
House holiday rentals in Peaks Island
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Top-rated house rentals in Peaks Island
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Top Deck - Portland Property with Views!
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10-12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020
4.92 out of 5 average rating, 305 reviews
Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!
4.9 out of 5 average rating, 331 reviews
Unique and Stunning Beachfront property Greygoose
Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.
4.92 out of 5 average rating, 189 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
You will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, quiet hours after 10 pm. No parties. City of Portland License #: STHR-004465-2022
4.96 out of 5 average rating, 178 reviews
Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.
5.0 out of 5 average rating, 248 reviews
Entire House in Portland!
This is the premier house for your visit to Portland. There are 7+ bedrooms for everyone to enjoy their privacy, then gather together in the open-concept kitchen, living and dining room. Take advantage of the summer weather on the deck with a grill and additional seating. We have high-speed internet, cable, and bonus hang out spaces for your entertainment at the house, and are just minutes to Portland's renowned breweries and downtown restaurants. Note, parties and events are not allowed.
4.97 out of 5 average rating, 298 reviews
Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.
5.0 out of 5 average rating, 115 reviews
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!
4.98 out of 5 average rating, 200 reviews
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
4.87 out of 5 average rating, 186 reviews
Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.
4.98 out of 5 average rating, 244 reviews
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.
4.9 out of 5 average rating, 124 reviews
Modern & Sunny East End House.
This modern single-family home is just steps away from Portland's Eastern Promenade with its glorious views of Casco Bay and the islands. Many of the city's best restaurants, cafes, breweries & distilleries are all within a few blocks from the house. Park your car, forget about it for a while, and enjoy the city!
4.96 out of 5 average rating, 256 reviewsPopular amenities for Peaks Island house rentals
House rentals with a pool

OOB Oasis: 6BR Home w/ Private Pool Near Beach
4.96 out of 5 average rating, 159 reviews
Faith Lane with community pool
4.96 out of 5 average rating, 123 reviews
There's No Place Like Home
4.84 out of 5 average rating, 127 reviews
Unique Church Stay • Sebago Lake • Pool • Fire Pit
4.95 out of 5 average rating, 74 reviews
Lovely Beach house in GRB - Heated pool!
4.98 out of 5 average rating, 58 reviews
The Hurkle Durkle House
5.0 out of 5 average rating, 36 reviews
Oceanfront Cottage 3 in OOB
4.9 out of 5 average rating, 10 reviews
Peaceful Cape Porpoise Retreat (House Only)
4.83 out of 5 average rating, 12 reviewsWeekly house rentals

Cozy Maine Cottage • Near Jetport & Coast
4.89 out of 5 average rating, 648 reviews
Beautiful Designer's Hideaway on the Maine coast!
4.81 out of 5 average rating, 195 reviews
Fore River Getaway
4.99 out of 5 average rating, 107 reviews
Wild Rose Farm -Three Queen Suites
4.91 out of 5 average rating, 104 reviews
3 bedroom house in the heart of Portland
4.98 out of 5 average rating, 415 reviews
Brand new Scandinavian cottage: dock & kayaks!
4.93 out of 5 average rating, 164 reviews
Beautiful +Nostalgic + Coastal Maine Cottage
4.85 out of 5 average rating, 235 reviews
Classic, calm river view & centrally located home
4.95 out of 5 average rating, 111 reviewsPrivate house rentals

Modern Peaks Island Getaway | Ocean Views + Decks
5.0 out of 5 average rating, 15 reviews
"The Cottage" on Peaks Island
4.9 out of 5 average rating, 100 reviews
Mermaid's Chair | Private Beach | Hot Tub
4.95 out of 5 average rating, 19 reviews
"Periwinkle" ~ a Charming Oceanfront Cottage
5.0 out of 5 average rating, 39 reviews
Whole house on a great island in Casco Bay!
4.99 out of 5 average rating, 76 reviews
Magical Long Island Retreat | Steps to Quiet Beach
4.93 out of 5 average rating, 29 reviews
Stylish Home in the Heart of the East End
4.97 out of 5 average rating, 77 reviews
Sunset Stunner w/summer dock
4.97 out of 5 average rating, 38 reviewsDestinations to explore
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Palace Playland





