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Cumberland Foreside Holiday Rentals

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Our top choices for Cumberland Foreside holiday rentals

1. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (9 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is NZ$222
includes taxes & fees
2 Sept - 3 Sept
Private Entrance Residential Portland

2. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is NZ$788
includes taxes & fees
23 Aug - 24 Aug
Fortland Island Campground

3. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (14 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is NZ$306
includes taxes & fees
9 Sept - 10 Sept
Studio Apartment near downtown Walkable!

4. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
10.0 out of 10, Exceptional, (8 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
The price is NZ$723
includes taxes & fees
2 Sept - 3 Sept
Modern cabin w/ full bath & kitchenette - 03

5. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"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$533
includes taxes & fees
1 Sept - 2 Sept
Sunny Spot with Private Parking.

6. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (141 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is NZ$522
includes taxes & fees
15 Sept - 16 Sept
Adorable Portland getaway on the Eastern Promenade

7. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (5 reviews)
"Excellent in every way."
United States
Robert B.
The price is NZ$606
includes taxes & fees
16 Sept - 17 Sept
Willard Beach–Apartment Near Portland & Parks

8. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (38 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is NZ$785
includes taxes & fees
31 Aug - 1 Sept
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

9. Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port
East Bayside
9.2 out of 10, Wonderful, (82 reviews)
"It was nice if you like being right in town. There is no view and it's a bit noisy."
United States
Nancy S.
Elegant condo - walk to Portland's best restaurants & Old Port

10. Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape
Raymond
10.0 out of 10, Exceptional, (51 reviews)
"Beautiful location and wonderful hosts. Made us feel right at home."
United States
Donna
The price is NZ$315
includes taxes & fees
8 Sept - 9 Sept
Sebago Lake Cottage on Raymond Cape

11. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (105 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
1200 Sq Ft ♦ West End Gem ♦ Perfect Location

12. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$757
includes taxes & fees
24 Aug - 25 Aug
Cozy 3BR | Pet Friendly | Near Portland | Parking

13. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (25 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is NZ$555
includes taxes & fees
17 Sept - 18 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland

14. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (61 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is NZ$648
includes taxes & fees
3 Sept - 4 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

15. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.6 out of 10, Exceptional, (89 reviews)
"Host was very responsive, and helpful. Location is amazing for walking the city."
United States
Chris P.
The price is NZ$650
includes taxes & fees
2 Sept - 3 Sept
Walk to Old Port ♦ West End Condo ♦ Parking

16. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is NZ$667
includes taxes & fees
1 Sept - 2 Sept
Peaceful & minutes from the Old Port with private parking

17. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (113 reviews)
"Really nice room and location"
United States
Victoria
The price is NZ$628
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel

18. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (63 reviews)
"Wonderful stay!"
United States
Erika T.
The price is NZ$609
includes taxes & fees
24 Aug - 25 Aug
Full sized home

19. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (183 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is NZ$781
includes taxes & fees
1 Sept - 2 Sept
Glorious getaway on Portland's Eastern Promenade.
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cumberland Foreside holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cumberland Foreside. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cumberland Foreside. Seeing all the best attractions is bound to make you fall in love with Cumberland Foreside. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cumberland Foreside short-term rentals, that won’t be hard to do.

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?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This holiday home rental outside of Cumberland Foreside is located on the beach, 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 games.

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 Portland Observatory, or get outside and enjoy nature at Sturdivant Island. In the wider area, you’ll find Winslow Memorial Park and East End 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.