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
Strutture simili
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Harpswell
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches
Questa casa vacanze si trova a Harpswell e vanta una posizione strategica sul litorale. Ash Cove Pottery e Orion Performing Arts Center sono due delle principali attrazioni della zona. Per un po' di sano shopping, invece, è d'obbligo una tappa a LL Bean Flagship Store e Maine Street . Anche Land's End Gift Shop e Chocolate Church Arts Center meritano una visita. Se sei un tipo dinamico qui non ti annoierai di certo con attività e servizi che includono birdwatching, golf e pesca. Vai alla guida turistica di Harpswell
Stazione di Brunswick-Maine Street - 17 min. in auto
Wiscasset, ME (ISS) - 34 min. in auto
Ristoranti
Wild Oats
17 min in auto
Ledges Pub at Sebasco
46 min in auto
Anna's Water's Edge Restaurant
48 min in auto
Cook's Lobster & Ale House
18 min in auto
Sam's Italian Sandwich Shoppes
17 min in auto
Domande frequenti
Gli animali sono accettati presso Windward - Enjoy privacy, comfortable living spaces, and easy water access?
No, questa struttura non accetta animali domestici.
Quanto costa il parcheggio presso Windward - Enjoy privacy, comfortable living spaces, and easy water access?
Presso la struttura è disponibile un parcheggio in loco.
A che ora si deve eseguire il check-in presso Windward - Enjoy privacy, comfortable living spaces, and easy water access?
Orario di inizio del check-in: 16:00.
A che ora si deve eseguire il check-out presso Windward - Enjoy privacy, comfortable living spaces, and easy water access?
Orario del check-out: 10:00.
Dove si trova Windward - Enjoy privacy, comfortable living spaces, and easy water access?
Con una buona posizione a breve distanza dalla riva, casa vacanze si trova a pochi passi da Casco Bay, e a meno di 10 km da Mitchell Field e Brunswick Town Commons. Ash Cove Pottery e Maine Street si trovano a meno di 15 km di distanza.
Recensioni
Recensioni su Windward - Enjoy privacy, comfortable living spaces, and easy water access
9,8
Eccezionale
Tutte le recensioni mostrate sono state scritte da ospiti che hanno effettivamente soggiornato nella struttura. Solo i viaggiatori che hanno prenotato un soggiorno con noi possono inviare una recensione. Verifichiamo le recensioni seguendo le nostre linee guida e le pubblichiamo tutte, positive e negative.Maggiori informazioniApertura in un’altra finestra
9,8
Pulizia
9,8
Posizione
Valutazione di 10 - Eccellente. 25 su 28 recensioni
10 - Eccellente
25
Valutazione di 8 - Buono. 2 su 28 recensioni
8 - Buono
2
Valutazione di 6 - Soddisfacente. 1 su 28 recensioni
6 - Soddisfacente
1
Valutazione di 4 - Scarso. 0 su 28 recensioni
4 - Scarso
0
Valutazione di 2 - Terribile. 0 su 28 recensioni
2 - Terribile
0
Recensioni
Recensione verificata
10/10 Eccellente
Douglas W.
27 giu 2026
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
A very nice private space with beautiful views of the water, large deck & patio with multiple seating options, open living / dining area, good kitchen. We would happily stay again.
Soggiorno di 3 notti a giugno 2026
Recensione verificata
10/10 Eccellente
Nina E.
20 giu 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Loved watching the birds on the water.
Very nice place. Everyone had a good time. Enjoyed the Dolphin Restaurant and exploring the whole area.
Soggiorno di 3 notti a giugno 2024
Recensione verificata
10/10 Eccellente
Karin B.
17 ott 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 7 notti a ottobre 2022
Recensione verificata
10/10 Eccellente
Lia T.
20 giu 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 3 notti a giugno 2023
Recensione verificata
10/10 Eccellente
Vicki R.
20 ott 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 3 notti a ottobre 2025
Recensione verificata
10/10 Eccellente
Hector M.
21 set 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 3 notti a settembre 2022
Recensione verificata
10/10 Eccellente
Kit B.
2 ago 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 7 notti a luglio 2022
Recensione verificata
10/10 Eccellente
Chris B.
13 set 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 7 notti a settembre 2025
Recensione verificata
10/10 Eccellente
Jenna L.
9 ott 2025
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 4 notti a settembre 2025
Recensione verificata
8/10 Buono
Monica G.
21 set 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!
Soggiorno di 6 notti a settembre 2024
Recensione verificata
8/10 Buono
Stacey V.
17 giu 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 5 notti a giugno 2023
Recensione verificata
6/10 Soddisfacente
Craig C.
6 ott 2024
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
Winward
Older home. Not necessarily well appointed
Soggiorno di 5 notti a settembre 2024
Da un sito partner
10/10 Eccellente
pam b.
18 lug 2023
Wonderful!
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
My husband and I were looking for a spot to spend some relaxing time hanging with our two adult children. Windward was just perfect! There was plenty of space, gorgeous views and a lot of quiet seclusion! The whole area was breathtaking. We found fabulous restaurants in Brunswick, Harpswell and Bailey’s Island, with outstanding food. The house was very clean and had everything we needed and more. Breakfast out on the deck with that view and listening to the birds was heavenly. MaineStay Vacation was a great company to work with. I’m sure we’ll be back!
Recensione verificata
10/10 Eccellente
Eric R.
30 ott 2023
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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.
Soggiorno di 3 notti a ottobre 2023
Da un sito partner
10/10 Eccellente
29 set 2024
Wonderful August Week at Windward
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
We had 4-5 days of beautiful warm days, then one impressive thunderstorm! We brought our own kayaks and spent most days paddling right from the bottom of the stairs. The house was well-equipped and the bountiful outside comfortable chairs are a great place to relax after paddling or sight-seeing down the rest of the peninsula. We caught "Beautiful" the Carole King musical at the Maine State theater. Very enjoyable spot. There were just two of us, the house could easily accommodate at least 6. We hope to return!
Soggiorno di 7 notti ad agosto 2024
Da un sito partner
10/10 Eccellente
Ward F.
8 set 2024
Last week in August
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Lovely indoor and outdoor space, well maintained and comfortable. Kitchen well equipped, beds comfortable, linen service was well worth it. Location requires a car to get around the otherwise residential neighborhood, but lots of local hiking trails and lobster purveyors nearby. The water view is filtered. The single discrepancy with the listing is that the "private pocket beach" is only a few feet wide at high tide, and at low tide is a large mud flat. However the grandkids spent hours collecting things, so it served well. The management responded immediately when the hot water system failed, and fixed it the same evening, a complex repair that needed a professional.
Soggiorno di 5 notti ad agosto 2024
Da un sito partner
10/10 Eccellente
Susan M.
31 lug 2024
Lovely quiet location with a beautiful water view from each room
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Perfect for our daughter and her family on top floor and us grandparents on the first floor. Clean and spacious. We went for an endless walk on the quiet road each morning, kayaked on the water and ate outdoors each night on the picnic table without being bothered by bugs in Maine. Will certainly come here again!!
Da un sito partner
10/10 Eccellente
A guest from Newburyport, MA
22 lug 2024
Great getaway near Casco Bay
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great open, airy home on the bank of Harpswell Sound, with great views. House was available earlier than expected and was very clean upon arrival. Household staples were available, beds comfortable, etc. The neighborhood was quiet and peaceful. Watching the waterscape and the wildlife was never boring. House was close to Brunswick, Freeport, Bath, Popham Beach and all Mid-Coast attractions.Harpswell is a beautiful town, with nature preserves and villages that remind one of a past era of seaside life.
Da un sito partner
10/10 Eccellente
A guest from Atlanta, GA
15 ago 2023
Windward: A great rental.
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Windward met our highest expectations
Da un sito partner
10/10 Eccellente
Nancy C.
8 ago 2023
A relax right on the water.
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Lovely week on the ocean!”
Soggiorno di 7 notti a luglio 2023
Da un sito partner
10/10 Eccellente
Jerome G.
8 ago 2023
Good Choice
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great location on the water with views to watch the tide roll in and out everyday. Property was large with no views of neighbors or road. House was equipped sufficiently for us, we did not cooking. Coffee pot, refrigerator, and basic dished were all we needed. 6 comfortable chairs outside.The property was clean inside and out. Refrigerator leaked from the evaporator some, but a hand towel took care of it. Only other issue was the MBR closet door was off the rails. These two items did not affect our stay. Everything else in the house was well maintained, washer and dryer worked fine and plenty of hot water. I would recommend the property to anyone else.
Soggiorno di 7 notti a luglio 2023
Da un sito partner
10/10 Eccellente
Ruth H.
25 lug 2023
Kayaking, exploring tidal pools, swimming , fishing and more
Rating Details:
The property manager was very helpful.
The vacation rental was spotless.
I was very happy with the location.
I was very satisfied with the condition of the vacation rental.
Overall, I recommend this vacation rental.
Reviewer Comments:
Great week. Lots of indoor and outdoor family fun. What could be better than playing a game of monopoly indoors than walking down the well maintained steps to wade and skip stones.
Recensione verificata
10/10 Eccellente
Riley M.
1 giu 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!!
Soggiorno di 3 notti a maggio 2022
Recensione verificata
10/10 Eccellente
Nini T.
5 apr 2022
Mi è piaciuto: Pulizia, check-in, comunicazione, posizione e accuratezza dell’annuncio
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!