
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 $204 NZD 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.
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Glass Wall Waterfront Hot Tub Fireplace Tiny Home
Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis
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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.
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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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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.
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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.
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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.
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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!
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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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Luxury suite, fireplace, jacuzzi
Private Suite in unique timberframe house. Great Room with 20' beamed ceilings, massive stone fireplace & terrace with 180-degree view. Kitchen & dining area. Marble bath with 2 person jacuzzi. Bedroom with queen bed & sitting area plus loft with 2 twin beds. The suite is totally private and separate from first floor owner of residence of owner. Water access for kayaking and canoeing.
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Popular amenities for Chebeague Island beachfront rentals
Pet-friendly beachfront home rentals

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
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Lakefront summer getaway for 6
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Pet Friendly Audubon Bring Your Fishing Gear!
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Elegant 1 bedroom cabin just 50ft from the beach#2
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Lakefront Getaway
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Home on Historical Island and Saco River (+ Gym)
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Warm Lakefront Log Cabin · Hot Tub · Game Room
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Blue Breeze - Private lakefront w/ Hot Tub
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Beachfront home rentals with a pool

Steps to Wells Beach + Pool | Coastal Retreat
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Lake Beach House at Poland Spring Resort
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Oceanfront Cottage 3 in OOB
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Surf Inn #2
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Atlantic Ocean Suites - Sand Dune Suite 14 (1 Bedroom)
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Little Nubble Nook - Beach Condo
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LUXURY OCEANFRONT CONDO Best Location on the beach
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*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM
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Private beachfront home rentals

Sunset Cove I
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Luxury Beach Front Condo! Prime Location!
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Gorgeous Romantic Lakefront Getaway
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Beautiful Lakeside Cottage
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Mermaid's Chair | Private Beach | Hot Tub
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Casco Bay Beachfront Retreat
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Water's Edge Cottage in Phippsburg, Maine
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Located at the Mouth of picturesque Mackerel Cove!
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Destinations to explore
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- House rentals Chebeague Island
- Family-friendly rentals Chebeague Island
- Waterfront rentals Chebeague Island
- Rentals with beach access Chebeague Island
- Cottage rentals Chebeague Island
- Rentals with a kayak Chebeague Island
- Pet-friendly rentals Chebeague Island
- 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
- Coastal Maine Botanical Gardens
- East End Beach
- Gooch's Beach
- Hills Beach
- Fortunes Rocks Beach
- King Pine Ski Area
- Pleasant Mountain Ski Area
- Popham Beach State Park
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Funtown Splashtown USA





