Headwinds. Reviews, Deals & Photos 2025

Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 4

Popular amenities

Hot tub

Washer

Parking available

Barbecue grill

Outdoor space

Kitchen

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Headwinds.

Enjoy premium views of Pemaquid Point at Headwinds in New Harbor, Maine, featuring spectacular sunsets over deep water views across John’s Bay! Soak in the hot tub & enjoy the custom steam shower for 2. Start up the grill or chef up the fully equipped kitchen, enjoy the fireplace while you dine, & wake up to the salt of the sea. Lobsters in fridge available on request.

20 minutes from Damariscotta, Headwinds is accessible to restaurants, a hometown grocer, an ice cream stand, art galleries, Pemaquid Beach & Lighthouse, plus many hiking trails and land preserves.

Property manager

Lauren Jackson

Property amenities

Beach

Beach loungers

Pool/Spa

Sauna
Spa tub

Internet

Available in the house: WiFi

Parking and transportation

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Kitchenette
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided

Bathroom

2.5 bathrooms
Bathtub or shower
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Fireplace
Living room
Separate dining area

Entertainment

Books
Smart TV

Outdoor areas

Barbecue grill
Firepit
Garden
Outdoor furniture
Patio

Laundry

Washing machine

Work spaces

Desk
Desk chair
Printer

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Area rugs in public areas
Gravel flooring in public areas
Hardwood flooring in public areas
No elevator
Single level property
Stair-free path to entrance
Visual alarms in hallways
Wheelchair-accessible path of travel
Smoke-free property

Services and conveniences

Housekeeping (on request)

Things to do

Farming classes

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

At least 80% of food locally-sourced
At least 80% organic food
Comprehensive recycling policy
Eco-friendly cleaning products used
Farming classes
Garden
Housekeeping (on request)
Local artist showcase
Locally-owned and organized tours and activities
Property does not allow children
Reusable coffee/tea filters
Vegetarian dining options

Similar properties

2 bedrooms, desk, iron/ironing board, free WiFi

Ocean view

Kitchen

Washer

Dryer

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

This property does not allow children

Important information

You need to know

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

Onsite parties or group events are strictly prohibited

This property uses eco-friendly cleaning products

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

This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have elevators

About the area

Bristol, ME

What's nearby

Pemaquid Point Lighthouse Park - 12 min walk - 1.1 km
Boothbay Region Historical Society Museum - 52 min drive - 47.9 km
Opera House at Boothbay Harbor - 52 min drive - 48.2 km
Coastal Maine Botanical Gardens - 52 min drive - 47.8 km
Boothbay Harbor Marina - 52 min drive - 48.5 km

Getting around

Wiscasset, ME (ISS) - 43 min drive

Restaurants

‪Boothbay Lobster Wharf - ‬53 min drive
‪East Boothbay General Store - ‬55 min drive
‪Coveside Bar & Grill - ‬28 min drive
‪McSeagull’s Restaurant - ‬52 min drive
‪Footbridge Brewery - ‬52 min drive

Frequently asked questions

Is Headwinds. pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Headwinds.?

Check-in begins at 4:00 PM.

What time is check-out at Headwinds.?

Check-out is at 10:00 AM.

Where is Headwinds. located?

Located in Pemaquid Point, this vacation home is 0.6 mi (1 km) from Pemaquid Point Lighthouse Park and 2.9 mi (4.6 km) from Pemaquid Craft Co-op. Colonial Pemaquid State Historic Site and Rachel Carson Salt Pond Preserve are also within 6 mi (10 km).