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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Private Beach, Beautiful Neighborhood, Pets OK, No Hidden Mngmt Fees

Bedrooms 3
Half Baths1
Space 2,200 sq ft
Property type house
Minimum Stay 3 - 7 nights


About the property

3 bedrooms, 2 and 1/2 baths, sleeps 7, 1 queen, 4 twins, 1 twin pullout.

Come back to the Cape, to warm sand, cool waters, fantastic food, moonlit nights by the sea, the way it used to be when you were a child and still is at Highwood Cottage, easy and breezy, tucked away off of Chatham's prettiest street. This family friendly prorperty has a huge front lawn for games and activities. Save hundreds of $$$ with no hidden property

management or cleaning fees. We have over 10 years of experience keeping our tenants happy. Pet friendly, too! The home is on Cotchpinicut Road. This is a Saturday to Saturday rental in the summer season, 3 night minimum off-season. Relax in 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 on the expansive front lawn. This private setting is in a gorgeous estate neighborhood that is surrounded by water, perfect for those early summer morning and evening walks, with beautiful vistas everywhere. Your private beach is just a short stroll away, shared with another family. Bring your boat, as there's a launch area next to the beach, too! Visa / MC accepted. Our personal attention is available to make your vacation as enjoyable as possible!

3 bedrooms include a queen master w/bath, walk-in closet and TV, 2 twin bedrooms, all sleeping 6 plus a twin pullout makes 7. Lovely living room, dining room seats 10-12, casual family room/kitchen and a screened porch to catch cool southerly breezes perfect for al fresco dining. Amenities include central air, wireless internet, 55" TV in family room w/ Netflix and TV in master bedroom, great outdoor shower, books, games, and a wagon to transport little ones to the beach. Across the water within kayak's reach is North Beach, too. The neighborhood is surrounded by the ocean. Patio in private back yard w/ Weber gas grill, large lawn in front for games, croquet included. Downtown is 1.8 miles past the prettiest houses in Chatham. Luxury sheets, plush towels, laundry detergent, paper goods, soaps included. No cleaning fee. Please read agreement for cancellation policy. Well behaved pets welcomed. We look forward to meeting you!

NEIGHBORHOOD & DOWNTOWN: 'HIGHWOOD' is located in a very exclusive neighborhood where other houses rent for twice the price w/o beach rights. It has very comfortable furnishings and mattresses. The backyard has a tall privacy hedge, and a large dining table and garden area. Linger over dinner under the umbrella next to the flowers or eat out on the screened porch with candlelight to welcome the evening with family and friends. All necessities are included, such as linens, towels, laundry detergent, t.p., all kitchen gadgets,small appliances, spices, etc.. An outdoor hot and cold shower makes coming in from the beach mess-free and fun!

THE BEACH: Out of the driveway to the left past a handful of beautiful homes and an estate is the private beach at the end of Cotchpinicut. A wagon is provided to make transporting little ones and lunch easy. It has a new, large and sandy shallow area formed over the winter which is wonderful for children. Bring your kayak, or launch your small motor boat at the landing. The outer beach is right across the water, a quick 5 minute boat ride to the best beach in the Northeast. Great surfcasting on the ocean side, so don't forget your fishing poles!

More Details

Member since: 2007
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great guest experience.

Speaks: english
Response time:
Within an hour
Response rate:
Calendar last updated:
April 21, 2018

About Melissa

The comfort of our guests is our only concern. I started and ran a very popular shop in downtown Chatham for years called The Regatta Shop, so I have served thousands of customers on an individual basis with only the highest service in mind, always with a smile. We hope you will choose Highwood and make it your favorite summer home for years to come as others have done. Welcome!

Why Melissa chose North Chatham

Location, location, location. Downtown, or the village, can be noisy. It is car exhaust-filled, and crowded everywhere. But up here, you have privacy, relaxation, fresh air, gorgeous neighborhoods and no noise or lights to keep you up at night if you don't want to be, but downtown is still easily accessible. Come visit soon! Make Highwood Cottage your own for a week, a month, as long as you want.

What makes this house unique

You will love the house for it's setting, privacy, cool and comfortable interior. Pets will be safe well off the street, too. Chatham has so much to do! Bring your kayaks and paddle over to North Beach. Bike up to the bike trail close by. Plan your lobster dinner with friends in either the large dining room, porch or outdoors on the patio.


North Chatham House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2200 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 7
  • Children welcome
  • Parties/events not allowed
  • Pets considered
  • Non smoking only ...
  • Our custom cancellation policy is described in our rental agreement. We make every effort to find replacement reservations.
  • No smoking is allowed on the property.
Location Type:
  • Beach ...
  • Near The Ocean ...
  • Air Conditioning
  • Alarm Clock
  • Basic Soaps
  • Broadband Access ...
  • Clothes Dryer
  • Fireplace
  • Garage
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided ...
  • Living Room ...
  • Paper Towels
  • Parking ...
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine
  • Wireless Internet
  • Blender
  • Coffee Grinder
  • Coffee Maker ...
  • Cooking Utensils ...
  • Dishes & Utensils ...
  • Dishwasher
  • Freezer
  • Kitchen ...
  • Lobster Pot
  • Microwave ...
  • Oven ...
  • Pantry Items ...
  • Refrigerator
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 10 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet
    Bathroom 4 - outdoor shower
  • 3 Bedrooms, Sleeps 7
  • Bedroom 1 - 1 queen
    Bedroom 2 - 3 twin/ single , 1 sleep sofa /futon , 2 twin beds, 1 twin sleeper
    Bedroom 3 - 2 twin/ single
  • Bedroom 1 has a queen bed and bath, twin bedrooms 2 and 3 share a full bath. One twin bedroom sleeps 3 with a twin pullout and 2 twin beds. Call to confirm, location of pullout may change.
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Games ...
  • Games for Kids
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys
  • Beach Chairs
  • Beach Towels
  • Deck / Patio
  • Golf ...
  • Large Cooler
  • Lawn / Garden ...
  • Outdoor Grill
  • Outdoor Grill Gas
  • Patio
  • Porch / Veranda
  • Screen Porch / Veranda
  • Small Cooler
  • Tennis ...
  • Terrace
  • Water Sports Gear
  • 6 garden chairs
  • 4 beach chairs
  • unsuitable for elderly or infirm
  • wheelchair inaccessible
  • bay/sound
  • churches
  • cinemas
  • coin laundry
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • eco tourism
  • horseback riding
  • scenic drives
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • golf privileges optional
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
Private Beach


Wonderful! 4.9/5 -
(11 traveler reviews)

90% Complete
9% Complete
0% Complete
0% Complete
0% Complete
Private Beach, Beautiful Neighborhood, Pets OK, No Hidden Mngmt Fees
average rating of 4.909091 based on 11 reviews


  • 5 of 5

Home was spacious and very comfortable and we can't wait to return

  • Submitted: Sep 19, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Beautiful home!

  • 5 of 5

We rented this beautiful home for Labor Day weekend and loved it. Great location, beautiful decor, great layout. Owner is completely responsive and on top of things. A+

  • Submitted: Sep 7, 2017
  • Stayed: August 2017
  • Source: VRBO, from HomeAway
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Fantastic Spot

  • 5 of 5

Had a great stay at Highwood Cottage. The neighborhood is beautiful, great for early morning and evening walks. The house is comfortable, the yard is great for the kids and dog to play in, safe off the road. There were even fresh strawberries to pick for breakfast, too! All in all, a lovely property, we will be back.

  • Submitted: Mar 10, 2017
  • Stayed: July 2016
  • Source: HomeAway
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Outstanding, first class property and amenities

  • 5 of 5

Our family of 5 spent Thanksgiving week at this beautiful location. We had dinner for 12 with plenty of elbowroom. Everyone loved the first class furnishings, beautiful antiques, extremely well stocked kitchen supplies and the Bose stereo system. Beds, linens, towels all the quality you'd expect at a 5 star hotel. The owner was friendly and very helpful. Everything you would need to make your vacation perfect. This is a special location that I would highly recommend!

  • Submitted: Dec 12, 2015
  • Stayed: November 2015
  • Source: HomeAway
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2 0

Wonderful property and home

  • 5 of 5

My husband, toddler son and I had a fabulous vacation staying at this property. It is private yet so close to everything! The house is lovely; in fact, we have never seen a rental this nicely appointed. The kitchen is very well stocked, the house is well furnished and tastefully decorated. The beds were comfy and outdoor shower is a treat! We enjoyed eating Al fresco or on the screened porch. The house was pretty easy to toddler proof for the week, so it is good for young families. We took daily walks to the beach, Lazy Lobster, Chatham Perk and around the gorgeous neighborhood. There were little things like a broken sliding screen door and no working light in the laundry room, but these were minor in comparison to the many wonderful things about this property! We can't wait to return.

  • Submitted: Sep 23, 2015
  • Stayed: September 2015
  • Source: HomeAway
Owner's Response: Glad you enjoyed the property! (Both repairs are done, too, thanks!)
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  • 5 of 5

Perfect home in lovely neighborhood. The owner was a pleasure.

  • Submitted: Jul 21, 2015
  • Stayed: July 2015
  • Source: HomeAway
Owner's Response: Thank you so much.
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1 0


Wharfinger Chatham Fish Pier
Chatham Seaside Links
Sacred Cod Tavern
Bar & Grill
Chatham Railroad Museum
Chatham Cheese Co
Cheese Shop
Sweet Tomatoes Pizza
Pizza Restaurant
Monomoy Theatre
Sandi's Diner
Public cafe
Family Restaurant
Monomoy Coffee Co
Coffee Shop
New England Pizza Chatham
Pizza Restaurant
Hangar B Eatery
American Restaurant
Chatham Lighthouse
Twenty-Eight Atlantic
American Restaurant
Snack Bar
Asian Paradise
Chinese Restaurant
Larry's PX
American Restaurant
Mom & Pops Burgers
Hamburger Restaurant
D'Angelo Grilled Sandwiches
Sandwich Shop
Kream 'n Kone-Chatham Restaurant
Seafood Restaurant
Corner Store
Sandwich Shop
Szechuan Delight
Chinese Restaurant
Upper Crust Pizza
Pizza Restaurant
Ridgevale Beach
Alecsies House of Pizza
Pizza Restaurant
Cockle Cove Beach
The Talkative Pig
Pizza Restaurant
Buca's Tuscan Roadhouse
Italian Restaurant
Red River Beach
Barley Neck Inn
Bar & Grill
Barley Neck Inn
American Restaurant
The Nauset Beach Club Restaurant
Northern Italian Restaurant
ZIA Pizzeria and Cafe
Pizza Restaurant
Frank' N' Swine
Barbecue Restaurant
Hunan Gourmet III
Chinese Restaurant
Cranberry Valley Golf Course
Nauset Beach
Orleans Lobster Pound
Seafood Restaurant
Ames Pizzeria
Pizza Restaurant
Homeport Restaurant
Brunch Restaurant
Beacon Room
Wine Bar
Hog Island Beer Co
The Jailhouse Tavern
Nauset Grill
American Restaurant
Yardarm Restaurant
Seafood Restaurant
Corner Store Orleans
Burrito Restaurant
Jo Mama's
Coffee Shop
Addison Art Gallery
Guapo's Tortilla Shack
Mexican Restaurant
Mediterranean Restaurant
Nearest Airport
2.5 Miles
Chatham Airport
Nearest Barpub
2 Miles
The Squire
Nearest Ferry
5 Miles
Harwich to Nantucket
Nearest Golf
1.5 Miles
Seaside Links
Nearest Motorway
5 Miles
Rte 6
Nearest Restaurant
1 Miles
Lazy Lobster
Nearest Beach
0.2 Miles
Private, Cotchpinicut
Car: recommended

Chatham offers the ultimate mix of a beautiful locale with so much to do. Book a day for saltwater fly fishing with a local captain, and eat your catch the same night. Bring a new read to the beach for the afternoon, and go out to a local playhouse for the best in summer theater in the evening. Go out for an after- theater dinner at one of the many fine restaurants in town or elsewhere on the Cape. There's an art festival on Cape Cod nearly every weekend, and we have one of the oldest existing drive-in movie theaters in the country. There are many family-friendly activities also, from pirate ship cruises to quality children's theater. Public tennis courts are a bike-ride away, as is great shopping. In essence, we've got it all for your perfect vacation.




Additional information about rental rates

No cleaning or pet fees. Check in at 3:00 pm, check out at 10:00 am.

Owner's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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