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Top Cities in Cumberland County

Portland Head Light showing rocky coastline, general coastal views and a sunset
Condo RentalsCondo Rentals

Portland

Portland

Compare 73 Condo Rentals in Cumberland County with updated reviews, rates, and availability.

City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (107)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
$434 nightly
The price is $473
Jul 13 - Jul 14
Total includes taxes and fees
City Amenities, Casco Bay Sunrises and Natural Beauty
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (13)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Fridge, microwave, oven, stovetop

Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style

9.8 out of 10, Exceptional, (37)
"Perfect two bedroom for us to stay in during our work event."
Renovated condo with prime West End location, 2 en suite bathrooms, & HGTV style
Spacious 4 bedroom luxury Condo
Exterior

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (29)
"A great place to stay minutes from downtown Freeport and a short ride to Portland. Had a great time visiting family and the house was perfect for our getaway! Very close to all the Freeport attractions but quiet enough to rest and relax!"
Spacious 4 bedroom luxury Condo
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Outdoor dining

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (19)
"We thoroughly enjoyed a long weekend on Bailey Island. The condo was clean and new, very nicely furnished. It was a quiet easy to access property, very good experience."
The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
$427 nightly
The price is $466
Jul 8 - Jul 9
Total includes taxes and fees
Elegant condo - walk to Portland's best restaurants & Old Port
Penthouse Two Master Waterfront Suite with Rooftop
Interior

Penthouse Two Master Waterfront Suite with Rooftop

10.0 out of 10, Exceptional, (245)
"This property was wonderful and met all of our needs. The home is very clean and had everything needed for our stay. The location and views were amazing!!! Highly recommended and we'll definitely be staying here again. Thank you!!"
Penthouse Two Master Waterfront Suite with Rooftop
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (38)
"Excellent stay and location"
$311 nightly
The price is $339
Jul 9 - Jul 10
Total includes taxes and fees
Cozy, Elegant and Bright 2 bed in the East End
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Fridge, microwave, oven, stovetop

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

8.8 out of 10, Excellent, (30)
"Great place, a little difficulty controlling temperature."
$381 nightly
The price is $415
Jul 2 - Jul 3
Total includes taxes and fees
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Condo at Pleasant Mountain
Fridge, microwave, oven, stovetop

Condo at Pleasant Mountain

9.8 out of 10, Exceptional, (16)
"Loved this property, will book again."
Condo at Pleasant Mountain
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Exterior

Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck

2.0 star property
10.0 out of 10, Exceptional, (3)
"This place was perfect for our weekend getaway! The unit was huge with plenty of space for everyone. It was clean and nicely stocked, with easy access to downtown Portland. "
Centrally located off Back Cove, 2nd floor 4 bedroom, 2 Bath condo w/ deck
Waterfront Two Master Suite Penthouse with Rooftop
Exterior detail

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (179)
"Very nice property in the heart of Portland. The place was perfect for our trip and it was super easy to go out and explore."
Waterfront Two Master Suite Penthouse with Rooftop
Walk to Old Port ♦ West End Condo ♦ Parking
Microwave, oven, coffee/tea maker, cookware/dishes/utensils

Walk to Old Port ♦ West End Condo ♦ Parking

9.8 out of 10, Exceptional, (74)
"Everything was amazing!!"
$508 nightly
The price is $554
Jul 24 - Jul 25
Total includes taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Fridge, microwave, oven, stovetop

Gorgeously renovated, 2-condo property in the West End - walk everywhere

9.6 out of 10, Exceptional, (10)
"We traveled with 4 couples so this combo unit was perfect. The location was walkable to everything wanted to get to and Portland was a great launching spot for day trips to check out the neighboring towns."
Gorgeously renovated, 2-condo property in the West End - walk everywhere
Pleasant Mountain Condo Ski in Ski out
Interior

Pleasant Mountain Condo Ski in Ski out

9.8 out of 10, Exceptional, (60)
"Excellent location for a week of skiing for our families. Communication with our host was easy and we had a wonderful stay."
Pleasant Mountain Condo Ski in Ski out
Lighthouse Suites at Pine Point - only steps from beautiful Pine Point Beach!
Private kitchen

Lighthouse Suites at Pine Point - only steps from beautiful Pine Point Beach!

10.0 out of 10, Exceptional, (2)
"Condo is exactly as pictured. Terrific place and stay. So close to the beach and many extras. Quiet and restful."
Lighthouse Suites at Pine Point - only steps from beautiful Pine Point Beach!
Cozy Lakeside Studio w/ Private Swimming Area
TV, fireplace, books

Cozy Lakeside Studio w/ Private Swimming Area

7.8 out of 10, Good, (6)
"Beautiful views nice and quiet little getaway"
Cozy Lakeside Studio w/ Private Swimming Area
Back Cove Views
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Back Cove Views

10.0 out of 10, Exceptional, (7)
"Easy to get to, conveniently located close to restaurants, bars, shops, and downtown. There are stairs to climb, which didn't bother us, but be mindful as it is on the 3rd floor. Parking is only available on the street, and it was hard to find a spot close by the condo. But, we eventually did park close, so it worked out. We would definitely book this place again and again!"
Back Cove Views
USM Area. Great location.
Living area

USM Area. Great location.

USM Area. Great location.
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
Property grounds

Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES

10.0 out of 10, Exceptional, (8)
"Our stay was amazing.. close to town, very comfortable and met all of our needs.. would definitely stay there again!"
$171 nightly
The price is $186
Jun 30 - Jul 1
Total includes taxes and fees
Barn on Pleasant-<br>walk to town <br>NO EXTRA FEES
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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