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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Cumberland Foreside holiday homes

A compact kitchen with a microwave, coffee maker, and a sink. There are cabinets, a dishwasher, and a dining table with chairs.

1. Quiet Spot in lovely Freeport desert pines neighborhood

Quiet Spot in lovely Freeport desert pines neighborhood
Freeport
The price is £299
includes taxes & fees
15 Sept - 16 Sept
Quiet Spot in lovely Freeport desert pines neighborhood
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

2. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful home! Everything about our stay was perfect. The home has everything you could possibly need and more. My family stayed for a long weekend and everyone was so happy with the accommodations. Hoping to go back!"
United States
Lisa L.
The price is £696
includes taxes & fees
14 Sept - 15 Sept
Luxe 5 Bed/ 3 Bath with Game Room & AC
A wooden deck with outdoor seating and string lights.

3. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (68 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
The price is £267
includes taxes & fees
22 Sept - 23 Sept
Full sized home
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

4. 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 £293
includes taxes & fees
20 Sept - 21 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A lakeside property with a deck, picnic table, and barbecue grill.

5. Camp Forever cottage

Camp Forever cottage
Harpswell
9.6 out of 10, Exceptional, (67 reviews)
"Everything was great, fantastic location!"
United States
Dennis H.
The price is £276
includes taxes & fees
11 Sept - 12 Sept
Camp Forever cottage
A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

6. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 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!"
United States
Rebecca
The price is £213
includes taxes & fees
13 Sept - 14 Sept
Mid Coast Getaway w/ water views
A window with a view of a snowy landscape and bare trees.

7. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is £240
includes taxes & fees
14 Sept - 15 Sept
Tranquility between the Lakes & Sea
A two-story house with a balcony, a covered patio, and a fenced yard.

8. The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries
Munjoy Hill
10.0 out of 10, Exceptional, (105 reviews)
"Everything was as advertised; great accommodations!"
United States
Richard D.
The price is £442
includes taxes & fees
15 Sept - 16 Sept
The Globe House on Munjoy Hill - Walk to Breweries
A modern living room with a brown leather sofa, a rustic coffee table, and a dining area with a white table and chairs.

9. Windham Lakefront: Fire Pit and Modern Comforts

Windham Lakefront: Fire Pit and Modern Comforts
Windham
9.4 out of 10, Exceptional, (3 reviews)
"This is an exceptional property. It was quiet and comfortable, and we all slept well. The location was ideal for our plans and the host answered every question promptly.I highly recommend this rental, and I plan to return."
United States
Richard G.
The price is £531
includes taxes & fees
10 Sept - 11 Sept
Windham Lakefront: Fire Pit and Modern Comforts
A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

10. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views
West Point
10.0 out of 10, Exceptional, (5 reviews)
"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."
United States
Gregory M.
The price is £230
includes taxes & fees
16 Sept - 17 Sept
2 bedroom w/ expansive water views
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

11. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (8 reviews)
The price is £670
includes taxes & fees
10 Sept - 11 Sept
Three bedroom in United States of America, Freeport
A hallway with a large, rustic mirror leaning against the wall, a potted plant in the foreground, and a glimpse of a bed with a yellow blanket in the background.

12. Lush Coastal Downtown Home - Beaches & Shopping

Lush Coastal Downtown Home - Beaches & Shopping
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Our stay was very comfortable and easy to navigate. The host was very communicative. We had everything we needed and more. It was nice to be in walking distance from downtown Freeport. Although the price was higher than we wanted, our family of four (2 teens) enjoyed having a clean, comfortable and seamless stay."
United States
Alana K.
The price is £452
includes taxes & fees
17 Sept - 18 Sept
Lush Coastal Downtown Home - Beaches & Shopping
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

13. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (80 reviews)
"Everything was very well stocked!"
United States
Sally O.
The price is £907
includes taxes & fees
14 Sept - 15 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A restaurant window with 'OYSTER CO. EVENTIDE' signage, indicating a raw bar, chowders, and cocktails.

14. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (43 reviews)
"Overall amazing experience! Property is beautifully maintained. Perfectly located, within walking distance from bakeries, pubs, and restraunts. Host was responsive and helpful."
United States
Jacqui B.
The price is £420
includes taxes & fees
5 Oct - 6 Oct
Modern & Sunny House Steps from the Promenade.
An outdoor seating area with tables and benches in front of a building with a sign reading "BRAKES & SHOCKS Specialty Bakery".

15. Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.6 out of 10, Excellent, (4 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
Spacious Portland Home + Parking
A wooden deck with a view of a lake, surrounded by trees and shrubs.

16. Centerview cottage

Centerview cottage
Harpswell
9.6 out of 10, Exceptional, (70 reviews)
"Incredible home in a beautiful location!"
United States
Catherine G.
The price is £359
includes taxes & fees
20 Sept - 21 Sept
Centerview cottage
A building named Willard Square with a storefront and a red vehicle parked outside.

17. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (12 reviews)
"Great location, close to Old Port. Great bakery/coffee and ice cream next door. House was clean and comfortable!"
United States
Steve S.
The price is £731
includes taxes & fees
2 Oct - 3 Oct
Willard Square Family Home
A dirt path in a park with autumn foliage.

18. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is £423
includes taxes & fees
11 Sept - 12 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A small wooden cabin with a sloped roof, large windows, and a chimney, surrounded by a forest.

19. The Copper Fox Treehouse

The Copper Fox Treehouse
Pownal
The Copper Fox Treehouse
A living room with a sofa, a coffee table, and a vase on a windowsill.

20. Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
9.8 out of 10, Exceptional, (14 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is £401
includes taxes & fees
14 Sept - 15 Sept
Rare West End Home • Walk to Old Port, Harbor View
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Short one night stay as we were traveling up the coast. Room was comfortable and quiet. Beautiful hotel with garden area. The pantry on the floor was a nice surprise."
sheryl 1-night trip
Posted 3 hours ago
Portland Harbor Hotel

Find out more about Cumberland Foreside

Cumberland Foreside Holiday Homes information

Number of reviews
528
Accommodation
654 Holiday Homes
Lowest Price
£213
Highest Price
£907