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  • Cape Cod Rentals by Owner

BOOK DIRECTLY AND SAVE !


Chatham  -  Cape Cod
HIGHWOOD COTTAGE

ABOUT

Welcome To Your Summer Home
with a Private Beach

ABOUT

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 Book directly, and SAVE hundreds to thousands of $$$ in booking fees!

Highwood Cottage is ready and waiting for you, tucked away in an exclusive neighborhood of timeless Chatham homes on what many consider the town's prettiest street.   (The private beach is shared with 3 other families, but most of the time it is all yours.)  This family/owner managed property has 3 comfortable Bedrooms that sleep 6-7 along with  2 Full Baths and one 1/2 Bath plus an Outdoor ShowerLinens and T,owels are included, all sanitized.  The property is very family and pet friendly,  having a long front lawn that is ideal for outdoor fun and games with croquet, badminton and volley ball included, all within easy walking distance to its private beach.   Your beach necessities are included, too! A screened porch that catches cool southerly breezes is ideal for summer novel reading or evening cocktails and dinner.  A patio with dining table and Weber grill off the family room makes eating dinners outside easy.  Downtown is less than 2 miles away, a quick bike ride. This is a one week minimum rental in high season of late June - August.  It has a 3-night minimum off-season.  All modern amenities are included and assistance with anything you may need is nearby.  

INTERIOR

The cottage's interior is comfortably designed for get-togethers or get-aways. 1 queen en suite bedroom, 2 double twin bedrooms, one with an additional pullout (sleeps 3 total), fully equipped kitchen/family room, dining room that seats 10 - 12 comfortably, living room, screened porch, outdoor shower.  Highwood  Cottage will accommodate you and 5-6 other friends or family members for a memorable time.

INTERIOR

REVIEWS

Absolutely Awesome

5/5 * * * * *

I want to start by saying that I am an extremely picky traveler when it comes to where I stay, whether it be at a home rental, or a hotel. I always look for high levels of cleanliness, along with a superb location. The Highwood Cottage delivered all of that, plus so much more!

Christine E. 

Stayed July 2022

Great week in

North Chatham!

5/5 * * * * *

Kate J. - Atlanta, GA

The house and it's location were great!

The beautiful quiet neighborhood with

the beach just at the end of the road

were perfect!

Stayed Aug 21, 2019

Wonderful beach

5/5 * * * * *  

Brian W.Brookline, Massachusetts, USA

Charming house near picture- perfect, uncrowded beach.

Stayed Sep 2019

Terrific Place for a Cape Vacation

5/5 * * * * *

Sandra W.

Melissa is the best. We had the best time on the Cape and her house - great location, beautiful decor and awesome cleanliness - put it over the top. Melissa was so responsive to our questions and needs, we felt as if we had an on site manager. We will definitely rent again.

Lovely dog-friendly home

5/5 * * * * *  

Lovely and well-stocked home, walking distance or short drive to beach. Owner friendly and very responsive. We stayed in September when dogs are allowed on the beach. Would return.

Kathleen K.

9/23/2023 

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Great House

5/5 * * * * *

Terrific house and amenities. Owner was a joy to work with. Thank you for a great week!

John M.

8/23/2023 

 CONTACT US
For More Information, Questions or Reservation Assistance please email us or use the contact form below.
We accept checks and all major credit cards.  
Book Directly and Save! Email inquiries to:   ccblues@comcast.net

Contact

If you have issues using the email link below, please just send your inquiry through your regular email account, thank you.

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Email:   ccblues@comcast.net

Thanks for submitting!

Things to do

THINGS TO DO

and reservations to make!

Surfing, Paddle Boarding and Kayaks

Beaches

 

Your  private beach is a short walk away offering a sweet spot without the crowd to read under the umbrella as boats glide by, or take advantage of the wonderful public beaches around town and surrounding towns including world-famous Nauset and Wellfleet and Truro beaches.  Chairs, umbrellas, coolers, towels and toys for your use are included. 

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Chatham Beaches Info

Nauset Beach Info (Orleans)

Wellfleet Beaches Info

Harwich Beaches Info

Dennis Beaches Info

Nearby Restaurants

 

Many top eateries are in town. Take a morning walk to a breakfast/coffee shop or choose from a variety of spots along Main Street offering  pizza to haute cuisine.  The fine local resort hotels offer public dining also!

Suggestions, both local watering holes and higher end spots include:

The Squire

Impudent Oyster

Beach House Grill

The Sacred Cod 

Red Nun

Chatham Bars Inn

Del Mar Bistro

Wequassett Inn

Brax Landing

Pate's

Buca's

Surfing, paddleboarding, water sports of all kinds are popular along the outer Cape beaches where you will find many other enthusiasts to hang ten alongside.  For your convenience, there are several equipment, board and kayak rental businesses close by. 

 

North Chatham Outfitters

Adventure Chatham 

Cape Cod Waterways

Bass River Kayaks

Nauset Surf Shop

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Deep Sea Fishing
Book a charter boat for an afternoon of great fishing with a local captain and eat your catch for dinner.  

 

Chatham Sport Fishing

Monomoy Sportfishing

Down East Charters

Fish Chatham Charters

Wychmere Charters

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Nantucket and Martha's Vineyard

Daily ferry service to both islands is available by reservation.  A day-trip fast ferry from Harwich to Nantucket is very convenient, and the Vineyard ferries leave several times a day from  Hyannis.  

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Freedom Cruise Line (from Harwich to Nantucket)

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Hyline Cruises (from Hyannis to Nantucket or Martha's Vineyard)

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The Steamship Authority (lowest fare to both islands, car transport too) 

Chatham Anglers Baseball

Top college players from around the country come to show off their skills in the famous Cape Cod  Baseball League games under the lights at Veterans' Field downtown.  Grab a bite at the Red Nun close by and enjoy an evening of America's favorite pasttime.   Check schedule on their website link below.

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Chatham Anglers

Golden Chakra

Yoga

There's nothing like illuminated paddle board night yoga. Try it, you'll never forget it!

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Namasup

 

Children 
Bike Rentals and Tennis
This property boasts a large, private front lawn for games.  The town has many public tennis courts, too.  The famous Cape Rail Trail is nearby as are bike rentals. 
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Cape Cod Rail Trail Info
More CCRT Info
Wheelhouse Bike Rental
Monomoy Sail and Cycle
Chatham Public Tennis Courts
More Chatham Courts Info
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Aside from the beach, there's miniature golf, a new bounce park, movies, theater, horseback riding lessons, day camps and even a children's museum!  All are part of the large offering for kids on the Cape.  There's even their own magazine, Kids on the Cape, that is full of  ideas and coupons and available in local stores everywhere.  

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Cape Cod Children's Museum - Mashpee

Whydah Pirate Museum - Yarmouth

Thornton Burgess Society - Sandwich

Heritage Museums and Gardens -Sandwich

Sandwich Glass Museum

Miniature Golf-Orleans

Pirates Cove Miniature Golf- Yarmouth

Holiday Hill Miniature Golf - Dennis

Cape Cod Inflatable Park-Yarmouth

Harwich Jr. Theater

Woodsong Farm - Brewster

Kids on the Cape Magazine

Day Camps Info

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Golf
Golf and the Cape go together like wine and cheese, martinis and olives, beer and nuts, well, you get the picture.   Several outstanding  public courses nearby will help fulfill your below-par dream round. 
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Captain's Golf Course - Brewster
Chatham Seaside Links
Cranberry Valley Golf - Harwich
Dennis Pines - Dennis
Highland Golf Course - Dennis
Bass River Golf Course
Bayberry Hills Golf Course
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Shopping

Shop in town, in surrounding towns, on Nantucket or the Vineyard. Too much to list here!  Summer on the Cape and Islands is a boutique shopper's paradise. 

Theaters

Summer theater is the heart of Cape Cod.  Your choice of live theater and/or movies are readily available for your entertainment in town and all around the Cape.  We also have one of the country's last drive-in movie theaters!  All that and a reknowned children's theater nearby too.

Chatham Drama Guild
Chatham Orpheum Theater
The Cape Playhouse
Melody Tent 
Entertainment Cinemas
Wellfleet Drive-In Movie Theater
Harwich Junior Theater, Cape Cod Theater Company
 
Whale and Seal Watch Cruises

Choose from several cruises offered from Provincetown to Chatham that will guide you to areas to watch whales and seals in their natural habitats. 

 

Beachcomber Boat Tours

Monomoy Seal Cruise

Dolphin Fleet Whale Watch

Hyannis Whale Watcher

Captain John Whale Watch

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Nature Trails
Chatham has an abundance of nature trails to explore managed by our Conservation Foundation. 
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Chatham  Monomy Refuge Trail Info
Chatham Conservation Trail Guide
Museums

From historic homes, natural history, the National Seashore,  Marconi , a Children's Museum and even real life pirates, the Cape has an interesting selection of museums for rainy day adventures.  

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Atlantic White Shark Conservancy Center

Chatham Historical Society

Chatham Museums Info

Cape Cod National Seashore and Visitors Center

Cape Cod Museum of Natural History

Chatham Marconi Maritime Center

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Boating
Bring it!  There are several launch areas about town for your boat  including one at the private beach (for smaller boats).   Others include Ryder's Cove and the Cow Yard nearby.  You are welcome to park your boat in the large driveway at the cottage.   Chartering your own boat is possible with planning ahead.  There are several on-Cape services who do offer day and week-long chartering of both sail and power boats. 
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Ryder's Cove Boat Yard
Outermost Marine
Sailboat Rentals
Sailboat Charter
Sailboat Rentals and Charters
Nauset Marine - Orleans
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Services

SERVICES

Baby Sitting

Linens

Pet Friendly 

There is usually a list available from some of the resorts of local, dependable sitters.  We also have stair gates and a high chair for your convenience if needed.

All linens are included for your stay. Fluffy towels, bed linens, beach towels, etc., along with laundry detergents, paper goods, just bring your food and drink. 
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Highwood Cottage is friendly to well-behaved and groomed dogs and does not charge an extra fee.  The property is set well off the street and surrounded by privacy hedges (though not entirely fenced).  

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Lower Cape Veterinarian Services

Pleasant Bay Animal Hospital 

Derbyfield Kennel- Harwich

Medical Services

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