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It’s important to make time to get away from the stress of everyday life and indulge in beauty, fun, and flavor. When you’re looking for a place that offers the best in seaside charm, captivating landscapes, amazing restaurants and iconic lighthouses waiting to be explored, there’s no place more serene to spend a holiday getaway than Chatham. As part of the great Cape Cod region, Chatham hosts a distinct appeal that’s best experienced for one’s self. From long stretches of shoreline to boutique shopping, Chatham has a personality all its own, making it a wonderful place to relax and unwind in style. When you’re looking to spend a holiday away, the team at New England Vacation Rentals is here to help with the perfect Chatham holiday rentals.

Book a Chatham Holiday Rental Below!

Ocean View
Private Beach Access
Walk to beach (.5 or less)
Waterfront (Lake/Pond/River)
Walk to town (.5 or less)
Bike Trail (.5 or less)

Central Air Conditioning
Slimline A/C - ductless
A/C Units
Heat (for off season)
Linens Included
Fully Fenced Yard

Private Pool
Community Pool
Private Hot Tub

Dog Friendly

On Special

Unable to find any listings.

Beds | Baths | Half Bath | Guests
Central AC

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Enjoy Every Moment in Our Chatham Holiday Rentals

While getting out and exploring the best Chatham has to offer is sure to inspire, there’s no reason not to have a vacation home to match the amazing scenery. Whether you’re looking for a sprawling residence for 15 or a cozy bungalow on the beach, our holiday rentals in Chatham come with top-quality amenities and customized extras that take your trip to the next level of excellence. Fully equipped kitchens that include gorgeous countertops, spacious cabinets, and high-end appliances keep traveling chefs in their element while far from home. Open-concept floor plans make it easy to move from a leisurely afternoon spent cuddled up on cozy living room furniture to a restful night’s sleep in a large bedroom with an ultra-plush mattress. Enjoy morning coffee out on the balcony or patio to start the day right with an amazing view too from our holiday rentals in Massachusetts.

Be sure to let us know if you’re searching for a Chatham holiday rental that comes with watersport equipment included, extra storage space, an outdoor firepit or kitchen or perhaps direct beach access to make the most of your seaside excursion! We’re more than happy to accommodate travelers who are heading to Chatham with pets in tow and can even help you find a property that fits a personal sense of interior décor taste and style. Many of our holiday rentals come with vaulted ceilings, fireplaces and nautical-inspired designs that keep the outdoor close even when you’re cozied up inside.

Book a Chatham Getaway Today

There’s no reason to delay when the ideal holiday getaway to Chatham is no more than a reservation away. Contact the team at New England Vacation Rentals when you’re ready to experience the best of Cape Cod in style in our holiday rentals in Massachusetts.