Chebeague Island Vacation Rentals

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Check prices for these dates

Tonight
Jun 18 - Jun 19
Tomorrow
Jun 19 - Jun 20
This weekend
Jun 20 - Jun 22
Next weekend
Jun 27 - Jun 29

Vacation Rentals in Chebeague Island

The Weldon Hotel
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (62)
"Great hotel"
The price is ￥42,540
￥57,272 total
includes taxes & fees
Jun 29 - Jun 30
The Weldon Hotel
68 East Grand Ave
Luxury Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop

68 East Grand Ave

3.0 star property
8.8 out of 10, Excellent, (3)
"nice place close to all"
68 East Grand Ave
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)
"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"
100 feet from the ocean 3 bedroom cottage 420 friendly
In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is ￥18,318
￥29,549 total
includes taxes & fees
Jun 25 - Jun 26
In-town no frills 2 bedroom apt
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is ￥45,795
￥74,320 total
includes taxes & fees
Jul 13 - Jul 14
City Amenities, Casco Bay Sunrises and Natural Beauty
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Property grounds

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Captain's House 2BR Apartment. Walk to Everything!
Miscellaneous

Captain's House 2BR Apartment. Walk to Everything!

10.0 out of 10, Exceptional, (1)
"Sorry it was great, I in error hit one star. Everything was just as he states."
The price is ￥26,168
￥39,299 total
includes taxes & fees
Jun 22 - Jun 23
Captain's House 2BR Apartment. Walk to Everything!
1 room luxury ocean front studio cottage
Miscellaneous

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (150)
"Quaint with a great view."
1 room luxury ocean front studio cottage
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.

8.6 out of 10, Excellent, (55)
"Easy access and check in. The location was just what we wanted with it close to the beach."
The price is ￥64,948
￥98,858 total
includes taxes & fees
Jul 3 - Jul 4
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (20)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods
Vibrant Motel Suite: Your Cozy Retreat
Exterior detail

Vibrant Motel Suite: Your Cozy Retreat

8.0 out of 10, Very Good, (4)
"We loved our stay! Everything was clean, as pictured, and even had some extras on hand. Host made it easy to check in and out. And we loved the Pac-Man machine :) thanks for a great stay!"
The price is ￥18,173
￥30,312 total
includes taxes & fees
Jun 25 - Jun 26
Vibrant Motel Suite: Your Cozy Retreat
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (50)
"Cozy spot on a beautiful beach - hard to beat!"
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
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, (109)
"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
Sun, Sand & Serenity: 2-BR with Beach Access
Aerial view

Sun, Sand & Serenity: 2-BR with Beach Access

2.0 star property
Sun, Sand & Serenity: 2-BR with Beach Access
Luxury on Back Cove - Three Gables
Property grounds

Luxury on Back Cove - Three Gables

The price is ￥32,963
￥63,679 total
includes taxes & fees
Jun 24 - Jun 25
Luxury on Back Cove - Three Gables
Escape to the Beach! Cozy Condo in downtown OOB.
Beach nearby

Escape to the Beach! Cozy Condo in downtown OOB.

9.6 out of 10, Exceptional, (21)
"Great location, clean cozy condo!"
The price is ￥27,484
￥47,774 total
includes taxes & fees
Jun 20 - Jun 21
Escape to the Beach! Cozy Condo in downtown OOB.
Ocean view Victorian
Aerial view

Ocean view Victorian

9.8 out of 10, Exceptional, (88)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful Oceanfront House- Stunning Water Views
Fun Vibes Motel Suite - Trendy Beach Haven
1 bedroom, WiFi, bed sheets

Fun Vibes Motel Suite - Trendy Beach Haven

10.0 out of 10, Exceptional, (1)
The price is ￥18,081
￥30,002 total
includes taxes & fees
Jun 23 - Jun 24
Fun Vibes Motel Suite - Trendy Beach Haven
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (215)
"We enjoyed everything about our place!"
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
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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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?

Charming 2-bedroom house with AC, WiFi in lovely Falmouth: This vacation home rental near Chebeague Island is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 Land's End Gift Shop, 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.