Chappaquiddick Island vacation rentals

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Find out more about Chappaquiddick Island

Find out more about Chappaquiddick Island

Why visit Chappaquiddick Island

  1. Stunning Beaches: Enjoy the serene beauty of Chappaquiddick Beach, perfect for relaxation and beach activities.
  2. Historic Lighthouses: Visit the island's iconic lighthouses, offering scenic views and a glimpse into maritime history.
  3. Outdoor Adventures: Explore the island's natural landscapes through hiking, biking, and water sports.
  4. Cultural Experiences: Discover local history and art at nearby museums and charming galleries.
  5. Charming Accommodations: Stay in cozy cottages or beachfront rentals that provide a tranquil escape.

Popular types of accommodation around Chappaquiddick Island

Discover the charm of Chappaquiddick Island with our selection of vacation rentals. Whether you're seeking a cozy cottage on Chappaquiddick, a beachfront rental, or an Edgartown rental unit, we've got you covered. Our range of houses, apartments, and beach Chappy cottages ensures there's an ideal spot for every traveler. Enjoy transparency, savings, and reassurance as you plan your perfect getaway to this picturesque destination.

  • Houses: The top choice for travelers, offering spacious accommodations ideal for families or groups looking to enjoy a home-like experience in Chappaquiddick Island.
  • Apartments: A popular option for those seeking convenience and comfort, perfect for couples or solo travelers wanting easy access to local attractions.
  • Cottages: These charming, cozy retreats provide a quaint atmosphere, ideal for a relaxing getaway by the water.
  • Condos: A favored choice for visitors desiring modern amenities and community facilities while enjoying their stay.**

Top attractions around Chappaquiddick Island

Chappaquiddick Island offers a perfect blend of outdoor adventures and scenic beauty, making it ideal for a memorable vacation. Visitors can explore the stunning Chappaquiddick Beach, visit historic lighthouses, and delve into local history at nearby museums. For those seeking additional experiences, consider a vineyard vacation to enjoy the region's unique flavors. Whether you crave culture, adventure, or relaxation, Chappaquiddick Island has something for everyone.

  1. Inkwell Beach: Located 7 miles from Chappaquiddick Island, Inkwell Beach offers a vibrant atmosphere perfect for sunbathing and swimming. With its soft sands and gentle waves, it's an ideal spot for relaxing and enjoying the quintessential beach vibes of Martha's Vineyard.
  2. Edgartown Lighthouse: This historic lighthouse is situated 2 miles from Chappaquiddick Island and boasts rich cultural significance. Visitors can explore the surrounding area and enjoy picturesque views, making it a perfect spot for photography and learning about local maritime history.
  3. Chappaquidick Dike Bridge: Located within Chappaquiddick Island, this monument showcases the island's cultural heritage. The bridge offers stunning views of the surrounding landscape, making it a great place for a leisurely walk and appreciating the area's natural beauty.

Things to do recommended for couples

For a romantic getaway on Chappaquiddick Island, enjoy a fun round at Island Cove Miniature Golf, just 9 miles away. For a touch of luxury, visit the Cape Cod Country Club, located 18 miles from the island, perfect for a couple's day of relaxation and leisure.

Things to do recommended for families

Your family will love the Flying Horses Carousel, located 7 miles away, for its charming outdoor atmosphere. Explore wellness at Fulling Mill Brook Preserve, 12 miles away, or enjoy stargazing and entertainment at Loines Observatory, 20 miles from Chappaquiddick Island. Perfect for a memorable family vacation!

Things to do recommended for groups

Experience the charm of Martha's Vineyard Film Center for a cozy movie night, enjoy a round of golf at the scenic Farm Neck Golf Club, or shop and dine at the vibrant Mashpee Commons. Each destination offers unique vibes perfect for group travelers looking for local fun!

What do I need to keep in mind when booking a vacation around Chappaquiddick Island

When traveling with a group, family, pets, or planning for an extended stay, it’s important to prioritize your preferences in the search process. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Chappaquiddick Island with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Chappaquiddick Island with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chappaquiddick Island: For many families, a vacation wouldn’t feel complete without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Chappaquiddick Island: If you're in search of vacation rentals with special offers for stays of a month or longer, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Chappaquiddick Island

Chappaquiddick Island offers a serene escape for outdoor enthusiasts and adventure seekers alike. Explore the charming town of Edgartown, known for its family-friendly atmosphere and scenic waterfront. Discover the island's natural beauty, perfect for relaxing strolls and exciting excursions. With its friendly locals and picturesque landscapes, Chappaquiddick serves as a gateway to the enchanting experiences of Cape Cod, making it an ideal vacation destination for those looking to unwind and explore.

  • Nantucket: Located around 20 miles from Chappaquiddick Island, Nantucket is a picturesque island town known for its stunning beaches and charming outdoor scenery. Visitors can indulge in golf at the local courses or explore the scenic coastline perfect for leisurely walks. Nantucket is home to family-friendly beaches and the iconic Cape Cod atmosphere, making it an ideal spot for relaxation and recreation. Don’t forget to visit its historic lighthouses and enjoy fresh seafood at local eateries.
  • Oak Bluffs: Just 7 miles from Chappaquiddick Island, Oak Bluffs is a vibrant community that attracts travelers with its lively beach scene and beautiful outdoor spaces. The town features a bustling shopping area where visitors can find unique souvenirs and local crafts. With its inviting beaches and marina, Oak Bluffs is perfect for boating, sunbathing, and family outings. The colorful gingerbread cottages and the famous Flying Horses carousel add a quaint charm to this coastal destination.
  • Katama: Situated only 3 miles from Chappaquiddick Island, Katama offers a tranquil escape with its stunning beach and scenic views. Known for its outdoor activities, visitors can enjoy skiing and other sports at nearby resorts. Katama is ideal for families seeking a relaxed atmosphere, featuring family-friendly beaches and historic buildings that tell the story of the area's past. It’s a perfect spot for those looking to unwind while enjoying the natural beauty of Martha's Vineyard.

Best time to go to Chappaquiddick Island, Edgartown

If you're planning a trip to Chappaquiddick Island, Edgartown, it's a good idea to check both the weather and property rates. The warmest month is August. 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
January35.2°F (1.8°C)Light RainMostly SunnyLowModerately Low
February35.2°F (1.8°C)Light RainMostly SunnyLowModerately Low
March38.8°F (3.8°C)Light RainMostly SunnyLowModerately Low
April46.4°F (8.0°C)Light RainMostly SunnyAverageAverage
May54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnyHighModerately High
July71.1°F (21.7°C)Light RainMostly SunnyHighModerately High
August71.8°F (22.1°C)Light RainMostly SunnyHighModerately High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
November49.1°F (9.5°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash™ on the full booking amount. Being the trip organizer truly has its benefits! Become a member of our OneKey rewards program to unlock exclusive savings and earn OneKeyCash™ on eligible stays. Sign up now and begin your journey to earning rewards!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can create new trips, resume planning from where you left off, and organize all your travel details in one place. You’ll see the properties you’ve saved or booked neatly organized into categories like Potential, Upcoming, or Current Trips. To start making the most of Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Explore the waterfront setting in Chappaquiddick Island

Enjoy the monuments and other features of Chappaquiddick Island. Renowned for its island views, beaches and parks, this city welcomes all visitors. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

A touch of Japan on Chappaquiddick Island

A highlight for many visitors to Chappy is a wander through the Mytoi Japanese Garden, a tranquil 14-acre spot about 3 miles from the ferry port. Open daily from sunrise to sunset, this beautiful botanical garden counts walking trails and fragrant flower gardens among its highlights, though the star turn is Poucha Pond, a serene water feature where a quaint footbridge leads past the turtles and frogs in the water to a tiny island that's perfect for meditating. Parking is limited to just 15 cars, so it pays to be up and out of your rental nice and early if you plan to drive.

Exploring Chappaquiddick Island

A stay on Chappaquiddick Island, lovingly referred to by locals simply as "Chappy", offers a bit of peace and quiet in an otherwise frenzied world. Days here are often best spent on the seat of a bicycle, though you'll need to bring your own as the only commerce here is a small shop selling little more than milk. If you'd like someone in the know to show you around, Cape Poge tours, comprising a visit to the island's lighthouse and a spot of kayaking and seaside exploration, run daily from Memorial Day through to Columbus Day. Reservations are essential.

When to visit Chappaquiddick Island

Chappaquiddick Island vacation rentals are available all year round, but if you crave a little sun, the best month to visit is July, when you can expect the temperature to hover around 70 degrees and you'll avoid the patches of rain that typically arrive in August. Crowds are rarely an issue on the island, though if you plan to spend time exploring the attractions on Martha's Vineyard, you can expect a fair few people to be doing the same over the summer months. The fall months of September and October can be a good time to visit if you're hoping for a great deal on your rental.

Natural appeal on Chappaquiddick Island

Miles of quiet paths flanked by overhanging trees, rugged beaches and more than 1,000 acres of preserved land makes a trip to Chappy a real treat for nature lovers. During your break in a Chappaquiddick Island vacation rental, be sure to head to the island's east where a pristine barrier island extends from Wasque Point to Cape Poge Gut. Along the way, a gull rookery and clusters of oystercatchers and piping plovers make Cape Poge Elbow particularly revered for its birdwatching opportunities. At Cape Poge Bay, striped bass and bluefish provide anglers with plenty of opportunities to reel in the catch of the day.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chappaquiddick Island?
According to our data, cottages are the most sought-after type of property in Chappaquiddick Island. But as you’d expect, everyone’s idea of the perfect stay differs. Vrbo has vacation rentals in a variety of sizes and shapes, and we’ll help you locate the perfect match.
How much does it cost to rent a vacation rental in Chappaquiddick Island?
Property type, length of stay and season are among the factors that can determine the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From cozy chalets to plush villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Chappaquiddick Island?
When you travel and the size and style of the property will help determine the cost of your beachside stay. Type in your Chappaquiddick Island travel dates to see your options on Vrbo. Did someone just say “hot tub”? Use the filters to select the features and amenities you need.
What are popular rental amenities in Chappaquiddick Island?
When it comes to rental amenities that people look for in Chappaquiddick Island, a swimming pool, a fireplace and a garden are at the top of the list. With Vrbo vacation homes, you’ll discover options to match your taste and style, whether you’re going on a trip with friends, relatives or even pets.
Can I find two-bedroom vacation rentals in Chappaquiddick Island?
Chappaquiddick Island has nine two-bedroom vacation properties that you can choose from. Go for a vacation home with all the privacy and space you need at a price that won’t break the bank on Vrbo.
Are there vacation rentals with WiFi in Chappaquiddick Island?
You can pick from 16 vacation rentals with WiFi in Chappaquiddick Island. If you want to disconnect from daily life while on vacation, but still want to be connected to the web, these getaways are just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How old do you have to be to rent a vacation rental in Chappaquiddick Island?
The minimum required age is generally 16, 18 or 21. It can differ from property to property on Vrbo, so look at the rules of your chosen Chappaquiddick Island vacation rental before booking.
How long can I rent a vacation rental in Chappaquiddick Island for?
The length of time you can rent a vacation rental in Chappaquiddick Island is up to the property. Just enter your chosen travel dates to display a list of options offering extended stays. With lots of features such as laundries and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to find someplace just right to call your home away from home in Chappaquiddick Island.
Does Vrbo offer discounts for vacation homes in Chappaquiddick Island?
Whether you’ve got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fabulous bargains and discounts on Vrbo. From weekend retreats to extended getaways, we’ve got the ideal place for your next Chappaquiddick Island escape.

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