Search Vacation Homes in Casco Bay Islands

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Casco Bay Islands

Mere Point Sunrise Views at Eastern Shore!

9.6 out of 10, Exceptional, (4)
"We enjoyed a beautiful rainy overnight at this gorgeously situated house and guest house. Lovely bedrooms and a cozy, book- and game-filled living room made it all the more welcoming. Our hosts were responsive and accommodating. "
Mere Point Sunrise Views at Eastern Shore!

The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

10.0 out of 10, Exceptional, (5)
"Loved our stay. Walking distance to everything. Kids loved the kayaks & dock. We loved having coffee on the harbor every morning. Plenty of room for multiple families. "
The price is AED 5,508
AED 8,038 total
includes taxes & fees
28 Jun - 29 Jun
The Sea Eagle - Luxury 5 BR Waterfront Home in Boothbay Harbor with private dock

Downtown Boothbay Harbor, The Francis Greene House

9.4 out of 10, Exceptional, (40)
"We had a blast, home was just the local place we needed for our weekend! Home was beautiful and nice and clean! Would love to stay again!"
The price is AED 1,208
AED 2,358 total
includes taxes & fees
20 Jul - 21 Jul
Downtown Boothbay Harbor, The Francis Greene House

Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Our host did a tremendous job making us feel welcome. "
The price is AED 906
AED 1,177 total
includes taxes & fees
22 Jun - 23 Jun
Greenleaf Inn #3 - Gorgeously Renovated King Suite, Large Bath, Balcony, Harbor Views!

Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

2.5 star property
10.0 out of 10, Exceptional, (1)
"This was one of our very favorite places we have visited. The Greenleaf Inn was perfect and we lacked for nothing. Make sure you relax on the roof top deck with a coffee or glass of wine!"
The price is AED 933
AED 1,211 total
includes taxes & fees
1 Jul - 2 Jul
Greenleaf Inn Alyson's Room Main House King, Ocean views, Large Bath

Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

2.5 star property
10.0 out of 10, Exceptional, (1)
The price is AED 841
AED 1,090 total
includes taxes & fees
29 Jun - 30 Jun
Greenleaf Inn Room 4 – King Room with Harbor & Island Views in Boothbay

Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

8.0 out of 10, Very Good, (2)
"The property was on a great location and the service was excellent! We will definitely stay here again!"
The price is AED 999
AED 1,298 total
includes taxes & fees
3 Jul - 4 Jul
Greenleaf Inn - Mary's Room! First Floor King Suite, w/ Balcony, Harbor Views!

Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

10.0 out of 10, Exceptional, (2)
The price is AED 956
AED 1,242 total
includes taxes & fees
24 Jun - 25 Jun
Greenleaf Inn Room 6 | Private Entry, Balcony, and Harbor Views

Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

10.0 out of 10, Exceptional, (2)
"Great room. Friendly staff. Ocean views. Had a fantastic weekend!"
The price is AED 1,134
AED 1,471 total
includes taxes & fees
2 Jul - 3 Jul
Greenleaf Inn Penthouse King w/ Panoramic Ocean views off Rooftop Deck

Greenleaf Inn Room 2: Cozy King Room With Harbor Views

The price is AED 1,037
AED 1,345 total
includes taxes & fees
3 Jul - 4 Jul
Greenleaf Inn Room 2: Cozy King Room With Harbor Views

Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

10.0 out of 10, Exceptional, (1)
"Our flight was delayed so we only got to enjoy this place from a quick nights sleep and morning breakfast, but we can't wait to go back. The view is so beaytiful, the host was very helpful given our late checkin, and gave us great recommendations for breakfast. Very friendly and everything you need to relax amongst the beauty of Maine."
The price is AED 964
AED 1,250 total
includes taxes & fees
22 Jun - 23 Jun
Boothbay Harbor King Suite – Room 11 at Admiral's Quarters Inn

Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

The price is AED 790
AED 1,025 total
includes taxes & fees
26 Jun - 27 Jun
Admiral's Quarters Jersey's Room - Garden Level w/ Gas Stove & Stunning Harbor Views

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (1)
"Very cute and well maintained property. Room 14 had great view of the harbor. Easy walk to everything in town. Kitchen was well stocked to make your own breakfast. Staff very friendly."
The price is AED 1,022
AED 1,324 total
includes taxes & fees
26 Jun - 27 Jun
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

The price is AED 1,033
AED 1,341 total
includes taxes & fees
27 Jun - 28 Jun
Admiral's Quarter Room 10 - Accessible 2 Room King Suite w/ Bedroom and study

Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

10.0 out of 10, Exceptional, (1)
"We loved this property. The views from the premium suites were unbelievable. Property also has shared space that includes a well-stocked, full kitchen (with breakfast food and coffee/nespresso provided), sun room, and outdoor patio. We would definitely stay here again."
The price is AED 1,126
AED 1,462 total
includes taxes & fees
29 Jun - 30 Jun
Room 15 at Admiral's Quarters Penthouse | Stunning Views + King Bed + Trundle

Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

The price is AED 1,068
AED 1,388 total
includes taxes & fees
23 Jun - 24 Jun
Admiral's Quarters Room 13 - PREMIER Ocean View 2 Room King Suite w/ Living Room, Fireplace, Patio

2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

9.2 out of 10, Wonderful, (7)
"We had a wonderful time at Admiral’s Quarters and wish we’d had one more night to spend in Boothbay Harbor. Our room was cozy and the two levels made it perfect for our family of four. The location was fantastic and John always had great recommendations for things to do or places to eat. "
The price is AED 1,126
AED 1,462 total
includes taxes & fees
26 Jun - 27 Jun
2-Story Harbor View Suite King and Queen w/ 3 Balconies | Admiral's Quarters Inn Room 12

More then a Motel With Garden , Renovated Rooms at heart of Boothbay

2.0 star property
8.0 out of 10, Very Good, (1)
"We enjoyed our stay here. Cute newly remodeled room. Close to all we wanted to experience in boothbay. "
The price is AED 1,223
AED 1,661 total
includes taxes & fees
22 Jun - 23 Jun
More then a Motel With Garden , Renovated Rooms at heart of Boothbay

Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

9.0 out of 10, Wonderful, (58)
"We stayed in October when the trees were gorgeous and the dome house is nestled in a wooded area. So pretty! Lots of room for everyone. Wish we could have stayed longer."
Geodesic Dome w/ Riverfront Deck, Lovely Views, & High-Speed WiFi - Dogs Welcome

Cozy home on Georgetown Island off the coast of Maine

10.0 out of 10, Exceptional, (53)
"Great location, clean, great commutation. Bonus: Lots of toys my 4 year old loved to play with during our stay. 😆"
The price is AED 3,665
AED 5,708 total
includes taxes & fees
18 Jul - 19 Jul
Cozy home on Georgetown Island off the coast of Maine
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.
Save an average of 15% on thousands of hotels when you're signed in