$14,760
Available: Right Now
Listed: 25/07/2024
Chatham, MA
This property is professionally managed by Pretty Picky Properties.Sparkling Renovated Cape on Outermost Harbor, ChathamNEW Listing for 2024!Sleeps 63 Bedrooms, 2 BathsRents Friday to Friday in Peak SeasonLinens Included, Beds...
$53,670
Available: Right Now
Listed: 21/07/2024
Chatham, MA
This exquisitely furnished, charming Cape Cod house is within an easy walk of Chatham's beaches, Fish Pier, Lighthouse, Town Center, outdoor Band Concerts, spa, and fine restaurants. We have deeded rights to water via our private path. 4 swimming bea...
$26,070
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Summary:16680 -Seaside Sapphire: Elegant Chatham Home, steps to private association on Hardings Beach, Dog Friendly!The Space:Discover the epitome of Cape Americana in this elegant Chatham home, a rare gem with exclusive private associati...
$18,360
Available: Right Now
Listed: 25/07/2024
Chatham, MA
4 Bedroom- 2 Bathroom- Sleeps 8A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details....
$72,960
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Heated Pool and hot tub! Close to Chatham Bars Inn and downtown Chatham. Perfect location for a small or large family/friends gathering! 2 min drive to Oyster Pond beach and 5 min drive to Lighthouse Beach!This quintessential Chatham house is par...
$8,430
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Just off of Barnhill Rd on the way to popular Harding's Beach, this air conditioned, updated three bedroom house offers a relaxed and comfortable atmosphere perfect for families or couples. Nestled down a private road in a quiet neighborhood of mostl...
$30,000
Available: Right Now
Listed: 22/07/2024
Chatham, MA
Off season rates reduced !! Kayak to Pleasant Bay on Muddy River straight from the backyard (kayaks are provided). This 5 bedroom, 4 bath home that sleeps 10. Plenty of room to spread out with a living room, and a family room and entertainment...
$13,500
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Summary:16679 -Inn Bloom: Roof Deck, Walk to Forest Beach, Fire Pit!The Space:Inn Bloom is perched on a small hillside in the charming coastal town of Chatham. This vacation rental has just the right blend of seaside elegance and timeless...
$12,090
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Summary:16613 -Maiden Chatham: Central AC Close to Beach Dog Friendly!The Space:Enjoy this beautifully renovated, well appointed home for your Chatham vacation. Nautical decor adds charm and a seaside feel to this comfortable, central air...
$8,190
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Summary:16682 -Nob Hill: Quintessential Cape directly on the Cape Cod Rail, Dog Friendly!The Space:In this Quintessential Cape, your vacation dreams become a reality, offering a blend of outdoor adventures, and vibrant local culture. Nest...
$25,740
Available: Right Now
Listed: 26/07/2024
Chatham, MA, 02650
The perfect spot, offering lovely outdoor amenities such as a large, beautiful hedged yard for outdoor activities, a coveted private beach shared with 3 other families at the end of the street, and a beautiful neighborhood with water views all around...
$29,670
Available: Right Now
Listed: 25/07/2024
Chatham, MA
This property is professionally managed by Pretty Picky Properties.Newly Renovated Home in Chatham, Walk to Town and BeachNEW Listing for 2024!Sleeps SixRents Friday to Friday during peak seasonLinens included, beds madePets c...
$43,080
Available: Right Now
Listed: 25/07/2024
Chatham, MA, 02650
4 Bedroom- 2 Bathrooms- Sleeps 8A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details...
$57,150
Available: Right Now
Listed: 25/07/2024
Chatham, MA, 02650
PleasantriesOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Explore coastal Massachusetts with ease when you book a stay at this sprawling North Chatham h...
$25,050
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Welcome to Sea la Vie! This beautiful, spacious, well-appointed home has lots of extra living space and all the right amenities for one or two families. Enjoy outdoor living with three decks. The master bedroom with a king bed and walk-out deck (with...
$11,250
Available: Right Now
Listed: 25/07/2024
Chatham, MA, 02650
Summary:16676 -Shore Break: Spacious Deck, Large Yard & Dogs Welcome!The Space:Chatham is known for its delicious food in its quintessential New England downtown, gorgeous art in its galleries and theaters, and fun in the sun at the immac...
$19,680
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, North Beach & the Atlantic! Walk to everything from this quintessential cape style home. Walk two blocks west and you are in the...
$29,280
Available: Right Now
Listed: 22/07/2024
Chatham, MA
Our beautiful Cape Cod beach house is perfect for a relaxing vacation with family or friends. Nantucket Sound views and ocean breezes will relax and rejuvenate you! This spacious and airy home offers 4 bedrooms (private study off queen bedroom offers...
$14,970
Available: Right Now
Listed: 23/07/2024
Chatham, MA
Charming three-bedroom home in quiet neighborhood! One floor living, this home offers a queen bed in each of the three bedrooms. Eat-in Kitchen and front to back Living Room where everyone can gather to watch tv, play games, or have access to the lar...
$13,620
Available: Right Now
Listed: 22/07/2024
Chatham, MA
My family and i live full time in lexington, ma. We decided to purchase a vacation home in chatham, ma because of the short access from boston. Chatham has all the charm and beauty as nantucket island has which is where we married. It just so happens...
$48,330
Available: Right Now
Listed: 22/07/2024
Chatham, MA
Summary:16684 -Deja View: Panoramic Water Views w/ Private Beach!The Space:Find yourself on island time at this exclusive private association home in one of the most prestigious Chatham neighborhoods, this vacation retreat presents an unp...
$21,060
Available: Right Now
Listed: 25/07/2024
Chatham, MA
Welcome to the Treehouse, just 7 mins from the village of Chatham! This beautiful, private property is nestled in the woods on 1 acre along a tidal river. Whether you dine on the deck, paddle down the river, relax in the hot tub, or gather around the...