Windward - Enjoy privacy, comfortable living spaces, and easy water access

Top rated by guests
Outdoor dining
Living area
Private kitchen
Private kitchen
Interior
review stars
9.6Outstanding
(26 Ratings)
"A great place to spend time with family! Coincidentally, two family members stayed in this house a few years ago. They noticed some updates and were impressed. "
Vicki R.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(26 Ratings)

House in Harpswell, ME

6 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Resting on the gentle shores of Harpswell Sound, Windward offers three bedrooms, two bathrooms, wonderful natural light, open living spaces, stunning ocean views from almost every room, plentiful outdoor space, great water access, and a private pocket beach for the whole family to enjoy. 

Inside you'll find an open concept kitchen, living, and dining, bringing the ocean in with sliding glass doors that open to a deck, patio, and spacious lawn overlooking the water. On the first floor, there is a spacious ocean view bedroom with a queen size bed and a sliding glass door that opens to a deck, the perfect place to enjoy your morning coffee or tea. There is also a full bathroom with a shower/tub just outside the door. Upstairs, you'll find a bedroom with two twins, a full bathroom with a large walk-in shower, and the master bedroom with a queen bed, stunning ocean views, and a balcony. Guests will enjoy all new furniture, mattresses, and bedding throughout the house.

Windward is located in the private neighborhood of High Head, offering a wonderful paved road, great for walking and biking. You'll love being just a few minutes from the hiking trails, stores, and restaurants Harpswell has to offer, while being just 10 minutes from Brunswick's lively Maine Street, offering a great variety of restaurants, shops, and pubs, as well as access to RT 1 and I-295 for day trips to Freeport, Portland, Bath, Boothbay Harbor and more.

Come enjoy the beauty of Harpswell at this lovely seaside home and make memories to last a lifetime!

Sorry, Windward does not allow pets.

Bed types/descriptions:
First Floor:
Bedroom with a Queen Bed, Ocean Views, and Private Access to the First Level Deck
Second Floor:
Bedroom with Two Twins
Master Bedroom with a Queen Bed, Ocean Views, and a Private Balcony

Bathroom setup/description:
First Floor- Full Bathroom with Shower/Tub Combo
Second Floor- Full Bath with Large Glass Walk-In Shower

Air Conditioning: No, fans are available
Beach/Water Access: Direct, on property via private stairs, sandy/pebbly shoreline
Beach Towels: Not included
Departure Cleaning: Included
Cable TV: Yes in Living Room
Closest Shopping Village: Brunswick, 15min away
Coffee Maker: Yes, regular drip coffeemaker
Dishwasher: Yes
Grill: Gas Grill available, Propane provided
Heat Source: Hot Water Baseboard Furnace
Internet Access: Yes, Xfinity Cable Internet and WiFi
Linens & Bath Towels: Included, beds are made prior to guest arrival and towels remain in their sanitized packaging, placed on each bed
Lobster Pot: Yes
Outdoor Firepit: No
Parking: 2 cars
Stairs to Water: Yes
Trash Removal: Included, picked up weekly (for multi-week stays) or upon departure
TV: Smart TV in Living Room
Usable Fireplaces: No
Washer & Dryer: Yes
Water Frontage: Direct water frontage
Water Source: Well water with filtration/softener system, bottled drinking water recommended

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Harpswell, ME


Ratings and reviews

9.6 / 10
Outstanding(26 Ratings)
10 / 10Outstanding·Oct 2025
A great place to spend time with family! Coincidentally, two family members stayed in this house a few years ago. They noticed some updates and were impressed.
10 / 10Outstanding·Oct 2025
Beautiful quiet Maine getaway! Everything we could have wanted in the kitchen and throughout the house. The location is incredible, gorgeous views for the morning sunrise. My husband and I stayed with our parents and our 9 month old. Plenty of space, we were able to run some laundry, give my son a bath, and we all slept well. Close to restaurants, hiking, and we took a ride to Freeport and Brunswick. Highly recommend and would stay again!
10 / 10Outstanding·Sep 2025
Truly lovely house in a fabulous location. We have been coming to Harpswell 2-4 times a year for a decade and this is by far the best place we have stayed. Roomy, beautifully decorated, private, and great views. Kitchen had everything needed to cook at home. Will be back!
6 / 10Average·Oct 2024
Older home. Not necessarily well appointed

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at Windward - Enjoy privacy, comfortable living spaces, and easy water access. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Windward - Enjoy privacy, comfortable living spaces, and easy water access pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Windward - Enjoy privacy, comfortable living spaces, and easy water access?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.


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