
Beachfront holiday rental in Chebeague Island
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Chebeague Island

Total holiday rentals
Explore 10 holiday rentals in Chebeague Island

Nightly prices starting at
Chebeague Island holiday rentals start at $170 AUD per night before taxes and fees

Verified guest reviews
Over 860 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Chebeague Island holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chebeague Island rentals

4.9 Average rating
Chebeague Island stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated beachfront accommodation in Chebeague Island
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

Quaint & Peaceful Designer's Oceanfront Cottage
Coco Cottage is a peaceful, cliffside escape with stunning 180° views of Harpswell Sound. Located at the end of a private road, it’s perfect for a designer’s retreat or family getaway. Three bedrooms—two queens, plus a twin/office combo—make it ideal for remote work or rest. Relax fireside and watch a movie, dine on the patio, read on the dock, or explore the amazing trails, beaches, seafood and sunsets of Harpswell. Enjoy oceanfront tranquility just 15minutes from Bowdoin College and Brunswick.
BeachWalkabilityOutdoor spaces

Pet Friendly Audubon Bring Your Fishing Gear!
Enjoy the view from this wonderful 1940's waterfront cottage on the Sasanoa River in Woolwich. From here access Reid or Popham Beach State Parks with ease. Visit Maine Maritime museum in Bath, the "City of Ships." Head to Portland for a night out. Just relax and watch the seals, osprey and eagles. Rent a boat to enjoy all this extremely special waterway has to offer. Around the corner is the Kennebec River and Merrymeeting Bay, to the south you'll discover Phippsburg and historical Fort Popham.
BeachWalkabilityQuiet

Beautiful Kettle Cove Apt Steps to Beaches
This sunny, 1 BR ground-floor apartment in Cape Elizabeth has seasonal water views and is nestled between Kettle Cove, Crescent Beach, and Two Lights State Parks. Fields, forests, beaches and ponds are a stroll away, while downtown Portland is an easy 15-minute drive. The apartment is a great base for exploring Southern Maine and an equally great place to simply soak in the restorative water and air of coastal Maine. Get one free sauna session in Kettle Cove Sauna, subject to availability.
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The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.
BeachViewHospitality

Edgewater Retreat - Lakefront w/Sauna & EV Charger
Welcome to Edgewater Retreat! This custom-built cottage features lakefront views and access to three beaches: secluded pocket beach in front of cottage, boaters beach with docks, and a full sun sandy bottom swim beach. Enjoy an unforgettable Maine vacation. Paddlecraft on the water, lounge in the hammocks, S'mores by the campfire, canoe to nearby island for offshore yoga, and gril with friends & family. In winter, enjoy ice fishing and kids enjoy snow sledding on adjacent hill.
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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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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.
BeachWalkabilityKitchen

Deja Blue Guesthouse
Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.
BeachWalkabilityWi-Fi

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Lakeside Tavern, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.
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Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.
BeachViewCondition

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Experience authentic Midcoast Maine at this private and secluded waterfront home on Atkins Bay with unobstructed views of Popham Beach State Park’s unique flood plains, rocky coast, and 12-foot tides. The house is a recently renovated 3-bed, 2-bath with a large open living space, wrap-around screened porch, hot tub, and seating area overlooking Atkins Bay. Located two minutes driving from Popham Beach, Maine’s most beautiful beach!
BeachViewLocation

Drakes Island Beach Front Breathtaking Property !
Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !
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Popular amenities for Chebeague Island beachfront rentals
Pet-friendly beachfront home rentals

Highland Lake Beachfront Oasis | Near Portland
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Lakefront Getaway
WalkabilityBeachCondition

Lakefront summer getaway for 6
BeachViewHospitality

Warm Lakefront Log Cabin · Hot Tub · Game Room
BeachWalkabilityNearby

Waterside Cabin the Woods 50 acres-No hidden fees!
ViewBeachBarbecue

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
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Lakehouse on Highland Lake
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Bay-View Waterfront Log cabin on the bay.
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Beachfront home rentals with a pool

Lake Beach House at Poland Spring Resort
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Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
BeachViewLaundry

LUXURY OCEANFRONT CONDO Best Location on the beach
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Oceanfront Cottage 1
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*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM
WalkabilityBeachIndoor spaces

Little Nubble Nook - Beach Condo
WalkabilityBeachCheck-in

Surf Inn #2
BeachViewTV

Sebago Lake Waterfront Log Cabin on Frye Island
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Private beachfront home rentals

Gorgeous Romantic Lakefront Getaway
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Luxury Beach Front Condo! Prime Location!
BeachViewLong stay

Songo Lock Cabins #1 (Located at Historic Site)
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Located at the Mouth of picturesque Mackerel Cove!
BeachViewKitchen

Casco Bay Beachfront Retreat
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Private Shorefront | Firepit | Kayaks & Canoe
BeachViewNearby

Apartment w/kitchen on the Ocean!
BeachViewWi-Fi

Luxury Lake House +Hot Tub! Waterfront Magic in NH
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- Beachfront rentals Cumberland County
- Beachfront rentals Maine
- Beachfront rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- Scarborough Beach
- Footbridge Beach
- Cape Neddick Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- Popham Beach State Park
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Funtown Splashtown USA
- Palace Playland





