Vakantiewoningen met terras in Chatham

Red Door Retreat in Chatham is 80% full for summer

Grab 1 of the last 2 summer weeks of 2025 before they're all gone at this beautiful 3bed/2.5 bath house. Cathedral L/R w/fireplace. Sunroom w/sectional and 65" TV. Dining room table for 9. Queen guest room plus "kids" bedroom with twin/full bunks & addl twin. King suite w/daybed, tv, & office area. Loft w/60" TV & Queen Sleeper. Water view deck w/dining table. Pool Table, Ping Pong, Shuffleboard, Outdoor shower, W/D, bikes, BBQ, Solo fire pit, kayaks, Wifi, A/C, Kid's gear, Access to Oyster Pond

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.

Cockle Cottage - Renovated Chatham Cape House

Cockle Cottage in South Chatham, MA is a newly renovated 1 floor house with 2 bedrooms, 1 full bath. Set back on Main St/Rt 28, it's convenience to Chatham center and popular Cockle Cove Beach (.9miles away on beautiful Nantucket Sound). Bikers/walkers enjoy direct, private access to the Cape Cod bike path. Outdoor shower, fire pit, wooded back yard. Kitchenette, A/C, TV, towels/linens, beach chairs provided. Pets welcome! 3 beds sleep 4 comfortably, with a pullout sofa for 2 in family room.

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

Bright Condo on private beach

Updated condo at Outermost Harbor. Enjoy amazing views of the famous Chatham sandbars or catch a glimpse of playful seals from the association beach. Walk along the sandbar to Lighthouse Beach or to Monomoy Wildlife Refuge. Located steps away is the Outermost Marina offering boat shuttles to North and South Beaches and seal tours. Stroll a mile to town and enjoy all the local shops and restaurants. The Chatham Bars Inn restaurants and famous Chatham Fish Pier are approximately 1 mile away.

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.

Walk to beach! Chatham Luxury near downtown, CBI!

Chatham Searenity! BEACH ACCESS! Walk to beautiful beach overlooking monomoy! 2 minutes from Chatham Bars Inn, Chatham links golf & downtown! Luxury 2 bedroom, 2 bath condo with full kitchen & cookware. Quiet, comfy space centrally located. Peaceful, relaxing private space with large queen bed, daybed w/ pull out trundle, A/C, washer dryer, Wifi & ample parking. Hulu live tv, Netflix, Prime video, HBO max, Disney+. Central to everything! Perfect Cape escape. IG @chatham_searenity

Beautiful Downtown Chatham 1 Bed, Near Oyster Pond

This gorgeous home is the perfect getaway for those who want to be near downtown Chatham & the beach. Walk to shops, restaurants, the beach, a movie theater, Veterans Field for summer Chatham A’s games, The Squire, & more! This cozy, modern, & newly renovated apartment is ideal for a couple or two friends with an open living room & kitchen space + private patio. 1 Min Walk to Downtown Chatham 9 Min Walk to Oyster Pond Beach Experience Chatham with us & Learn More Below!

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!