Chebeague Island Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Chebeague Island vacation rentals

House (2 Bedrooms) | Interior

1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is ￥11,477
￥36,095 total
includes taxes & fees
Feb 24 - Feb 25
1 Mi to Maine Street! Mcm-style Home in Brunswick
Exterior

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Brunswick
10.0 out of 10, Exceptional, (145 reviews)
"Great location to access the area especially route 1 n and s. Room totally met our needs and Susan and Jeff were super nice. This place will make our trip most memorable!"
United States
Don E.
The price is ￥14,150
￥18,851 total
includes taxes & fees
Feb 10 - Feb 11
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Interior

Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (8 reviews)
"Such a great location! We could easily walk all over the cute downtown."
United States
Keisha C.
The price is ￥15,722
￥34,788 total
includes taxes & fees
Feb 10 - Feb 11
Modern style in historic building in downtown Bath
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (26 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ￥13,835
￥32,903 total
includes taxes & fees
Feb 10 - Feb 11
Pine Point Beach private, quaint, charming studio.
TV

Brunswick Downtown Sugar Cube next to Bowdoin

Brunswick Downtown Sugar Cube next to Bowdoin
Brunswick
8.4 out of 10, Very Good, (7 reviews)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is ￥13,364
￥39,415 total
includes taxes & fees
Feb 16 - Feb 17
Brunswick Downtown Sugar Cube next to Bowdoin
Living area

Escape to Positive Outlook

Escape to Positive Outlook
West Point
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is ￥16,508
￥34,069 total
includes taxes & fees
Feb 10 - Feb 11
Escape to Positive Outlook
Property grounds

Waterfront Private Apartment, minutes from LLBean!

Waterfront Private Apartment, minutes from LLBean!
Freeport
10.0 out of 10, Exceptional, (16 reviews)
"Jeff & Jess were very friendly and welcoming. The location was perfect for day trips around Maine.As a wheelchair user, the space was exactly what I needed!"
United Kingdom
Gary C.
The price is ￥11,005
￥26,556 total
includes taxes & fees
Feb 11 - Feb 12
Waterfront Private Apartment, minutes from LLBean!
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"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 ￥12,963
￥28,867 total
includes taxes & fees
Feb 10 - Feb 11
Sunny Spot with Private Parking.
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is ￥13,096
￥30,898 total
includes taxes & fees
Feb 10 - Feb 11
Peaceful & minutes from the Old Port with private parking
Interior

Little Lincoln beautiful home

Little Lincoln beautiful home
Brunswick
9.2 out of 10, Wonderful, (15 reviews)
"Simon was very easy to communicate with, the place was clean, the bed was quite comfortable, and we were right by Main Street in Brunswick which made for easy access to food and things to do. Wonderful place to stay!"
United States
Jessica B.
The price is ￥12,420
￥38,558 total
includes taxes & fees
Mar 11 - Mar 12
Little Lincoln beautiful home
Interior

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
8.0 out of 10, Very Good, (24 reviews)
"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 ￥15,722
￥33,931 total
includes taxes & fees
Feb 12 - Feb 13
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Exterior detail

Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (128 reviews)
"Tidy place in a great location! "
United States
Mary M.
The price is ￥14,700
￥29,048 total
includes taxes & fees
Feb 11 - Feb 12
Adorable Portland getaway on the Eastern Promenade
TV

Classic New England 1st Floor 3 BR Downtown Brunswick

Classic New England 1st Floor 3 BR Downtown Brunswick
Brunswick
9.6 out of 10, Exceptional, (9 reviews)
"We had a good time in Brunswick.... great location and jumping off point to explore."
United States
Karin S.
The price is ￥18,866
￥52,267 total
includes taxes & fees
Feb 10 - Feb 11
Classic New England 1st Floor 3 BR Downtown Brunswick
3 bedrooms, WiFi

Fantastic Waterfront Views

Fantastic Waterfront Views
West Point
9.6 out of 10, Exceptional, (15 reviews)
"The location and views were incredible. Quiet and relaxing spot."
United States
Vanessa W.
The price is ￥20,635
￥43,355 total
includes taxes & fees
Mar 11 - Mar 12
Fantastic Waterfront Views
Interior

Vacation Creation Downtown Brunswick 2King Beds

Vacation Creation Downtown Brunswick 2King Beds
Brunswick
9.6 out of 10, Exceptional, (19 reviews)
"Stayed here while visiting Bowdoin. Great place!"
United States
Deborah B.
The price is ￥18,080
￥46,441 total
includes taxes & fees
Feb 16 - Feb 17
Vacation Creation Downtown Brunswick 2King Beds
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is ￥11,068
￥24,918 total
includes taxes & fees
Feb 10 - Feb 11
Beautiful 1st Floor Apartment & Amazing Shower
Property grounds

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!

Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Bath
8.6 out of 10, Excellent, (10 reviews)
"Clean rooms. Quiet location walkable to much of downtown Bath "
United States
randy k.
The price is ￥29,872
￥37,016 total
includes taxes & fees
Mar 1 - Mar 2
Captain's House 2BR Guest Suite. Discover the authenticity & best value in Bath!
Fridge, microwave, oven, stovetop

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)

Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Brunswick
9.8 out of 10, Exceptional, (28 reviews)
"This property is newly renovated and is in a great location--right across from the Brunswick Hotel and next to campus. Parking is easy (in the driveway) and the apartment is really spacious!"
United States
Jill C.
The price is ￥18,866
￥52,267 total
includes taxes & fees
Feb 10 - Feb 11
Brand New Downtown 2BR on Noble Next to Bowdoin(Safe&Sound)
Outdoor dining

Modern, Luxurious, Cabin in the Woods - 17

Modern, Luxurious, Cabin in the Woods - 17
Freeport
10.0 out of 10, Exceptional, (3 reviews)
"Awesome camping in a great, quiet campground. The staff is very responsive and all the little details make this place special."
United States
Miranda K.
The price is ￥26,413
￥46,613 total
includes taxes & fees
Feb 10 - Feb 11
Modern, Luxurious, Cabin in the Woods - 17
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is ￥17,687
￥33,332 total
includes taxes & fees
Feb 10 - Feb 11
Charming Studio apartment with WiFi, AC in welcoming Portland
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.
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Top Chebeague Island Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Wonderful stay!"
Keith 2-night trip
Posted 3 days ago
Portland Harbor Hotel

Find out more about Chebeague Island

Search for holiday rentals in Chebeague Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Chebeague Island using one of the methods below:

  • View our selection of featured holiday rentals in Chebeague Island
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Look no further and take a look at our great range of rental properties in Chebeague Island!

Frequently asked questions

Are there vacation rentals in Chebeague Island?

Yes, we have vacation rentals near popular attractions in Chebeague Island, or you can select a secluded option if you're looking for relaxation. Chebeague Island is known for its shopping and restaurants.

What's the top vacation rental in Chebeague Island?

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port: This vacation home rental near Chebeague Island is located on a river and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a private yard, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Chebeague Island?

Expedia has 3 vacation 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 Bailey Island Bridge are a couple of places you'll find in the larger area.

What are vacation rentals like in Chebeague Island?

Vacation rentals are private properties you can book for several days or more in Chebeague Island. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a small group gathering.