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The views along the loop road from your house are incredible.

The Smuggler's Retreat

Guest Rating:

Sleeps 6, 2 bedrooms, 2 bathrooms. No pets allowed.

East Boothbay, Maine 04544 United States

Sit back on the deck, feel the coastal breeze, and take in sweeping views of the Little River. From this leafy perch, you’ll enjoy rare privacy surrounded by woods on three sides—your own peaceful retreat with water just beyond the trees.

This charming two-bedroom cottage is perfectly positioned for both relaxation and exploration. Inside, an open-concept kitchen, dining, and living area creates a bright, welcoming space to gather. The fully stocked kitchen has everything you need to cook with ease, from pots and pans to a drip coffee maker for slow Maine mornings. A cozy gas fireplace adds instant warmth and ambiance at the flip of a switch.

Upstairs, you’ll find two comfortable bedrooms (one queen, one full) and a full bath. Step out onto the spacious second-floor deck—ideal for grilling, dining, reading, or simply listening to the wind in the trees and birdsong all around you. In the evening, watch the sun set over Glen Cove and the Little River.

Downstairs, a spiral staircase leads to a large second living area with a brand-new full-size sleeper sofa, an additional bathroom, and a walkout to the outdoors—perfect for extra guests or a bit more space to unwind.

What’s included
Fresh linens and a full set of towels are provided for each guest. There’s also a washer and dryer on-site for your convenience. To help you settle in, a starter kit includes essentials like shampoo, conditioner, paper towels, soaps, trash bags, and more—everything you need for your first night or two.

Step outside and explore
From the cottage, access a scenic two-mile loop leading to the open ocean. Along the way, take in views of the Damariscotta River, Cuckold Lighthouse, and nearby islands. Head left for an easy evening stroll along the river’s edge until it meets the crashing surf. Breathe in the mix of salty air and pine—it’s pure coastal Maine.

The neighborhood
A true haven for nature lovers and birdwatchers, this area offers quiet beauty in every direction. Walk the nearby Land Trust trails to the East Boothbay General Store, or continue on into town.

Glen Cove is perfect for kayaking and canoeing, with hidden coves, winding inlets, and abundant wildlife—seals, seabirds, and more. Paddle over a historic shipwreck, take a guided tour, or simply drift and watch the sky turn brilliant shades of orange and pink at sunset.

Coastal Maine Vacations requires a Safety background check and a rental contract to be signed at the time of booking. If you would like to see a copy in advance please contact us.

Rooms and Amenities
Property Type House, 2 story
Unit Code 42SAMOTR
Beds 2 queen beds, 1 sleeper sofa
Bathrooms 2 bathrooms
Rooms Sleeps 6
Pets No pets allowed.
Standard Amenities combination tub/shower, queen, shower, sleep sofa /futon, toilet, tub, arboretum, autumn foliage, bay/sound, botanical garden, churches, cinemas, coin laundry, festivals, forests, library, live theater, marina, museums, pond, restaurants, synagogues, theme parks, water parks, waterfalls, winery tours, zoo, Books, Television, Toys, Books for Kids, Smart TV, Clothes Dryer, Fireplace, Hair Dryer, Heating, Internet, Linens Provided, Living Room, Parking, Towels Provided, Washing Machine, Wood Stove, Shampoo & conditioner, Wifi, Free Wifi, Wifi Speed 100+ Mbps, Coffee Maker, Dishes & Utensils, Dishwasher, Kitchen, Microwave, Oven, Refrigerator, Stove, Toaster, Dining Table, Dishes & Utensils for Kids, antiquing, beachcombing, bird watching, photography, scenic drives, sight seeing, walking, whale watching, ATM/bank, groceries, hospital, laundromat, medical services, Beach, Downtown, Mountain, Near The Ocean, River, Rural, Town, Water View, Balcony, Deck / Patio, Lawn / Garden, Outdoor Grill, cycling, deepsea fishing, fishing, fly fishing, freshwater fishing, golf, hiking, hunting, mountain biking, mountain climbing, pier fishing, sailing, sound/bay fishing, surf fishing, swimming, tennis, children welcome, non smoking only, Minimum Age Limit for Renters, flexible, necessary, Dining Area, Adventure, Away From It All, Historic, Romantic, Sports & Activities, Tourist Attractions, Outdoor lighting, Deadbolt lock on entryway, Smoke detectors, Carbon monoxide detector, Fire extinguisher, Emergency phone number: Police, Emergency phone number: Fire, Enhanced cleaning practices, Clean with disinfectant, No-contact check-in and check-out, High touch surfaces cleaned with disinfectant, Towels and bedding washed in water that's at least 60sC/140sF
Living Linens, Washer & Dryer, High Speed Internet, Fireplace
Business Nearby ATM, Nearby Post Office, Nearby Bank
Convenience Nearby Medical Services, Nearby Grocery, Movie Theatres
Outdoor Deck, BBQ Grill, Gas Grill
Geographic On Bay or Sound, Close to Town
Entertainment Cable TV, Games
Average Manager Rating (Based on 323 reviews)

Services from rental manager

Overall satisfaction
Average Vacation Rental Rating (Based on 9 reviews)

Property condition

Location

Cleanliness

Overall satisfaction
100% of our reviewers would recommend this vacation rental.

Vacation Rental Reviews

  • Great location!

    Stayed 7 days ending in July, 2025

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    Property condition:

    a guest from PAULS VALLEY, OK recommends this vacation rental

    The house was in a great location. It is situated on a beautiful, quiet 2-mile loop that has gorgeous views of the water. The loop is excellent for walking/running. Also, it is close to Boothbay Harbor and other fun towns. The house does not have AC so my warmer-blooded sister and nieces were warm at times. Also, the house description states that it has 2 queen beds but actually it is 1 queen bed and 1 full bed. The living area downstairs is a great place for kids to play, and it stays cool. However, the utility closet, which contains the heating unit, water, etc., is really loud at all times of the night, so the sofa bed downstairs really isn't a good place to sleep unless you can sleep through anything, or like I did, wear a sleep mask and earbuds.
    Overall, the house is a great place to stay if you are in the area. I think our group of 6 was probably too many, considering the couch downstairs was hard to sleep on, and the 1 bed is a full-size bed. Also, the couch upstairs is very small, so unless you are a child, I would think it would be very hard to sleep on. I think it is more suitable for 4 people, but we had a great time and made it work. Honestly, the location made up for a lot and it was a good price for what it was.

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  • Boothbay Cottage

    Stayed 3 days ending in July, 2025

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    john h from Tacoma, Washington recommends this vacation rental

    We had a great stay in Boothbay. The house was spacious and well-appointed. We enjoyed playing games, savoring coffee on the deck, and taking a walk in the lovely neighborhood. Thanks for renting such an inviting home.

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  • Wonderful stay in Maine

    Stayed 5 days ending in June, 2025

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    a guest from Schenectady, NY recommends this vacation rental

    We had a great stay in Boothbay. The rental property was nestled in the woods. We saw wild turkey, ducks, and osprey from the house. The house was comfortable, very clean, well equipped, and beautifully decorated. It was exactly as described. Our questions were addressed promptly by text.

    A great place to use as a home base to visit mid-coast Maine.

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  • Sept 2024 Smugglers Retreaat

    Stayed 3 days ending in September, 2024

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    Elizabeth S from Sanbornton, NH recommends this vacation rental

    Lovely placc , very clean , great location and confident to the Botantical Gardens, ocean beach, Mohegan Island. Lovely walk from the house. Tthe property management company was very professional, friendly , pleasant and very helpful. We would rent from them again.

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  • Had a wonderful stay with two families with small children

    Stayed 3 days ending in August, 2024

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    a guest from Houston, Texas recommends this vacation rental

    The home was such a cozy home away from home. We mostly used the upstairs and deck. The property was as described and more! There were so many hidden gems to read, hand made ceramics to mix salads in, and even toys for young kids! We could tell this home has facilitated many memories.

    There as exceptional customer service and we felt like we could ask anything at anytime.

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  • Perfectly wonderful

    Stayed 4 days ending in July, 2024

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    a guest from Edwards, CO recommends this vacation rental

    Smugglers retreat was a great place to enjoy after touring boothbay. The most wonderful part was the deck where we could relax. The neighbor hood was quiet and restful. Bathrooms and kitchens were very clean and nice And contacts with coastal Maine vacations was so easy It was quite easy to get downtown to boothbay for lobster and touring

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  • Excellent

    Stayed 7 days ending in June, 2024

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    Jeffrey B from Asheville, NC recommends this vacation rental

    We love coming here! Clean, convenient, beautiful spot on the coast

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  • Relaxing

    Stayed 7 days ending in July, 2022

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    Property condition:

    a guest from Nicholson, PA recommends this vacation rental

    We had a wonderful stay at the Smugglers Retreat. The house was clean and perfect for our family of 6. The kids loved the spiral staircase!
    The area around the house was calm and quiet. We enjoyed many walks around Samoset Trail and across the little dam. The landscape is beautiful!
    The deck is perfect for meals and the large sliding doors add so much more light and air flow.
    Just a lovely location!

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  • Smugglers retreat adventure

    Stayed 5 days ending in June, 2022

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    Property condition:

    Wayne A from Cookeville , TN recommends this vacation rental

    We all in family enjoyed our stay there. The place is better the advertised. We will rent again next time.

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43.83605,-69.58274

Minimum Booking Age is 25.

Coastal Maine Vacations 499 Broadway StSuite 367 Bangor, Maine 04401 +1 (207) 579-9989 visitme@coastalmaine.vacations

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