Welcome to The Pineapple House!
Welcome to The Pineapple House!
Enjoy evenings around the Fire Table
Fully equipped kitchen with seating for 4
The Pineapple House side deck with ample comfortable seating for relaxing after a long day on Cape Cod
Dining Room with original non-working fireplace.
Enjoy exclusive, complementary tickets to exciting local attractions through our partnership with Xplorie!
Large center Island with seating for 4, entrance to the dining room.
Chefs kitchen with center Island with stainless sink, 6 burner gas range and oven, microwave, open to living area
Living room with ample seating opens into the chefs kitchen with island with seating for 4.
Living room with comfy chaise lounge style couch and 2 end chairs, large flat screen tv and original non-working fireplace
Bedroom #1 King bed with en-suite bathroom.
Bedroom #1 King bed with fireplace.
Bedroom #1 King bed with en-suite bathroom.
En suite bathroom for bedroom #1 with stackable washer/ dryer.
En suite bathroom for bedroom #1 with stackable washer/ dryer.
Open concept kitchen - sitting area with large center island with seating for 4.
Sitting area with mini bar and 1/2 bath and original non-working fireplace is just off the kitchen.
Dining Room with original non-working fireplace.
Dining Room with seating for 6.
1/2 Bath just off sitting area.
Front entry way to home.
Stairs to upper level with quiet reading nook at the top of the stairs with comfy chaise lounge.
Bedroom #2 with 2 double beds and raised window seat, 2 bean bag chairs and skylight, with built-in cabinet and shelves.
Bedroom #2 en-suite bathroom, 2 double beds, bean bag chair.
En-suite bath to bedroom #2 has vanity and large step shower with skylight and built in cabinets
En-suite bath to bedroom #2 has vanity and large step shower with skylight and built in cabinets
Bedroom #3 Queen bed with built in floor to ceiling closet and en-suite bathroom.
Bedroom #3 Queen bed with built in floor to ceiling closet and en-suite bathroom.
En-suite bath for bedroom #3 with large tiled walk in shower, vanity, skylight and build in cabinets.
En-suite bath for bedroom #3 with large tiled walk in shower, vanity, skylight and build in cabinets.
Evening view of property.
The Pineapple House driveway and fenced in front yard.
Fenced in front yard.
Fenced in front yard.
Enjoy evenings around the Fire Table
Enjoy evenings around the Fire Table
Enjoy evenings around the Fire Table
Aerial view of the property.
Aerial view of the property.
Aerial view of the property.
Aerial view of the property.
Aerial view of the property.
1st Floor
2nd Floor
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530 Route 28 Harwich Port - The Pineapple House

  • 3 Bdrms |
  • 3.5 Baths |
  • 6 Guests
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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.
Location Type
Walk to beach (.5 or less)
Ocean Nearby
Beach Nearby
Lake/Pond Nearby
Walk to town (.5 or less)
In Town Location
Bike Trail Nearby
Golf Nearby
Safety Features
Carbon Monoxide Detector
Smoke Detector
Cleanliness
Enhanced Cleaning Practices
Cleaning Disinfection
Self Check In / Check Out
High-touch surfaces cleaned with disinfectant
Changeover/Arrival Day
Arrival Day Friday
24Hr Check-In
Property Details
Keyless Entry
Central Air Conditioning
Heat (for off season)
Linens Included
King Size Bed
Main Floor Primary Bedroom
Deck
Porch
Outdoor Furniture
Yard
Fully Fenced Yard
Leisure / Entertainment / Activities
TV(s)
Gas Grill
Kitchen & Other Home Amenities
Fully Equipped Kitchen
Gourmet Kitchen
Regular Coffee Maker
Washer/Dryer
Dishwasher
Microwave
Toaster
Dishware/Cookware/Silverware
Blender
Lobster Pot
Suitability
Children Welcome
Pets Considered
Smoking Not Allowed
Minimum Age Limit
Free Parking
Hot Water
Private Living Room
Connectivity
Cable/Streaming/Satellite
Free Wireless Internet
Custom Vacation Rental Suitability
No Smoking
Dog Friendly
Max Parking - 3 Cars
Entertainment
Television
Satellite or Cable
Laptop Friendly
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
Amenities
Internet
Free Wifi
Air Conditioning
Heating
Washer
Dryer
Parking
Living Room
Hair Dryer
Iron Board
Hangers
Linens provided
Towels provided
Private Entrance
Smartlock
Keypad
Bed Linens
Extra Pillows And Blankets
Outdoor
Grill
Deck Patio Uncovered
Private yard
Garden Or Backyard
Beach Essentials
Accommodations
House Cleaning Included
Other Services Concierge
Other Services Private Chef
Other Services Massage
Sports and Adventure
Cycling
Deepsea Fishing
Fishing
Fishing Fly
Fishing Freshwater
Golf
Golf Optional
Hiking
Ice Skating
Jet Skiing
Pier Fishing
Roller Blading
Sailing
Scuba or Snorkeling
Fishing Bay
Fishing Surf
Surfing
Swimming
Tennis
Skiing Water
Tubing Water
Wind Surfing
Kayaking
Watersports nearby
Snorkeling / Diving
Themes
Family
Romantic
Historic
Car
Necessary
Recommended
Location Types
Beach
Downtown
Near Ocean
Town
Village
Attractions
Autumn Foliage
Bay
Coin Laundry
Marina
Museums
Playground
Water Parks
Winery Tours
Health Beauty Spa
Leisure
Antiquing
Bird Watching
Eco Tourism
Horseback Riding
Outlet Shopping
Paddle Boating
Whale Watching
Bowling
Boating
Miniature Golf
Shopping
Water Sports
Wildlife Viewing
Horse riding nearby
Local Features
ATM Bank
Babysitting
Fitness Center
Groceries
Hospital
Laundromat
Family Friendly Amenities
Bathtub
Babysitter Recommendations
  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available
Reviews

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Room Details
Room Beds Baths TVs
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  • {[bd]}
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  • {[bd]}
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Description

Description

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.
Virtual Tour

Virtual Tour

Amenities

Amenities

Location Type
Walk to beach (.5 or less)
Ocean Nearby
Beach Nearby
Lake/Pond Nearby
Walk to town (.5 or less)
In Town Location
Bike Trail Nearby
Golf Nearby
Safety Features
Carbon Monoxide Detector
Smoke Detector
Cleanliness
Enhanced Cleaning Practices
Cleaning Disinfection
Self Check In / Check Out
High-touch surfaces cleaned with disinfectant
Changeover/Arrival Day
Arrival Day Friday
24Hr Check-In
Property Details
Keyless Entry
Central Air Conditioning
Heat (for off season)
Linens Included
King Size Bed
Main Floor Primary Bedroom
Deck
Porch
Outdoor Furniture
Yard
Fully Fenced Yard
Leisure / Entertainment / Activities
TV(s)
Gas Grill
Kitchen & Other Home Amenities
Fully Equipped Kitchen
Gourmet Kitchen
Regular Coffee Maker
Washer/Dryer
Dishwasher
Microwave
Toaster
Dishware/Cookware/Silverware
Blender
Lobster Pot
Suitability
Children Welcome
Pets Considered
Smoking Not Allowed
Minimum Age Limit
Free Parking
Hot Water
Private Living Room
Connectivity
Cable/Streaming/Satellite
Free Wireless Internet
Custom Vacation Rental Suitability
No Smoking
Dog Friendly
Max Parking - 3 Cars
Entertainment
Television
Satellite or Cable
Laptop Friendly
Kitchen and Dining
Kitchen
Dining Area
Refrigerator
Coffee Maker
Microwave
Dishwasher
Dishes Utensils
Stove
Toaster
Oven
Amenities
Internet
Free Wifi
Air Conditioning
Heating
Washer
Dryer
Parking
Living Room
Hair Dryer
Iron Board
Hangers
Linens provided
Towels provided
Private Entrance
Smartlock
Keypad
Bed Linens
Extra Pillows And Blankets
Outdoor
Grill
Deck Patio Uncovered
Private yard
Garden Or Backyard
Beach Essentials
Accommodations
House Cleaning Included
Other Services Concierge
Other Services Private Chef
Other Services Massage
Sports and Adventure
Cycling
Deepsea Fishing
Fishing
Fishing Fly
Fishing Freshwater
Golf
Golf Optional
Hiking
Ice Skating
Jet Skiing
Pier Fishing
Roller Blading
Sailing
Scuba or Snorkeling
Fishing Bay
Fishing Surf
Surfing
Swimming
Tennis
Skiing Water
Tubing Water
Wind Surfing
Kayaking
Watersports nearby
Snorkeling / Diving
Themes
Family
Romantic
Historic
Car
Necessary
Recommended
Location Types
Beach
Downtown
Near Ocean
Town
Village
Attractions
Autumn Foliage
Bay
Coin Laundry
Marina
Museums
Playground
Water Parks
Winery Tours
Health Beauty Spa
Leisure
Antiquing
Bird Watching
Eco Tourism
Horseback Riding
Outlet Shopping
Paddle Boating
Whale Watching
Bowling
Boating
Miniature Golf
Shopping
Water Sports
Wildlife Viewing
Horse riding nearby
Local Features
ATM Bank
Babysitting
Fitness Center
Groceries
Hospital
Laundromat
Family Friendly Amenities
Bathtub
Babysitter Recommendations
Availability

Availability

  • Checkin Available
  • Checkout Available
  • Not Available
  • Available
  • Checkin Available
  • Checkout Available
  • Not Available
- available
- not available
Available Check-In Day Restriction Check-In Check-Out Unavailable
Rooms Details

Room Details

King Bed - Main Level

Beds
King
Baths
Comments
En-suite full bathroom shower only

2 Double Beds - 2nd Floor

Beds
Double (2)
Baths
Comments
En suite full bathroom with step up shower

Queen Bed - 2nd Floor

Beds
Queen
Baths
Comments
En suite bath with large shower
Reviews

Reviews

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3 Bdrms 3.5 BATHS 6 GUESTS

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