Holiday houses in Peaks Island

Panoramic Sea Views, Oceanic Hot Tub

🌊 Ocean Views from Every Room | Hot Tub, Roof Decks | Walk to Ferry Welcome to Selkies’ Rest—your cozy, year-round island escape. Gaze at the endless sea. Relax on two rooftop decks, front porch swing, back deck, or hot tub. Whether you’re here to unwind, explore, or catch the ferry to Portland’s amazing food and music scene, we're your perfect island home. Thoughtfully stocked for comfort and connection 🍳 Gourmet kitchen 🎲 Games, music & books 🌿 Gardens ❤️ Fall in love with island living

Mongolian Yurt on Chebeague Island

Experience the magic of an authentic Mongolian yurt. The yurt is exquisitely charming, nestled in a private clearing in the woods. From this central location, explore island beaches and wooded island trails. Outdoor fire pit & firewood. Solar dome fans for summer, heater for cool weather. Solar lights inside and out, beefy battery for electronics. Fast internet. The kitchen is fully equipped for cooking: stovetop, fridge, sink, water. Host will provide transport from the ferry to/from the yurt.

Modern Peaks Island Getaway | Ocean Views + Decks

Our bright, modern seaside home is on Peaks Island: a small, welcoming island a quick, scenic 20-minute ferry ride from downtown Portland, Maine. Thoughtfully designed & deeply loved, it’s ideal for a couple or small family. Enjoy ocean views from two decks, two full baths, a cozy lofted bedroom & open kitchen/living space. Steps from the shore, equipped with bikes, beach gear & shared beach access. A short walk to the ferry and shops. NEW IN 26! A/C, DESK NOOK, MORE KITCHEN CABS + BANQUETTE!

Ocean View Cottage on Peaks Island

Welcome to Ocean View Cottage! Just a short walk from the ferry dock, yet feels off the beaten path. Only minutes away from the best beach, as well as all the restaurants, shops and the island grocery store. Guests are provided with bikes, beach chairs and beach toys making it easy to experience Peaks Island living. Pet and family friendly with a Packnplay onsite. Ocean View Cottage is a fully stocked home setup for you enjoy and relax during your island getaway. License #STHR-007357-2025

Classic Peaks Island Cottage - 5 min walk to Ferry

Enjoy a classic renovated cottage on Peaks Island. 5 minute walk to ferry, grocery store, restaurants, and beaches. Located on a side street half a block from the ocean and beautiful views of Portland skyline and sunsets. 1st floor has master bedroom with queen bed, and second bedroom with a full-size bed. 3rd bedroom upstairs with 2 twin beds and space for cots. Relax on the screened porch or private yard with hammock and fire pit. Wifi, tv, dishwasher, washer/dryer. 2 bikes onsite.

Peaks Island Casco Bay View Condo w/ Beach Access

Welcome to Gorges Sunset Two! Experience Peaks Island like no one has. Gorges View is an apartment inside a brand new building located on Peaks Island's main thoroughfare. Less then 5 minutes walk to the ferry, the market, ice cream, and restaurants. You're only steps to one of Peaks Island's best beachfronts! You'll enjoy unobstructed views of Casco Bay all year round from your private and expansive outdoor deck. This home is available nightly (3 night minimum) weekly, and monthly!

Peaks Island Master Bedroom Suite

Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

Hope Cottage: Peaceful and Quiet Island Getaway

*Quiet and Peaceful *Easy Portland Access *Sparkling Bathroom Remote Downeast island experience just two hours from Boston ... Renovated home in the tranquil Tolman Heights section of Peaks (the island’s highest point) offers a modern kitchen and sparkling new bathroom. Sleeps 6-plus comfortably in bedrooms all equipped with ceiling fans. Spacious home is a short stroll to the Back Shore, with its dramatic views of Casco Bay and the open ocean. STHR-007313-2025

"Periwinkle" ~ a Charming Oceanfront Cottage

Breath taking views await you at Periwinkle, a charming cottage by the sea. Located in a private community where you’ll enjoy a common beach/cove and a beautiful stroll out onto the point where you can enjoy the sun rises and sunsets … The cottage sits on its own little private cove where you can hunt for sea glass! There are long sandy beaches nearby for strolling and swimming and plenty to do and see in the Portland area, just 5 miles or so from the cottage!

Beach Front, Waterfront, Ferry Beach

Located in the former Bowling Alley on Peaks Island, our newly renovated, waterfront apartment sleeps 6. Facing west for spectacular sunsets and overlooking the ferry landing, the 2 bedroom apartment has beach access and is right next to the Lions Club. Down front shopping, groceries and restaurants are steps away. Bonus weather protected outside living area for rain or shine enjoyment. Watch the boat come in while enjoying the sunset from your front yard.

Artist's Retreat

A 1900's beach cottage on Peaks Island, a 5 minute walk from the ferry, but nestled off the road in a park like, peaceful setting. Hear the waves at night from the backyard, walk 5 minutes to Sandy Beach for swimming and to Picnic Point, with its view of Cushing Island and Whitehead Pass. Experience the beauty of Peaks -- but take a 17 minute ferry ride into downtown Portland for award winning restaurants. The best of both worlds!

Casco-Vista, Island Cottage

A unique cottage offering a peaceful & relaxing retreat on Peaks Island. Quiet serene setting with amazing water views in abundance, designed for comfort. This home accommodates up to 6 people only! We generally require a 7 night minimum stay during the summer months, but are open to modifications. Please contact us to discuss shorter stays. We are a No smoking and No pets home rental. License # STHR-005910-2024