2019 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens also included) Off-Season: $4400 per week (linens also included) for 8/24 to 9/7 - No Other Off-Season Availability Click for More Photos, Map, and Availability Calendar *Weekly Rentals Only* Gorgeous home in high-end...

Charming renovated home with central a/c in North Chatham! Charming renovated home in North Chatham, approx. .5 mile to Chatham Fish Pier, less than 2 miles to Chatham Lighthouse Beach and convenient to Scatteree Beach and the Cow Yard Landing! Approx. 1 mile to Main St., Chatham for shopping,...

2019 Rental Rates (Cleaning Fee Included): In-Season: $1375 per week Off-Season: $1075 per week Click for More Photos, Map, and Availability Calendar Quaint two bedroom cottage surrounded by beautiful gardens! Located in lovely North Chatham, this little cottage is just what the doctor ordered....

2019 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens included) ~ June 22-29 and August 24-31: $4400 per week (linens included) Click for More Photos, Map, and Availability Calendar Gorgeous home in secluded North Chatham neighborhood. The home features hardwood floors, WiFi...

Welcome to 'Keepin' it Reel' on Landing Lane in Chatham a 4 bedroom, 3 bath family friendly Cape Cod Vacation Rental Home that sleeps 9 and is Budget Friendly too! Enjoy this 4 bedroom, 3 bath Cape Cod vacation rental with central AC in Chatham. Sleeps 9. It is located in Ryder's Cove Landing...

2019 Rental Rates (Cleaning Fee Included): In-Season: $6,425 per week Off-Season: $3,325 per week Click for More Photos, Map, and Availability Calendar Gorgeous home near picturesque Scatteree Beach in N. Chatham! The 'upside-down' floor plan features the kitchen and master bedroom on the second...

Historic North Chatham Estate. Sleeps 20, private beach! Linens included and new beds/furniture for 2018 Peak Summer Weekly Rates: $12,500 - $14,000 Rents Saturday to Saturday during peak season Two-night rentals available in the offseason   Please click on the 'Virtual Tour' to see a 3D tour of...

Available immediately for weekend & weekly rental. Located in the Historic Stage Harbor area of Chatham, minutes from beach, less then a mile from Chatham Light House Beach and Downtown. House is situated on 1 acre at the end of a cul-de-sac adjacent to conservation land, very quite location. Two...

2019 Rental Rates: In-Season: $3200 per week, plus a mandatory $200 cleaning fee Off-Season: $2400 per week, plus a mandatory $200 cleaning fee Click for More Photos, Map, and Availability Calendar Spacious four bedroom home located in a beautiful neighborhood, with a 1300 ft. walk down private...

Come stay at: Donnadune. Pet Friendly! (for dogs only) Waterfront Cape Cod Vacation Rental home in North Chatham on the beach with tennis court. Steps onto the large deck lead you to the entryway of this Cape home. Welcome back in time to when life was more simple-take the time to stare straight...

Chatham Family Compound Sleeps 16   Walk to Public Beach – Linens Included Peak Summer Weekly Rates: $13,500 - $13,900  Rents Saturday - Saturday during peak season   Please click on the 'Virtual Tour' to see a 3D tour of the home PLEASE NOTE: The new Massachusetts state and local taxes apply to...

Light & Bright Chatham Home, Walking Distance to Beach Linens Included, Pets Considered Peak Weeks - $2,000 Rents Saturday - Saturday during peak season PLEASE NOTE: The new Massachusetts state and local taxes apply to stays starting July 1 or later. Book in June and save! This property is part...

Luxury Chatham Home, Water Views, Private Beach Peak Summer Weekly Rates: $5,150-$5,950 Rents Saturday to Saturday during peak season Linens included PLEASE NOTE: The new Massachusetts state and local taxes apply to stays starting July 1 or later. Book in June and save! The home is set in a...

2019 Rental Rates (Cleaning Fee Included): In-Season: $4200 per week Off-Season: $3700 per week Click for More Photos, Map, and Availability Calendar Charming beach rental located in North Chatham, just a quick walk to 2 of Chatham's sandy beaches! Plenty of room for your family to enjoy vacation,...

2019 Rental Rates (Cleaning Fee Included): In-Season: $2,725 per week Off-Season: $2,025 per week Click for More Photos, Map, and Availability Calendar Spacious home on quiet cul-de-sac in North Chatham, walking distance to a town landing with a dock and beach, perfect for kayaking, fishing and...

Beautiful Home in North Chatham! This light filled, spacious and comfortable home in North Chatham is a perfect spot for your Cape Cod vacation! Located on a large lot with a fantastic patio, you will enjoy outdoor living as well as the beautiful interior. Close to Cotchpinicut and Scatteree,...

Welcome to The Baxter House! Pet Friendly! Come and experience one of Chatham's premier vacation rental homes with views of Pleasant Bay and the Atlantic Ocean. This beautiful home has been lovingly restored with all modern amenities while embracing the history. Updated chef's kitchen, Central air...

This comfortable and spacious classic Cape Cod-style house is custom-designed and offers bright, open rooms in a secluded, natural setting. Its location is superb: a family-friendly Pleasant Bay beach is minutes away and in the other direction, a large shopping area provides convenient...

*Please note: all bookings for June, July, and August must span Saturday-Saturday and be a minimum of 7 days. During the Fall, Winter, and Spring, our minimum stay is frequently 2 days and occasionally 3 days for holiday weekends; changeovers can be any day of the week. If you have any additional...

Beautiful, Spacious and Bright Home in North Chatham! This lovely home is located in the Canon Hill Association area of North Chatham and has a private association beach on Pleasant Bay just a short ways down the road! With 4 bedrooms, 3 full baths, 2 half baths and many different living spaces,...

Welcome to Kuck's Kove. Newly renovated 4 bedroom, 3.5 bath custom home in North Chatham sleeping 10! Sit back, relax and enjoy this newly furnished property for your vacation get a way. Central air, WiFi, extra large Chef's kitchen, Spacious family room and Living room -outside patio with gas...

Chatham Waterfront home with Dock on Ryders Cove New Listing for 2019!  2-night rentals offered during shoulder season. Sleeps Eight, Linens Included Peak Summer Weekly Rate: $6,750 - $7,500 Rents Saturday to Saturday in Peak Season The new Massachusetts state and local taxes apply to stays...

Adorable, Sunny and Bright Vacation Home! This sweet home has been lovingly redone and is waiting for you to come and visit! Three bedrooms, an open and welcoming living space, redone kitchen, brand new deck and convenient location make this a great spot for your vacation to the Cape. All this and...

2019 Rental Rates (Cleaning Fee Included): In-Season: $6775 per week No Off-Season Rate Click for More Photos, Map, and Availability Calendar Gorgeous four bedroom home located in a prestigious North Chatham neighborhood! Offering plenty of room to spread out, this lovely home features upscale...

Come enjoy easy, breezy Highwood Cottage, tucked away off of N. Chatham's prettiest street. Enjoy the quiet calm and fresh air after a busy day of shopping downtown, away from the noise and crowds (but not too far). Sit on your beach and read while the boats glide by or play games with the kids...

Large, newly renovated home on the highest point in North Chatham. There are views of Crows Pond, Pleasant Bay, North Beach and beyond. The Eastward Ho gold course and club house are visible from the decks. Watch the amazing sunsets from above the tree line on the second story deck. Steps from the...

Enjoy life on the Cape in this quintessential Cape Cod cottage with updated fixtures, plush furnishings, and lots of natural light! This charming home also boasts a screened-in porch, a gas grill, and a spacious backyard. What’s nearby: This home is an easy drive two miles south into Chatham...