Cuttyhunk vacation rentals

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Find out more about Cuttyhunk

Find out more about Cuttyhunk

Why visit Cuttyhunk

  1. Beautiful Beaches: Cuttyhunk boasts stunning beaches perfect for relaxation and sunbathing.
  2. Historic Lighthouses: Explore iconic lighthouses that offer rich maritime history and scenic views.
  3. Fishing Adventures: Enjoy local fishing trips to experience the abundant marine life.
  4. Charming Accommodations: Stay in cozy vacation rentals or the welcoming Inn at Cuttyhunk for a comfortable experience.
  5. Scenic Exploration: Discover breathtaking landscapes and outdoor activities in a tranquil island setting.

Popular types of accommodation around Cuttyhunk

Not sure what type of accommodation to choose for your getaway in Cuttyhunk? We've got you covered! The most popular options include houses, cozy apartments, and spacious condos. Whether you're looking for a stay at the Inn at Cuttyhunk, Pete's Place rentals, or a whole house for your group, you'll find plenty of choices to suit your needs. Experience the charm of Cuttyhunk with the perfect home base for your vacation!

  • Houses: The top choice for visitors to Cuttyhunk, offering spacious and comfortable accommodations perfect for families or groups.
  • Apartments: A popular option for those seeking a convenient and cozy place to stay, ideal for couples or solo travelers.
  • Condos: These stylish units provide a blend of luxury and practicality, great for a relaxing getaway.
  • Cottages: Quaint and charming, cottages offer a delightful retreat that embodies the coastal vibe.
  • House Boats: A unique lodging experience, allowing you to enjoy the beauty of Cuttyhunk from the water.**

Top attractions around Cuttyhunk

Cuttyhunk, Massachusetts, is a perfect destination for outdoor enthusiasts and beach lovers, offering stunning scenery and a rich cultural experience. Visitors can explore beautiful beaches, historic houses, and iconic lighthouses. For a memorable adventure, consider taking fishing trips to enjoy the local waters. Whether you're seeking relaxation or exploration, Cuttyhunk has something for everyone.

  1. Barges Beach: A serene beach located 0.6 miles from Cuttyhunk, Barges Beach offers a peaceful escape with soft sands and calming waves, perfect for relaxation and sunbathing.
  2. Aquinnah Cliffs: Situated 7 miles away, Aquinnah Cliffs provide stunning outdoor adventures with breathtaking scenery, ideal for hiking and photography enthusiasts.
  3. Gay Head Lighthouse: Also 7 miles from Cuttyhunk, this historic lighthouse embodies local culture and history, offering guided tours and picturesque views of the coastline.

Things to do recommended for couples

For a romantic getaway in Cuttyhunk, indulge in wine tasting at Coastal Vineyards or Westport Rivers Vineyard & Winery, both offering enchanting atmospheres. For a fun twist, try Island Cove Adventures mini golf, adding a playful adventure to your couple's retreat.

Things to do recommended for families

Families visiting Cuttyhunk will love exploring the Fulling Mill Brook Preserve for relaxation, enjoying arcade fun at Wonder Bowl, and riding the charming Flying Horses Carousel. Each attraction offers delightful experiences that promote adventure and family bonding in beautiful settings.

Things to do recommended for groups

Groups visiting Cuttyhunk can hike the scenic Cliff Walk, enjoy a leisurely ride along the Shining Sea Bikeway, and indulge in sweet treats at Chilmark Chocolates, all within a short distance of the island, perfect for creating memorable experiences together.

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

If you're traveling with a group, family, or pets, or if you're interested in longer stays, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cuttyhunk with a group: Think about how many bedrooms you'll require, as well as any additional features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily refine your search for these options and many more on Vrbo.
  • Traveling to Cuttyhunk with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with having access to age-appropriate amenities, like a private swimming pool. Additionally, being close to family-friendly attractions is a wise consideration.
  • Taking your pets with you to Cuttyhunk: For many families, a trip isn’t truly complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Cuttyhunk: If you're in search of vacation rentals that offer discounts 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 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 Cuttyhunk

Cuttyhunk, a quaint island off the coast of Massachusetts, offers a perfect blend of relaxation and outdoor adventure. Explore its stunning beaches and scenic views, or venture to nearby South Dartmouth for a taste of local history and family-friendly activities. With its friendly atmosphere and great location, Cuttyhunk is an ideal destination for those seeking a tranquil getaway filled with natural beauty and recreation.

  • Newport: Newport is a vibrant coastal city located about 20 miles from Cuttyhunk, renowned for its rich history and stunning waterfront views. Visitors flock to Newport for its outdoor activities, family-friendly attractions, and lively city atmosphere. Enjoy a day at the beach, explore the historic mansions along the famous Cliff Walk, or attend a concert at one of the local venues. For those seeking thrills, the city is home to a casino and a bustling shopping area. Newport's charm lies in its blend of relaxation and excitement, making it an ideal day trip destination.
  • Aquinnah: Just 9 miles from Cuttyhunk, Aquinnah is a picturesque town known for its breathtaking scenery and beautiful beaches. This destination is perfect for outdoor enthusiasts and those looking to soak in natural beauty. Visitors can explore the stunning cliffs, relax at the beach, or enjoy recreational areas ideal for picnics and family outings. Aquinnah is also home to resorts and a local casino, providing a mix of relaxation and entertainment. The striking views from the cliffs, combined with the charming coastal vibe, make Aquinnah a must-visit spot.
  • Nonquitt: Located approximately 10 miles from Cuttyhunk, Nonquitt is a serene town that offers a perfect blend of outdoor activities and scenic beauty. Known for its lovely beaches and recreational areas, Nonquitt is a haven for those who enjoy water sports and sunbathing. Golf enthusiasts will find a delightful golf course to spend their days on, while families can enjoy quality time at the beach. With its tranquil atmosphere and stunning landscapes, Nonquitt provides a peaceful escape for visitors looking to unwind and connect with nature.

Best time to go to Cuttyhunk, Gosnold

If you're planning a trip to Cuttyhunk, Gosnold, 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 SunnyLowAverage
March38.8°F (3.8°C)Light RainMostly SunnyAverageModerately 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 SunnyHighAverage
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 SunnyAverageModerately High
October58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
November49.1°F (9.5°C)Light RainMostly SunnyAverageModerately Low
December41.5°F (5.3°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your next adventure? Being flexible with your travel dates can help, as prices often vary. Additionally, booking a longer stay can lead to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Save more with One Key

Reserve an eligible Vrbo for your group getaway and earn OneKeyCash™ on the full booking amount. Being the planner truly has its benefits! When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and earn OneKeyCash™ on qualifying reservations. Sign up today and start enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient way to plan new trips, manage your travel arrangements, or keep track of your bookings. Your saved or reserved properties are organized into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/trips.

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

Why people love visiting tranquil Cuttyhunk

Enjoy the history and other features of Cuttyhunk. This relaxing city is known for its kayaking, fishing and island views. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Activities and attractions in and around Cuttyhunk

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to check out everything that makes Cuttyhunk a one-of-a-kind vacation spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Coastal Vineyards (10.2 mi / 16.4 km)
  • Buttonwood Park Zoo (14.4 mi / 23.2 km)
  • Chilmark Chocolates (11 mi / 17.7 km)
  • Westport Rivers Vineyard & Winery (12.4 mi / 19.9 km)
  • Acoaxet Club (13.7 mi / 22 km)
  • Fulling Mill Brook Preserve (11.9 mi / 19.2 km)

Exploring the natural features in Cuttyhunk

Whether you're an active traveler or just want to appreciate the scenery, Cuttyhunk is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Aquinnah Cliffs (7 mi / 11.3 km)
  • Horseneck Beach State Reservation (8.4 mi / 13.5 km)
  • Horseneck State Beach (8.8 mi / 14.2 km)
  • Menemsha Beach (9.6 mi / 15.5 km)
  • Goosewing Beach Preserve (11.8 mi / 18.9 km)
  • Lucy Vincent Beach (11.9 mi / 19.2 km)

Frequently asked questions

How much does it cost to rent a vacation rental in Cuttyhunk?
Property type, season and length of stay are some factors that can influence the price of a vacation home. Simply enter your dates of travel to find your dream escape. From comfy cottages to plush villas, all Vrbo vacation rentals provide incredible value.
How much does it cost to rent a beach house in Cuttyhunk?
When you travel and the size and style of the property will influence the cost of your beachside stay. Enter your Cuttyhunk travel dates to view your available options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to pick the features and amenities you want in your vacation home.
How old do you have to be to rent a vacation rental in Cuttyhunk?
The minimum required age is normally 16, 18 or 21. It can differ from one property to another on Vrbo, so check the rules of your chosen Cuttyhunk stay before making a booking.
How long can I rent a vacation rental in Cuttyhunk for?
The amount of time you can rent a Cuttyhunk vacation rental for is down to each property. Simply put in your dates of travel to browse options offering extended stays. They feature all you need to make your extended vacation more enjoyable and convenient, like air conditioning and laundries. Some vacation rentals may also offer weekly or monthly discounted prices, so you can have a longer stay for less.
Does Vrbo offer discounts for vacation homes in Cuttyhunk?
In Cuttyhunk, you’ll find amazing deals and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re after a mini vacay or a couple of weeks away, we’ve got a host of options to suit your style.

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