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

Family · Value · Beach

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

Location · Family · Air conditioning

Peaks Island Water View Condo w/ Beach Access

Welcome to Gorges Sunset One! Experience Peaks Island like no one has. Gorges Sunset 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 amazing views of Casco Bay all year round from your private and expansive outdoor deck. This home is available nightly (minimum nights may apply) weekly, and monthly!

Family · Location · Condition

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!

Location · Value · Heating

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.

Location · Value · Biking

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

Location · Family · Hospitality

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.

Value · Location · Layout

Mermaid's Chair | Private Beach | Hot Tub

*Hot tub not available after October 27- April This is a rare one. A classic 1939 Maine camp sitting directly on Casco Bay with a private dock, sweeping water views, and a saltwater hot tub, all on a quiet private road. Properties like this don't come around often, and once you're here, you'll understand why. The dock puts you right on the water, with one slip available for guests. Wolf's Neck State Park and Wolf's Neck Farm are a short walk away, and Downtown Freeport.

Location · Value · Hot tub

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

Family · Value · Getting around

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.

Family · Location · Walkability

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!

Value · Location · Getting around

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

Location · Family · Getting around