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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Browse Select Casco Bay Islands Holiday Homes

Our top choices for Casco Bay Islands holiday homes

Quintessential Maine Beach Cottage
Property grounds

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (127)
"Incredible stay in Maine with our dog. Everything was perfect!!!!"
Quintessential Maine Beach Cottage
4-bedroom vacation home steps to Old Orchard Beach Pier
Sun-loungers, beach towels

4-bedroom vacation home steps to Old Orchard Beach Pier

10.0 out of 10, Exceptional, (14)
"Mitchells home was PERFECT.Always quick to communicate and very accommodating. If you are looking for a great place to stay I cant say enough good things. Well stocked he has thought of everything people need when away. He even has games to play which was a nice surprise. You wont regret staying bere! Thanks again so much Mitchell!!!"
4-bedroom vacation home steps to Old Orchard Beach Pier
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Fridge, microwave, oven, stovetop

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

9.8 out of 10, Exceptional, (56)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is £227
includes taxes & fees
14 Sept - 15 Sept
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Terrace/patio

Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor

9.6 out of 10, Exceptional, (37)
"Very clean and had everything we needed for a nice long weekend with our pup in Boothbay Harbor"
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
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)
The price is £216
includes taxes & fees
31 Aug - 1 Sept
Captain's Quarters 2BR Apartment. Walk to Everything!
Fantastic Waterfront Views
3 bedrooms, WiFi

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
The price is £382
includes taxes & fees
1 Sept - 2 Sept
Fantastic Waterfront Views
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Property grounds

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is £124
includes taxes & fees
31 Aug - 1 Sept
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
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
9.0 out of 10, Wonderful, (9)
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
The Good Bones Abode
Property grounds

The Good Bones Abode

10.0 out of 10, Exceptional, (3)
"Beautiful older home with lots of character. Comfy beds, updated appliances, well manicured gardens and pretty outdoor sitting area. Close location to the interstate and urban areas, yet in a lovely country setting."
The Good Bones Abode
Spacious 4-bedroom house located in the heart of Portland, ME.
Interior

Spacious 4-bedroom house located in the heart of Portland, ME.

10.0 out of 10, Exceptional, (1)
"Clean, comfortable. "
The price is £671
includes taxes & fees
17 Sept - 18 Sept
Spacious 4-bedroom house located in the heart of Portland, ME.
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Beach nearby

On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.

10.0 out of 10, Exceptional, (65)
"We thoroughly enjoyed our stay. The owner is wonderful and accomodating. The property location is ideal for access to many attractions. "
On Sebasco Estates, 4 Bedroom House, Ocean Views, Close to Beaches and Golfing.
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Exterior

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (78)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Oceanside escape 🌊 perfect family getaway!
Terrace/patio

Oceanside escape 🌊 perfect family getaway!

9.8 out of 10, Exceptional, (18)
"Great location for proximity to Portland. Very clean and spacious."
Oceanside escape 🌊 perfect family getaway!
Modern Getaway by the Sea
Fridge, microwave, oven, stovetop

Modern Getaway by the Sea

The price is £440
includes taxes & fees
26 Aug - 27 Aug
Modern Getaway by the Sea
Gull's Nest by Bayley Vacation Rentals
Fridge, microwave, oven, stovetop

Gull's Nest by Bayley Vacation Rentals

Gull's Nest by Bayley Vacation Rentals
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (31)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Shady Potts Point Cottage Cooled by Ocean Breezes
Terrace/patio

Shady Potts Point Cottage Cooled by Ocean Breezes

9.8 out of 10, Exceptional, (83)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes
Luxurious Penthouse with Modern Design in Downtown
Interior

Luxurious Penthouse with Modern Design in Downtown

9.8 out of 10, Exceptional, (12)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
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
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, (144)
"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!
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 Casco Bay Islands Hotel Reviews

Germaine Inn South Portland

Germaine Inn South Portland

10/10 Excellent
"The room in general was clean 👌 "
Tamara 2-night trip
Posted 18 hours ago
Germaine Inn South Portland