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Cape Cod is an island home to 15 towns that, while they share many common traits, all have personalities that are distinctly different. From Bourne to Provincetown, the individuality of each town allows you to enjoy a unique vacation experience that can’t be repeated anywhere else. Chatham, for example, is known for its miles of beaches, the Chatham Railroad Museum, the Monomoy National Wildlife Refuge, and for being home to a large variety of spacious and charming New England Vacation Rentals Chatham vacation rental homes! We are partial to the homes, of course, but the area in which our homes are located is uniquely beautiful and is famous for being a Cape Cod destination town with plenty to keep even the pickiest travelers happy!

From June 12 to July 3 A 7 night Friday to Friday Reservation is Required. From July 11 until after Labor Day, A 7 night Saturday to Saturday Reservation is Required.
If you need help planning a shorter off-season stay, please contact our reservation team.

Book Our Chatham Vacation Rentals 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

Showing of properties

First Choose Your House

Cozy and charming, grand and impressive, and everywhere in between, our vacation rental homes in Chatham, MA offer something for everyone; you just need to decide which luxurious home suits your desires! Some have pools, some have ocean views, some have marsh views, but one thing you can count on is that our Chatham vacation rental homes have a warmth and charm you will never find in a sterile hotel!

Amenities That are Inspired by the Beauty of the Coast

No matter what type of vacation rental suites your vacation expectations when you’re planning a trip to Chatham, our portfolio of options is sure to please! Guests who book our Chatham vacation rentals will often find themselves walking into an open concept living floorplan that makes the most of the square footage available. Windows that lean towards the larger side allow plenty of natural light to flood our rentals during the daytime hours while comprehensive living spaces make it easy to move between socializing with your traveling group and heading off for some well-earned privacy when you’re ready to rest.

Whether you enjoy time spent outdoors, or can’t wait to cozy up inside, our Chatham vacation rental homes are always accommodating places to call your home away from home. While the area is packed with places to dine, there are inevitably days or evenings during a stay when you’ll be inspired to cook up a home-style meal. Fortunately, many of our rentals include just the right sized kitchens that come complete with durable countertops, cookware and utensils as well as a collection of modern appliances ready to make the process seamless. Choose to dine indoors or make the most of the comfortable decks and patios that accompany many of our rentals for an alfresco dining experience that’s sure to be wonderful.

At New England Vacation Rentals, we understand that keeping connected while you travel should always be a priority. To that end, we’re proud to offer our guests a variety of Chatham vacation rentals to choose from that include access to Wi-Fi or high-speed internet during your stay. This makes it simple to share vacation photos with friends and family back home while also adding to entertainment value with options to stream movies or shows on a cozy night spent indoors.

If you happen to be heading to Chatham with a pet in tow, we can help there as well. We’re happy to help you book a pet-friendly Chatham vacation rental that keeps everyone in your traveling group, human or canine alike, comfortable from the moment you walk through the front door.

Between our many vacation rental homes in Chatham available, guests will notice that the common thread tends to be a coastal-inspired style that’s found throughout. The color palettes, accent décor and collection of tasteful furnishings in each of our rental properties are often reflective of the beauty of the great outdoors and makes for a comfortable and stylish stay.

Now Choose Your Activity

As stated above, Chatham is known for its beaches and the photogenic lighthouses for which the entire state is famous! Start your vacation out with a day at the beach—Lighthouse Beach to be more precise! Lighthouse Beach is famous for the Chatham Lighthouse, and THIS is the spot where you are going to want to take the photo that will grace your annual Christmas card.

Bird lovers will want to plan a visit to the Monomoy National Wildlife Refuge, a safe place for migratory birds since 1944. Print out a checklist of birds to bring with you and check off all the ones you see. Remember to bring your camera; the refuge is one of the more scenic spots on the Cape!

Remember to Take Time for a Meal or Two

Chances are you will be preparing quite a few of your meals in the gourmet kitchen of your vacation rental home in Chatham, MA, but you are on vacation and this is the perfect time to sample the local fare! Enjoy a fine meal at Pate’s Restaurant at 1260 Main Street; the seafood here is fresh and sweet! When you’re craving something simple and casual, we suggest you try Mom and Pops Burgers at 1603 Main Street—they serve the burgers you are going to dream about later!

Book Our Vacation Rental Homes in Chatham!

Book your New England Vacation Rental in Chatham today. Summer will be over before you know it! If you’re on your way by yourself, consider booking our studio vacation rentals on Cape Cod instead!