Holiday rentals near Chalker Beach

We found 352 holiday rentals — enter your dates for availability

If you want to to stay within easy reach of Chalker Beach, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, such as parking and air conditioning. Whatever you're looking for, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Chalker Beach

Showing deals for:7 Nov - 14 Nov
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Why visit Chalker Beach

  • Family-friendly atmosphere: Chalker Beach is perfect for families, offering a safe and welcoming environment for all ages.
  • Scenic coastal views: Enjoy picturesque vistas while strolling along the sandy shores and nearby walking paths.
  • Historical charm: Explore the rich history of Old Saybrook, including its quaint attractions and historic sites.
  • Variety of accommodations: Choose from charming cottages to spacious holiday homes, all catering to different preferences.
  • Outdoor activities: Participate in beach activities, visit nearby parks, and enjoy the area's natural beauty.

Popular types of accommodation around Chalker Beach

Vrbo offers a delightful selection of holiday rentals in Chalker Beach, catering to every preference. Whether you’re after a charming Chalker Beach cottage, a spacious private holiday home, or a cosy apartment, you’ll find the perfect fit for your getaway. Many properties come equipped with beach chairs and a beach-themed decor, ensuring a relaxed seaside experience. Don't forget to explore the local Chalker Beach store for essentials during your stay!

  • Houses: The top choice for visitors in Chalker Beach, ideal for families or groups seeking a home-away-from-home experience.
  • Cottages: A charming option, these quaint retreats offer a cosy atmosphere, perfect for a relaxing getaway.
  • Apartments: A practical choice for those wanting a self-contained space with the convenience of a home.
  • Condos: These modern accommodations provide all the amenities you need, often in a community setting.
  • Villas: For a touch of luxury, villas offer spacious living and stunning surroundings.**

Top attractions near Chalker Beach

Chalker Beach in Old Saybrook, Connecticut, offers a delightful blend of beach activities, cultural experiences, and outdoor adventures. Visitors can enjoy the sandy shores, explore nearby Clinton Town Beach and Seaside Park, or take a scenic walk to the beach. For a taste of history, don't miss the charming attractions of Historic Saybrook. With its marina and proximity to national parks, Chalker Beach is perfect for a relaxing getaway.

  • Harvey's Beach: A charming beach located 373m from Chalker Beach, Harvey's Beach offers a relaxed atmosphere perfect for sunbathing and swimming, with lovely sandy shores and gentle waves.
  • Hammonasset Beach State Park: Situated 5.0km away, this expansive state park is ideal for outdoor enthusiasts, featuring picturesque scenery, hiking trails, and opportunities for adventure, including kayaking and cycling.
  • Essex Steam Train: Just 3.1km from Chalker Beach, this railway museum immerses visitors in history, offering scenic train rides through the picturesque Connecticut River Valley, showcasing the region's rich cultural heritage.

Things to do recommended for couples

For a romantic getaway at Chalker Beach, indulge in wine tasting at Kontokosta Winery, just 6.8km away, or savour a delightful meal at Anna Mia's, situated 6.2km from the beach. For a bit of fun, try mini-golf at Shelter Island Whale's Tail, 8.7km away.

Things to do recommended for families

During your family vacation at Chalker Beach, enjoy a fun-filled day at Ocean Beach Park's outdoor pool, explore the exciting games at Stay and Play LLC arcade, or take a nostalgic ride on the Greenport Carousel, all perfect for creating lasting memories together.

Things to do recommended for groups

Explore the Tanger Outlets for a shopping spree, just 1.2km from Chalker Beach, or visit Saybrook Country Barn for unique finds. For an evening of culture, enjoy a show at the Ivoryton Playhouse, located 3.1km away, perfect for a memorable group outing.

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

If you’re planning a trip with friends, family, your pets, or are seeking extended stays, ensure you use the appropriate filters to align with your preferences. Here are some helpful booking tips for Vrbo.

  • Traveling to Chalker Beach with a group: Think about how many bedrooms you require, along with additional features like a fully equipped kitchen or outdoor areas for socialising. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Chalker Beach with young kids: Travelling with young children can be quite demanding. It’s essential to prioritise their comfort and safety, along with 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 Chalker Beach: For many, a family holiday isn't truly fulfilled without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most 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 Chalker Beach: If you're seeking holiday rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. 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 near Chalker Beach

Chalker Beach in Old Saybrook, Connecticut, is a delightful spot for a relaxing getaway. This inviting beach community offers a family-friendly atmosphere, scenic views, and friendly locals. Take a leisurely stroll along Chalker Beach Road, soak in the sun, or explore nearby attractions that highlight the charm of Connecticut's coastline. Whether you're seeking budget-friendly options or simply a peaceful retreat, Chalker Beach promises a memorable holiday experience.

  • Old Saybrook: Nestled just 1.2km from Chalker Beach, Old Saybrook is a charming coastal town that boasts stunning outdoor scenery and a romantic atmosphere. This picturesque locale is perfect for leisurely strolls along the shore or exploring its recreational areas. Visitors can enjoy a round of golf at local courses or take in live music at various venues. Notable attractions include the beautiful family beach and serene lakes, making it an ideal spot for both relaxation and adventure.
  • Westbrook: Also located a mere 1.2km from Chalker Beach, Westbrook is a delightful destination offering a variety of outdoor activities and romantic settings. The town features inviting resorts and recreational areas perfect for a day of fun in the sun. Visitors can attend music concerts or unwind at the local family beach, which is known for its inviting atmosphere. With event conference venues nearby, Westbrook is not only a great spot for leisure but also for business-related gatherings.
  • Greenport: Situated 11.2km from Chalker Beach, Greenport is a vibrant city that caters to those seeking outdoor adventures and romantic beach experiences. This lovely coastal destination is home to several golf courses and resorts, providing ample opportunities for relaxation and enjoyment. The local family beach is a highlight, offering a perfect setting for sunbathing and water activities. Greenport's event conference venues add to its appeal, making it a well-rounded choice for both leisure and business travellers.

Best time to go to Chalker Beach

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.3°F (-0.4°C)Light RainMostly SunnyLowModerately Low
February32.4°F (0.2°C)Light RainMostly SunnyLowModerately Low
March38.5°F (3.6°C)Light RainMostly SunnyLowModerately Low
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May57.9°F (14.4°C)Light RainMostly SunnyAverageAverage
June66.4°F (19.1°C)Light RainMostly SunnyHighModerately High
July73.8°F (23.2°C)Light RainMostly SunnyHighModerately High
August72.7°F (22.6°C)Light RainMostly SunnyHighModerately High
September66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
October56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
November45.5°F (7.5°C)Light RainMostly SunnyAverageAverage
December37.8°F (3.2°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming holiday? It may be worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to considerable savings. To help you discover the ideal Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient space to plan new adventures, pick up from where you last stopped, or review and arrange your travel itineraries. You can easily locate 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-gb/trips.

**Based on Vrbo properties bookings.

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