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Vacation rentals near Chatham Windmill

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Choose the right vacation rental within easy reach of Chatham Windmill. Vacation homes provide the best amenities for you and your friends, family, or even pets, including parking and a garden. At the end of the day, you'll find a rental for everyone's needs, including accessible or non-smoking choices.
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Find out more about Chatham Windmill

Find out more about Chatham Windmill

Why visit Chatham Windmill

  1. Historic charm: Explore the iconic Chatham Windmill and the historic Windmill Cottage, showcasing the town's rich heritage.
  2. Beautiful beaches: Relax on stunning local beaches, perfect for sunbathing and beachcombing.
  3. Outdoor adventures: Enjoy activities like golfing and visiting the Chatham Labyrinth for a unique experience.
  4. Cultural events: Participate in the Chatham History Weekend, immersing yourself in local culture and traditions.
  5. Diverse accommodations: Choose from cozy cottages to luxury resorts like Chatham Bars Inn for a comfortable stay.

Popular types of accommodation around Chatham Windmill

Vrbo offers a variety of vacation rentals in Chatham Windmill, perfect for your getaway. Whether you prefer the charm of houses, cozy cottages, or modern condos, there's something for everyone. Popular options include Shattuck Place for a homey feel, Chatham Bars Inn for a touch of luxury, and Le Manoir aux Quat'Saisons for a unique experience. Choose the one that suits your travel style and enjoy your stay!

  • Houses: The top choice for visitors, these homes offer spacious accommodations ideal for families or groups seeking comfort and privacy.
  • Cottages: A charming option, cottages provide a quaint and cozy atmosphere, perfect for a relaxing getaway.
  • Condos: These modern units combine convenience and style, making them a great pick for those who enjoy a more urban feel.
  • Apartments: Offering flexibility and home-like amenities, apartments are ideal for couples or solo travellers.
  • Cabins: Perfect for nature enthusiasts, cabins offer a rustic charm and close proximity to the great outdoors.**

Top attractions around Chatham Windmill

Chatham Windmill offers a charming mix of attractions, ideal for beach lovers, culture enthusiasts, and outdoor adventurers. Explore the local beaches, immerse yourself in the area's history during the Chatham History Weekend, or enjoy a unique experience at the Chatham Labyrinth. Whether you're seeking relaxation or a round of golf, this picturesque destination has something for everyone, making it a perfect spot for your vacation.

  1. Chatham Lighthouse: A historic beacon for sailors, this charming lighthouse offers a glimpse into Chatham’s maritime heritage, surrounded by cultural vibes and stunning coastal views. It's only 805m from Chatham Windmill.
  2. Harwich Port: This vibrant town neighbourhood, located 8.0km away, features delightful shops, eateries, and a lively atmosphere, perfect for experiencing local life and enjoying city vibes.
  3. Chatham Lighthouse Beach: Just 1.3km from Chatham Windmill, this scenic beach offers sandy shores and picturesque views, making it an ideal spot to relax and soak up beach vibes.

Things to do recommended for couples

Planning a romantic getaway in Chatham? Indulge in wellness at Sol Spa, just 11.3km from Chatham Windmill, or unwind at The E Spa, 12.9km away. Both offer serene vibes perfect for couples looking to relax and reconnect.

Things to do recommended for families

Families visiting Chatham Windmill can enjoy a day at Veterans Field for sports activities, explore the fun at Cape Cod Baseball & Bumper Boats, and race around at Bud's Go Karts—all within a short distance for an exciting adventure together!

Things to do recommended for groups

Explore the vibrant Chatham Fish Pier, just 1.4km from Chatham Windmill, for fresh seafood. Enjoy a round of golf at Chatham Seaside Links, located 966m away, or embark on an adventure along the scenic Cape Cod Rail Trail, 16.1km from your stay.

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

When planning your trip—whether you're travelling with a group, family, pets, or seeking extended stays—it's important to prioritise your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Chatham Windmill with a group: Think about how many bedrooms you'll require, along with amenities like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these features and much more on Vrbo.
  • Traveling to Chatham Windmill with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Chatham Windmill: For many, a family vacation isn’t truly fulfilling without their furry companion along for the journey. If that resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chatham Windmill: If you're in search of vacation rentals with great deals for stays of a month or more, you're in the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay around Chatham Windmill

Experience the charm of Chatham Windmill and its surrounding areas, where a blend of relaxation and romance awaits. Explore the historic Windmill Cottage and the scenic Grist Mill in Chatham, all while enjoying the friendly atmosphere of this picturesque town. With family-friendly activities and luxury options nearby, your visit promises to be a delightful getaway filled with art and trendy vibes that truly capture the essence of Chatham, Massachusetts.

  • North Chatham: North Chatham is a charming coastal community situated 3.2km from Chatham Windmill. Known for its stunning beaches and picturesque scenery, this neighbourhood offers a plethora of outdoor experiences. Visitors can enjoy family-friendly beaches perfect for a day of sun and sand, as well as scenic hiking trails that highlight the area's natural beauty. Golf enthusiasts will also find excellent courses nearby. With its peaceful atmosphere and welcoming vibe, North Chatham is an ideal spot for those looking to unwind and immerse themselves in the local landscape.
  • Dennis Port: Located 14.5km from Chatham Windmill, Dennis Port is a delightful seaside village renowned for its beautiful beaches and outdoor activities. This area is perfect for beach lovers and those seeking adventure, with numerous playgrounds and golf courses available for recreation. The family-friendly shores offer a relaxed environment for swimming and sunbathing. Visitors can explore local restaurants serving delicious seafood, making it a great place for a leisurely lunch or dinner after a day of exploration. Dennis Port is a fantastic destination for anyone looking to experience the Cape's coastal charm.
  • West Chatham: Just 3.2km from Chatham Windmill, West Chatham is another picturesque neighbourhood celebrated for its scenic beach views and outdoor opportunities. This area is perfect for those who appreciate nature, with access to beautiful family beaches and golf courses. Visitors can engage in various outdoor activities, from leisurely walks along the shore to a round of golf amidst stunning landscapes. The relaxed atmosphere and friendly community make West Chatham a lovely spot for tourists to enjoy the quintessential Cape Cod experience, blending relaxation with adventure.

Best time to go to Chatham Windmill

If you're planning a trip to Chatham Windmill, 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 January to March tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly CloudyLowSlightly Low
February35.4°F (1.9°C)Light RainMostly CloudyLowSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyLowSlightly Low
April45.3°F (7.4°C)Light RainMostly SunnyAverageAverage
May53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
June61.7°F (16.5°C)Light RainMostly SunnyHighSlightly High
July69.6°F (20.9°C)Light RainMostly SunnyHighSlightly High
August70.3°F (21.3°C)Light RainMostly SunnyHighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageAverage
December41.5°F (5.3°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to support you in finding the best options for your trip!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient space for you to plan new adventures, refine your current arrangements, or keep track of your bookings. The properties you've saved or reserved are thoughtfully categorized into Potential, Upcoming, or Current Trips. To explore the Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

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