
House vacation rentals in Chebeague Island
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Top-rated house rentals in Chebeague Island
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chebeague Island house rentals
House rentals with a pool

Mountain Hideaway - Outdoor pool, hot tub

Fantastic Kittery Home with Pool

Timber Ridge w/ Hot tub, Home Theatre

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen

House in the woods

Walk to StoryLand!Updated Condo! WiFi/Golf/Pool/AC

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

There's No Place Like Home
Weekly house rentals

Opening May 16th

175 feet from Wells Beach! Sleeps 12 4 BR/3BA

90 second, traffic-free drive to Sunday River

Sunday River - English Woods Chalet

Spacious 3 level family friendly home.Dog friendly

Cozy & quiet on the river... the Captain's House

North Conway 5 Bedrooms 3 Bath close to Downtown

Hills Beach UNE 3-4 brs oceanview 50 steps 2 beach
Private house rentals

Beautiful, Peaceful, Maine Getaway House

Kirby Island Road Retreat

Beach Home w/ Exclusive privacy in Southern Maine

Oceanfront Luxury Estate in Mid-Coast Maine

Beautiful House to Relax & Enjoy the Quiet!

Newly Renovated House in York 4 Min Walk to Beach!

All Season Wells Beach Retreat attractions close

Entire House in Portland!
Quick stats about house rentals in Chebeague Island
Total rentals
100 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
90 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
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- Rentals with outdoor seating Chebeague Island
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- Ogunquit Beach
- Wells Beach
- Sebago Lake
- Scarborough Beach
- York Harbor Beach
- Ogunquit Playhouse
- Long Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Long Sands Beach
- Popham Beach State Park
- Purity Spring Resort
- East End Beach
- King Pine Ski Area
- Dunegrass Golf Club
- Palace Playland
- Pemaquid Beach
- Laudholm Beach
- Parsons Beach
- Mothers Beach
- Middle Beach
- Ferry Beach
- Portland Museum of Art
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes