Chilmark vacation rentals

Why visit Chilmark

1. Stunning Coastal Scenery: Enjoy breathtaking views of Vineyard Sound and dramatic cliffs while exploring the area.
2. Beaches and Nudist Beaches: Relax on pristine sandy shores, including unique nudist beaches for a liberating experience.
3. Cultural Experiences: Immerse yourself in local culture through art, events, and vineyard tours that enhance your visit.
4. Charming Accommodations: Choose from cozy cottages, stylish apartments, and private vacation homes for a perfect stay.
5. Outdoor Recreation: Engage in various outdoor activities, from hiking to beachcombing, in this picturesque setting.

Popular types of accommodation in Chilmark

If you’re planning a getaway to Chilmark, you’ll find a variety of charming accommodations to suit your needs. The most popular options include houses, cozy cottages, and stylish apartments. Whether you're searching for a Chilmark vacation rental home or exploring other Chilmark properties, our platform offers transparency and reassurance to help you find the perfect vacation rental in Chilmark. Enjoy your stay in this beautiful destination!

• Houses: These spacious residences are the top choice for travelers seeking comfort and privacy during their stay in Chilmark.
• Cottages: Quaint and cozy, cottages offer a charming atmosphere perfect for a relaxing getaway.
• Apartments: Ideal for those who prefer a home-like setting, apartments provide all the essential amenities.
• Condos: A great blend of comfort and convenience, condos often feature shared amenities like pools and fitness centers.
• Cabins: For a rustic experience, cabins immerse you in nature while offering a unique retreat.**

Top attractions in and around Chilmark

Chilmark, Massachusetts, is a perfect destination for outdoor enthusiasts and beach lovers, offering stunning coastal scenery and attractions like beaches, nudist beaches, and cliffs. Visitors can immerse themselves in cultural experiences while enjoying the natural beauty of the area. For those looking to enhance their vacation, consider exploring local vineyards for a unique experience that complements your beach getaway.

1. Menemsha Beach: Experience the quintessential beach vibes at Menemsha Beach, where you can relax on sandy shores, enjoy stunning sunsets, and savor fresh seafood from local vendors. It's a perfect spot for sunbathing and swimming.
2. Aquinnah Cliffs: Venture to the breathtaking Aquinnah Cliffs, known for their striking natural beauty and outdoor adventures. Hike along scenic trails that offer panoramic views of the ocean and vibrant landscapes.
3. Gay Head Lighthouse: Discover the rich history and culture at Gay Head Lighthouse, a charming historic site. Climb to the top for stunning views of the coastline and learn about its significance in maritime navigation.

Things to do recommended for couples

In Chilmark, enjoy a playful round at Island Cove Adventures or Island Cove Miniature Golf, both offering family fun and adventure vibes. For a romantic evening, savor fine wines at Coastal Vineyards, where the ambiance is perfect for couples seeking entertainment and romance.

Things to do recommended for families

Families visiting Chilmark can explore the serene Fulling Mill Brook Preserve for relaxation and outdoor fun. A short drive away, the Flying Horses Carousel offers delightful rides and a charming family atmosphere, making it a perfect stop for creating lasting memories together.

What do I need to keep in mind when booking a vacation in Chilmark

When traveling with a group, family, pets, or planning an extended stay, be sure to use filters that align with your priorities. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Chilmark with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group activities. Thankfully, you can easily refine your search for these options and more on Vrbo.
• Traveling to Chilmark with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Chilmark: For many families, a trip wouldn't feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties offer amenities like food bowls and beds, ensuring that all members of the family feel comfortable and at home.
• Planning for a long term stay visiting Chilmark: If you're searching for vacation rentals with great offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a spacious kitchen, or a private pool in your search as well.

Where to stay near Chilmark

Chilmark, Massachusetts, offers a perfect blend of relaxation and stunning scenery for your vacation. Explore the breathtaking sunsets over Vineyard Sound and enjoy easy beach access for a refreshing day by the sea. This charming area is known for its friendly atmosphere and opportunities for recreation. Don't miss the chance to unwind in the picturesque landscapes and experience the unique vibe of Chilmark during your stay!

• Martha's Vineyard: This picturesque island, located 6 miles from Chilmark, is renowned for its breathtaking outdoor scenery and beautiful beaches. Visitors flock to Martha's Vineyard for its diverse experiences, from enjoying music concerts to trying their luck at local casinos. The island is dotted with lovely family beaches and serene lakes, making it an ideal spot for relaxation and recreation. Whether you’re taking a leisurely stroll along the shore or exploring charming towns, Martha's Vineyard promises a delightful escape into nature and culture.
• Edgartown: Situated 12 miles from Chilmark, Edgartown is a charming city that invites travelers to immerse themselves in its rich history and stunning coastal views. Known for its outdoor activities, this town features beautiful beaches and scenic landscapes. Golf enthusiasts will appreciate the local golf courses and private country clubs that offer a perfect blend of leisure and sport. The family-friendly beaches and tranquil lakes nearby provide ample opportunities for swimming, picnicking, and relaxation, making Edgartown a must-visit destination for travelers seeking both adventure and tranquility.
• Oak Bluffs: Located 12 miles away from Chilmark, Oak Bluffs is a vibrant city known for its lively beach atmosphere and scenic beauty. Visitors enjoy a variety of outdoor activities, from beach lounging to exploring the local shopping scene. The area is also home to golf courses that cater to enthusiasts of all skill levels. With its family-friendly beaches and picturesque marina, Oak Bluffs offers a perfect mix of relaxation and recreation, making it an ideal spot for tourists looking to soak in the sun and enjoy the coastal charm of Martha's Vineyard.

Best time to go to Chilmark

If you're planning a trip to Chilmark, 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 October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.2°F (1.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	35.2°F (1.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
March	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Average	Average
May	54.5°F (12.5°C)	Light Rain	Mostly Sunny	Average	Average
June	63.1°F (17.3°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
July	71.1°F (21.7°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
August	71.8°F (22.1°C)	Light Rain	Mostly Sunny	Moderately High	Moderately High
September	66.7°F (19.3°C)	Light Rain	Mostly Sunny	Average	Average
October	58.6°F (14.8°C)	Light Rain	Mostly Sunny	Moderately Low	Average
November	49.1°F (9.5°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to narrow your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash™ on your booking. It's rewarding to take on the planning role! When you join our travel rewards program, One Key, you'll gain immediate access to member discounts and the ability to earn and redeem OneKeyCash™ on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is a great tool that allows you to plan new trips, pick up right where you left off, and keep your travel plans organized. You can easily find the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.