Vacation rentals in Isles of Shoals

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

Salty Mermaid Cottage/Boat House

This 2br home is nestled at the end of a peninsula’s over the water, 5min drive to downtown Portsmouth. Spend the day on the on deck, grilling or enjoy your own authentic Maine lobster bake, swimming and treasure hunting the shore. Also explore Kittery or downtown Portsmouth, both just five minutes away. Enjoy this freshly renovated home, water views from every room and window, all bedrooms are equipped with a/c, free WiFi and smart TVs. Fully equipped kitchen has an amazing view of the water.

Glass Wall Waterfront Hot Tub Fireplace Private

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

Top guest favorite

Guest favorite

The Penthouse on Penhallow

Overlooking the historical district of Downtown Portsmouth, this modern open concept 2 bed, 2.5 bath unit is downtown luxury city living. Featuring a fully loaded kitchen, plush king beds, queen sleeper sofa, exposed beam and brick, the Penthouse puts you in the heart of it all. The dining, shopping, and walkable venue access makes this location sought after by locals and travelers alike! Make this your home base for the night or the month and enjoy all of what Portsmouth offers, year round.

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

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.

Top guest favorite

Guest favorite

*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.

Top guest favorite

Guest favorite

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

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.

Top guest favorite

Guest favorite

"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.