• The open, airy kitchen offers ample space & all the comforts of home
    The open, airy kitchen offers ample space & all the comforts of home
  • Welcome to The Overlook at Cutts Island!
    Welcome to The Overlook at Cutts Island!
  • Soak your cares away with serene views in this ensuite's soaking tub
    Soak your cares away with serene views in this ensuite's soaking tub
  • A luxurious king ensuite with beautiful views and ample natural light
    A luxurious king ensuite with beautiful views and ample natural light
  • Back yard with outdoor seating and stunning water views
    Back yard with outdoor seating and stunning water views
  • Unwind in the fresh air while soaking in the serene views
    Unwind in the fresh air while soaking in the serene views
  • Lounge the day away in the fresh air while you grill up a feast!
    Lounge the day away in the fresh air while you grill up a feast!
  • Aerial view of The Overlook at Cutts Island
    Aerial view of The Overlook at Cutts Island
  • Indulge in a modern bathroom with a walk-in shower, soak tub, and stunning views
    Indulge in a modern bathroom with a walk-in shower, soak tub, and stunning views
  • Welcome to The Overlook at Cutts Island!
    Welcome to The Overlook at Cutts Island!
  • Lounge the day away in the fresh air while you grill up a feast!
    Lounge the day away in the fresh air while you grill up a feast!
  • Welcome to The Overlook at Cutts Island!
    Welcome to The Overlook at Cutts Island!
  • Front patio with outdoor seating and stunning water views
    Front patio with outdoor seating and stunning water views
  • Enjoy the elegant and warm ambience through out the home
    Enjoy the elegant and warm ambience through out the home
  • Where productivity meets peace – a desk with a view to inspire every idea
    Where productivity meets peace – a desk with a view to inspire every idea
  • Warm welcomes begin here – cozy bench, soft pillows, and serene views
    Warm welcomes begin here – cozy bench, soft pillows, and serene views
  • Warm welcomes begin here – cozy bench, soft pillows, and serene views
    Warm welcomes begin here – cozy bench, soft pillows, and serene views
  • Modern elegance meets space and comfort in this inviting kitchen
    Modern elegance meets space and comfort in this inviting kitchen
  • Modern elegance meets space and comfort in this inviting kitchen
    Modern elegance meets space and comfort in this inviting kitchen
  • Sip morning coffee or grab a bite at the counter, seating 2
    Sip morning coffee or grab a bite at the counter, seating 2
  • Modern elegance meets space and comfort in this inviting kitchen
    Modern elegance meets space and comfort in this inviting kitchen
  • Modern elegance meets space and comfort in this inviting kitchen
    Modern elegance meets space and comfort in this inviting kitchen
  • Gather for meals together at the dining table, seating 8
    Gather for meals together at the dining table, seating 8
  • Gather for meals together at the dining table, seating 8
    Gather for meals together at the dining table, seating 8
  • Create lasting memories in this cozy, modern living space.
    Create lasting memories in this cozy, modern living space.
  • Create lasting memories in this cozy, modern living space.
    Create lasting memories in this cozy, modern living space.
  • Relax in open common areas with stunning views all around.
    Relax in open common areas with stunning views all around.
  • Lounge the day away in the fresh air while you grill up a feast!
    Lounge the day away in the fresh air while you grill up a feast!
  • Lounge the day away in the fresh air while you grill up a feast!
    Lounge the day away in the fresh air while you grill up a feast!
  • Lounge the day away in the fresh air while you grill up a feast!
    Lounge the day away in the fresh air while you grill up a feast!
  • The shared main floor full bath includes a single vanity & walk-in shower
    The shared main floor full bath includes a single vanity & walk-in shower
  • The shared main floor full bath includes a single vanity & walk-in shower
    The shared main floor full bath includes a single vanity & walk-in shower
  • A luxurious king ensuite with beautiful views and ample natural light
    A luxurious king ensuite with beautiful views and ample natural light
  • A luxurious king ensuite with beautiful views and ample natural light
    A luxurious king ensuite with beautiful views and ample natural light
  • The luxurious king ensuite features a balcony with stunning views
    The luxurious king ensuite features a balcony with stunning views
  • Indulge in a modern bathroom with a walk-in shower, soak tub, and stunning views
    Indulge in a modern bathroom with a walk-in shower, soak tub, and stunning views
  • Enjoy comfort in this queen bedroom, complete with built-in seating
    Enjoy comfort in this queen bedroom, complete with built-in seating
  • Enjoy comfort in this queen bedroom, complete with built-in seating
    Enjoy comfort in this queen bedroom, complete with built-in seating
  • Explore the stars and enjoy music in this modern second living area
    Explore the stars and enjoy music in this modern second living area
  • Explore the stars and enjoy music in this modern second living area
    Explore the stars and enjoy music in this modern second living area
  • Explore the stars and enjoy music in this modern second living area
    Explore the stars and enjoy music in this modern second living area
  • Explore the stars and enjoy music in this modern second living area
    Explore the stars and enjoy music in this modern second living area
  • Explore the stars and enjoy music in this modern second living area
    Explore the stars and enjoy music in this modern second living area
  • This cozy queen bedroom is your inviting escape for sweet dreams
    This cozy queen bedroom is your inviting escape for sweet dreams
  • This cozy queen bedroom is your inviting escape for sweet dreams
    This cozy queen bedroom is your inviting escape for sweet dreams
  • This basement bathroom features a walk-in shower and handy washer/dryer
    This basement bathroom features a walk-in shower and handy washer/dryer
  • Curl up and relax in this inviting and comfy queen bedroom
    Curl up and relax in this inviting and comfy queen bedroom
  • Curl up and relax in this inviting and comfy queen bedroom
    Curl up and relax in this inviting and comfy queen bedroom
  • Step into The Overlook at Cutts Island, where timeless tranquility awaits!
    Step into The Overlook at Cutts Island, where timeless tranquility awaits!
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The Overlook at Cutts Island

Kittery, ME

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House

8 Guests

4 Bedrooms

4 Beds

3 Bathrooms

Getting tired of the same old vacation routine? The solution can be found here in the stunning destination of Kittery Point, Maine! This charming seaside town has everything you need for the perfect getaway, so pack up your bags and get ready for a New England adventure that's as fun as it is relaxing. Overlooking the picturesque Cutts Island marsh at the end of a scenic drive, you’ll find an abundance of gorgeous vistas along with highly desired privacy and seclusion here at this modern 4-bedroom home, just a few minutes’ drive from all the attractions that make this area truly stand out.

Pour a glass of wine and head down to the dock to soak in the sights and sounds of the water as all your cares are carried away with the gentle current. The serene patio offers comfortable outdoor seating for catching up with loved ones under the warm sunshine or while gathered around for toasted treats at the crackling fire pit. Up on the deck, lose yourself in the pages of a good book on chaise lounge seating or dine on a light lunch al fresco at the café table with umbrella.

When you’re ready to explore away from the home, you’ll find that Kittery's historical roots run deep, evident in its well-preserved colonial architecture and storied landmarks. One must-visit site is Fort McClary State Historic Site where visitors can wander through the fort’s grounds and take in views of the harbor. For those who love to shop the Kittery Outlets is a shopper’s paradise, offering everything from high-end fashion to everyday essentials. And when it comes to dining? The culinary scene is sure to impress. Fresh, locally sourced seafood is a staple here, with many restaurants offering mouth-watering dishes featuring lobster, clams, and other maritime delights.

As you enter the home, you’ll feel immediately taken in by its bright and open nature, the crystal-clear picture windows offering panoramic views of the surrounding landscape. Soaring vaulted ceilings sit atop sophisticated spaces, expertly curated to maximize your relaxation and connectivity. Two separate living areas offer distinct entertainment experiences whether hosting a family game night in the main living room or tickling the ivories and watching a movie in the second. Keep up with those pesky emails or take a private call in the dedicated workspace, the lush views inspiring new ideas. The stylish kitchen is a chef’s delight, outfitted with professional appliances, stone countertops, and sleek cabinetry stocked with everything you need to create culinary masterpieces right in the comfort of home.

This home comfortably sleeps 8 guests between 4 private bedrooms.

Bedroom #1 includes a queen size bed.

Bedroom #2 includes a California king size bed, balcony, and ensuite bathroom with a dual vanity, soaking tub, and walk-in shower.

Bedroom #3 includes a queen size bed.

Bedroom #4 includes a queen size bed.

The home also includes 2 additional full guest bathrooms, both with a single vanity and walk-in shower.

THINGS TO NOTE:
• This is a seasonal rental only.
• Washer and dryer in home.
• Driveway parking available for up to 5 vehicles.

Nestled at the southern tip of Maine, Kittery is a charming coastal town known for its rich maritime heritage and picturesque New England charm. Established in 1647, it boasts historic shipyards and beautifully preserved colonial architecture. Visitors can explore its vibrant shopping scene, with the famous Kittery Outlets offering a variety of retail treasures. The town’s scenic waterfront is perfect for leisurely strolls, and nearby Fort McClary provides a glimpse into the area's military past. Whether savoring fresh seafood at local eateries or enjoying the stunning coastal views, Kittery offers a delightful blend of history, culture, and natural beauty.

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Where you'll sleep

Bedroom 1

3 Queen

Bedroom 2

1 Cal King


Amenities

  • BBQ
  • Backyard
  • Balcony
  • Beach Equipment
  • Blender
  • Body Soap
  • Carbon Monoxide Detector
  • Ceiling Fan
  • Close to Beach
  • Close to Downtown
  • Close to Golf
  • Close to Hiking Trails
  • Coffee Maker
  • Cookware
  • Deck
  • Dining Room
  • Dining Spices
  • Dining Table
  • Dishes & Silverware
  • Dishwasher
  • Dock
  • Driveway Parking
  • Dryer
  • Essentials
  • Firepit
  • Forest View
  • Full Kitchen
  • Hair Dryer
  • Heating
  • Hiking
  • Hot Water
  • Ice Maker
  • Internet
  • Iron Board
  • Laptop Workspace
  • Linens Provided
  • Microwave
  • Oven
  • Parking
  • Parking Info
  • Private Entrance
  • Refrigerator
  • Required Stairs
  • Shampoo/Conditioner
  • Smoke Detector
  • Stove
  • Television
  • Toaster
  • Washer
  • Water Sports
  • Waterfront
  • Wineware

House rules


Book with Confidence

Our policy is simple and transparent. Read our cancellation policy >

Enhanced Cleaning Protocols

Your safety is our priority. Our professional housekeepers are going above and beyond to provide your family with a clean stay.

Local Support

Our customer care department is available round-the-clock to assist you with any queries or concerns you may have. Additionally, our local office is open during normal business hours to serve you. In case of emergencies outside of business hours, please contact our after-hours support team.


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