House in Chappaquiddick Island, MA
12 guests · 6 bedrooms · 4 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this house rental
You will feel "at home" in this beach inspired, privately owned ranch on Chappy.
The architect-designed 5 bedroom, 4.5 bath house is tucked away on 6 acres of secluded grassy meadows and red cedar woods.
You can take a short walk to Katama Bay to swim, kayak, barbeque, relax on the beach. Or you can take a drive out to "The Gut" for breathtaking pristine vistas.
If you feel like a little more hustle & bustle, catch a ride on the 59 sec (even faster with the right tide) Chappy Ferry to Edgartown for ice cream, dining and shopping.
You get to choose the best of both worlds…
The Home
The open floor plan makes entertaining easy and if you love to cook, the gourmet kitchen has everything you need...just bring your groceries. The entertainment room on the lower level will keep you busy on a rainy day.
The Main Floor
The spacious living room with vaulted ceilings and original "old barn" wooden beams creates an open and airy feel with lots of natural light. The large beach stone fireplace separates the living and dining rooms. Two hallways connect three bedrooms all with vaulted ceilings and private bathrooms. The Master Bedroom is at the south-west end of the house with an en-suite bathroom.
The gourmet kitchen is a cook's delight with lots of kitchen gadgets including coffee options - Nespresso Original & Vertuo, Kuerig and Krups Drip/Grinder.
The office, adjacent to the dining room, has a wi-fi printer should you need to work while on Chappy.
The sunroom, accessible from the kitchen porch, has two beach bikes and 4 beach chairs which guests are welcome to use. Please note *BIKING WILL BE AT YOUR OWN RISK*.
The Outdoor Deck & Porch
French doors off the living room lead to a large deck with outside dining, chaises, an outdoor shower and a hot tub.
If you want a "boma" experience (home version of a safari boma) walk over to the back yard "boma" and relax around the fire.
The kitchen porch is 'grill heaven" with your choice of a Blackstone griddle, a Primo smoker and a Weber gas grill.
The Lower Level.
There are two bedrooms, a spacious open den with 2 daybeds (twin size) and a large new bathroom on the LL.
The Family Entertainment /TV Theater/ Play Room (the surround sound is awesome) with a billiards table, ping pong, foosball, chess board, dart board and a cupboard full of games, is also downstairs.
Whether it's a romantic retreat for two or a family stay for twelve, just pack your bags and come to the Vineyard. You'll love it here and hopefully you will be "Chappified" by the end of your stay.
We welcome you to be our guests.
The architect-designed 5 bedroom, 4.5 bath house is tucked away on 6 acres of secluded grassy meadows and red cedar woods.
You can take a short walk to Katama Bay to swim, kayak, barbeque, relax on the beach. Or you can take a drive out to "The Gut" for breathtaking pristine vistas.
If you feel like a little more hustle & bustle, catch a ride on the 59 sec (even faster with the right tide) Chappy Ferry to Edgartown for ice cream, dining and shopping.
You get to choose the best of both worlds…
The Home
The open floor plan makes entertaining easy and if you love to cook, the gourmet kitchen has everything you need...just bring your groceries. The entertainment room on the lower level will keep you busy on a rainy day.
The Main Floor
The spacious living room with vaulted ceilings and original "old barn" wooden beams creates an open and airy feel with lots of natural light. The large beach stone fireplace separates the living and dining rooms. Two hallways connect three bedrooms all with vaulted ceilings and private bathrooms. The Master Bedroom is at the south-west end of the house with an en-suite bathroom.
The gourmet kitchen is a cook's delight with lots of kitchen gadgets including coffee options - Nespresso Original & Vertuo, Kuerig and Krups Drip/Grinder.
The office, adjacent to the dining room, has a wi-fi printer should you need to work while on Chappy.
The sunroom, accessible from the kitchen porch, has two beach bikes and 4 beach chairs which guests are welcome to use. Please note *BIKING WILL BE AT YOUR OWN RISK*.
The Outdoor Deck & Porch
French doors off the living room lead to a large deck with outside dining, chaises, an outdoor shower and a hot tub.
If you want a "boma" experience (home version of a safari boma) walk over to the back yard "boma" and relax around the fire.
The kitchen porch is 'grill heaven" with your choice of a Blackstone griddle, a Primo smoker and a Weber gas grill.
The Lower Level.
There are two bedrooms, a spacious open den with 2 daybeds (twin size) and a large new bathroom on the LL.
The Family Entertainment /TV Theater/ Play Room (the surround sound is awesome) with a billiards table, ping pong, foosball, chess board, dart board and a cupboard full of games, is also downstairs.
Whether it's a romantic retreat for two or a family stay for twelve, just pack your bags and come to the Vineyard. You'll love it here and hopefully you will be "Chappified" by the end of your stay.
We welcome you to be our guests.
Map of Chappaquiddick Island, MA
Ratings and reviews
10 / 10Outstanding·Aug 2025
This was our second time staying at Chappy House and it was just as perfect as the first! The home is beautiful, spotless, and thoughtfully designed with top-end appliances and fixtures throughout. The beds and bedding are incredibly comfortable, which made it easy to relax after a day at the beach.There’s plenty of space for a large family, and everyone loved spending time in the basement game room. The yard is fantastic, and we especially enjoyed using the grill and Blackstone—great amenities for family meals. The location strikes the perfect balance of being secluded and peaceful while still close to the beach and ferry.Mitch was excellent to work with, responding quickly to any questions. We couldn’t ask for a better experience and will definitely be back again next year!
10 / 10Outstanding·Aug 2025
We just spent 2 wonderful weeks at Mitch's home. It was the perfect spot for a multigenerational family reunion, there was plenty of space for our group including toddlers and teenagers to spread out. The basement game room was a big hit for the older kids to hang out, The kitchen is well equipped for any kind of meal prep. The grounds are beautiful adding to the relaxing atmosphere, Mitch is a wonderful host and readily available to answer questions, We couldn't have asked for a better experience and hope to be back next year!
10 / 10Outstanding·Jul 2025
Great home to enjoy family vacation and definitely happy on Chappy. Location was great, away from the hubbub but just minutes away from joining the crowds. Mitch was a great host!
10 / 10Outstanding·Jun 2025
This was our 2nd year staying on Chappy at Mitch’s and it was somehow better than the first time we experienced it. We love being here. This home lent itself to many family style dinners out on the porch, breakfast on the blackstone, drive on beach days, and fires at night. So many memories made and we hope to make this a yearly tradition. Highly recommend you experience the magic that staying at Mitch’s on Chappy offers!
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Top rated by guests
10Outstanding
(15 Ratings)
"This was our second time staying at Chappy House and it was just as perfect as the first! The home is beautiful, spotless, and thoughtfully designed with top-end appliances and fixtures throughout. Th..."
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