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

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

Waterfront-Beach Sunrise/Sunset Peaks Portland

Wonderful Oceanfront location offers broad, breathtaking views from every room and easy access to the water's edge. Adorable 2 Br, 1.5 BA cottage recently completed, high-quality workmanship. It is a well-appointed year-round island home with radiant heat, Jotul stove, air-conditioning, fabulous deck, security and sprinkler systems, built-ins, stylish kitchen with concrete countertops, hardwood floors,vaulted ceiling in LR. This home is walkable to 'down front' yet removed from congestion.

The Little House | Peaks Island

A cozy, light-filled studio on Peaks Island — a welcoming island just a quick, scenic 20-minute ferry ride from downtown Portland. The Little House has cottagecore charm with modern touches: a full daybed with trundle, kitchenette (fridge, burners, microwave, French press, and kettle), and a small tiled bathroom. 2026 UPDATES: A/C + Washer/dryer! Relax on the patio or lawn with comfy chairs. Enjoy nearby Centennial beach and an easy walk to the ferry + cafes/restaurants/shops downfront!

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 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.

Unbeatable view! Peaceful spot.

Full week rentals only in July and August, Saturday - Saturday. Our spacious but cozy family cottage is located on a quiet, dead-end shorefront road, just a few yards from the water with an uninterrupted view of Josiah's Cove and then across the sparkling sea "all the way to Portugal." It retains the charm of its 100-year history even though we've lovingly restored and equipped it with up-to-date appliances, numerous sky-lights, new mattresses and wireless internet service.

Year-Round: 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

Beach Front, Waterfront, Ferry Beach

Located in the former Bowling Alley on Peaks Island, our recently 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.

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.

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!

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.