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Check prices for these dates

Next weekend
Jun 27 - Jun 29
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Jul 4 - Jul 6
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Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Cottages in Great Diamond Island

Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
Smart TV, printers

Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access

Loon Call Cottage DIRECTLY ACROSS from Little Sebago Lake With Easy Water Access
WATERFRONT ON PETTENGILL POND
Smart TV

WATERFRONT ON PETTENGILL POND

10.0 out of 10, Exceptional, (1)
"Location was as depicted. Kitchen was well equipped, shower had good water pressure. Pond was beautiful, and the view was excellent. Comfortable and quiet. We enjoyed it."
WATERFRONT ON PETTENGILL POND
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Outdoor spa tub

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (34)
"Great stay. Unique place with lots of character. Clean and pleasant. Loved the geese that greeted us each time we walked in/out (fenced not loose) !"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.6 out of 10, Exceptional, (84)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
Property grounds

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (27)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.
The Outlet House, Comfortable Cottage
Fridge, microwave, oven, stovetop

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (41)
"We booked this to be near our daughter and grandchildren in Freeport. It is a great location, large interior, quiet location."
The Outlet House, Comfortable Cottage
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Beach

Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!

9.6 out of 10, Exceptional, (45)
"We enjoyed our visit"
Private, 1st Floor Cottage, 5 Minute Walk to Beach- Perfect for Families!
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Miscellaneous

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

7.8 out of 10, Good, (20)
"This was a great find! Short walk to downtown, but far enough away to be away from the crowds. Perfect oasis for myself, my pregnant wife, and our dog. We would definitely stay again!"
The price is ￥42,775
￥66,855 total
includes taxes & fees
Jun 26 - Jun 27
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
2 bedroom cottage
Smart TV

2 bedroom cottage

9.6 out of 10, Exceptional, (4)
"quiet, clean, short walk to beach"
2 bedroom cottage
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Beach

WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND

10.0 out of 10, Exceptional, (1)
"Boomfish Cottage is a cozy place with everything you could need . It was clean , comfy and serene . It provided the perfect calm for us during a weekend long family wedding at nearby Caswell Flower Farm . It was also easy access for an older person ( me) as well as small children and my little ShihTzu rescue dogs . My granddaughters came by and loved catching minnows in the still warm lake. Extra bonus was enjoying the peak foliage at the lake . Eric , the property manager was very communicative...
WATERFRONT ON HIGHLAND LAKE. LESS THAN 30 MINUTES TO PORTLAND
Cute 2+ Bedroom Cottage
Fridge, microwave, oven, stovetop

Cute 2+ Bedroom Cottage

9.6 out of 10, Exceptional, (14)
"Returned this year for our 2nd stay. Clean, comfortable and quiet. Will book again!"
Cute 2+ Bedroom Cottage
Quaint Retro Ash Cove Cottage
Flat-screen TV, books, stereo

Quaint Retro Ash Cove Cottage

9.6 out of 10, Exceptional, (15)
"Chuck and Lynn were excellent hosts. We enjoyed our stay!"
Quaint Retro Ash Cove Cottage
Quaint Cottage Just Steps From The Beach And The Saco River
Beach

Quaint Cottage Just Steps From The Beach And The Saco River

9.8 out of 10, Exceptional, (15)
"We had a very nice, clean and comfortable stay!"
Quaint Cottage Just Steps From The Beach And The Saco River
Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin
Beach

Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin

10.0 out of 10, Exceptional, (5)
"My family‘s first trip to old Orchard Beach and I would have to say this was a perfect location. The cottage Was clean, private, and family friendly. It was a short walk to the pier. The process was quite easy, and the owners were Easily reachable and friendly."
Seashell Cottages/JK Rentals - Cottage 4, 2 full beds, 1 twin
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Outdoor dining

'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!

9.8 out of 10, Exceptional, (10)
"Really enjoyed the house and location."
'Heron Cottage' on Casco Bay w/ Deck & Boat Dock!
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Property grounds

Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage

9.4 out of 10, Exceptional, (16)
"Loved the location."
Sea Ledge S - Enjoy beautiful sunsets from this charming Bailey Isl cottage
Little Miss Cottages
Property grounds

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"Place was great "
Little Miss Cottages
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

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

9.2 out of 10, Wonderful, (29)
"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 ￥34,800
￥56,582 total
includes taxes & fees
Jun 23 - Jun 24
Large 2BD cottage 10 min to Pier & Beach Pets ok
Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!
Interior

Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!

Enjoy Stunning Ocean Views & Coastal Access at Sea Mist Overlook!
Charming 2-bedroom Oceanside Cottage in Old Orchard Beach
Beach

Charming 2-bedroom Oceanside Cottage in Old Orchard Beach

The price is ￥42,050
￥80,447 total
includes taxes & fees
Jun 25 - Jun 26
Charming 2-bedroom Oceanside Cottage in Old Orchard 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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