
House holiday rentals in Drakes Island Beach
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Top-rated house rentals in Drakes Island Beach
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Luxurious 5 bedroom on the ocean, w/ dock & kayaks
Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.
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NewBuilt/HotTub/Great Location-4 min Kennebunkport
Follow us on IG @anchorunwind. Welcome to Mama Bear's House! Perfect girlfriends' getaway or to celebrate a special someone. Sit back and relax in our brand new and fully equipped stylish home just 5 minutes away from Kennebunkport's Dock Square. Spend time reading and sipping a fresh grounded coffee on our cozy egg chair, looking in our peaceful backyard while the sunset closes another memorable chapter of your vacation. Enjoy the firepit with hot cocoa and s'mores or fall for a cornhole game!
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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.
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Boho Farmhouse by the Fields
Your Maine Boho Farmhouse awaits you! You’ll be tucked into the farm fields of Wells and just four miles to Drakes Island Beach. You’ll have everything you need and more at this coastal oasis. 7 miles to Wells Beach 7 miles to Kennebunk Beach 8 miles to Kennebunkport 10 miles to Ogunquit Beach Grocery stores within 4 miles: Spillers Farm Store, Wells IGA, Wells Hannaford Emergency Walk In: 2.5 miles 2 miles to closest gas station 5 miles to Wells Police Station/Wells Fire Department
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Immaculate Moody Beach House
Steps from private Moody Beach, this stunning 3-level coastal home sleeps 12 and offers ocean views on one side and marsh views on the other. Enjoy 5 bedrooms, 10 private decks, a giant party deck overlooking Rachel Carson Wildlife Refuge, billiard room, fireplaces for cozy nights in, and a huge open living space with gourmet kitchen and wraparound sofa. Private parking for 6 cars. Perfect year-round getaway close to Ogunquit, York Wild Kingdom, Kittery shopping outlets, and Kennebunkport.
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Family Beach House, Wells Beach, Maine
Family Beach House on the Harbor/River of Wells Beach. House Sleeps 8 adults, plus 3 - 4 children. Full kitchen, 4 bedrooms plus Sleeping Loft, 3 baths, Dining Room, large deck, patio, laundry, outdoor shower, fire pit. Private access back beach. Bring your kayaks, paddle boards, surf boards, or boat. Water behind house at High Tide. Approx. 100 yard walk across Atlantic Ave to beach. Parking for 5 cars Max. Optional in-law apartment available, sleeps 5, for $115 per night/$800 per week
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Classic, calm river view & centrally located home
We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.
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Peaceful Pines near beaches
Modernly updated 1860's cape with uneven lines and uniqueness. The home has 2 bedrooms on 2nd floor. The stairs to the second floor can pose a challenge to young children or older people. The 1st floor has a full kitchen, living room, and bathroom with a walk in shower. The main entrance is off the patio on to a sunroom that has a washer and dryer. The home is on a 1.5 acre lot that is shared with the owners work barn. The back yard is private with lawn, flower beds and lots of trees.
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*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.
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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!
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3-Bed | 2-Bedroom | Hot Tub | Close To Beach
If you've never stayed in Wells before, make your first stay at the oldest established property in Wells, dating back to 1604, but updated for today's modern needs with wifi, streaming, jacuzzi, grill, outdoor furniture, and hammock all within a short drive to Wells beach in a peaceful neighborhood on a dead end street. Let the Webhannet Falls and River lull you to sleep as they flow through the backyard and see the foundation of the historic gristmill and sawmill.
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★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths
• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs
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Popular amenities for Drakes Island Beach house rentals
House rentals with a pool

OOB Oasis: 6BR Home w/ Private Pool Near Beach
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"Good Vibes" 4 Wonderful Seasons @ Portland Home!
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Faith Lane with community pool
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There's No Place Like Home
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Steps to Wells & views of Rachel Carson Preserve
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Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
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The Hurkle Durkle House
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Cottage on 50 Acres | Lakeside + Pool + Hot Tub
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Weekly house rentals

Luxury Home w/HOT TUB & Fire Pit
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A water view slice of heaven at Pepperrell Cove
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Cute Cape- 3Bdrm/2Bath *Drakes Island*Wells Maine
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Modern, Family Beach House, Right on Wells Beach!
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Charming Beach Front Cottage
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The Granite Harbor
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Mermaid's Chair | Private Beach | Hot Tub
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Drakes Island Getaway with tidal water views!
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Private house rentals

Adorable 3 bedroom cottage in Wells, ME
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Beach Home w/ Exclusive privacy in Southern Maine
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The Blowfish - Oceanside Escape
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Crescent Breeze at the Beach
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Peaceful 4 bedroom lakehouse retreat
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"Periwinkle" ~ a Charming Oceanfront Cottage
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Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
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“Call of the Sea”Beachfront Fortunes Rocks Beach
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Destinations to explore
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- Sebago Lake
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Crane Beach
- Footbridge Beach
- Cape Neddick Beach
- East End Beach
- Jenness Beach
- Gooch's Beach
- Salisbury Beach
- Good Harbor Beach
- Hills Beach
- Gunstock Mountain Resort
- Fortunes Rocks Beach
- Wallis Sands Beach





