Vacation rentals with a patio in Chatham

Serene Chatham cottage minutes from beach

Welcome to Cranberry Cottage, a 2 BR, 1 BA cottage centrally located & close to the best that Chatham has to offer. Perfect for couples or families! Situated at the end of a private street and overlooking a working cranberry bog, the house is surrounded by some of the Cape's best natural beauty and wildlife. The neighborhood offers walking paths to Ridgevale Beach (15-20 min; great for kids), conservation trails and the Cape Cod Rail Trail. By car, Ridgevale and Hardings Beaches are 5 min away.

Lovely Cape Cottage Home < 1 mile to the beach!

Relax at this charming South Chatham coastal retreat! Situated just 0.8 miles to Forest Beach and close proximity to the Cape Bike Trail -- relax w/ the whole family this summer. Enjoy the extensive outdoor entertaining space that includes a custom fire pit, composite deck, stone patio & Weber gas grille. Walking distance to several restaurants including Bucas, Drifters, Pisces & a short drive or bike ride to Chatham center. Located on a private drive and overlooking acres of conservation land.

Private Bay Beach and Sunset Views! Dog friendly.

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

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 miles 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

*NEW* Walk to Beach. Close to Wequasset. Game Room

Perfect for families or a group of friends this cozy home has spacious living areas & kid-friendly amenities! Enjoy a lovely deck, two living rooms, and a fun playroom with foosball, games, & books. Thoughtfully stocked for infants, toddlers, & kids—high chair, stroller, pack n play, & more—so you can travel light & relax. Plus, it's .5 miles to a beautiful, family-friendly beach. 1 min drive to Jacknife Beach 6 min drive to downtown Chatham Experience Chatham with us & Learn More Below!

Charming Chatham Home! Less than Mile To Beach !

Cozy,comfortable and completely renovated this cottage has everything you need for a relaxing stay. Central air, outdoor shower, deck with Weber grill, fire pit, fully stocked kitchen. All linens provided, including beach towels. Less than a mile to Forest Beach and bike path. Short drive to all popular beaches. 10 minutes to Chatham Center, 5 minutes to Harwichport Center. We are nearby should you need anything during your stay , however you have complete privacy. Keyless entry.

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!

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

3 beds 4 full baths 5-star luxury

Lots of upgrades and exciting new things for 2025. 3 King-sized beds, 1 sofa bed perfect for two kids or one adult, 4 full baths in a spacious, renovated three- story house. New outdoor fire pit with deck chairs. Linens, towels, pillows included. Many kitchen appliances. New dining table and patio chairs on the deck. New televisions. Photos updated frequently.