Entire home

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

Choose dates to view prices

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

Step up to the deck and enjoy the serene surroundings.
Enjoy cooking and dining in this well-equipped kitchen with a large island, seating area, and modern appliances.
Enjoy a serene retreat with a sliding glass door leading to a deck overlooking a tranquil body of water.
Enjoy an outdoor space with a sliding glass door leading to a deck featuring a table and chairs.
Enjoy serene lakeside views surrounded by lush greenery and a sandy beach.

Entire home

3 bedrooms2 bathroomsSleeps 61712 sq ft

Popular amenities

  • Dryer
  • Washer
  • Barbecue grill
  • Kitchen
  • Parking available
  • Outdoor Space

Explore the area

Map
Harpswell, Maine
  • Bailey Island Bridge
    ‪18 min drive‬
  • Bowdoin College
    ‪22 min drive‬
  • LL Bean Flagship Store
    ‪37 min drive‬
  • Portland, ME (PWM-Portland Intl. Jetport)
    ‪65 min drive‬

Room options

About the neighborhood

Harpswell

This vacation home places you next to Casco Bay and within a 10-minute drive of Lower Goose Island. The vacation home includes a kitchen, a balcony, and a refrigerator.

What's nearby

  • Casco Bay - 1 min walk - 0.0 miles
  • Bailey Island Bridge - 18 min drive - 9.1 miles
  • Maine Street - 21 min drive - 9.4 miles
  • Bowdoin College - 22 min drive - 9.8 miles
  • LL Bean Flagship Store - 37 min drive - 21.4 miles

Getting around

  • Brunswick Station - 15 min drive
  • Wiscasset, ME (ISS) - 35 min drive

Restaurants

  • ‪Wild Oats Bakery & Cafe Brunswick Landing - ‬15 min drive
  • ‪Sam's Italian Sandwich Shoppes - ‬20 min drive
  • ‪Gurnet Trading Co. - ‬19 min drive
  • ‪Cook's Lobster House - ‬21 min drive
  • ‪Gifford's Ice Cream Stand - ‬16 min drive

About this property

Entire place

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

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

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
The vacation home is heated and features a kitchen, 2 bathrooms, and a balcony, and there's space to spread out with 3 bedrooms. Guests can enjoy a TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

MaineStay Vacations

Languages

English

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near an outlet shopping mall
  • Near the ocean
  • On the waterfront

Things to do

  • Golf
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,712 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

  • This property doesn't allow pets

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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Property is also known as

2769-214543

Frequently asked questions

What is there to do close to this vacation home?

This vacation home is located in Harpswell, just steps from Casco Bay. You'll also find Lower Goose Island and Mitchell Field within a short drive.

Is parking available on site at this vacation home?

Yes, there is a garage.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Windward - Enjoy privacy, comfortable living spaces, and easy water access?

At this waterfront vacation home, amenities that appeal to couples include a kitchen, kitchens in some accommodations, as well as a garden.

Does Windward - Enjoy privacy, comfortable living spaces, and easy water access have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

No, pets aren't allowed at this vacation home.

Are there connecting rooms at this vacation home?

No, there aren't connecting rooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Wiscasset, ME (ISS), which is 22 mi away (35 minutes by car). Another top airport is Portland Intl. Jetport Airport (PWM), which is around 21 mi away.

Are there rooms with balconies at Windward - Enjoy privacy, comfortable living spaces, and easy water access?

Yes, every accommodation at Windward - Enjoy privacy, comfortable living spaces, and easy water access comes with a balcony with some featuring water views.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 17 out of 20 reviews
Rating 8 - Good. 2 out of 20 reviews
Rating 6 - Okay. 1 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

9.8/10

Cleanliness

Reviews

6/10 Okay

Craig C.

Liked: Cleanliness

Winward

Older home. Not necessarily well appointed
Stayed 5 nights in Sep 2024

8/10 Good

Monica G.

Liked: Cleanliness

So Beautiful!

It is a beautiful spot to stay. The house is right on the water and it is very pretty. The house was very clean, there were most things that we needed there. There could’ve been a few extra utensils for cooking such as spatulas etc. Coffee was plentiful, which was a plus:) The towels were nice and fluffy. We loved staying at Windward and would stay again!
Stayed 6 nights in Sep 2024

10/10 Excellent

Nina E.

Liked: Cleanliness

Loved watching the birds on the water.

Very nice place. Everyone had a good time. Enjoyed the Dolphin Restaurant and exploring the whole area.
Stayed 3 nights in Jun 2024

10/10 Excellent

Eric R.

Liked: Cleanliness

Quiet seclusion

Loved the location. We happened to be there just after the shooter incident and found Brunswick ‘shut down’. We still made the most of our getaway having brought large amounts of our own food to enjoy. The property owners emailed and texted me offering us the opportunity to cancel given the situation and had great communication throughout. The ladies in our group did feel a bit uncomfortable in that the none of large glass sliding doors had curtains that could be closed making them feel a bit exposed at night like living in a fish bowl. We also came prepared to walk on the rocky ‘private’ beach. Nope. It’s a mud flat with deep mud and no access. Having said that, we really enjoyed watching the huge tidal movement each day and marveled at the change in the water view. Sunrises were spectacular and we blew up our cell phones with pics.
Stayed 3 nights in Oct 2023

10/10 Excellent

Lia T., Dallas, TX

Liked: Cleanliness

Beautiful Maine home

A perfect little getaway! Great views of the bays - driving distance to Bath and beyond. Hosts were great about connecting with us.
Stayed 3 nights in Jun 2023

8/10 Good

Stacey V., Woodbury, CT

Liked: Cleanliness

Lovely short trip to Harpswell

We had a really lovely stay at this property. The communication with the property managers was great and the view was even. Enter than expected. We really enjoyed the little beach and rocky shoreline and had a great time watching the sun come up each morning. The neighborhood was quiet but felt close to lots of our favorite spots in Harpswell and Brunswick.
Stayed 5 nights in Jun 2023

10/10 Excellent

Karin B.

Liked: Cleanliness

Private with wonderful views

Fabulous property...beautiful views, very private yet short drive to shopping and hiking. Home was well equiped with everything needed for a very easy, enjoyable stay.
Stayed 7 nights in Oct 2022

10/10 Excellent

Hector M.

Liked: Cleanliness

Very nice place with a lovely view of Maine nature.

We had a very pleasant and peaceful stay at the house. Clean, well organized, with a very spacious kitchen, dining, and living room. The outside porch and grill space were also really just wonderful.
Stayed 3 nights in Sep 2022

10/10 Excellent

Kit B.

Liked: Cleanliness

Amazing spot!

Our family had the best week at Windward! The house had everything you needed and the view and waterfront access was a highlight! Would definitely come back!
Stayed 7 nights in Jul 2022

10/10 Excellent

Riley M.

Liked: Cleanliness

Lovely House in Harpswell

This property is exactly as advertised. We couldn't have been happier with everything and would recommend this property to anyone. Just beautiful!!
Stayed 3 nights in May 2022

10/10 Excellent

Nini T.

Liked: Cleanliness

Do not hesitate to book this lovely property!

The house itself is beautiful, spacious, and clean. The floor to ceiling windows provide a stunning view of the water and the shore which are just steps away. The kitchen is thoughtfully stocked with many convenient essentials. My two kids, who are 4 and 6 years old, had a great time here!
Stayed 3 nights in Apr 2022