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Harwich Vacation Rental home in Cape Cod MA | ID 41557
1 BR
1 bath
Sleeps 2
Beds: 1 queen, Toddler air mattress, pack-n-play
Beach: .70 Earle Rd Beach and 1.1 mi to Pleasant Rd Beach
Daily
Weekly
Monthly
Off-season 2026/27
$192 - $250
Summer 2027
 
Off-season 2027/28
$200 - $250
Off-season 2026/27
$1,475 - $2,050
Summer 2027
$2,050 - $2,225
Off-season 2027/28
$1,525 - $2,050
Off-season 2026/27
 
Summer 2027
$9,200 - $9,300
Off-season 2027/28
 
State and local taxes of 14.45% will apply
Listed by Dar Billingham
Active
Less than a month
Property ID 41557
5
Description

Description

Welcome to Lucky Penny, a charming, pet-friendly storybook cottage tucked along a quiet private lane in West Harwich, just steps from the Harwich Port line.
It’s a special little Cape escape for solo travelers, couples, romantic getaways, wedding weekends, and guests traveling with their four-legged companions.

Surrounded by hydrangeas, roses and swaying seagrass, Lucky Penny blends classic Cape Cod charm with the thoughtful comforts of a boutique stay. The cheerful studio cottage features vaulted ceilings, local artwork, a queen bed and well-equipped kitchen, air conditioning and a ceiling fan keep things comfortable, while the electric fireplace can be enjoyed with or without heat for year-round ambiance. Smart TV and Wi-Fi are also included.

The experience extends outdoors with plenty of space to relax. Enjoy morning coffee on the sunny front deck, settle into the Adirondack chairs, or unwind on the private fenced paver patio with comfortable seating and outdoor dining. A propane grill with grilling tools and accessories is provided, along with a hot-and-cold outdoor shower—perfect after the beach or a round of tennis.<br /> <br /> Thoughtful extras are part of the Lucky Penny experience. Thoughtfully selected bedding and plush bath towels are provided, along with complimentary shampoo, conditioner and body wash, coffee and tea, basic cooking oils, and spices. An iron, ironing board and clothes steamer make getting ready easy, especially for guests attending one of the Cape’s many weddings. Thoughtful extras are part of the Lucky Penny experience. <br /> <br /> Planning a longer stay? Lucky Penny makes settling in easy. A laundromat is conveniently located nearby that offers pick up and delivery service. Fresh linens and mid-stay cleaning can be arranged for an additional fee by our cleaning team. <br /> <br /> Beach days are easy, too. Beach chairs, an umbrella, cooler, beach towels and a beach blanket are all provided so you can pack a little lighter.<br /> <br /> Bringing a four-legged companion? Pet bowls, a cozy bed/blanket, pet towels, treats, and other helpful extras are provided.<br /> <br /> Tennis lovers will find Locario’s Tennis right here at Pine Grove, just steps down the lane. Lucky Penny guests enjoy complimentary use of Court #4 from noon to dusk. Private lessons and open tennis are also available for an additional fee.<br /> <br /> Lucky Penny is just over a 1/2 mile from Nantucket Sound beaches and just steps from the Harwich Port line, putting beaches, dining and quintessential Cape experiences within easy reach. Everyday conveniences are close by, too—Shaw’s supermarket is less than 1/8 mile away for an easy grocery run, and you can walk or bike to a bagel shop, deli, ice cream shop, pizza, breakfast spot and several restaurants. Downtown Harwich Port, Dennis Port and Chatham are also just minutes away, and the central location makes exploring the rest of Cape Cod easy. The Cape Cod Rail Trail and popular wedding venues, including Wychmere, are nearby. <br /> <br /> Small in scale but thoughtfully appointed, Lucky Penny is all about easy Cape Cod living—morning coffee outside, beach days, a little tennis, sunset grilling and a comfortable place to come home to.<br /> A true little treasure on the Cape. 🍀<br /> Highlights<br /> • Pet-friendly boutique Cape Cod cottage with thoughtful, elevated amenities<br /> • Perfect for solo escapes, couples,<br /> romantic getaways, & summer weeks at the Cape<br /> • Just over 1/2 mile to Nantucket Sound beaches<br /> • Just steps from the Harwich Port line<br /> • Complimentary tennis access noon–dusk 🎾<br /> • Thoughtful pet extras—bowls, bed/blanket, towels, treats & more<br /> • Private fenced paver patio with outdoor dining<br /> • Propane grill, tools & grilling accessories<br /> • Hot & cold outdoor shower<br /> • Sunny front deck + Adirondack lawn seating<br /> • Beach chairs, umbrella, cooler, towels & beach blanket<br /> • Comfortable bedding & plush bath towels included<br /> • Complimentary shampoo, conditioner & body wash<br /> • Complimentary coffee & tea. Keurig, drip coffee maker, espresso pot, and tea kettle. <br /> • Kitchen stocked with basic spices & cooking oils and everything you need to make a quick meal or snack. <br /> • Wedding-ready with iron, ironing board & clothes steamer<br /> • Wi-Fi, Smart TV & laptop stand, and surge protector. <br /> • Portable blue tooth speaker <br /> • Near Cape Cod Rail Trail<br /> • Near Harwich Mariners Cape Cod Baseball League Home field <br /> • Minutes to Harwich Port, Dennis Port & Chatham<br /> • Central Mid- Cape location great for exploring the Cape from Provincetown to Sandwich. <br /> A true little treasure on the Cape. 🍀 ‘Ole Cape Cod Charm read more show less

Location

Location - Harwich

Nearest beach: .70 Earle Rd Beach and 1.1 mi to Pleasant Rd Beach

41.6710379 -70.0962744 0
Photos

Photos

Pricing & Availability

Pricing & Availability

1
Minimum Stay Requirements:
  • Off-season 2026/27
    2 nights
  • Summer 2027
    7 nights
  • Off-season 2027/28
    3 nights
Available
Unavailable
Check-in Only
Check-out Only
Unknown

Calendar Last Updated: September 22, 2026

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  • Price SEPTEMBER 2026
      Sa
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    F
     $2,050        1 2 3 4
     $1,750  5 6 7 8 9 10 11
     $1,650  12 13 14 15 16 17 18
     $1,675  19 20 21 22 23 24 25
     $1,625  26 27 28 29 30    
  • Price OCTOBER 2026
      Sa
    Su
    M
    Tu
    W
    Th
    F
     $1,625            1 2
     $1,600  3 4 5 6 7 8 9
     $1,600  10 11 12 13 14 15 16
     $1,475  17 18 19 20 21 22 23
     $1,475  24 25 26 27 28 29 30
     $1,475  31            
  • Price NOVEMBER 2026
      Sa
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     $1,475    1 2 3 4 5 6
        7 8 9 10 11 12 13
        14 15 16 17 18 19 20
        21 22 23 24 25 26 27
        28 29 30        
  • Price DECEMBER 2026
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    F
              1 2 3 4
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        12 13 14 15 16 17 18
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  • Price JANUARY 2027
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                    1
        2 3 4 5 6 7 8
        9 10 11 12 13 14 15
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        30 31          
  • Price FEBRUARY 2027
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            1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
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        27 28          
  • Price MARCH 2027
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            1 2 3 4 5
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  • Price APRIL 2027
      Sa
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                  1 2
     $1,475  3 4 5 6 7 8 9
     $1,525  10 11 12 13 14 15 16
     $1,600  17 18 19 20 21 22 23
     $1,600  24 25 26 27 28 29 30
  • Price MAY 2027
      Sa
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     $1,700  1 2 3 4 5 6 7
     $1,700  8 9 10 11 12 13 14
     $1,700  15 16 17 18 19 20 21
     $1,875  22 23 24 25 26 27 28
     $1,875  29 30 31        
  • Price JUNE 2027
      Sa
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     $1,875        1 2 3 4
     $1,875  5 6 7 8 9 10 11
     $1,875  12 13 14 15 16 17 18
     $2,050  19 20 21 22 23 24 25
     $2,225  26 27 28 29 30    
  • Price JULY 2027
      Sa
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     $2,225            1 2
     $2,225  3 4 5 6 7 8 9
     $2,225  10 11 12 13 14 15 16
     $2,225  17 18 19 20 21 22 23
     $2,225  24 25 26 27 28 29 30
     $2,225  31            
    Monthly: $9,300
  • Price AUGUST 2027
      Sa
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    F
     $2,225    1 2 3 4 5 6
     $2,225  7 8 9 10 11 12 13
     $2,225  14 15 16 17 18 19 20
     $2,225  21 22 23 24 25 26 27
     $2,050  28 29 30 31      
    Monthly: $9,200
  • Price SEPTEMBER 2027
      Sa
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    F
     $2,050          1 2 3
     $2,050  4 5 6 7 8 9 10
     $1,875  11 12 13 14 15 16 17
     $1,875  18 19 20 21 22 23 24
     $1,700  25 26 27 28 29 30  
  • Price OCTOBER 2027
      Sa
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    F
     $1,700              1
     $1,700  2 3 4 5 6 7 8
     $1,700  9 10 11 12 13 14 15
     $1,525  16 17 18 19 20 21 22
     $1,525  23 24 25 26 27 28 29
     $1,525  30 31          
  • Price NOVEMBER 2027
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     $1,525      1 2 3 4 5
        6 7 8 9 10 11 12
        13 14 15 16 17 18 19
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        27 28 29 30      
  • Price DECEMBER 2027
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  • Price JANUARY 2028
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  • Price FEBRUARY 2028
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  • Price MARCH 2028
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  • Price APRIL 2028
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        29 30          
  • Price MAY 2028
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            1 2 3 4 5
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  • Price JUNE 2028
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Additional availability info: Seasonal Cottage Open April 1st-November 1st.

Payment Methods: Zelle, Venmo (no transaction fees); and personal checks

Fee Breakdown:

INCLUDED IN WEEKLY RATE

Cleaning Fee:

$125.00 Includes Linens, Monthly Cleaning Fee is $250

OPTIONAL FEES

Pet Fee:

$100.00 Per pet. Second pet with prior approval

SECURITY DEPOSIT

Security Deposit:

$250.00 Refundable, $500 Securtiy Deposit for Monthly Rentals

ADDITIONAL PRICING INFO

Additional Pricing Info: ** July & August Monthly Rentals** $250 Cleaning Fee / $500 Security Deposit / Pets Extra, State and local taxes of 14.45% will apply

Amenities

Amenities

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Pets considered Pets considered

  • Internet Internet

  • Linens provided Linens provided

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill

  • Fenced yard Fenced yard

  • TV TV

  • Smart TV Smart TV

  • Cable/satellite TV Cable/satellite TV

  • Tennis Tennis



    Green Amenities

    5
    • LED lighting LED lighting

    • Eco-friendly cleaning supplies Eco-friendly cleaning supplies

    • Recycling Recycling

    • Reusable grocery totes Reusable grocery totes

    • Organic or Chemical-free lawns Organic or Chemical-free lawns

    Reviews

    Guest Reviews

    12 reviews
    Have you stayed here? Write a review
    Hayley S
    (Homeowner Entered)

    Public review • * 5
    This place was great for many reasons! It was fully stocked with anything you could need. The space itself is perfect for a solo trip or couple. Dar was very helpful and responsive. As well as we found the location to be amazing and convenient to much of the Cape as well.
    Highly recommend!

    Date of stay: August 2026
    Justyna W
    Hartford, CT
    (Homeowner Entered)

    Public review • * 5
    Great! Close to many activities and restaurants.

    Date of stay: August 2026
    Pam J
    Marlborough, MA
    (Homeowner Entered)

    Public review • * 5
    We were so impressed when we walked into Dar's cottage. It was exactly how it was described and featured in the photos.
    The outdoor shower was amazing and the toiletries were top notch.
    The cottage is beautifully decorated with a beautiful 'Cape Cod' motif.
    We loved to open space with the front porch and backyard seating area.
    We enjoyed a wonderful week on the Cape.

    Date of stay: August 2026
    Jack G
    Boston, MA
    (Homeowner Entered)

    Public review • * 5
    The Lucky Penny was a beautiful cottage with all the amenities-especially the outdoor shower. It was perfect for a week away on the Cape and close to so many great beaches and restaurants in Harwich and Dennis Port.
    Dar left really clear instructions, provided great recommendations, and was quick to get back to us when had questions. Highly recommend and would love to stay again!

    Date of stay: August 2026
    Alycia C
    Fort Drum, NY
    (Homeowner Entered)

    Public review • * 5
    We loved our stay again this year at the Lucky Penny! The location is perfect for us and we loved the new updates to the space! Everything is always spotless and feels like home. Dar was extremely accommodating and had wonderful communication throughout our trip! We can't wait to be back!

    Date of stay: August 2026
    Michelle M
    Natick, Ma
    (Homeowner Entered)

    Public review • * 5
    We had a wonderful stay at lucky penny!
    Dar was extremely helpful, responsive and provided clear directions for checking in and out. Dar gave numerous local beach and restaurant recommendations. Dar even created a local guide for guests to view online. If you need anything or have any questions Dar is very responsive and helpful.
    Upon our arrival we felt welcomed with some thoughtful treats for us and our dog. The cottage is very clean and has EVERYTHING you would need. The outdoor shower was wonderful and enjoyed sitting out on the private back patio. There's beach chairs and beach umbrella for you to use. I loved the beach decor and how every detail inside the cottage was carefully thought out.
    Beautiful flowers and plants around the cottage with comfortable outdoor seating.
    One of our favorite meals was at Red River Barbecue, unexpected delight!
    Pleasant beach was wonderful. We were very comfortable and happy at Lucky Penny during our 2 night stay.
    show more show less

    Date of stay: August 2026
    Michelle M
    Natick, Ma
    (Homeowner Entered)

    Public review • * 5
    We had a wonderful stay at lucky penny!
    Dar was extremely helpful, responsive and provided clear directions for checking in and out. Dar gave numerous local beach and restaurant recommendations. Dar even created a local guide for guests to view online. If you need anything or have any questions Dar is very responsive and helpful.
    Upon our arrival we felt welcomed with some thoughtful treats for us and our dog. The cottage is very clean and has EVERYTHING you would need. The outdoor shower was wonderful and enjoyed sitting out on the private back patio. There's beach chairs and beach umbrella for you to use. I loved the beach decor and how every detail inside the cottage was carefully thought out.
    Beautiful flowers and plants around the cottage with comfortable outdoor seating.
    One of our favorite meals was at Red River Barbecue, unexpected delight!
    Pleasant beach was wonderful. We were very comfortable and happy at Lucky Penny during our 2 night stay.
    show more show less

    Date of stay: August 2026
    Sara W
    (Homeowner Entered)

    Public review • * 5
    Great place! Convenient location. Small but had everything we could need.
    Outdoor patio and shower was so nice to have after a day on the beach.

    Date of stay: July 2026
    Beth D
    (Homeowner Entered)

    Public review • * 5
    The lucky Penny was a great vacation escape for us! Dar was so helpful and responsive going the extra mile for guests! Cute, cosy, and a great spot to be at the cape!

    Date of stay: July 2026
    Emily W
    (Homeowner Entered)

    Public review • * 5
    The Lucky Penny was even better than anticipated. It was stocked with every kitchen item you could need, complimentary toiletries in case you forgot anything, plenty of towels and beach accessories. The grill was having problems and a brand new grill + grill tools arrived to the Airbnb same day.
    Both Peter and Dar were friendly, helpful and responsive. We cannot wait to go back to the cottage next summer!
    Your public reply
    Thank you so much, Emily! It truly means show more show less

    Date of stay: July 2026
    About

    About Dar Billingham

    Member since:
    4/8/2026
    Reviews:
    12 reviews
    Response Time:
    Within a day
    Response Rate:
    100%
    Born and raised on Cape Cod, I'm a proud native Cape Codder who always dreamed of having my own little piece of the Cape to escape to and share with others. Lucky Penny Cottage is especially meaningful to me because this area is near and dear to my heart — my grandparents lived in Harwich just down the road, so many of my favorite childhood memories were made here.
    Although my husband and I now reside in New Jersey, Cape Cod will always feel like home. Together, we have owned and managed beach rental properties for more than 20 years, and creating memorable guest experiences is something we truly enjoy. We recently purchased Lucky Penny Cottage and look forward to helping guests create relaxing vacations and fond memories of their own.
    We love traveling, discovering great local food, spending time with family and friends, and exploring with our two dogs, who are always part of the adventure. Our goal is to make every stay feel comfortable, welcoming, and full of the charm and nostalgia that make Cape Cod so special.

    What is special about this property?
    Lucky Penny's greatest assets are its classic Cape Cod charm, relaxing outdoor spaces, and warm, welcoming atmosphere that instantly makes you feel at home. One of the things we love most is the authentic Cape experience the property offers — from the classic outdoor shower after a beach day to the enclosed patio that's perfect for relaxing evenings and the sunny front deck where you can enjoy your morning coffee or unwind after a day exploring the Cape.
    The property is surrounded by beautiful beach roses, hydrangeas, and beach grasses that create the peaceful coastal feel we love so much about Cape Cod. Located just under a mile from the ocean, Lucky Penny offers the perfect balance of being close to the beach while still feeling like a quiet and relaxing escape.
    Whether gathering with family and friends, grilling outside, or heading out for an adventure with your pup, Lucky Penny Cottage was designed to be a comfortable place to slow down, relax, and create lasting Cape Cod memories.

    What is special about your town?
    What makes Lucky Penny's location so special is that although we have a Route 28 address, the cottage is tucked away on a private lane in a quiet enclave of just nine cottages nestled in a peaceful pine grove. It offers the perfect balance of convenience and privacy — close to everything, yet serene and relaxing once you arrive.
    Harwich is one of the Cape's most charming and centrally located towns, making it an ideal home base for exploring all of Cape Cod. With beautiful Nantucket Sound beaches nearby, guests can easily spend their days enjoying the ocean, biking the Cape Cod Rail Trail, boating, fishing, kayaking, or exploring scenic conservation areas and walking trails.
    Downtown Harwich Port is one of our favorite spots, filled with great restaurants, local shops, ice cream stands, coffee spots, and lively summer events. Known as one of the top-rated beach towns in the USA, Harwich has the classic Cape Cod charm visitors are looking for while still feeling relaxed and authentic.
    Being Mid-Cape also makes day trips easy and convenient. Guests can quickly explore nearby towns like Chatham, Orleans, Dennis, and Provincetown without spending hours in the car. Another unique feature of Harwich is the local ferry service to Nantucket, offering an easy and memorable day trip right from town.
    Whether you're looking for beach days, outdoor adventures, shopping, dining, or simply relaxing in a classic Cape Cod setting, Harwich truly offers something for everyone.

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