Search Vacation Homes in Casco Bay Islands

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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Compare 657 Vacation Homes in Casco Bay Islands with updated reviews, rates, and availability.

Cute House -2 Blocks from Beach
Sun loungers, beach towels

Cute House -2 Blocks from Beach

9.4 out of 10, Exceptional, (24)
"Nice place with two bedrooms and a full kitchen. While it looks small from the outside, itā€™s is nicely roomy inside. "
Cute House -2 Blocks from Beach
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!
Smart TV, video games, table tennis, books

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

8.2 out of 10, Very Good, (50)
"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!
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (77)
"Great historic house in a terrific location. "
The Globe House on Munjoy Hill - Walk to Breweries
Elegant Orchard Retreat: Generous Yard & Patio
Beach

Elegant Orchard Retreat: Generous Yard & Patio

2.0 star property
9.0 out of 10, Wonderful, (8)
"Clean, easy check-in, good location with a lot of amenities provided including a well-equipped kitchen. We stayed off-season but this would be a lovely place to stay during the peak season as it's close to the beach/attractions but also private with a nice sized fenced yard."
Elegant Orchard Retreat: Generous Yard & Patio
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
Fridge, microwave, oven, stovetop

Beautifully renovated home w/ prime location - walk to the footbridge & downtown

9.4 out of 10, Exceptional, (50)
"Perfect spot in Boothbay Harborā€¦ house has everything you needā€¦"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown
The Boathouse Cottage is a beachfront family retreat
Terrace/patio

The Boathouse Cottage is a beachfront family retreat

9.8 out of 10, Exceptional, (70)
"Wonderful spot to gather with family not far from the beach"
The Boathouse Cottage is a beachfront family retreat
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
Fridge, microwave, oven, stovetop

Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views

9.2 out of 10, Wonderful, (83)
"This house is in perfect spot in Boothbay Harbor. Easy walk to town, right on the water. Everything about the house was perfect and exactly what we needed. "
Downtown Waterfront Cottage on the Shore of Mill Cove w/ Lovely Views
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, (68)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Private Lakefront Estate with 180 Degree Views
Property grounds

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views
Oceanfront Home | Beach Access | Deck + Ping Pong
Offices

Oceanfront Home | Beach Access | Deck + Ping Pong

Oceanfront Home | Beach Access | Deck + Ping Pong
Home In Boothbay - Holiday Getaway
Dining

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"We used this cozy home as our home base while we were visiting the sights at Boothbay Harbor."
Home In Boothbay - Holiday Getaway
Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
Smart TV, books

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!

Ambleside- a beautifully renovated home in Boothbay Harbor Maine!
One of kind Ocean Front Compound with private beach!
Interior

One of kind Ocean Front Compound with private beach!

9.2 out of 10, Wonderful, (12)
"Enjoyed our stay"
One of kind Ocean Front Compound with private beach!
Spacious Country Home Freeport, Only 5 min to LL Bean!
Interior

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We canā€™t wait to go again!"
Spacious Country Home Freeport, Only 5 min to LL Bean!
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Beach

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

The price is AEDĀ 5,693
AEDĀ 10,453 total
includes taxes & fees
8 May - 9 May
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Quintessential Maine Beach Cottage
Property grounds

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (111)
"Comfortable and close to beach and other fun sites."
Quintessential Maine Beach Cottage
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Beach nearby

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very Good, (12)
"Dog friendly."
Dog-friendly cottage with deck & porch - walk to the beach, pier & town
Beautiful House just a step from ocean
Interior

Beautiful House just a step from ocean

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 House just a step from ocean
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (17)
"This place was amazing and so special- incredible views, great cabin, and amazing access to the water. "
Oceanfront Cabin-Castle in Maine Woods
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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Other property types in Casco Bay Islands

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
Exterior

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

9.6 out of 10, Exceptional, (30)
"Beautiful home with lots of comfortable places to sit and relax. The whole house has views of the water and sunrise. Very private, perfect location. Our favorite house rental on Peaks by far!"
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!
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, (56)
"Great hotel"
The price is AEDĀ 773
AEDĀ 1,118 total
includes taxes & fees
13 May - 14 May
The Weldon Hotel
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, (105)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach 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.