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Whip-o-Will Woods: Dog-Friendly Cape Cottage

Photo gallery for Whip-o-Will Woods: Dog-Friendly Cape Cottage

Coastal cottage. Living room - 41 Whip O Will Harwich Cape Cod - New England Vacation Rentals
Back of 41 Whip O Will  Harwich Cape Cod - New England Vacation Rentals
Fully equipped kitchen with gas stove and dishwasher!  41 Whip O Will Harwich Cape Cod - New England Vacation Rentals
Master Bedroom with Queen Bed-  41 Whip O Will Harwich Cape Cod - New England Vacation Rentals
Flat screen TV over the fireplace - 41 Whip O Will Harwich Cape Cod - New England Vacation Rentals

Reviews

8.0 out of 10
Very good
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Harwich, MA
  • Place, Cape Cod Lavender Farm
    ‪14 min walk‬
  • Place, Cranberry Valley Golf Course
    ‪16 min walk‬
  • Place, Harwich Port
    ‪6 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪23 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

1 Queen Bed

1 Queen Bed

2 Twin Beds

2 Single Beds

1 bathroom

Off Hallway Full Bath

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Whip-o-Will Woods: Dog-Friendly Cape Cottage

2 Bedroom - 1 Bath - Sleeps 6
During peak summer weeks, our properties typically require a 7-night stay, either Friday-Friday or Saturday-Saturday, but if you have unique dates please reach out to our Reservation Specialist. Most of our homes offer a 3-night stay minimum in the off-season.
Guests can bring their own linens or rent from our Linen Service for an extra fee (Bed Sheets, Bath, Beach and Kitchen Towels)
We offer a 4 pm Check-In and 10 am Check-Out

Dog Friendly! Come Stay at: Whip-o-Will Woods! Nestled in the Harwich Pines of Cape Cod you will find a sweet little gem of a cottage! Screened in sun porch, AC units in bedrooms, fire table on the patio!

Owners Share Why I Love My Home:
I love our Cape Cod Cottage (aka Whip O Will Woods), down the end of a quiet cul-de-sac in the pitch pine woods of historic Harwich. After a busy day taking in all that Cape Cod has to offer, you can retreat to our pet-friendly sanctuary and sip a glass of your favorite beverage on the large screened porch and listen to the sounds of the whip-o-wills and the chickadees as the sun sets on another marvelous day.

Let Us Tell You About This Home:
You will enter through a side entry into an open eat-in kitchen that is sunny and bright. The dining table offers seating for 6.

Off the kitchen is a sun-porch, the perfect spot to enjoy your morning coffee or afternoon sun. There's also a small porch that lets the breeze and the bird songs come through. Just off the porch around back, you will find the outdoor shower, a Cape Cod tradition. Great for rinsing off the sand and saltwater after a day well spent at the beach!

Beyond the kitchen is the living room with a queen sleep sofa, a flat screen TV and free Wi-Fi. Enjoy board games or even a puzzle on the large coffee table. Lots of comfy seating for all to relax and gather together. The gas fireplace is perfect for a chilly night as the summer season winds down.

Down the hallway are the 2 Bedrooms (both with newer beds), AC units, and a full bathroom with a shower. There is also a stackable washer/dryer for your convenience.

Bedroom 1 has a Queen bed and Bedroom 2 has 2 twin beds. Perfect for small families or two couples!

New for 2022 now you can enjoy the beautiful Cape Cod evenings around the new Fire table on the Patio!

This home is located in a convenient location close to Harwich Center, Brooks Park, bike trail, and the community center. Also, just a short walk to Dunkin Donuts for your morning coffee. Jump in the car and you are just 5 minutes to sandy Bank Street beach on Nantucket Sound where the water is warmer and the waves are gentle! Just a couple miles up the road: Long Pond with beautiful fresh water where you can swim, kayak, or enjoy boating on the largest fresh water lake on the Cape!

Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you're not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun.

This home offers Keyless Entry for your convenience with a 4 pm Check-In/9 am Check-Out.
NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home.
Max parking of cars at property: 2. No parking on lawn anytime.
PET FRIENDLY HOMES are for a DOG only. This home allows 1 dog for $25 per night. With owner approval, a second dog may be considered for an additional $25 nightly fee. A Pet Registration form must be completed upon reservation confirmation.
Fireplaces are only available for use in the winter months with advance approval from owner.

Additional Information to Assist You:
Our calendars are updated in real-time and are accurate.
Departure cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure.
State and local taxes are charged if applicable.
For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments.
A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance.
***Linens - bed sheets, bath/dish/beach towels and bath mats are not included with this home but can be rented at time of booking or at a later date through our linen rental partner. Please ask our guest specialist for details. Our NEVR Homes come with mattress covers, pillows and a bed cover such as blanket, quilt, bedspread etc.
You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request.

Area Info:
.2 Mile to Dunkin Donuts
.6 Mile to Whitehouse Field, catch a Harwich Mariners Baseball game!
.7 Mile to the Harwich Community Center
.8 Mile to the Bike Path. More info on The Rail Trail can be found here: Info on Cape Cod bike trails
.9 Mile to Ruggie's Breakfast restaurant & Red's Pizza
1.1 Mile to Cranberry Valley Golf Course
1.2 Mile to Brooks Park
2.2 Miles to Long Pond
2.7 Miles to Bank Street Beach
2.7 MIiles to Cape Roots Market and Cafe - The year-round market offers pastries, baked goods, locally sourced seafood, meats, artisan cheeses, seasonal produce and homemade ice cream as well as pantry items and Snowy Owl coffee beans and deli sandwiches.

Only 2.4 miles to the center of Harwich Port where you will find:
The Freedom Ferry to Nantucket
Shopping
Restaurants
Bakeries
Beaches

3.6 Miles to East Harwich where you will find:
Dining
Stop & Shop Supermarket
Starbucks & Dunkin' Donuts
Liquor Stores
Shopping

*Mileage is approximate

Add dates for prices

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House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

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Children

Children allowed: ages 0–17

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Events

No events allowed

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Pets

Pets allowed

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Smoking

Smoking is not permitted

Important information

You need to know

Property Registration Number C0031781260
Property # 4509394
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Harwich

Located in Harwich, this holiday home is near the beach. Hyannis Harbor is a notable landmark, and the area's natural beauty can be seen at Cape Cod Beaches and Mayflower Beach. Cape Cod Lavender Farm and Cape Cod Baseball & Bumper Boats are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking and cycling.
Map
Harwich, MA

What's nearby

  • Cape Cod Lavender Farm - 14 min walk - 1.2 km
  • Cranberry Valley Golf Course - 16 min walk - 1.4 km
  • Harwich Port - 6 min drive - 4.6 km
  • Cape Cod Beaches - 6 min drive - 4.6 km
  • Mayflower Beach - 22 min drive - 20.4 km

Getting around

  • Hyannis Transportation Center - 18 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 19 min drive

Restaurants

  • ‪Dairy Queen - ‬5 min drive
  • ‪Dunkin' - ‬3 min walk
  • ‪Cumberland Farms - ‬5 min drive
  • ‪Dunkin' - ‬5 min drive
  • ‪The Seal Pub And Cafe - ‬18 min walk

Frequently asked questions

Is Whip-o-Will Woods: Dog-Friendly Cape Cottage pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Whip-o-Will Woods: Dog-Friendly Cape Cottage?

As of 15 May 2026, prices found for a 1-night stay for 2 adults at Whip-o-Will Woods: Dog-Friendly Cape Cottage on 1 June 2026 start from AU$241, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Whip-o-Will Woods: Dog-Friendly Cape Cottage?

On-site parking is available at the property.

What time is check-in at Whip-o-Will Woods: Dog-Friendly Cape Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Whip-o-Will Woods: Dog-Friendly Cape Cottage?

Checkout is at 10:00 AM.

Where is Whip-o-Will Woods: Dog-Friendly Cape Cottage located?

Situated by the sea, this holiday home is 0.9 mi (1.4 km) from Cape Cod Lavender Farm and 2.5 mi (4.1 km) from Cape Cod Beaches. Cranberry Valley Golf Course and Cape Cod Baseball & Bumper Boats are also within 3 miles (5 km).

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 2 out of 9 reviews
Rating 8 - Good. 5 out of 9 reviews
Rating 6 - Okay. 2 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

7.8/10

Cleanliness

9.2/10

Check-in

9.0/10

Communication

8.4/10

Location

9.0/10

Listing accuracy

Reviews

Verified

8/10 Good

Cristina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute house in Harwich

The house was great! Clean and very comfortable. Our only complaint were the bugs. It's either a window was slightly open of which we're not aware or the a/c window units were not properly sealed. Other than that, the house was lovely! We certainly appreciated having a/c throughout and how clean the place was. Loved seeing a completely empty and pristine refrigerator! Also, I thought customer service was top notch. We were there when the tornado hit Harwich and contacting New England Vacations was not an issue at all. Back and forth communications were open and productive which we immensely appreciated.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 6 Mar 2020
Thank you so much for your review . A tornado in Cape Cod - a very unfortunate situation during your vacation. We are glad you enjoyed the home. We do have a lot of bugs on the Cape and certain weather makes them come out more often. We will let the owner know about this. We'd be delighted to have you as our guest again - New England Vacation Rentals
Verified

6/10 Okay

Sally F.

Liked: Check-in
Disliked: Communication

Review

Property was fine with a few concerns. There are LOTS of coyotes in the area. Was warned by neighbor upon arrival not to let dog out at all w/o being present. For a smaller breed, this could be a disaster. We heard them often, very close, and saw one lg one in driveway...in the daylight. Battled spiders all week...one night, killed around a dozen. I HATE spiders and if bigger would have contacted manager...needs treatment. Odd selection of dishes and no good storage for non perishable foods. Game selection was random and parts missing to some.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 9 Sept 2020
Thank you for taking the time to review your stay at Whip-o-Will Woods. We are glad you had an enjoyable vacation and will share this with the owner so we can work to improve guests experiences. We do have a quite a few Coyotes on Cape Cod, and unfortunately a warm wet winter sets the stage for a buggier then normal summer. We do hope to have you as our guests again in the future. ~ New England Vacation Rentals
Verified

8/10 Good

Madalynn K.

Liked: Check-in, communication, location, listing accuracy
The location of the house was perfect, and we loved the amenities inside and out. The gas fireplace was exactly what we needed for a cozy movie night as the evenings became cooler (the thermostat did need a little jiggling to get working). The house is beautifully decorated and really imparts the coastal charm of a Cape rental. We didn't use the outdoor fire pit, outdoor shower, grill, or the little shed of supplies, but we would definitely have appreciated them if we did! The whip-poor-wills were a delight to hear at night (the bird the street was named after).We did have a few setbacks during our stay, one of which we had handled by NEVR as soon as their office was open the following day. I do wish the property had a greater attention to cleanliness. The floors need a proper mopping, more than what a Swiffer can accomplish. The shower needs mold treatment and new caulk (or to be bath-fit). There were animals in the attic that sounded like mice or squirrels, which led the bedroom to smell a little animal-y, and there were mouse droppings in the lower range drawer where sheet pans were stored. Unfortunately, this mouse problem will likely come with the territory, just like the numerous spiders, due to the house being in the woods.
Stayed 5 nights in Sep 2025
Response from VrboOwner on 15 Oct 2025
Thank you so much for taking the time to share your detailed feedback. We're thrilled to hear that you enjoyed the location, décor, and the cozy ambiance provided by the gas fireplace, especially during those cooler Cape evenings. We also appreciate your notes regarding the maintenance and cleanliness issues. Your feedback helps us improve, and we’re sorry that certain aspects didn’t meet your expectations. We’ve already addressed the concerns reported during your stay, and we’re going to be working with our cleaning and maintenance teams to ensure deeper floor cleaning, mold treatment and caulking in the shower, and pest control measures for both the attic and kitchen. You're absolutely right, being in a wooded area can occasionally come with some natural challenges, but we’re committed to minimizing their impact for our guests. We’re glad to hear you'd be interested in enjoying more of the amenities next time, and we’d love to welcome you back for an even more seamless stay in the future.
Verified

10/10 Excellent

Sam R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location

Close to bike trails, mobile market, Harwich Center. House is good for a small group and as advertised.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 7 Sept 2020
Thank you for taking the time to review your stay. We are glad you found the home centrally located and enjoyed your stay. We look forward to having you as our guests again in the future.- New England Vacation Rentals
Verified

8/10 Good

Sal C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As described

Cottage is a bit dated but well maintained. Very relaxing setting adjacent to woods and private homes. A good deal for the price point.
Stayed 7 nights in Jul 2020
Verified

8/10 Good

Wendy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Whip O’ Will Lane

Cute little house close to many of the nicest beaches, restaurants and shops on the Cape. My only complaint is that I wish the air conditioners were a little cleaner- I have terrible allergies and the filter were very dirty. Otherwise, a great stay in a lovely, clean cottage.
Stayed 7 nights in Aug 2019
Response from VrboOwner on 6 Mar 2020
Thank you so much for your review. We are so glad you enjoyed the home and how close it is to the beaches, restaurants and shops! We wish you had told us about the air conditioner filters - our maintenance team would have cleaned them for you. The Cape humidity can make the AC filters work even harder and they have to be cleaned more often. We'd love to have you as our guest again in the future. - New England Vacation Rentals
Verified

8/10 Good

Gary H.

Liked: Cleanliness, check-in, communication, listing accuracy

Whip o Whill

Good solid experience...small house but nice.
Response from VrboOwner on 6 Mar 2020
Thank you..this is a little "gem". Best New England Vacation Rentals
Verified

10/10 Excellent

Todd B.

Very nice

Was a very nice, well located cabin. The furnishings and yard were great.
Stayed 7 nights in Sep 2018
Verified

6/10 Okay

Tara H.

Cute place, close to beaches

My family and I enjoyed this house. It is dated, and you cannot use more than one appliance at a time or it will blow a fuse. It smells a little musky, all of my belongings had to be washed (But had not been worn) because of this. There are no linens. The house is quite small, but well maintained. Beaches such a Cold Storage and Mayflower are 20 minutes away, and you have to get there prior to 7:30 am or you will not get a spot. The town beach is nice but extremely small and only about 5-10 minutes away. Many items are already in the home such as extra soap for dishwasher/saran wrap/pots/pans/laundry soap. I wish I had known this prior to staying as I packed many items I did not need. This is a cute little house, but we would want something a little bit bigger the next time we go to the cape, just my own preference. Dunkin Donuts is a short walk at the end of the road! VRBO was very good and prompt at returning my call and answering any questions that I had.
Stayed 7 nights in Jun 2018
Response from VrboOwner on 6 Mar 2020
Thanks for your comments regarding your stay at 41 Whip O Will Harwich. This home as you know has a beautiful history and the story is told in the welcome book at the home...the grandfather built this house and it was just completely updated last year with new paint, flooring, furniture and many other items. The fuse box is typical of homes of this age but as you said "the home is well maintained". We do state in our home information that homes with out central air can get musty from being closed up and a simple fix is to open the windows upon arrival to let the fresh air in. Regarding linens--We also state that Linens (Bed Sheets and Kitchen, Bath, Beach, Dish towels and Bath Mats) are not included in Cape Cod unless stated for individual property. We do offer optional linen service for a fee for our Cape Cod homes through our Linen Rental Services. Linens can be booked during the check out process when confirming a reservation. Please contact our office for additional linen rental information. All beds will have bedspreads, blankets and pillows. We are glad you enjoyed the home and Cape Cod and we look forward to working with you next time as our company New England Vacation Rentals has over 150 Cape Cod homes to offer.

About the host

Hosted by New England Vacation Rentals

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Welcome to New England Vacation Rentals. We are a professional vacation rental home and property management company offering vacation home rentals on Cape Cod. Enjoy our vacation beach homes in Harwich, Chatham, Brewster, Orleans, Hyannis, Mashpee, Eastham, Truro, Provincetown, Centerville, and Yarmouth. Cape Cod Vacation Rentals are available for Fall, Spring, and Summer. We will help match the right vacation home on Cape Cod for your lifestyle and budget. We live on Cape Cod can help you with the ins and outs of finding the “just right” holiday home. Check out our Free Mobile App called Happy Stays for Android and Apple users to find out where to eat, tour, shop. Memories Are Made In Our Homes! Let Us Show You Our Cape Cod!

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