Cumberland Foreside Holiday Rentals

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Our top choices for Cumberland Foreside holiday rentals

Holiday Home in West Point

Escape to Positive Outlook
10.0 out of 10, Exceptional, (3)
"The host was welcoming. The home was clean, comfortable and the views were outstanding. "
United States
Rachel K.
The price is NZ$324
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Positive Outlook
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$271
includes taxes & fees
5 Jan - 6 Jan 2026
Beautiful 1st Floor Apartment & Amazing Shower
10.0 out of 10, Exceptional, (145)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is NZ$205
includes taxes & fees
18 Jan - 19 Jan 2026
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

Apartment in West Bayside

In-town no frills 2 bedroom apt
8.6 out of 10, Excellent, (16)
"Good place to stay in. Safe. However, it would be good to know about the steep and narrow spiral staircase, in case you have lots of heavy luggage."
United States
Omar S.
The price is NZ$251
includes taxes & fees
25 Dec - 26 Dec
In-town no frills 2 bedroom apt
8.4 out of 10, Very good, (7)
"Stayed for one night. Very convenient to campus"
United States
Lin-Lin R.
The price is NZ$453
includes taxes & fees
7 Jan - 8 Jan 2026
Brunswick Downtown Sugar Cube next to Bowdoin
8.4 out of 10, Very good, (7)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is NZ$240
includes taxes & fees
6 Jan - 7 Jan 2026
Studio Apartment near downtown Walkable!
2.0 star property
10.0 out of 10, Exceptional, (24)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is NZ$340
includes taxes & fees
25 Dec - 26 Dec
Pine Point Beach private, quaint, charming studio.

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (90)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is NZ$469
includes taxes & fees
30 Dec - 31 Dec
The Weldon Hotel
9.6 out of 10, Exceptional, (127)
"Very convenient location. Comfortable accommodation! I would stay here again. "
United States
Cynthia W.
The price is NZ$280
includes taxes & fees
25 Dec - 26 Dec
Adorable Portland getaway on the Eastern Promenade

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (24)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is NZ$341
includes taxes & fees
5 Jan - 6 Jan 2026
Sunny Spot with Private Parking.
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is NZ$391
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End
9.6 out of 10, Exceptional, (79)
"Great location. Nice and clean!"
United States
Anonymous traveller
The price is NZ$459
includes taxes & fees
5 Jan - 6 Jan 2026
Walk to Old Port ♦ West End Condo ♦ Parking

Apartment in Old Orchard Beach

4 min walk to the beach. Large 1BD Pets Ok
8.6 out of 10, Excellent, (17)
"This place is as advertised. Futon was comfortable. Spacious for those who just need a place to sleep/shower after the beach and exploring downtown. Really nothing else to say except pack light if walking to the beach. Overall a good place to stay if you want to explore the area!"
United States
Kate H.
The price is NZ$330
includes taxes & fees
25 Dec - 26 Dec
4 min walk to the beach. Large 1BD Pets Ok
8.0 out of 10, Very good, (24)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is NZ$364
includes taxes & fees
5 Jan - 6 Jan 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
10.0 out of 10, Exceptional, (2)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is NZ$334
includes taxes & fees
5 Jan - 6 Jan 2026
Cheerful 1 bedroom cottage only 50ft from beach

Holiday Home in West Point

Fantastic Waterfront Views
9.6 out of 10, Exceptional, (14)
"The views are amazing! A very relaxing place to be, and the house was clean and comfortable. "
United States
Monika G.
The price is NZ$527
includes taxes & fees
12 Jan - 13 Jan 2026
Fantastic Waterfront Views
10.0 out of 10, Exceptional, (46)
"Excellent place in every way-- I wish we could have stayed longer!"
United States
Alicia
The price is NZ$354
includes taxes & fees
25 Dec - 26 Dec
Charming West End Hideaway. Private Parking
10.0 out of 10, Exceptional, (16)
"Great location, clean with everything we needed. Will definitely stay again when in Portland!"
United States
vanessa h.
The price is NZ$407
includes taxes & fees
11 Jan - 12 Jan 2026
West End Bright Spot with Parking.
9.8 out of 10, Exceptional, (7)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is NZ$364
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful & minutes from the Old Port with private parking

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very good, (34)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
The price is NZ$322
includes taxes & fees
19 Jan - 20 Jan 2026
350 Yards to the beach. Pet friendly!
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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Top Cumberland Foreside Hotel Reviews

Find out more about Cumberland Foreside

Everything you need to know about Cumberland Foreside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cumberland Foreside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cumberland Foreside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cumberland Foreside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cumberland Foreside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cumberland Foreside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cumberland Foreside holiday rentals we have selected for you start as low as NZ$240 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cumberland Foreside rentals

At Expedia, we put the best Cumberland Foreside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cumberland Foreside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cumberland Foreside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cumberland Foreside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cumberland Foreside?

Yes, there are holiday rentals close to the most popular sights in Cumberland Foreside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cumberland Foreside has to offer?

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families! : This holiday home rental outside of Cumberland Foreside is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

How many holiday rentals are there in Cumberland Foreside?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your Cumberland Foreside stay.

What can I see and do in Cumberland Foreside?

While exploring the area, visit family-friendly sights like Maine Narrow Gauge Railroad Company and Museum, or get outside and enjoy nature at Sturdivant Island. In the wider area, you’ll find East End Beach and Sand Beach.

What are holiday rentals like in Cumberland Foreside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cumberland Foreside. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.