Chatham Rentals By Owner

There are a lot of options in Chatham. If you plan on staying in the Chatham area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chatham:

• Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
• Chatham walk to Cape Cod beach
• Water View-Walk town/beach, pets considered, Linen Option
• Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
• Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
• Cape Cod Chatham Water View Retreat
• Near Harding's Beach, 4 min walk to Oyster River. 3BR, 2Bath, enclosed deck area
• 5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
• Walk to Chatham Main St., boutiques, restaurants, galleries, and nightlife!
• See the World Cup AND Enjoy a Chatham Vacation June 2026

There are many large, family-friendly vacation homes available in Chatham; however, here are the most popular family rentals listed on our site:

• Cape Springs Cottage
• Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
• 1 Mile from Downtown Chatham Walk to Pier
• Chatham Bars Inn
• Lovely Home Minutes from Beach in Chatham!

Yes, there are 1 self-catering vacation homes in Chatham that have hot tubs, swimming pools, & other amenities.

There are many luxury villas and vacation homes in or near Chatham. Filter by price to compare find the most expensive places to stay on Marthasvineyardcottages.

Yes, there are many pet friendly vacation homes and places to stays that are available in or near Chatham that you may consider.