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Peaks Island vacation rentals

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Top-rated vacation rentals in Peaks Island

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Home in Portland
Hope Cottage on Peaks, secluded & quiet, sleeps 6
*Professionally Cleaned *Hi-Speed WiFi *Sparkling New 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.
$204 per night
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Cottage in Portland
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. Set on a side street 5 houses away from the ocean and beautiful views of Portland skyline and sunsets. 1st floor has master bedroom with a queen bed, plus a bedroom with a full-size bed. 3rd bedroom upstairs with 2 twin beds and room for cots. Relax in the screened porch or private yard with hammock and fire pit. Wifi, tvs, dishwasher, washer/dryer. Bikes with waiver.
$421 per night
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Private room in Portland
Carrabassett Lodge
Carrabassett Lodge is a beautiful shingle style house built in 1907. It looks over Portland harbor with gorgeous sunset views. There is always something to see on the harbor, boating activity, the lights of Portland and sometimes fireworks. We are down front, just .3 mile from the ferry to Portland. Enjoy all that Peaks Island has to offer or take the ferry to Portland and explore.
$150 per night
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Peaks Island cottage rentals

Cottage in Portland
"Heart's Content" Peaks' Pup Friendly Cottage
$350 per night
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Cottage in Portland
Artist's Retreat
$175 per night
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Cottage in Portland
Island Romance
$160 per night
Cottage in Portland
Pervinca -Sat to Sat Summer 2023-Oct is open
$325 per night
Cottage in Portland
Porches @ Peaks Island
$195 per night
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Cottage in Portland
Cozy & Quiet Modern Cottage
$84 per night
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Cottage in Portland
Peaks Is., updated century-old cottage near ocean
$425 per night
Cottage in Old Orchard Beach
#2 Walk to the beach Vintage Cottage.
$114 per night
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Cottage in Portland
3BR Cottage+Parking@A Peaceful Oasis on MunjoyHill
$217 per night
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Cottage in Saco
Deja Blue~Guest Beach House
$152 per night
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Cottage in Long Island
The Cottage by Obeds Rock
$295 per night
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Cottage in Portland
Seaview Cottage/Quintessential Maine With a View
$275 per night

Peaks Island house rentals

Home in Portland
Panoramic Views Ocean House on Peaks Island, Maine
$589 per night
Home in Portland
Stunning Ocean Views From This Peaks Island Home
$268 per night
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Home in Portland
Cheerful sunny 3 bedroom island home
$272 per night
Home in Portland
Ocean View Cottage on Peaks Island
$418 per night
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Private room in Maine
By the Sea
$94 per night
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Private room in Peaks Island
Available by the night on Peaks Isl
$125 per night
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Private room in Peaks ISland
Cozy Island room in a charming home
$180 per night
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Private room in Falmouth
Cozy cabin, saltwater hot tub, trails & city close
$75 per night
Home in Portland
Island Treasure
$210 per night
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Home in Portland
BELLA VISTA - DIRECT OCEANFRONT at Elm Cove
$450 per night
Home in Peaks Island
Libby Cottage
$340 per night
Home in Portland
Island Cottage off Portland Maine
$266 per night

Peaks Island winter vacation rentals

Guest suite in South Portland
Oceanfront with amazing views and private entrance
$205 per night
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Guest suite in South Portland
Apartment Near Willard Beach
$182 per night
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Rental unit in Portland
Crow's Nest
$197 per night
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Guesthouse in Portland
Cozy guesthouse on Peaks Island by the ocean
$190 per night
Hotel room in Portland
Skolfield Inn | Parking | Self-check-in | Garden 2
$56 per night
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Hotel room in Portland
Inn at Park Spring 1 | Self Check In | Parking
$75 per night
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Hotel room in Portland
Morrill Mansion Inn | 5 | Self Check In | Parking
$56 per night
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Hotel room in Portland
Skolfield Inn | Parking | Self-check-in | Garden 4
$52 per night
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Rental unit in South Portland
Comfortable apartment near Willard Beach!
$100 per night
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Rental unit in Portland
RETRO BnB in the Heart of East End Portland
$101 per night
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Rental unit in Portland
Beautiful Oceanside Apartment Prime Location
$137 per night
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Hotel room in Portland
Inn at Park Spring 4 | Self Check In | Parking
$77 per night
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  2. United States
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  4. Cumberland County
  5. Portland
  6. Peaks Island