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,...

One of the most photographed Wind Mill homes on Cape Cod. Classic old world charm, coupled with all modern conveniences located near the beach and town. The Stony Hill Mill, constructed with 100 year old beams, river rock and barn board, is truly Cape Cod at its finest. This large stately home is...

*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...

2018 Rental Rates (Cleaning Fee Included): In-Season: $3725 per week Off-Season: $3225 per week Click for More Photos, Map, and Availability Calendar Spacious 5 bedroom on quiet cul-de-sac in prestigious North Chatham. Walk to beach, Band concerts, baseball games, Movies, and fish pier. House has...

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...

Historic North Chatham Estate. Sleeps 20, private beach! Linens included Peak Summer Weekly Rates: $12,900 - $16,900 SELECT WEEKS JUST REDUCED 10%! (click the rates tab for the new rates) Rents Saturday to Saturday during peak season Two-night rentals available in the offseason   Please click on...

Light & Bright Chatham Home, Walking Distance to Beach Linens Included, Pets Considered Peak Weeks - $2,000 Rents Saturday - Saturday during peak season Please note:  This property is part of a larger estate, and is only available to rent individually in the months outside of July and August...

2018 Rental Rates (Cleaning Fee Included): In-Season: $5350 per week (linens included) Off-Season: $4400 per week (6/23 to 6/30 & 8/25 to 9/1) (linens included) Click for More Photos, Map, and Availability Calendar Gorgeous home in secluded North Chatham neighborhood. The home features hardwood...

2018 Rental Rates (Cleaning Fee Included): In-Season: $6,525 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...

Chatham Family Compound Sleeps 16   SAVE UP TO $1,000/WEEK!  RATES SHOWN INCLUDE ADJUSTMENTS FOR OPEN WEEKS ONLY.  Walk to 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...

Stunning New Construction with Pool in North Chatham! This beautiful home leaves nothing to want for. Built in 2017, the main house features 6000 square feet of fantastic living space including an in home cinema, game room, sleeping space for 18 and en suite bathrooms for each bedroom. The...

2018 Rental Rates (Cleaning Fee Included): In-Season: $2825 per week Off-Season: $2025 per week Click for More Photos, Map, and Availability Calendar Charming, antique home located in North Chatham with a pretty, private yard and distant views of the ocean from large deck. Short walk to Cow Yard...

2018 Rental Rates (Cleaning Fee Included): In-Season: $7,850 per week Off-Season: $3,900 per week Click for More Photos, Map, and Availability Calendar A large recently renovated 6 bedroom home located in the exclusive Cannon Hill Estates of North Chatham. This location is just a short distance to...

Charming Guest House Able to be Rented in Conjunction with Main House in North Chatham! Providing an additional private living space to the main house, this charming guest cottage sleeps up to six additional people. Cozy and comfortable with an open floor plan living area, lower level and loft....

When only the best will do, head straight to this indulgent 2BR/2BA vacation rental in North Chatham, where high-end furnishings and an inviting outdoor haven offer a vacation experience that’s second to none. Inside, find granite countertops and stainless steel appliances in the kitchen and...

105 Fox Hill Road (#133951) - Beautiful Home with Fairway Views! Beautiful Home with Fairway Views of Eastward Ho! This lovely home masterfully combines the charm and grace of an antique with the updates and amenities of a newer home. Set on a parcel of land overlooking the Eastward Ho Golf...

2018 Rental Rates (Cleaning Fee Included): In-Season: $1,750 per week Off-Season: $1,275 per week Click for More Photos, Map, and Availability Calendar Recently remodeled cottage with central air is close to shopping and restaurants in downtown Chatham, baseball games at Veteran's Field, and...

Luxury Chatham Home, Water Views, Private Beach Peak Summer Weekly Rates: $5,150-$5,950 Rents Saturday to Saturday during peak season Linens included The home is set in a private neighborhood with tranquil views of Pleasant Bay and a one minute walk to a private association beach. Inside, the...

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...

Beautiful Views and Fantastic Location! This is truly a special and one of a kind property, located in lovely North Chatham. Overlooking Pleasant Bay to North Beach, you will never tire of soaking in the views at this relaxing and tranquil spot. With four bedrooms and four and a half bathrooms...

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...

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,...

2018 Rental Rates (Cleaning Fee Included): In-Season: $4200 per week Off-Season: $3200 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,...