Charming Maine cottage overlooking the working waterfront.

Top rated by guests
Welcome to Drake Cottage! Here is the view of the house from the road.
Inside is an open kitchen/ dining/ living area.
Open kitchen/ dining/ living area
Living area
Alternate view.
review stars
10Outstanding
(16 Ratings)
"Perfect spot in Harpswell. Cottage was lovely! Plenty of room for two. Spectacular sunsets and very peaceful. Enjoyed the harbor and traveling along the Maine coast. Truly a relaxing stay. "
Robin S.
Don't miss out! Price and availability may change
10 / 10
Outstanding(16 Ratings)

Cottage in Harpswell, ME

2 guests · 1 bedroom · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating
Well priced for this locationPriced under area average
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this cottage rental

Welcome to Drake!

Looking for a romantic couple's getaway? Drake is a charming, newly remodeled one-bedroom cottage nestled right in the heart of Cundy's Harbor—the perfect spot for peaceful coastal mornings and unforgettable oceanfront relaxation. Start your day with a cup of coffee on the waterfront deck, perched directly over the harbor, and watch the lobstermen head out to sea as the sun rises.

Step inside this adorable, quaint cottage and you'll immediately appreciate its open concept living and kitchen area. Though the appliances, including the refrigerator, are compact, they offer everything you need to prepare simple meals during your stay. The bathroom, located on the first level, features a convenient stand-up shower. Large sliding glass doors frame the waterfront views and lead you straight out to the deck, where the sights and sounds of the harbor await.

Upstairs, you'll find a spacious bedroom with a king-size bed and beautiful ocean views, perfect for unwinding after a day of exploring the coast.
Note: Parking for the cottage is located across the lawn.

Whether you're seeking serenity, scenery, or a touch of coastal charm, Drake offers the ideal retreat for couples looking to relax and reconnect by the sea.

Amenities at Charming Maine cottage overlooking the working waterfront.

Non-smoking
No pets allowed
Family friendly

Map of Harpswell, ME


Ratings and reviews

10 / 10
Outstanding(16 Ratings)
10 / 10Outstanding·Oct 2025
Perfect spot in Harpswell. Cottage was lovely! Plenty of room for two. Spectacular sunsets and very peaceful. Enjoyed the harbor and traveling along the Maine coast. Truly a relaxing stay.
10 / 10Outstanding·Aug 2025
This property was great and amazing veiw and very peaceful. Its was the perfect place for the end of our trip.
10 / 10Outstanding·Aug 2025
We had a wonderful week. This cottage is nestled at the end of a quiet cove and quiet road. The house is perfect for two people. It sits right on the water, the view is lovely and peaceful. The bedroom is very comfortable, breezy and lovely views and sounds of gulls and boats. The kitchen was well equipped and had all we needed. We ate many meals on the outside table overlooking the water. The house is clean, comfortable- it made for a great home base to explore the area. I have fallen in love with the entire area.
10 / 10Outstanding·Jul 2025
The hubs and I booked the Drake as a “home base” as it’s sort of midway between day trips we wanted to take along the coast! The cottage, which the owner shared dates to the 1870’s, is beautifully refurbished, and while the fixtures and appliances are smaller than standard, they were more than adequate for us to store some food and prepare our meals and hold drinks, snacks and cocktails for on the deck each night. The fishing boats next door idled quietly out of the cove each morning. We heard them but were not disturbed in the least. Harpswell and Cundy’s Harbor are tiny but so picturesque. We drove to Lands End, walked down to Cedar Beach and collected a few shells and then ate THE BEST lobster roll I’ve EVER had at Sundrenched, right at the end of the Baily Island Bridge. We took day trips to Brunswick and Freeport for dinner and shopping, Bar Harbor, Acadia National Forest and Cadillac Mountain. We hiked the Ocean Trail in Acadia which was breathtaking and the Marginal Way in Ogunquit, took a lobstering excursion (highly recommend) and caught our own lobster lunch in Portland. We shot up to Bangor (Stephen King’s house) and hike the Oronco Bog Trail. We also spent a lazy day relaxing on Old Orchard Beach. Nothing was more than two hours away except for Bar Harbor/Acadia which was about three. But each time it was lovely to come back to this sweet spot for the evening! It was so quiet and peaceful - we highly recommend staying at the Drake!

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Charming Maine cottage overlooking the working waterfront.. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

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

Is Charming Maine cottage overlooking the working waterfront. pet friendly?

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

What amenities are available at Charming Maine cottage overlooking the working waterfront.?

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