Chatham Cottage Rentals & Holiday Homes
Find the best cottages in Chatham - We found 37 exact matches
About Chatham Luxury Rental on Marthas Vineyard Cottages
Searching for cottages to rent near Chatham? Marthas Vineyard Cottages features more than 37 cottages that are perfect for your next trip. Discover luxury cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Chatham have hot baths, are kid-friendly & family-friendly, and are near top local attraction spots, to give guests the best travel experience they could ever wish for. Marthas Vineyard Cottages’s cottage listings come in all shapes and sizes for large groups, friends, or couples in Chatham.
Are you planning to travel to the lakeside, beach, or mountain area? Marthas Vineyard Cottages’s cottage rentals offers a wide selection, giving you direct access to the owners of these cottage rentals, and offering you the best opportunity to find a good price.
Marthas Vineyard Cottages boasts of 37 holiday cottages and places to stay in Chatham. The site provides unique Airbnb, VRBO, Marthas Vineyard Cottages-style cottages to fit your trip or get away with your friends and family. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget.
Frequently Asked Questions About Chatham Cottage Rentals
What are the top rated Cottage Rentals in Chatham?
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 Cottage Rentals in Chatham:
- Chatham Cottage on the Big Pond One Mile to Ocean Beaches
- Cozy one bedroom on White pond (Must bring your own linens)
- Delightful Cottage for Two
- Quaint 2 Bedroom Cottage Overlooking White Pond
- Chatham Charm Awaits - Family-Friendly Cottage Near Beaches & Local Attractions
- Let your Chatham traditions begin here!
- Beach Cottage 4BD/2BATH (2,138 sqft)
- Pond Views, Fire Pit, BBQ & AC
- Historic Cottage on White Pond, near Downtown Chatham and beaches
- Newly redone beautiful 3 Bedroom Cottage on White Pond
How much does it cost to rent a cottage in Chatham?
The average cost for a cottage rental in Chatham is $468 per night. Marthasvineyardcottages has a wide list of great cottages near Chatham that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Chatham that allow pets?
Yes, here are the top cottage rentals in Chatham that allow you to bring your pet:
- Waterfront Chatham Retreat w/WiFi & Privacy
- Sarah-N-Dipity: Cozy Cottage Near Ridgevale Beach
- Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
- Cape Springs Cottage
See all pet-friendly vacation rentals in Chatham on Marthasvineyardcottages
Do you have any rental cottages in Chatham that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Chatham to find one that works for you.
Are there quality cottages in Chatham that have indoor swimming pools?
As of 2026, the data from Marthasvineyardcottages shows that there are Over 37 private swimming pools or cottages with indoor pools in the Chatham area along with other great amenities.
