Search Vacation Homes in Cumberland Foreside

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Dec - 28 Dec
In two months
6 Feb - 8 Feb
In three months
6 Mar - 8 Mar
In four months
3 Apr - 5 Apr

Our top choices for Cumberland Foreside vacation homes

Dining
Escape to Positive Outlook

Vacation Home in West Point

10.0 out of 10, Exceptional, (2)
"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 AED 347
AED 742 total
includes taxes & fees
10 Dec - 11 Dec
Escape to Positive Outlook
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

Vacation Home in Freeport

10.0 out of 10, Exceptional, (11)
"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"
United States
Deanna S.
The price is AED 298
AED 585 total
includes taxes & fees
10 Dec - 11 Dec
The Outlet Studio, Rustic Comfort w Fireplace
3 bedrooms, WiFi
Fantastic Waterfront Views

Vacation Home in West Point

9.6 out of 10, Exceptional, (14)
"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. "
United States
Heather S.
The price is AED 771
AED 1,368 total
includes taxes & fees
5 Jan - 6 January 2026
Fantastic Waterfront Views
Beach nearby, sun loungers, beach towels
Beach House ∆ Prime Location ∆ Steps to the Ocean

Vacation Home in Old Orchard Beach

10.0 out of 10, Exceptional, (55)
"It was clean and neat and just steps to the beach. It had everything you could possibly need."
United States
Mare E.
The price is AED 521
AED 1,772 total
includes taxes & fees
10 Dec - 11 Dec
Beach House ∆ Prime Location ∆ Steps to the Ocean
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Vacation Home in Brunswick

8.8 out of 10, Excellent, (23)
"Nice place, I'd stay again!"
United States
Ronnie C.
The price is AED 496
AED 1,401 total
includes taxes & fees
10 Dec - 11 Dec
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds

Vacation Home in Brunswick

9.2 out of 10, Wonderful, (5)
"Great place for our family to stay while visiting the Maine coast."
United States
Craig C.
The price is AED 514
AED 1,305 total
includes taxes & fees
21 Dec - 22 Dec
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Outdoor dining
Camp Forever cottage

Vacation Home in Harpswell

9.6 out of 10, Exceptional, (58)
"Most enjoyed vacation this year.Location was beautiful. "
United States
Debra S.
The price is AED 771
AED 1,333 total
includes taxes & fees
31 Dec - 1 January 2026
Camp Forever cottage
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Vacation Home in West End

9.8 out of 10, Exceptional, (8)
"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "
United States
Siobhain C.
The price is AED 559
AED 1,582 total
includes taxes & fees
16 Dec - 17 Dec
Huge Historic Downtown Townhome
Beach
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Vacation Home in Old Orchard Beach

10.0 out of 10, Exceptional, (11)
"We had a good stay. We enjoyed the home, it was clean, the housekeeper was there when we arrived though. I wish it was more lighting downstairs. Very quiet area. "
United States
Mika C.
The price is AED 494
AED 1,739 total
includes taxes & fees
10 Dec - 11 Dec
Upscale Spacious OOB Beach House - Seasonal Heated Pool
Private kitchen
Spacious Portland Home + Parking

Vacation Home in Parkside

9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is AED 606
AED 2,130 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Portland Home + Parking
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Vacation Home in Munjoy Hill

10.0 out of 10, Exceptional, (37)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 687
AED 1,357 total
includes taxes & fees
17 Dec - 18 Dec
Modern & Sunny House Steps from the Promenade. Private Parking!
Living area
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach

Vacation Home in Old Orchard Beach

9.4 out of 10, Exceptional, (14)
"The property was in a good location from everything available in the beach area and the house had enough space to accommodate all 12 of us."
United States
Wayne R.
The price is AED 494
AED 1,739 total
includes taxes & fees
10 Dec - 11 Dec
The Eagle's Nest ♦ Rooftop Deck ♦ Close to Beach
Private kitchen
Classic New England Waterfront

Vacation Home in Harpswell

10.0 out of 10, Exceptional, (2)
"Great property"
United States
Scott D.
The price is AED 918
AED 2,606 total
includes taxes & fees
10 Dec - 11 Dec
Classic New England Waterfront
Interior
Spacious Country Home Freeport, Only 5 min to LL Bean!

Vacation Home in Freeport

9.6 out of 10, Exceptional, (15)
"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "
United States
Carla S.
The price is AED 654
AED 1,844 total
includes taxes & fees
10 Dec - 11 Dec
Spacious Country Home Freeport, Only 5 min to LL Bean!
Fridge, microwave, oven, stovetop
Generous Living in a Warm, Welcoming Home

Vacation Home in Topsham

The price is AED 546
AED 1,800 total
includes taxes & fees
10 Dec - 11 Dec
Generous Living in a Warm, Welcoming Home
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Vacation Home in South Portland

10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is AED 918
AED 1,630 total
includes taxes & fees
10 Dec - 11 Dec
Modern Getaway by the Sea
Paper towels
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Vacation Home in Brunswick

2.0 star property
The price is AED 606
AED 1,649 total
includes taxes & fees
10 Dec - 11 Dec
Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard
Microwave, oven, stovetop, dishwasher
The Barnhouse with hot tub

Vacation Home in New Gloucester

9.8 out of 10, Exceptional, (6)
"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "
United States
Jen V.
The price is AED 694
AED 1,305 total
includes taxes & fees
18 Dec - 19 Dec
The Barnhouse with hot tub
Fridge, microwave, oven, stovetop
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

Vacation Home in Freeport

10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
United States
David H.
The price is AED 901
AED 2,522 total
includes taxes & fees
15 Dec - 16 Dec
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
1 bedroom, internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Vacation Home in Back Cove

The price is AED 514
AED 841 total
includes taxes & fees
10 Dec - 11 Dec
Charming 1-bedroom ADU in wonderful Portland neighborhood
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cumberland Foreside Hotel Reviews

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Everything was great! However it would nivce if there was a microwave at the snack stations on each floor."
Ann 3-night trip
Posted 1 day ago
Portland Harbor Hotel