Welcome to the Pineapple House — A Historic Harwich Port Gem!
Step into timeless charm at this beautifully restored 1815 home, where antique character meets modern comfort. With three spacious bedrooms, three and a half baths, and accommodations for up to six guests, this Grand Lady offers the perfect coastal retreat. From the rich wide-plank hardwood floors to central A/C and a pet-friendly policy, every detail has been thoughtfully designed for relaxation. Enjoy the convenience of a fully equipped kitchen, elegant dining space, and multiple cozy seating areas throughout the home. You'll also love the added comfort of included linens and towels, plus the ease of keyless entry.
Outdoor Fun Awaits
Step outside to enjoy Cape Cod's sunshine on the inviting deck with a grill and outdoor dining area—ideal for summer evenings. The fenced-in yard is perfect for your pup or just lounging after a beach day. Just a short stroll away is your semi-private beach access at Pilgrim Street.
Explore the Best of Harwich Port & Beyond
Located in the heart of downtown Harwich Port, the Pineapple House is steps away from fantastic dining, charming shops, and coastal adventures. Walk to local favorites like The Port Restaurant, Ember Pizza, and Sundae School Ice Cream. Bank Street Beach is just a two-block stroll via the path out back. Hop on a bike at nearby Oak Street to access the Cape Cod Rail Trail, or take a short 6.3-mile drive into Chatham for theaters, live music, shopping, and seal tours. You'll also find the Freedom Ferry to Nantucket and a variety of galleries, bakeries, and more within walking distance.
House Rules & Additional Info
Pet-Friendly: One dog allowed for $25 per night. A pet registration form must be completed upon reservation confirmation.
Please note that all fireplaces are decorative only and not operational.
Smoking of any kind, including e-cigarettes, is strictly prohibited both inside and outside of the home
Parking: A maximum of 3 vehicles is allowed on the property.
Guests must be 25 years or older to book, unless accompanied by a parent or legal guardian. Valid ID may be requested.
Linens Included: Bed sheets, bath towels, dish towels, beach towels, and bath mats are provided for your stay.
4pm Check-In, 10am Check-Out
Payments: For reservations made more than 60 days in advance, a 50% deposit is required at booking. The remaining balance is automatically charged 60 days prior to arrival. Accepted payment methods include Visa, Mastercard, and American Express.
Cancellation Policy: All reservations are non-refundable. We strongly recommend purchasing trip cancellation insurance. Ask our guest specialist for details.
Booking Direct: Booking directly with New England Vacation Rentals guarantees the best rates, accurate calendars, and personalized service.
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.
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.