Holiday Homes in Casco Bay Islands

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Casco Bay Islands

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Kitchen area with microwave, toaster, refrigerator, and sink.

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

9.8 out of 10, Exceptional, (48)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Dog-friendly Fisher Hill home with patio and wood stove - walk to the harbor
Relax on the deck with Adirondack chairs, enjoy a cozy fireplace, and unwind in a serene natural setting.

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

9.6 out of 10, Exceptional, (34)
"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
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Enjoy a clean, contemporary kitchen with a large window offering a view of the surrounding landscape.

Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (19)
"Beautiful location, comfortable beds and wonderful linens. This place was wonderful"
Tranquil Seaside Cottage with Spectacular Views, Wifi & Washer/Dryer
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

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

8.8 out of 10, Excellent, (3)
"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 NZ$434
includes taxes & fees
12 Aug - 13 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!
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!

7.0 out of 10, Good, (10)
"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 NZ$256
includes taxes & fees
28 July - 29 July
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Sunny Modern Oasis in Portland’s Trendy East End
Relax on the spacious deck with a table and chairs, taking in views of the surrounding greenery.

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (51)
"We loved our stay in Munjoy Hill at Mark's VRBO property! It was super clean and modern and in a fantastic location. We were able to walk all over the city from here! Close to so many great restaurants. It was also super private--loved the little deck off the back and the changing leaves. Would definitely stay here again!"
Sunny Modern Oasis in Portland’s Trendy East End
Convenient Portland home 3 miles from Downtown
Enjoy cooking in this well-lit kitchen with a dishwasher, sink, and modern appliances.

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (27)
"The home was in a great neighborhood and the place was very clean. My family and I enjoyed staying here."
Convenient Portland home 3 miles from Downtown
Beachfront, Just steps and you're on the beach!
On the beach

Beachfront, Just steps and you're on the beach!

10.0 out of 10, Exceptional, (1)
"We loved our stay at the cottage. It was exceptionally clean and quiet. "
Beachfront, Just steps and you're on the beach!
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Fridge, microwave, oven, stovetop

NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.

10.0 out of 10, Exceptional, (2)
"We could not have been more pleased with our experience. Not only is the home beautiful and cozy, but the attention to detail is beyond any expectations. The entire process was smooth as could be and the property was an excellent base for our visit to the area. Everything was considered - more amenities than you would imagine and also completely top notch. Excellent views, comfortable beds, luxurious towels, fully appointed kitchen, etc. We felt so lucky to be there."
NEW! Coveside! Designer decor, waterfront, AC, 2 Bedroom in Harpswell.
Dog-friendly bay view home - water views, dock access
Enjoy cooking in this well-equipped kitchen with a granite countertop, sink, and stainless steel appliances.

Dog-friendly bay view home - water views, dock access

6.4 out of 10, (6)
"Nice and quiet. Beautiful view of the water"
Dog-friendly bay view home - water views, dock access
Cozy and Quiet Home One Bedroom Private Bathroom Portland Maine. NOT KITCHEN.
Relax in a comfortable bedroom with a plush sofa, decorative headboard, and a cozy rug.

Cozy and Quiet Home One Bedroom Private Bathroom Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom Portland Maine. NOT KITCHEN.
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Relax in this stylish living room with a high ceiling, comfortable sofa, and flat-screen TV.

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

8.4 out of 10, Very good, (53)
"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!
Quaint Cottage Vacation
Stroll through the charming garden, surrounded by a white picket fence, and enjoy the covered porch with a bench.

Quaint Cottage Vacation

9.0 out of 10, Wonderful, (26)
"Had a great time!!"
Quaint Cottage Vacation
Charming 110-year former Inn 10' from the Ocean!
Relax on the waterfront deck with Adirondack chairs and a small table, taking in the view of the nearby cruise ship.

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (126)
"John was great and the view was a amazing"
Charming 110-year former Inn 10' from the Ocean!
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Enjoy cooking and dining in this well-equipped kitchen with a central island and dining area.

Well-located, dog-friendly home - walk to footbridge & Barrett Park

9.4 out of 10, Exceptional, (33)
"A nice, quiet location that is just a walk away from a pretty town, and not too far of a drive away from many great places to visit along the coastline."
Well-located, dog-friendly home - walk to footbridge & Barrett Park
Luxurious Penthouse with Modern Design in Downtown
Enjoy meals in the kitchen with a dining table and benches, and access to a staircase leading to the upper level.

Luxurious Penthouse with Modern Design in Downtown

9.8 out of 10, Exceptional, (11)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock
Enjoy cooking in this well-lit kitchen with ample workspace and a large island.

Dog-friendly home with high-speed WiFi, washer/dryer, & private dock

8.6 out of 10, Excellent, (39)
"Super clean and excellent location with a view."
Dog-friendly home with high-speed WiFi, washer/dryer, & private dock
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!
Enjoy meals in this dining area with a glass-top table and comfortable seating.

Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!

10.0 out of 10, Exceptional, (13)
"Our family enjoyed our stay at this home in Bath, ME The host was very kind and helpful!"
Peaceful Maine Home w/ Patio: Ocean Inlet Getaway!
Spacious 5BR Family Dream with Private Beach Access
Private kitchen

Spacious 5BR Family Dream with Private Beach Access

10.0 out of 10, Exceptional, (1)
"Great property! Spacious and comfortable.Nice location."
Spacious 5BR Family Dream with Private Beach Access
New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
Enjoy the serene garden surroundings and outdoor space.

New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining

9.6 out of 10, Exceptional, (64)
"We thoroughly enjoyed our stay at the Portland Cottage! It was a wonderful location, extremely clean, and incredible cozy. Paul is a delightful host!"
New South Portland Cottage, 10 Minutes to Downtown, Great for Entertaining
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"Nice suites. Afternoon reception and very good breakfast with many options including made to order omelets."
Dana 2-night trip
Posted 2 hours ago
Embassy Suites by Hilton Portland Maine