Holiday Rentals in Chebeague Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Chebeague Island

Holiday Home in Bath

7.6 out of 10, Good, (12)
"Quaint and historic old house in a quiet neighborhood. The location was very convenient to the sights around Bath."
United States
Ricky R.
The price is €91
includes taxes & fees
1 Dec - 2 Dec
Captain's Quaters 1BR Apt. Quiet. Walk to everything. No fees. Pets stay free!

Apartment in Brunswick

10.0 out of 10, Exceptional, (144)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is €108
includes taxes & fees
8 Dec - 9 Dec
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Cabin in Freeport

10.0 out of 10, Exceptional, (6)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is €206
includes taxes & fees
1 Dec - 2 Dec
Modern, Luxurious Cabin in the Woods - 03

Apartment in Bath

10.0 out of 10, Exceptional, (8)
"Property was nice little apartment with what I needed"
United States
stephen e.
The price is €197
includes taxes & fees
26 Nov - 27 Nov
Modern style in historic building in downtown Bath

Apartment in Brunswick

8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is €233
includes taxes & fees
4 Dec - 5 Dec
Brunswick Downtown Sugar Cube next to Bowdoin

Apartment in Brunswick

8.8 out of 10, Excellent, (6)
"We loved the simplicity of the residence as well as location "
United States
Joel
The price is €161
includes taxes & fees
30 Nov - 1 Dec
First Floor Little Cozy Studio with King Size Bed Downtown

Cottage in Freeport

9.8 out of 10, Exceptional, (49)
"Awesome little house perfect for our family of 4, also big bonus they had kids toys and books! Very walkable to downtown freeport, very driveable to Portland."
United States
Emily N.
The price is €199
includes taxes & fees
7 Dec - 8 Dec
The Outlet House, Comfortable Cottage

Holiday Home in Brunswick

9.8 out of 10, Exceptional, (7)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is €375
includes taxes & fees
2 Dec - 3 Dec
Mere Point Sunrise Views at Eastern Shore!

Apartment in Knightville

2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is €175
includes taxes & fees
1 Dec - 2 Dec
Sunny Spot with Private Parking.

Cottage in Old Orchard Beach

8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is €171
includes taxes & fees
27 Nov - 28 Nov
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Apartment in Topsham

10.0 out of 10, Exceptional, (14)
"Very pretty studio with a full modern kitchen. Very comfortable and close to everything "
United States
WEndy D.
The price is €193
includes taxes & fees
30 Nov - 1 Dec
King Size Sun Rise Midcoast Lovely Stay

Holiday Home in Bath

8.6 out of 10, Excellent, (10)
"Nice, clean, cosy, conveniently located and easy enough to find. Great communication with host, comfortable beds and plenty of hot water. very responsive and would definitely consider using again. "
United States
A M.
The price is €155
includes taxes & fees
26 Nov - 27 Nov
2BR Apartment. Walk to everything. No fees. Pets welcome.

Holiday Home in West Point

9.6 out of 10, Exceptional, (14)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
United States
Heather S.
The price is €242
includes taxes & fees
1 Dec - 2 Dec
Fantastic Waterfront Views

Apartment in Brunswick

9.6 out of 10, Exceptional, (18)
"Stayed here while visiting Bowdoin. Great place!"
United States
Deborah B.
The price is €291
includes taxes & fees
1 Dec - 2 Dec
Vacation Creation Downtown Brunswick 2King Beds

Apartment in Knightville

9.8 out of 10, Exceptional, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is €191
includes taxes & fees
30 Nov - 1 Dec
Peaceful & minutes from the Old Port with private parking

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (125)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
The price is €157
includes taxes & fees
1 Dec - 2 Dec
Adorable Portland getaway on the Eastern Promenade

Apartment in Brunswick

9.6 out of 10, Exceptional, (9)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is €299
includes taxes & fees
14 Dec - 15 Dec
Classic New England 1st Floor 3 BR Downtown Brunswick

Cabin in Gray

2.0 star property
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is €647
includes taxes & fees
9 Dec - 10 Dec
Waterfront Access with Kayaks, Private Deck and a Firepit

Apartment in Brunswick

9.8 out of 10, Exceptional, (28)
"Great place to stay for Bowdoin drop-off. So close! Very comfortable."
United States
Kim O.
The price is €315
includes taxes & fees
1 Dec - 2 Dec
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Apartment in Windham

2.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is €110
includes taxes & fees
30 Nov - 1 Dec
Spacious Studio Near Sebago Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Chebeague Island Hotel Reviews

Find out more about Chebeague Island

Everything you need to know about Chebeague Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chebeague Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chebeague Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chebeague Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chebeague Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chebeague Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chebeague Island holiday rentals we have selected for you start as low as €139 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chebeague Island rentals

At Expedia, we put the best Chebeague Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chebeague Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chebeague Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chebeague Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Chebeague Island?

Yes, there are holiday rentals close to the most popular sights in Chebeague Island, or you can select a more secluded option if you're looking for a relaxing stay. Chebeague Island is known for its shopping and restaurants.

What are some of the best holiday rentals that Chebeague Island has to offer?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Chebeague Island is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Chebeague Island?

Expedia has 3 holiday rentals for your stay in Chebeague Island.

What can I see and do in Chebeague Island?

Explore the area and family-friendly sights such as Portland Observatory, or get out into nature at a spot like Casco Bay. Wolfe's Neck Woods State Park and Bradbury Mountain State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Chebeague Island?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chebeague Island. Holiday rentals offer amenities like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for family trips.