Holiday rentals with a patio in Chatham

Heated Pool. Hot Tub. Game Room. Beach Nearby!

Welcome to The Tide Watch - our luxurious retreat, perfect for families or a group of friends! This stunning home features high-end furniture, a pool, hot tub & games including ping pong & air hockey. With kid-friendly amenities, everyone will feel at home. Relax, play & create unforgettable memories in this upscale oasis designed for fun & relaxation! Walk to small neighborhood beach 3 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!

Spacious Modern Cottage, beach& Wychmere <1.4mile

Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

Bright and airy Cape Cod cottage

Come enjoy all the Cape has to offer in this peaceful and conveniently located home. You'll be just five minutes away from both downtown Harwich Port and Dennis Port, and just a short walk to the beach. Spectacular hiking and kayaking can be found right down the road at Bells Neck and Herring River. With a spacious yard that is perfect for relaxing and a cozy living area, this is the perfect coastal home away from home. The cottage is equipped with central A/C, internet, and an outdoor shower.

Claw Foot Tub & King Bed at Club Tanuki Cottage

Glorious gardens and bay breezes! King-sized Casper bed in romantic antique Cape Cod studio cottage with private entrance & patio, in-room double-slipper claw foot tub, luxe bath amenities, Brooklinen sheets. Just renovated soup-to-nuts! Marble & antique wooden floors, decorated with rotating collection of antiques, original local art & great light. Nestled along historic route 6A (Main Street) near other galleries, museums, walking trails, ponds and beaches; 90 seconds to closest beach.

Stunning Home in Harwich Port

Welcome to our stunning retreat in charming Harwich Port! This beautiful 4-bed, 2-bath home is the perfect destination for your next getaway. The spacious interior and finished basement are perfect for families or groups and the big fenced-in yard is ideal for outdoor activities, relaxation and pets (please include pets when booking)! A 5 min drive from the beach and downtown, you'll enjoy all that the area has to offer. Book today and experience the best of Cape Cod in this beautiful home!

2 BR w A/C, near beach, Main St., CBI, Wequossett

Welcome to our delightful 2 BR 1 BA home, a mile to the beach and CBI, 1.2 miles to Main Street, .5 mile to the bike path, and 3 miles to Wequosset. This dog-friendly retreat perfectly combines peace and accessibility, making it an ideal destination for your vacation in the picturesque Chatham. Inside, you'll find a bright and welcoming ambiance, complete with tasteful decor & furnishings. An expansive outdoor space features a fully fenced-in yard, perfect for outdoor games and activities

Cheerful, renovated 2 bdrm-block to beach. Dog ok.

ARTIST and AUTHOR'S Cape Cottage! Dog Friendly-Freshly decorated Introductory Rates! Located .2 miles from the beaches in South Yarmouth. Be among the first to enjoy "My Two Cents" aka "Poppie's Place"- a quintessential, cheerfully remodeled home surrounded by hydrangeas, roses, and colorful perennials. Tucked off Seaview Avenue on a private lane you will enjoy easy access to several beaches, shops, Captain Parker's, Skipper’s and other great restaurants, Pirate's Cove mini golf, museums.

Charming 1-BR Unit (B) in Chatham, MA near Beaches

Perfect summer getaway very close to Chatham and Harwich Port downtown areas. Located just south of Rt-28 and 4/10 of a mile from the beach, this beautifully renovated "boutique inn style" unit on 72 Forest Beach Rd, Chatham, offers 1 bedroom and 1 bathroom. The stylish "Salt Marsh Room" features modern amenities including an outdoor shower, A/C, recessed lighting, WIFI internet, new flooring, kitchenette, and a flat screen TV with Roku. Expansive outdoor area shared with other guests.

Apartment suite|Firepit|Private Deck|Pond Access

Enjoy a stylish experience at this centrally-located spot. Our newly built apartment suite is within walking distance of Dennis Port for restaurants, yoga, and an organic market. Private parking, entrance, and deck along w/ water access to Swan Pond. A full kitchen & Bath equipped with a new LG washer + dryer makes this space feel like your home away from home. Explore, play, rest & relax. We have all you need for a wonderful retreat to make your trip to the Cape an enjoyable one.

Cozy Cottage

Get cozy and settle into this rustic space. Everything is here to enjoy a week on the cape(shorter stays available in the off season-please ask) in this beautiful little cottage. The beach is less than a mile away and the bike path is within a half mile. Close to the Orleans border with shops and great restaurants. Our weeks run from Saturday to Saturday. We supply you with linens and towels. We do have beach towels but you may want to bring your favorite towel and beach chair.

Condo on Lighthouse Beach in Chatham

Beachfront, marina access and ocean breezes ! Newly renovated condo steps to a private beach that connects to Lighthouse Beach. Just a little more than a mile to downtown Chatham. Charming décor and an open floor plan. First floor bedroom opens out to the back patio. There is a marina next door, easy beach access, plenty of shared outdoor space and an outdoor shower. It is a short bike ride to the Monomoy National Wild Life Refuge for birding, kids camps and another the beach.

Renovated Chatham Windmill! Walk to Beach/Town!

Newly renovated Chatham Windmill! Beautiful Water View, Steps to Oyster Pond Beach & Main Street! Complete renovation of Windmill in 2022. This unique rental has one bedroom with king bed on second floor, with small full kitchen/dining area, two sitting/TV areas and full bathroom on first floor. Private patio with BBQ grill, dining table and chairs. Enjoy the beautiful water view from Adirondack chairs, just outside your door! Perfect spot for your vacation!