Holiday Rentals in Cumberland County

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Top Cities in Cumberland County

Scarborough which includes general coastal views and a coastal town as well as a large group of people
Holiday RentalsHoliday Rentals

Scarborough

Scarborough
View of the Sebago Lake
Holiday RentalsHoliday Rentals

Standish

Standish

Our top choices for Cumberland County holiday rentals

Exterior

Apartment in Brunswick

Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
10.0 out of 10, Exceptional, (146 reviews)
"Lovely space, comfortable bed, very convenient to downtown Brunswick."
United States
Kimberly G.
The price is €107
includes taxes & fees
9 Mar - 10 Mar
Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach
Desk, laptop workspace, free WiFi

Aparthotel in Scarborough

HomeAwhile
4.0 star property
The price is €80
includes taxes & fees
11 Mar - 12 Mar
HomeAwhile
Deluxe Suite, 1 King Bed | Private kitchen

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (94 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is €243
includes taxes & fees
20 Mar - 21 Mar
The Weldon Hotel
Interior

Apartment in Munjoy Hill

Charming Studio apartment with WiFi, AC in welcoming Portland
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is €185
includes taxes & fees
9 Mar - 10 Mar
Charming Studio apartment with WiFi, AC in welcoming Portland
Dining

Apartment in Downtown Portland

Downtown Penthouse Suite - Stunning Harbor Views
10.0 out of 10, Exceptional, (227 reviews)
"Beautiful penthouse! Close to the harbor and all the shopping and restaurants. "
United States
Jessi F.
Downtown Penthouse Suite - Stunning Harbor Views
Fridge, microwave, oven, stovetop

Apartment in Munjoy Hill

Harborview - Curated East End Escape w/ Parking
10.0 out of 10, Exceptional, (9 reviews)
"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"
United States
Kristyn E.
Harborview - Curated East End Escape w/ Parking
Dining

Apartment in East Bayside

Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
9.8 out of 10, Exceptional, (162 reviews)
"Loved the apartment - clean, great location, easy to find, spacious and comfortable! This will be my go-to place to stay next time I’m in Portland."
United States
Mara
The price is €665
includes taxes & fees
9 Mar - 10 Mar
Chic 3 BR Retreat- Prime Old Port Spot with parking- Park and walk the town
Exterior detail

Holiday Home in East Deering

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
10.0 out of 10, Exceptional, (68 reviews)
"Had a really nice stay. "
United States
John F.
The price is €1,118
includes taxes & fees
7 Apr - 8 Apr
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
TV, stereo

Apartment in Downtown Portland

Penthouse Two Master Waterfront Suite with Rooftop
10.0 out of 10, Exceptional, (259 reviews)
"Well designed, impeccably clean, super comfortable, and super functional kitchen. This is a perfect apartment for spending time in Portland. I hope we can come back soon!"
United States
Denise T.
Penthouse Two Master Waterfront Suite with Rooftop
4 bedrooms, desk, iron/ironing board, travel cot

Apartment in Munjoy Hill

Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
9.8 out of 10, Exceptional, (35 reviews)
"We were four couples who enjoyed our weekend stay. Easy walk to downtown to delicious restaurants and shopping. "
United States
Kristin M.
The price is €597
includes taxes & fees
9 Mar - 10 Mar
Industrial Farmhouse Chic in Portland`s Most Desirable Neighborhood
Exterior detail

Condo in East Bayside

Elegant condo - walk to Portland's best restaurants & Old Port
9.2 out of 10, Wonderful, (77 reviews)
"Property is clean quiet."
United States
Spencer S.
The price is €429
includes taxes & fees
9 Mar - 10 Mar
Elegant condo - walk to Portland's best restaurants & Old Port
Interior

Holiday Home in West End

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.4 out of 10, Very good, (59 reviews)
"Nice place. Good location."
United States
Rob M.
The price is €259
includes taxes & fees
28 Mar - 29 Mar
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Outdoor dining

Holiday Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is €285
includes taxes & fees
9 Mar - 10 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
Outdoor dining

Apartment in Munjoy Hill

Panoramic Water, Island & City Views w/Private Roof Deck
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful location and everything met our expectations."
United States
John B.
Panoramic Water, Island & City Views w/Private Roof Deck
Interior

Apartment in West End

Brand New 1 Bedroom Apartment in Portland
10.0 out of 10, Exceptional, (45 reviews)
"Great host communication, super clean and good location!"
United States
Lorraine V.
Brand New 1 Bedroom Apartment in Portland
Exterior detail

Apartment in Munjoy Hill

Glorious getaway on Portland's Eastern Promenade.
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is €218
includes taxes & fees
9 Mar - 10 Mar
Glorious getaway on Portland's Eastern Promenade.
Interior

Apartment in Munjoy Hill

East end. Walk to food, beer and downtown fun.
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is €339
includes taxes & fees
1 Apr - 2 Apr
East end. Walk to food, beer and downtown fun.
Interior

Apartment in West End

Bright & Sunny West End Apartment with Private Parking.
10.0 out of 10, Exceptional, (48 reviews)
"It was a fantastic place and walkable to downtown!"
United States
Gail E.
The price is €246
includes taxes & fees
9 Mar - 10 Mar
Bright & Sunny West End Apartment with Private Parking.
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is €206
includes taxes & fees
9 Mar - 10 Mar
Pine Point Beach private, quaint, charming studio.
Property grounds

Condo in East Bayside

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (37 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is €402
includes taxes & fees
15 Mar - 16 Mar
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
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 County Hotel Reviews

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

10/10 Excellent
"absolutely loved our stay. room was perfect. very clean, modern, and a great price. staff was VERY helpful and professional.. breakfast was awesome as well. 10/10 will book again "
paige 2-night trip
Posted 5 hours ago
Portland Regency Hotel & Spa

Find out more about Cumberland County

Holiday Homes in Cumberland County

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