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:

• Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm
• Spacious Serviced Apartment above Chatham Staple
• August Summer weeks available! Pool, Jacuzzi, Pond, Private Chef & More!
• Book This Summer, Private Oasis, Pool + Hot Tub
• The Upstate Cabin: A secluded getaway in the woods
• Tiny House Amid the Grandeur of The Hudson Valley
• Home Sweet Home in a Best Place to Live Locale

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

• The Baker's Loft
• Modern Log Chalet - 10 acres, views, and a pond!
• BLUSH: Boutique TINY home*private spa*walk to town
• Sugar Shack - 300 square feet of pure sweetness.

Yes, there are 31 self-catering vacation homes in Chatham that have hot tubs, swimming pools, & other amenities.

There are more than 31 luxury villas and vacation homes in or near Chatham. Filter by price to compare find the most expensive places to stay on Beautifulcookislands.

Yes, there are 31 pet friendly vacation homes and places to stays that are available in or near Chatham that you may consider.