMostly SunnyHighModerately High
August78.3°F (25.7°C)Light RainMostly SunnyHighModerately High
September73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
October64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
November54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
December47.5°F (8.6°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to refine your search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and arrange your travel plans. You can easily find the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

More Vacation Rentals ideas

People also search for