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Your family retreat · North Chatham

258 Orleans Road

258 Orleans Road, North Chatham, MA 02650

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4 bedrooms · 2.5 bathrooms · Sleeps 8
Make yourself at home

Orleans Road House

Classic Cape character, a nautical feel and a large deck in a fenced backyard. A comfortable North Chatham base for beaches, town and family time.

Dates and seasonal pricing are confirmed directly by David. Dogs require approval. This preview is not connected to live availability.

Comforts & details

Fenced backyardLarge deckHeat & air conditioningOutdoor showerGas grillHigh-speed Comcast internet & Wi-FiFlat Panel Roku TVsBluetooth speaker box
Make yourself at home

Amenities & features

Outdoor living

  • Fully fenced backyard
  • Large deck with bench seating
  • Hot/cold enclosed outdoor shower
  • Direct-gas stainless-steel grill
  • Large driveway for parking
  • Outdoor fire pit with owner-supplied seasoned firewood
  • Ping pong table on the deck

Beach days

  • Two or more bicycles
  • Wheeled cooler
  • Owner-supplied beach chairs, umbrellas and beach carts

Inside & entertainment

  • Full kitchen with wood counters
  • Year-round heat and air conditioning
  • Seasonal garage loft without heating or air conditioning
  • Pillows, blankets and starter household supplies

Internet & streaming

  • High-speed Comcast internet and Wi-Fi
  • Flat Panel Roku TVs
  • Bluetooth speaker box
  • Guests sign in to streaming apps with their personal accounts

Coffee makers

  • Automatic drip coffee maker with filters
  • Keurig-style coffee maker

Order linens, pillowcases and bath towels separately with the STANDARD PACKAGE. Beach towels are a separate item. Seasonal outdoor equipment is subject to availability; contact David about any essential item before booking.

Plan your stay

Orleans Road seasonal rates

SeasonNightlyWeeklyCleaning feePet fee
SummerJune 1–September 7$497$3,483$195$150
Shoulder FallSeptember 7–October 31$405$2,835$175$150
Off SeasonNovember 1–April 15$324$2,268$175$150
Shoulder SpringApril 15–May 31$364$2,551$175$150

Dogs require prior approval. David confirms the final total for your requested dates.

Plan your stay & linen order

Bedroom & bed configuration

258 Orleans Road — beds by room
RoomBeds
Bedroom 1King Bed
Bedroom 2Queen Bed
Bedroom 3Two Twin Beds
Bedroom 4Two Twin Beds (Trundle)
Summer Season LoftRound King Bed Summer season only

Order the STANDARD PACKAGE for linens, pillowcases, and bath towels. Beach towels are a separate item.

For the round king loft bed, please confirm the correct linen sizing with David or The Furies before ordering.

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From the existing property listing

Explore every detail.

44 property images. Select any image to open the full-size gallery.

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Your personal video tour.

Your stay. Your story.

Memories worth sharing.

Guest comments from our original website. Read more guest experiences or share your own stay.

Great Location!

We had a sweet time in David and Evelyn's house. They were very responsive and helpful. The location was an easy drive to downtown Chatham, which had plenty of parking for our late June stay. The house was a little smaller than we thought from the pictures, but clean and lovely. Like many houses on the Cape, it's right on a main road so you can hear traffic... a day of that and we no longer noticed, though. Extra points for the convenient Netflix and Amazon account access already provided (no searching for passwords...) The kitchen was outfitted with EVERYTHING which made cooking for our group a breeze. The master bedroom and bathroom were gorgeous. The second bedroom upstairs has a day bed with a trundle, though, which may be a challenge for particularly tall people (my 5' 8" sister had no problem sleeping there.) I don't remember a picture of that room featured on the website; I think it was referred to as the other bedroom with twin beds. The main street in Chatham is wonderful, and don't miss the Friday night band concert downtown during the summer!

Kristin A.

From our original website ↗

Great Host!

We really enjoyed our stay. Very nice house in a great location near downtown Chatham. The owners were very good about communicating with us. Highly recommend.

Douglas W.

From our original website ↗

Dream House!

A true Cape Cod dream home. David and Evelyn could not have been more accommodating. My family throughly enjoyed our week on the Cape and my wife and I would highly recommend their home to everyone. Great fenced in back yard with volley ⚽️, badminton 🏸 , horseshoes, 🏓 ping pong, along with a great deck and brand new Weber gas grill. Enjoy , Enjoy Interior is beautiful, great master bedroom , kids enjoyed the loft.

Michael S.

From our original website ↗

Very Comfortable

This gem was everything we needed. 4 comfortable bedrooms, with a beautiful master suite and needed privacy. Kitchen and living room was very comfortable and had plenty of space for all 8 of us. Fenced-in yard, huge deck, fire pit, gas grill with direct hook up. You would not know the house is right on Rt. 28, very quiet in back yard and traffic not to heavy. Will be returning! Thank you, Evelyn & David.

Christopher R.

From our original website ↗

Fantastic Location!

Fantastic location! Walking distance to town, Oyster Pond and grocery/drug store. Comfortable home with gorgeous kitchen. Owner is on top of every need or question. Loved our stay there.

Laura T.

From our original website ↗

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Check your dates

View booked dates on the Property Calendar. David confirms every reservation.

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