Holiday Homes in Cumberland Foreside

    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

Featured Holiday Homes in Cumberland Foreside

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is AU$277
includes taxes & fees
27 Aug - 28 Aug
Private Entrance Residential Portland

Mid Coast Getaway w/ water views

9.0 out of 10, Wonderful, (2)
"You couldn’t ask for a better view, it was everything we had hoped and more."
Mid Coast Getaway w/ water views

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
30 Acres with Woodland Trails and Playground

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AU$401
includes taxes & fees
8 Sept - 9 Sept
Willard Beach–Private Apt Near Portland & Parks

Escape to Positive Outlook

The price is AU$538
includes taxes & fees
31 Aug - 1 Sept
Escape to Positive Outlook

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is AU$455
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage

Full sized home

9.8 out of 10, Exceptional, (34)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
Full sized home

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is AU$580
includes taxes & fees
22 Sept - 23 Sept
Sauna & fire table near Portland's Back Cove

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is AU$719
includes taxes & fees
24 Sept - 25 Sept
Orchid Harbor, Bailey Island 3BR

Fantastic Waterfront Views

9.8 out of 10, Exceptional, (7)
"Our favorite part about our stay at this location was being able to look out the many sliding door windows to see the ocean view. It was a very relaxing place to stay. "
The price is AU$786
includes taxes & fees
31 Aug - 1 Sept
Fantastic Waterfront Views

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$357
includes taxes & fees
3 Sept - 4 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland

Beautiful 3BR Home with Office in Town of Brunswick with King beds

9.2 out of 10, Wonderful, (5)
"Had a great stay here, the property was clean and came as advertised"
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is AU$277
includes taxes & fees
2 Sept - 3 Sept
Studio Unit Walkable Everywhere

Comfortable Motel Room–2 Full Beds, Pool & Parking

10.0 out of 10, Exceptional, (1)
"Great place for us to use as a base as we made our way through Maine!"
The price is AU$266
includes taxes & fees
27 Aug - 28 Aug
Comfortable Motel Room–2 Full Beds, Pool & Parking

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is AU$2,325
includes taxes & fees
2 Sept - 3 Sept
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

THE LILLIPAD.Off-grid A frame. Sebago lake region!

10.0 out of 10, Exceptional, (2)
"Charming cabin. Well maintained. Loved my stay! Highly recommend."
The price is AU$293
includes taxes & fees
10 Sept - 11 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (4)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
The price is AU$632
includes taxes & fees
2 Sept - 3 Sept
Bright 3 bedroom located in the heart of OOB

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (21)
"Good location near lots of hiking and not far from Portland "
The price is AU$550
includes taxes & fees
1 Sept - 2 Sept
Serenity between the lakes and seashore

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (27)
"We had a great time staying at this property. Very clean, big, and great accommodations for a group of 12 females. The hosts were excellent, and super responsive. We would definitely recommend this house to others! "
The price is AU$1,813
includes taxes & fees
27 Aug - 28 Aug
Waterfront, Luxury, Spacious home in Freeport!

Mint Ocean Promenade Condo, Steps to Old Port

10.0 out of 10, Exceptional, (1)
The price is AU$524
includes taxes & fees
2 Sept - 3 Sept
Mint Ocean Promenade Condo, Steps to Old Port
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

Top Cumberland Foreside Hotel Reviews

Find out more about Cumberland Foreside

Find out more about Cumberland Foreside

Cumberland Foreside Holiday Homes information

Number of reviews
743
Accommodation
652 Holiday Homes
Lowest Price
AU$459
Highest Price
AU$1,383