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3 Oct - 5 Oct
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21 Nov - 23 Nov

Vacation Homes in Chebeague Island

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, (228)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Camp Forever cottage
Outdoor dining

Camp Forever cottage

9.6 out of 10, Exceptional, (53)
"Connie and Mike are great hosts. The camp was clean and air conditioned! The view from camp was beautiful. The dock was amazing. "
The price is SAR 489
SAR 1,004 total
includes taxes & fees
1 Oct - 2 Oct
Camp Forever cottage
5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER
Dining

5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER

8.8 out of 10, Excellent, (6)
"Aucunes instructions de la part du proprio, clé, draps, serviettes. Nous avons dû chercher la clé longtemps. Manque de propreté, tapis sales, poussière, Proprio désagréable ."
5 HOUSES AWAY FROM BEACH - DISCOUNTED FOR 08/16-08/23,08/23-08/30 AND SEPTEMBER
Full sized home
Terrace/patio

Full sized home

9.8 out of 10, Exceptional, (42)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is SAR 750
SAR 1,365 total
includes taxes & fees
15 Oct - 16 Oct
Full sized home
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Private kitchen

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.2 out of 10, Wonderful, (13)
"Host was very receptive and responsive while on the property. We had a great time. "
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

10.0 out of 10, Exceptional, (149)
"This was our second stay at Beth’s home, and it certainly won’t be the last (as long as she’s willing to have us!) Everything is absolutely perfect. Beth is a thoughtful host, the location is perfect and the home is beautiful - you can’t go wrong!"
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Executive Falmouth Waterfront Home on the Presumpscot River
Terrace/patio

Executive Falmouth Waterfront Home on the Presumpscot River

10.0 out of 10, Exceptional, (54)
"The owners were very accommodating, and the place was very nice!"
Executive Falmouth Waterfront Home on the Presumpscot River
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Outdoor dining

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (63)
"Our stay was perfect. The house allowed for us to sleep 17 people comfortably, eat together, cook in teams for a progressive dinner and spread out all at the same time. Jason was quick to answer questions, and he provided excellent suggestions for places to eat and shop. We could not be more pleased with our stay. Thank you, Jason!!"
The price is SAR 2,997
SAR 5,601 total
includes taxes & fees
28 Sep - 29 Sep
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Beach House ∆ Prime Location ∆ Steps to the Ocean
Beach nearby, sun loungers, beach towels

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (48)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
The price is SAR 567
SAR 1,861 total
includes taxes & fees
8 Oct - 9 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
On the beach, sun loungers, beach towels

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (110)
"Great location, comfortable beds, games for the kids and great communication with the owner. "
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

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

8.6 out of 10, Excellent, (7)
"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. "
The price is SAR 638
SAR 965 total
includes taxes & fees
28 Sep - 29 Sep
Captain's Quarters 2BR Apartment. Walk to Everything!
Beautiful Oceanfront House- Stunning Water Views
Interior

Beautiful Oceanfront House- Stunning Water Views

9.6 out of 10, Exceptional, (16)
"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
BEST BEACH LOCATION OCEANVIEW OOB 2 STOREY COTTAGE 3 BEDROOM &AMAZING PATIO AREA
On the beach

BEST BEACH LOCATION OCEANVIEW OOB 2 STOREY COTTAGE 3 BEDROOM &AMAZING PATIO AREA

10.0 out of 10, Exceptional, (33)
"So close to the beach, loved having coffee watching the sunrise. Clean, owner was friendly and helpful. Great vacation!"
BEST BEACH LOCATION OCEANVIEW OOB 2 STOREY COTTAGE 3 BEDROOM &AMAZING PATIO AREA
Sunny Modern Oasis in Portland’s Trendy East End
Exterior detail

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (56)
"Great apartment, great location to downtown. Owner was easily accessible. "
Sunny Modern Oasis in Portland’s Trendy East End
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Terrace/patio

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.6 out of 10, Exceptional, (72)
"Great view, nice property, cool area in Harpswell. Great to stay at if you are in town for Live Well Farm. Lots of rooms, beds, and privacy. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay
Spacious Historic Home | 7BR West End for Groups
Marina

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (6)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
Spacious Historic Home | 7BR West End for Groups
Large, light filled 4 bedroom house - walk to ocean and ferry
Terrace/patio

Large, light filled 4 bedroom house - walk to ocean and ferry

10.0 out of 10, Exceptional, (34)
"I stayed here for a weekend with a group of friends and it was a dream! So lovely!"
Large, light filled 4 bedroom house - walk to ocean and ferry
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

9.0 out of 10, Wonderful, (2)
"An ideal home away from home at our most favorite place in Maine. Plenty of extra touches to make guests feel welcome and comfortable. Owner is quick to respond to any questions, and went well above-and-beyond to help us out when we experienced an unforeseen situation. I am so very grateful! I hope we can book this wonderful home again next summer. Thank you!"
Elegant and efficient Island home 4 miles from downtown Portland
ENJOY YOUR SUMMER AT BEACH ROSE COTTAGE IN OLD ORCHARD BEACH!
Beach nearby, beach towels

ENJOY YOUR SUMMER AT BEACH ROSE COTTAGE IN OLD ORCHARD BEACH!

9.8 out of 10, Exceptional, (46)
"Cleanest and updated house we have stayed in, I highly recommend. "
ENJOY YOUR SUMMER AT BEACH ROSE COTTAGE IN OLD ORCHARD BEACH!
Five miles from the beach, newly remodeled home with lots of privacy.
Dining

Five miles from the beach, newly remodeled home with lots of privacy.

10.0 out of 10, Exceptional, (62)
"A great location to many of our family members as well as the beaches and favorite seafood restaurants!"
Five miles from the beach, newly remodeled home with lots of privacy.
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

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Hotel in great old Victorian house."
Stacia 1-night trip
Posted 13 hours ago
Inn at St John Portland In-Town