
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 $169 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, Wi-Fi 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.
BeachViewBarbecue
4.86 out of 5 average rating, 242 reviews
Portland & Beach & Lighthouses! Romantic! Lovely
Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780
WalkabilityViewFamily
4.87 out of 5 average rating, 614 reviews
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.
BeachViewAccess
4.99 out of 5 average rating, 134 reviews
Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax with ocean views, warm up in the sauna or take a refreshing dip. Our cottage is part of Gurnet Village, an over 100-year-old working lobstering & oyster farming property on historic Route 24, between Brunswick & Harpswell. Expect boats, workers, road traffic, gear, and the occasional sounds & smells of a real Maine working waterfront. All rooms have ocean views, with access to the tidal beach & floating dock (May-Dec).
BeachWalkabilityWi-Fi
5.0 out of 5 average rating, 226 reviews
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.
BeachViewWi-Fi
5.0 out of 5 average rating, 247 reviews
3 Bedroom Seaside Oasis | 3 Minute Walk to Beach
Your summer oasis awaits! Come make memories at Saco's stunning Ferry Beach in our adorable beach bungalow that is a 2-3 minute walk to soft sand, epic views, and miles of Maine's coastline. There is no public parking nearby which means it is like a private beach. After a long day at the beach, come back to relax under the trees in the serenity of the backyard and then fire up the grill & fire pit as the sun goes down. Note: Bedroom windows have blackout shades & living room has blinds!
BeachWalkabilityLayout
4.97 out of 5 average rating, 108 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!
WalkabilityViewEV charging
4.98 out of 5 average rating, 200 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.
BeachWalkabilityIndoor spaces
5.0 out of 5 average rating, 115 reviews
Luxury Beach Front Condo! Prime Location!
✨ Encourage reserving multiple nights to bring down the cost per night ✨ Single night available Oct 25 ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨
ViewWalkabilityDecor
4.92 out of 5 average rating, 513 reviews
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.
ViewBeachCleanliness
5.0 out of 5 average rating, 142 reviews
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!
ViewBeachCondition
4.96 out of 5 average rating, 119 reviews
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 !
ViewWalkabilitySleep quality
4.88 out of 5 average rating, 144 reviewsPopular amenities for Chebeague Island beachfront rentals
Pet-friendly beachfront home rentals

Spacious 2 bedroom cabin, 50ft from the beach no.8
BeachWalkabilityParking
4.9 out of 5 average rating, 269 reviews
Sebago Lake Waterfront Studio
BeachViewValue
4.96 out of 5 average rating, 105 reviews
Lakefront Getaway
ViewBeachHiking
4.93 out of 5 average rating, 150 reviews
Deja Blue Guesthouse
BeachViewCheckout
4.95 out of 5 average rating, 531 reviews
Beautiful lake house on Tacoma Lakes near Coast
BeachViewTV
4.91 out of 5 average rating, 163 reviews
Pet Friendly Audubon Bring Your Fishing Gear!
WalkabilityViewLocation
4.91 out of 5 average rating, 227 reviews
Lakefront. Fire pit. Game Room. Water trampoline
ViewBeachLaundry
4.99 out of 5 average rating, 100 reviews
Home on Historical Island and Saco River (+ Gym)
ViewBeachTV
4.92 out of 5 average rating, 136 reviewsBeachfront home rentals with a pool

Steps to Wells Beach + Pool | Coastal Retreat
ViewBeachComfort
4.96 out of 5 average rating, 132 reviews
Oceanfront Cottage 3 in OOB
BeachViewOutdoor spaces
4.9 out of 5 average rating, 10 reviews
LUXURY OCEANFRONT CONDO Best Location on the beach
ViewBeachIndoor spaces
5.0 out of 5 average rating, 30 reviews
*GRAND VICTORIAN*MODERN *OCEAN VIEWS* 3 BEDRM
ViewWalkabilityIndoor spaces
4.86 out of 5 average rating, 69 reviews
Surf Inn #2
BeachViewLaundry
4.76 out of 5 average rating, 34 reviews
Atlantic Ocean Suites - Sand Dollar Suite 5
ViewBeachCheckout
5.0 out of 5 average rating, 6 reviews
Lake Beach House at Poland Spring Resort
ViewBeachPets
4.63 out of 5 average rating, 19 reviews
Sebago Lake Waterfront Log Cabin on Frye Island
ViewWalkabilityDecor
4.98 out of 5 average rating, 45 reviewsPrivate beachfront home rentals

Waterfront Gem walkable to Restaurants!
ViewBeachHiking
4.95 out of 5 average rating, 204 reviews
Edgewater Retreat - Lakefront w/Sauna & EV Charger
WalkabilityBeachHeating
4.81 out of 5 average rating, 120 reviews
Mermaid's Chair | Private Beach | Hot Tub
ViewWalkabilityValue
4.95 out of 5 average rating, 19 reviews
Waterfront-Beach Sunrise/Sunset Peaks Portland
BeachViewBiking
5.0 out of 5 average rating, 86 reviews
Water's Edge Cottage in Phippsburg, Maine
ViewWalkabilityCheckout
4.99 out of 5 average rating, 92 reviews
Spectacular Oceanfront Home w/ Private Cove
ViewBeachLocation
4.97 out of 5 average rating, 61 reviews
Walk the beach or watch the tide from "Boatyard"
WalkabilityBeachOutdoor spaces
5.0 out of 5 average rating, 20 reviews
Beach Front, Waterfront, Ferry Beach
ViewBeachAccuracy
5.0 out of 5 average rating, 50 reviewsDestinations to explore
- House rentals Chebeague Island
- Family-friendly rentals Chebeague Island
- Waterfront rentals Chebeague Island
- Rentals with beach access Chebeague Island
- Cottage rentals Chebeague Island
- Pet-friendly rentals Chebeague Island
- Rentals with a kayak 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
- 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





