BOOK DIRECTLY AND SAVE !
Chatham - Cape Cod
HIGHWOOD
COTTAGE
Welcome
To Your Summer Home
Sleeps 7
ABOUT
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! This family/owner managed property has 3 comfortable bedrooms that sleep 6-7 along with 2 1/2 baths and an outdoor shower, of course! Linens and towels are included, all sanitized, and the house is always cleaned with virus-killing products for your optimum health. 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.
The Cottage
REVIEWS
Absolutely Awesome
5/5 * * * * * Stayed July 2022
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.
Published Nov 2022
Great week in
North Chatham!
5/5 Stars Stayed Aug 2019
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!
Published Aug 21, 2019
Wonderful beach
5/5 * * * * * Stayed Sep 2019
Brian W.Brookline, Massachusetts, USA
Charming house near picture- perfect, uncrowded beach.
Published Sep 15, 2019
Terrific Place for a Cape Vacation
5/5 Stars Stayed Jul 2019
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.
Published Jul 21, 2019
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
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 and Reservation Assistance Click on the Booking Tab at the Top or Contact Us Below.
We accept checks and all major credit cards.
Email inquiries to: highwoodcottage26@gmail.com
If you have issues using the email link below, please just send your inquiry through your regular email account, thank you.
EMAIL: highwoodcottage26@gmail.com
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.
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:
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.
Deep Sea Fishing
Book a charter boat for an afternoon of great fishing with a local captain and eat your catch for dinner.
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.
Freedom Cruise Line (from Harwich to Nantucket)
Hyline Cruises (from Hyannis to Nantucket or Martha's Vineyard)
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.
Yoga
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.
Cape Cod Rail Trail Info
More CCRT Info
Wheelhouse Bike Rental
Monomoy Sail and Cycle
Chatham Public Tennis Courts
More Chatham Courts Info
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.
Cape Cod Children's Museum - Mashpee
Whydah Pirate Museum - Yarmouth
Thornton Burgess Society - Sandwich
Heritage Museums and Gardens -Sandwich
Pirates Cove Miniature Golf- Yarmouth
Holiday Hill Miniature Golf - Dennis
Cape Cod Inflatable Park-Yarmouth
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.
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
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.
Nature Trails
Chatham has an abundance of nature trails to explore managed by our Conservation Foundation.
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.
Atlantic White Shark Conservancy Center
Cape Cod National Seashore and Visitors Center
Cape Cod Museum of Natural History
Chatham Marconi Maritime Center
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.
Ryder's Cove Boat Yard
Outermost Marine
Sailboat Rentals
Sailboat Charter
Sailboat Rentals and Charters
Nauset Marine - Orleans
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.
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).