Holiday Homes in Casco Bay Islands
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Casco Bay Islands holiday homes
1. Mere Point Sunrise Views at Eastern Shore!
Mere Point Sunrise Views at Eastern Shore!Brunswick
9.8 out of 10, Exceptional, (10 reviews)
"Lovely location "
Michelle S.
The price is AU$507
includes taxes & fees
16 Nov - 17 Nov
2. Quiet Spot in lovely Freeport neighborhood
Quiet Spot in lovely Freeport neighborhoodFreeport
The price is AU$480
includes taxes & fees
10 Nov - 11 Nov
3. Fully Updated Airy Historic Home in South Freeport
Fully Updated Airy Historic Home in South FreeportFreeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
boodu
4. Orchid Harbor, Bailey Island 3BR
Orchid Harbor, Bailey Island 3BRHarpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
Jane D.
The price is AU$509
includes taxes & fees
10 Nov - 11 Nov
5. Mid Coast Getaway w/ water views
Mid Coast Getaway w/ water viewsWest Point
9.2 out of 10, Wonderful, (12 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
Rebecca
The price is AU$300
includes taxes & fees
12 Nov - 13 Nov
6. Full sized home
Full sized homeHarpswell
9.8 out of 10, Exceptional, (80 reviews)
"Wonderful stay!"
Erika T.
The price is AU$487
includes taxes & fees
30 Nov - 1 Dec
7. 2 bedroom w/ expansive water views
2 bedroom w/ expansive water viewsWest Point
9.8 out of 10, Exceptional, (7 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
Gregory M.
The price is AU$344
includes taxes & fees
17 Nov - 18 Nov
8. Classic New England Waterfront House Big Lawn Beautiful Sunrise
Classic New England Waterfront House Big Lawn Beautiful SunriseHarpswell
10.0 out of 10, Exceptional, (2 reviews)
"We had a wonderful stay! "
Ashma B.
The price is AU$2,226
includes taxes & fees
30 Nov - 1 Dec
9. Newly Renovated Luxury House with Game Room
Newly Renovated Luxury House with Game RoomYarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
Michelle T.
10. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
1200 sq ft ♦ West End Townhouse ♦ Walk to Old PortWest End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
Susan d.
The price is AU$504
includes taxes & fees
16 Nov - 17 Nov
11. Captains Watch: A Coastal Escape
Captains Watch: A Coastal EscapeWest Point
8.8 out of 10, Excellent, (3 reviews)
"Such a beautiful stay!! My whole group wished we could have stayed longer. We plan to come back"
Holly G.
The price is AU$396
includes taxes & fees
15 Nov - 16 Nov
12. 1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!
1BR + Bath. Private Entrance. Walk to everything, Large yard. Pets stay free!Bath
8.0 out of 10, Very good, (31 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
Esther
The price is AU$259
includes taxes & fees
24 Nov - 25 Nov
13. Fantastic Waterfront Views
Fantastic Waterfront ViewsWest Point
9.4 out of 10, Exceptional, (23 reviews)
"The location and views were incredible. Quiet and relaxing spot."
Vanessa W.
The price is AU$401
includes taxes & fees
11 Nov - 12 Nov
14. Casco Bay Oceanfront Retreat by Everrow
Casco Bay Oceanfront Retreat by EverrowFreeport
10.0 out of 10, Exceptional, (13 reviews)
"The house was amazing. We would recommend this property to anyone. The view, stars at night and accessibility to where we wanted to visit, was perfect."
Vanessa K.
The price is AU$1,237
includes taxes & fees
18 Nov - 19 Nov
15. 1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.
1BR Apt. Authenticity. Value. Walk to everything, Sundeck. Big yard. Treehouse.Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space,
Near attractions"
michael
The price is AU$277
includes taxes & fees
26 Nov - 27 Nov
16. Willard Square Family Home
Willard Square Family HomeWillard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
David W.
The price is AU$936
includes taxes & fees
12 Nov - 13 Nov
17. Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!
Highland Lake House - Epic Lake Views, Easy Lake Access, Fully Appointed Home!Windham
9.8 out of 10, Exceptional, (43 reviews)
"Beautiful location and property! "
Michael S.
The price is AU$905
includes taxes & fees
16 Nov - 17 Nov
18. Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Private Home w/ Office Year Round in town Brunswick next to BowdoinBrunswick
8.8 out of 10, Excellent, (28 reviews)
"Perfect spot for us to spend a weekend up at Bowdoin where "
Michaela M.
The price is AU$574
includes taxes & fees
1 Dec - 2 Dec
19. Chic 3-bedroom house in Munjoy Hill with off-street parking.
Chic 3-bedroom house in Munjoy Hill with off-street parking.Munjoy Hill
10.0 out of 10, Exceptional, (10 reviews)
"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...
Maris P.
20. Modern & Sunny East End House.
Modern & Sunny East End House.Munjoy Hill
10.0 out of 10, Exceptional, (51 reviews)
"Perfect stay for a quick trip to Portland! "
stacey p.
The price is AU$761
includes taxes & fees
10 Nov - 11 Nov
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.
Find holiday rentals that suit your style
Cabins
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Casco Bay Islands Hotel Reviews
Portland Harbor Hotel
10/10 Excellent
Find out more about Casco Bay Islands
Casco Bay Islands Holiday Homes information
Number of reviews | 386 |
|---|---|
Accommodation | 701 Holiday Homes |
Lowest Price | AU$259 |
Highest Price | AU$2,226 |
Explore a world of travel with Expedia
- Breathtaking Lakefront Compound With Four Buildings and Every Amenity
- Alfred Hotels
- Arundel Hotels
- Auburn Hotels
- Cabin Rentals in Augusta
- Bath Hotels
- Popham Beach Direct Oceanfront Cottage Steps to the sand
- The Brunswick Hotel
- B&B in Brunswick
- Accor Hotels in Brunswick
- Brunswick Hotels
- Cottages in Cape Elizabeth
- Nature Lover’s Retreat on Thompson Lake – Cozy Cottage Escape
- Houseboats in Chelsea
- Cundys Harbor Hotels
- Chalets in Edgecomb
- Hostels in Gray
- B&B in Greenwood
- Bufflehead Hideaway
- Kennebunk Hotels
- Litchfield Hotels
- Ocean Park Hotels
- Grand Victorian Oceanview 2BR/2BA Condo Steps to Beach
- La Quinta Inn & Suites Hotels in Old Orchard Beach
- Otisfield Hotels
- Oxford Hotels
- Cozy Maine Cottage
- The Porthole
- Caravan Parks in Poland
- Wyndham Hotels in Poland
- Poland Hotels
- Cabin Rentals in Portland
- Accor Hotels in Portland
- Aloft by Marriott Portland Downtown Waterfront ME
- Holiday Inn Portland
- Hyatt Place Portland Downtown
- Inn By The Sea
- Moby Dick Motel
- Old parsonage B&B
- Pet Friendly Hotels in Portland
- Pine View Lodge
- Seabreeze Motel
- The Boathouse Waterfront Hotel & Marina
- The Colony Hotel
- Portland Hotels
- Motels in Sanford
- Pet Friendly Hotels in Scarborough
- Sebago Hotels
- Cozy
- Southport Hotels
- B&B in Springvale
- B&B in Sumner
- B&B in Wales
- Houseboats in Walpole
- Farmstay in Warren
- Apartments in Windham
- B&B in Windham
- Rise & Shine
- Windham Hotels
- Flights to Auburn
- Flights to Brunswick
- Flights to Kennebunkport
- Flights to Old Orchard Beach
- Flights to Portland
- Flights to Woolwich
- Flights from Portland Intl. Jetport
- Flights from Alfred
- Flights from Adelaide (ADL) to Portland (PWM)
- Flights from Brisbane (BNE) to Portland (PWM)
- Flights from Boston (BOS) to Portland (PWM)
- Flights from Buffalo (BUF) to Portland (PWM)
- Flights from Washington (DCA) to Portland (PWM)
- Flights from Dallas (DFW) to Portland (PWM)
- Flights from Devonport (DPO) to Portland (PWM)
- Flights from Newark Liberty Intl. Airport (EWR) to Portland (PWM)
- Flights from Honolulu (HNL) to Portland (PWM)
- Flights from New York (JFK) to Portland (PWM)
- Flights from Los Angeles (LAX) to Portland (PWM)
- Flights from New York (LGA) to Portland (PWM)
- Flights from Melbourne (MEL) to Portland (PWM)
- Flights from Miami (MIA) to Portland (PWM)
- Flights from Sydney (SYD) to Portland (PWM)
- Flights from Toowoomba (TWB) to Portland (PWM)
- Flights from Québec (YQB) to Portland (PWM)
- Flights from Toronto (YYZ) to Portland (PWM)