Chebeague Island Vacation Rentals

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Check prices for these dates

Tonight
Apr 1 - Apr 2
Tomorrow
Apr 2 - Apr 3
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Vacation Rentals in Chebeague Island

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (47)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is CA $220
CA $240 total
includes taxes & fees
Apr 9 - Apr 10
The Weldon Hotel
Gorgeous ocean-front home with stunning beach views
On the beach

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (102)
"The place was even nicer than it looked on line. Right on the beach!!! You could hear the waves crashing in the home with the windows shut. Doesn't get much better!the windows closedwas rea"
Gorgeous ocean-front home with stunning beach views
Oceanfront Condo! Spectacular Views From Private Large Balcony
On the beach

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is CA $179
CA $387 total
includes taxes & fees
Apr 3 - Apr 4
Oceanfront Condo! Spectacular Views From Private Large Balcony
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

Large 2BD cottage 10 min to Pier & Beach Pets ok

9.4 out of 10, Exceptional, (26)
"This 2 bedroom cottage was perfect for our 3 day stay.Location was a 10 minute walk to the boardwalk.Would like to come back in the summer."
The price is CA $200
CA $384 total
includes taxes & fees
Apr 7 - Apr 8
Large 2BD cottage 10 min to Pier & Beach Pets ok
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Interior

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (200)
"Upon entering, you'll be welcomed by a beach-themed interior, a clean and comfortable atmosphere. Further inside, a magnificent, large sliding door reveals a stunning ocean view.I experienced a minor difficulty connecting the television to the Wi-Fi network, but Wendy promptly assisted me, and we resolved the problem within minutes. Its the ideal overnight escape."
The price is CA $250
CA $482 total
includes taxes & fees
Apr 3 - Apr 4
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
100 feet from the ocean 3 bedroom cottage 420 friendly
Interior

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Beach

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Beach House ∆ Prime Location ∆ Steps to the Ocean
3 bedrooms, desk, iron/ironing board, travel crib

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (40)
"Great place.... Very clean and everything you will need to stay. It was three levels and it had supplies needed for the beach (Beach wagon, chairs, towel, sand toys...). We stayed off season so most of the houses were vacant. We would definately come back again. I did send two messages to the owner, but did not get a response. "
The price is CA $213
CA $711 total
includes taxes & fees
Apr 7 - Apr 8
Beach House ∆ Prime Location ∆ Steps to the Ocean
1 room luxury ocean front studio cottage
Miscellaneous

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Beach nearby

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Completely remodeled 2 bedroom apartment in Portland's West End
Exterior

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (60)
"We had a very nice stay in this apartment. I would definitely recommend it to others. The owners were friendly and it was easy to get into the unit. The only drawback for anyone who's not quite so agile is the steep staircase to get to the bedrooms. It worked out fine for our family of four, so I just list this for anyone with mobility issues."
The price is CA $322
CA $649 total
includes taxes & fees
Apr 30 - May 1
Completely remodeled 2 bedroom apartment in Portland's West End
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

8.2 out of 10, Very good, (34)
"I enjoyed my stay in this quaint little condo. Great location, close to the beach and a short walk to the pier. The rooms were clean and had white colored walls with grey wood floors that brightened up the space. The window air conditioner looked new and worked great! Plenty of washcloths, bath and beach towels, shampoo, conditioner and soap were provided. There was also a well stocked kitchenette. Yes, it is an older building that could use more updating, but it was fine for what I was there...
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is CA $286
CA $515 total
includes taxes & fees
Apr 2 - Apr 3
Cozy, Elegant and Bright 2 bed in the East End
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries
Studio Apartment In-town Walkable!
1 bedroom, WiFi, bed sheets

Studio Apartment In-town Walkable!

The price is CA $135
CA $240 total
includes taxes & fees
Apr 3 - Apr 4
Studio Apartment In-town Walkable!
Cute House -2 Blocks from Beach
Sun loungers, beach towels

Cute House -2 Blocks from Beach

9.4 out of 10, Exceptional, (24)
"Nice place with two bedrooms and a full kitchen. While it looks small from the outside, it’s is nicely roomy inside. "
Cute House -2 Blocks from Beach
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Beach nearby, beach towels

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.2 out of 10, Very good, (34)
"A cozy accommodation. Big enough for a small family that wants to spend days on the beach. Small enough for quick cleanup. My family and I enjoyed our stay."
The price is CA $179
CA $398 total
includes taxes & fees
Apr 3 - Apr 4
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Maine-ly Waves by Bayley Vacation Rentals
Beach nearby

Maine-ly Waves by Bayley Vacation Rentals

9.6 out of 10, Exceptional, (15)
"This house has plenty of space, a quite neighborhood and great location. We had a few issues with things being dirty and appliances not working, but these were taken care of quickly and efficiently. BVR was great to work with "
Maine-ly Waves by Bayley Vacation Rentals
Beautiful House just a step from ocean
Interior

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
Beautiful House just a step from ocean
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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Other types of properties in Chebeague Island you may be interested in

La Quinta Inn & Suites by Wyndham Portland
Exterior

La Quinta Inn & Suites by Wyndham Portland

3.0 star property
9.0 out of 10, Wonderful, (2285)
"Clean quiet room"
The price is CA $121
CA $134 total
includes taxes & fees
Apr 3 - Apr 4
La Quinta Inn & Suites by Wyndham Portland
Portland Harbor Hotel
Honeymoon Suite, 1 King Bed

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1650)
"The hotel is located in the heart of downtown Portland, right across from the Hyatt. It has an old charm, but the sheets and beds could use some improvement. We stayed during the off-season, so when we arrived, there was plenty of parking right in front of the entrance. However, valet parking was the only option at $45. If they offered self-parking for a reduced fee, it would be much better."
The price is CA $208
CA $285 total
includes taxes & fees
Apr 20 - Apr 21
Portland Harbor Hotel
Cambria Hotel Portland Downtown-Old Port
Exterior

Cambria Hotel Portland Downtown-Old Port

3.0 star property
9.4 out of 10, Exceptional, (817)
"Everything was great"
The price is CA $164
CA $221 total
includes taxes & fees
Apr 9 - Apr 10
Cambria Hotel Portland Downtown-Old Port
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.

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?

The Globe House on Munjoy Hill - Walk to Breweries: This vacation home rental near Chebeague Island is located in the city center and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Chebeague Island?

Expedia has 4 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.