Vacation rentals in Isles of Shoals

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Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

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Mermaid's Chair | Private Beach | Hot Tub

*Please note: The hot tub is unavailable from October 27 through April. The booking guest must be at least 25 years old. This classic 1939 Maine camp sits directly on Casco Bay, offering a private dock, sweeping water views, and a saltwater hot tub, all on a quiet road. Properties like this don't come around often, and once you arrive, you’ll understand why. The dock places you right on the water, with one boat slip available for guests. Wolfe’s Neck State Park and Wolfe’s Neck Farm are nearby.

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Seacoast Getaway

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

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Endless Summers

Summer never has to end when you are less than a mile from the beach. Winter, Spring, Summer or Fall, this New England Colonial is perfect for families, couples or groups seeking a cozy yet spacious coastal getaway. Set on a private, wooded half acre lot, this 4 bedroom, 2.5 bath home offers style, comfort and an ideal location near beaches, shopping and downtown Portsmouth. Differentiators include an updated kitchen, bar area, window seat, sunroom with a spacious deck and back yard.

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*Beachfront* Vintage Coastal Cottage - Relaxation

It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

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The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

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A water view slice of heaven at Pepperrell Cove

Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

Coastal Bliss | Sweeping Views | Updated Kitchen

Welcome to "Coastal Bliss," Snug Harbor's newest unit! With 10 units on the property, all with stunning water views, across the street from the ocean, and a short walk to Wallis Sands Beach. Unit 2 specifically features sizable front windows with an ocean view and a comfortable couch to accompany it. Don't want to sit inside to enjoy the view? Relax on your private deck with ample outdoor furniture for the whole family to join in on taking in the breathtaking sites.

Spacious Home Near Rye Beaches

This spacious home is a rare find! Centrally located to the beach (.7 miles to Wallis Sands) and just a short drive to the quaint town of Portsmouth, NH. The property is nestled in a mature and safe neighborhood where you will find many walkers, joggers, bikers and beach goers in the summer and peace and quiet in the off-season months. *Please note there is a friendly long-term renter in an apartment with a separate and secure entrance located on the property.

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"Shooting Star" | Beach Front | Pet Friendly

Welcome to "Shooting Star," the Plum Island Beach cottage you've been dreaming about! Situated on the prettiest section of Plum Island shoreline, this 4BR, 2.5 bath home is designed for quiet respite and memorable moments with family and friends. Fall asleep to the sound of the waves, a distant bell buoy or fog horn, and wake to breathtaking sunrises & 'first footprints in the sand'. Spectacular water views from the spacious family room & all 4 bedrooms.