Holiday rentals 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

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!

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. Great biking, hiking, swimming, and kayaking.

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!

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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.

Little Island Cottage

Cute island cottage, steps from the village center. Walkable to the restaurants, stores, and the boat. This cottage, features a first floor bedroom with a king size bed. There is a galley style kitchen, open to the living, dining room area. There also is a washer dryer on the first floor, along with a full bathroom. The second floor has two queen size beds, and they are only separated with a curtain, so privacy limited. Rock on the deck and enjoy all the island has to offer

Mermaid's Chair | Private Beach | Hot Tub

*Hot tub not available October - 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.

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 a quiet sunset from your front yard.

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

Stunning Ocean Views From This Peaks Island Home

Completely remodeled classic Peaks Island home with stunning Atlantic Ocean white water views. Welcome to the newly renovated Valhalla on Peaks. This classic home underwent a complete renovation for your family's enjoyment. From the minute you step onto the property, your senses will be overwhelmed by the views, ocean breeze, salty smell, and the property's nostalgic feel.

Ocean View Cottage on Peaks Island

Welcome to Ocean View Cottage! Just a short walk from the ferry dock, this centrally located cottage provides guests easy access to the most popular beaches, restaurants, and shops and comes fully equipped with bikes and beach supplies making it easy to enjoy the best of Peaks Island living. Family friendly, pet friendly. License #STHR-007357-2025