$15,000
Available: Right Now
Listed: 29/04/2024
Chatham, MA
*** New Listing in 2023 ***Marta (my wife) and I are two Canadians who now call Massachusetts our home. Our lovely place in South Chatham is our new second home. We simply fell in love with our place due to its beautiful placement on Mill Pond. I...
$7,830
Available: Right Now
Listed: 01/05/2024
Chatham, MA, 02659
Summary:16645 -First Mates Escape: 9-Min Walk to Water Fire Pit!The Space:Spend a week exploring the shores of Cape Cod from our newly renovated South Chatham Summer House that comfortably sleeps 8! Primely located within a 9-minute w...
$6,900
Available: Right Now
Listed: 03/05/2024
101 Monomoyic Way, Barnstable County, Chatham, MA 02650, USA
Relax with the whole family at this peaceful place to stay. A stunning, fresh, contemporary home in Chatham! Perched upon a gentle hill at the very end of a cul-de-sac in Riverbay Estates, this home has undergone a total makeover. Airy and open, with...
$43,770
Available: Right Now
Listed: 29/04/2024
Chatham, MA, 02650
This Property is professionally managed by Pretty Picky Properties.Superb, Upscale Waterfront in North ChathamSleeps 10Linens Provided, Beds MadeRents Friday to Friday in Peak SeasonYou will treasure the views and priva...
$17,250
Available: Right Now
Listed: 28/04/2024
Chatham, MA
Enjoy your vacation at this lovely North Chatham home. This charming, sunny and spacious, arts and crafts bungalow is completely renovated with hardwood floors throughout. The light and airy kitchen is updated with stainless steel appliances and gran...
$14,610
Available: Right Now
Listed: 28/04/2024
Chatham, MA, 02659
Summary:16622 -The Yachtsman: Newly Renovated Modern Pond Access!The Space:Fully updated and modernized, this vacation home offers the ideal balance of seclusion, convenience, and comfort. Located off a private road in South Chatham, our ...
$9,900
Available: Right Now
Listed: 28/04/2024
Chatham, MA
Summary:16655 -Riptide: 1 Mile from Downtown Chatham Walk to PierThe Space:One of the many perks of staying at this four-bedroom home is its great location within walking distance to the Chatham fish pier and the downtown area. A favorite...
$14,310
Available: Right Now
Listed: 01/05/2024
Chatham, MA
This completely renovated 4 bedroom cape is about .5 miles from Nantucket Sound beaches. Inside there is central air conditioning. It features 2 extra large king bedrooms and a half bath upstairs and one king bedroom, one twin bedroom and full bath d...
$14,940
Available: Right Now
Listed: 28/04/2024
Chatham, MA
This fully air conditioned 4 bedroom, 3 bath house on 1/2 acre lot sleeps 8 with 2 master suites! The main house has 3 bedrooms. One with a queen, one with 2 twins and one master suite with a queen. The 2nd master suite is located in a separate attac...
$30,450
Available: Right Now
Listed: 01/05/2024
Chatham, MA, 02659
This property is professionally managed by Pretty Picky Properties.Alluring, Upscale in Chatham, Striking Water View, Separate Guest HouseSleeps 125 Bedrooms, 5.5 Baths, with Guest HouseRents Friday to Friday during Peak SeasonLin...
$12,870
Available: Right Now
Listed: 28/04/2024
Chatham, MA
Plan your family vacation in this 4 bedroom, 3 bath home that sleeps 10. Plenty of room to spread out with a living room, family room and upstairs living room. The upstairs bedroom is family style with a king, queen, double and 3 twins together and f...
$18,270
Available: Right Now
Listed: 02/05/2024
Chatham, MA
Spectacular Coastal Property! Completely Reconstructed & Remodeled in 2023! Views of Oyster Pond & Short Walk to Oyster Pond Beach, Town Landing for Kayaking & Paddleboarding!Classic Dormered Cape Cod / Sleeps 8 - 1st Floor Queen Room / 1st Floor...
$19,110
Available: Right Now
Listed: 28/04/2024
Chatham, MA
This listing combines a large house having a deck with a beautiful view of the ocean and an adjacent cottage allowing for peace and quiet. Perfect for an extended family, or for family and friends where some privacy (or social distancing) is desired....
$37,530
Available: Right Now
Listed: 01/05/2024
Chatham, MA, 02659
Family Retreat Destination! Let this 7 bedroom, 5 1/2bathroom home serve as your luxurious home base for a multi-generational Cape Cod vacation. Two living room spaces to gather for puzzles or board games, or go outside and enjoy coffee or cocktails ...
$23,970
Available: Right Now
Listed: 02/05/2024
Chatham, MA
Welcome to Camp Moonpenny- a 3 house, 6 acre property in the Sears Point area of Chatham. While only 2 miles from Main Street attractions and popular beaches, this house also offers so much to do you might decide just to stay close to home- play on l...
$9,240
Available: Right Now
Listed: 01/05/2024
Chatham, MA
This charming house is located on a landscaped, level lot on a quiet, dead end lane just 4/10 mile from Forest Beach on Nantucket Sound. The house has a lovely bedroom with a queen size bed, a tiled bathroom, a beautiful new kitchen, a dining area op...
$10,500
Available: Right Now
Listed: 01/05/2024
Chatham, MA, 02659
Summary:16678 -Jawsome Getaway: Game Room Rooftop Deck Fire Pit!!The Space:Chatham is the hub of entertainment and natural beauty on Cape Cod, where people from around the world flock to enjoy the wonders it has to offer. The perfect vaca...
$23,970
Available: Right Now
Listed: 28/04/2024
Chatham, MA
It's all about Location- just steps from deeded access to the Mill Pond where you can launch your Kayak without ever having to put it on your car. This spacious and well appointed home is just off of the LOOP in a sought after private neighbor...
$35,190
Available: Right Now
Listed: 28/04/2024
Chatham, MA
This property is professionally managed by Pretty Picky PropertiesChatham Landmark Estate, Awesome Barn/Guest House, PoolSleeps 188 Bedrooms, 7.5 BathroomsRents Friday to Friday during peak seasonLinens included, beds madePool...
$21,990
Available: Right Now
Listed: 28/04/2024
Chatham, MA
It's all about location. You will have the perfect family vacation in this 5 bedroom, 4.5 bath bathroom lovingly cared for home in a sought private neighborhood within walking distance to the beach and downtown Chatham. There is also deeded access do...
$62,160
Available: Right Now
Listed: 01/05/2024
Chatham, MA
4 Bedroom - 4 Baths - 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.<...
$8,520
Available: Right Now
Listed: 28/04/2024
Chatham, MA
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham vacation! With 4 living areas including a sun room, a lower level with pool table, bar, ping pong, a Foosball table and a new outs...