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

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, it’s is nicely roomy inside. "
Cute House -2 Blocks from Beach

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

10.0 out of 10, Exceptional, (76)
"Gorgeous and clean property. Can't wait to go again!"
The Globe House on Munjoy Hill - Walk to Breweries

Elegant Orchard Retreat: Generous Yard & Patio

2.0 star property
9.0 out of 10, Wonderful, (7)
"Booked for a weekend course, lovely spot, convenient location, and so close to everything you may need! Accommodating hosts, easy communication, and very responsive. "
Elegant Orchard Retreat: Generous Yard & Patio

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

9.4 out of 10, Exceptional, (50)
"Very clean place. Right across the town of boothbay. Very good communication with host. She was very helpful. Very good stay"
Beautifully renovated home w/ prime location - walk to the footbridge & downtown

The Boathouse Cottage is a beachfront family retreat

9.8 out of 10, Exceptional, (70)
"We were so pleased with how clean everything was, so very family friendly and so comfortable. Everything was great!"
The Boathouse Cottage is a beachfront family retreat

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

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

Oceanfront Home | Beach Access | Deck + Ping Pong

Oceanfront Home | Beach Access | Deck + Ping Pong

Home In Boothbay - Holiday Getaway

9.4 out of 10, Exceptional, (10)
"Great trip. Home met all our needs. It needs tables by the couch and perhaps another chair in tv room. But it was comfortable and homey. "
Home In Boothbay - Holiday Getaway

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!

9.2 out of 10, Wonderful, (12)
"Myself and my family get together. Every two years And stay at hills beach. We have been coming to this area since we were children and truly enjoy this location. This rental fit our needs perfectly with 3 different families all related And all with different needs. Our stay here allowed us to all be together and all have our own personal space. Lauren The owner was a great communicator and very accommodating to our needs. I absolutely recommend anyone who gets the chance to stay here."
One of kind Ocean Front Compound with private beach!

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 can’t wait to go again!"
The price is AED 654
AED 1,704 total
includes taxes & fees
8 Apr - 9 Apr
Spacious Country Home Freeport, Only 5 min to LL Bean!

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

The price is AED 5,693
AED 10,518 total
includes taxes & fees
8 May - 9 May
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (109)
"Perfect location. Adorable house"
Quintessential Maine Beach Cottage

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

8.2 out of 10, Very Good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
Beautiful House just a step from ocean

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (15)
"The house was exactly what we were hoping for -- right on the ocean, close to long beach walks, with delicious food nearby. Loved using the wood stove! The host was very responsive to our various questions and requests. We'd love to return!"
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

Cottage in the Woods on Picturesque Island

10.0 out of 10, Exceptional, (1)
"Great little place on a beautiful and peaceful island. Communication was excellent. "
Cottage in the Woods on Picturesque Island

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

9.6 out of 10, Exceptional, (30)
"My family and I can't say enough about this property. It was wonderful. Pictures can't possibly capture the incredible views or the wonderful accommodations. All three spacious bedrooms had direct ocean views. The first floor living space was open and inviting and the kitchen, actually the whole house, was beautifully appointed with everything we could possibly need for our family reunion. We had big family breakfasts at the farmhouse size table with full ocean views, grilled and ate outside on...
The price is AED 2,296
AED 4,504 total
includes taxes & fees
2 May - 3 May
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (51)
"Checkin might be a bit tricky if you’re parking - need to check in first by pulling up somewhere first before driving into the lot. But otherwise great property and very nice! Light sleepers should also bring earplugs as it gets loud with the outside noise"
The price is AED 574
AED 901 total
includes taxes & fees
27 Apr - 28 Apr
The Weldon Hotel
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.