Vacation Rentals in Chatham

Adorable 1 bedroom, waterfront cottage in Chatham's Old Village. Walk to town, walk to lighthouse. You will not want to leave.

Large eat-in kitchen, lots of nooks and crannies & a huge yard-perfect for kids. One mile to downtown Main Street. A perfect place for a family to spend their...

Located in Chathamport on two and a half acres of land, three miles from downtown Chatham, 10 minutes walk to a warm water bay beach, golf, fishing, shopping are...

This charming, newly renovated South Chatham home is just a short walk to three popular Nantucket Sound beaches (Red River Beach and Forest and Pleasant Street...

Just park your car and relax. You can walk to everything from this charming 2 bedroom year round cottage. Excellent in town location.

This lovingly restored Greek Victorian former bed and breakfast has 5+ bedrooms and 5 full baths. Sleeps 12. Local lore has it that this property was floated over...

This charming South Chatham rental cottage is situated in a great neighborhood, 5/10 mile to a popular sandy Nantucket Sound beach!

Exceptional water views of Oyster River, Pond & Stetson's Cove. Ideal for discerning families. Spacious, elegant Cape Cod vacation home situated in highly desirable...

This is a 8 year-old home with 3 bedrooms and 1 3/4 baths (the master bath has a shower only). The home is south of Route 28 and has a fenced-in backyard with a...

This family friendly cape is meticulously cared for and charming. This Chatham retreat is located in a quiet neighborhood along side Monomoy River.

Enjoy lovely Chatham from 1901 Main St. This beautifully maintained 3 bedroom, 2.5 bath cape. This is a bright inviting home with a spacious kitchen, family room...

Cranberry Way cottage is a delightful and charming 2 BR, 2 BA Cape Cod cottage on a no-outlet street on a large lot with much privacy, and is within easy walking...

Private Cape style home in historical Old Village near Shore Rd. Newly redone inside & out with several new appliances and mattresses.

This summer beach house was completely renovated. Renovations include, brand new kitchen with center island, new cabinets, new appliances, and new flooring...

Beautiful Classic Cape Cod home built in 2004 is just 4/10 of a mile from 3 excellent Nantucket Sound beaches. This home is light, bright and breezy.

This lovely Chatham home enjoys a wonderful location on a private road in a family-oriented neighborhood. There is a large yard where the kids can play.

Chatham is one of only 12 spots recently listed as the most desirable places in the US to visit by the Trust for Historic Preservation, the only town on Cape Cod to...

This beautiful home with charming updated décor has central air conditioning, a well-equipped kitchen with stainless steel appliances, wood burning fireplace, 4...

Relax at the comfortable Sea Garden, close to Pleasant Beach and nestled in a quiet residential neighborhood. Walk to Nantucket Sound a few blocks away or stroll to...

Enjoy views and 4-minute walks to the beach from this newly-renovated Cape Cod gem. This new rental sits across from 8 acres of cranberry bog, and amid...