Search Condos Rentals in Cumberland from CA $190

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Browse Select Cumberland Condo Rentals

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (112)
"While minutes away from the Old Port, our stay on Casco Bay allowed us to relax and unwind."
The price is CA $395
CA $662 total
includes taxes & fees
Sep 10 - Sep 11
City Amenities, Casco Bay Sunrises and Natural Beauty

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

9.4 out of 10, Exceptional, (63)
"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. "
The price is CA $227
CA $590 total
includes taxes & fees
Sep 2 - Sep 3
Elegant condo - walk to Portland's best restaurants & Old Port

Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

10.0 out of 10, Exceptional, (3)
"Beautiful place to stay. We are planning on doing this again next year. "
Charming 3-bedroom 3-bath condo with WiFi, in quaint Yarmouth

Spacious 4 bedroom luxury Condo

10.0 out of 10, Exceptional, (32)
"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

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (42)
"Excellent stay and location"
The price is CA $264
CA $493 total
includes taxes & fees
Sep 16 - Sep 17
Cozy, Elegant and Bright 2 bed in the East End

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

8.8 out of 10, Excellent, (33)
"Was a very comfortable stay!! Walking distance to pier restaurants etc!"
The price is CA $190
CA $541 total
includes taxes & fees
Sep 2 - Sep 3
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

The perfect seaside retreat overlooking scenic Mackerel Cove on Bailey Island

9.8 out of 10, Exceptional, (21)
"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

Cozy Lakeside Studio w/ Private Swimming Area

8.0 out of 10, Very good, (8)
"Beautiful views nice and quiet little getaway"
Cozy Lakeside Studio w/ Private Swimming Area

Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse

10.0 out of 10, Exceptional, (2)
"We had such a lovely stay! The house was beautiful and clean and everything was easy to navigate. Jennifer was so responsive and helpful with questions and recommendations. She was very accommodating with a specific concern we had and made the check in process very easy.Freeport was the perfect location to explore Portland and Peaks Island while serving as a nearby home base with plenty to do closer by as well! I would 100% stay here again and recommend to others in a heartbeat!"
Brand New Listing! 3 Bedrooms, all En Suite- Yellow Door Guesthouse

Historic Brick Apartment | Parking + Prime Location

10.0 out of 10, Exceptional, (9)
"Visited my adult children and new baby granddaughter. Beautiful home, very convenient spot, and equipped with all the amenities needed- including a decorative Christmas tree. Thank you, Steve and Kristen!"
The price is CA $674
CA $1,173 total
includes taxes & fees
Aug 25 - Aug 26
Historic Brick Apartment | Parking + Prime Location

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

9.8 out of 10, Exceptional, (42)
"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

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

10.0 out of 10, Exceptional, (15)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
The price is CA $539
CA $962 total
includes taxes & fees
Aug 28 - Aug 29
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views

9.6 out of 10, Exceptional, (14)
"It was a wonderful week "
Old Orchard Beach Condo Just steps to the Beach Beautiful ocean views

Waterfront Two Master Suite Penthouse with Rooftop

10.0 out of 10, Exceptional, (183)
"My family and I enjoyed our stay at the Cornelia apartment and very much appreciate the cleanliness of the space and responsiveness of the hosts. "
The price is CA $1,340
CA $1,989 total
includes taxes & fees
Sep 8 - Sep 9
Waterfront Two Master Suite Penthouse with Rooftop

Walk to Old Port ♦ West End Condo ♦ Parking

9.6 out of 10, Exceptional, (77)
"Cute place, close to old port! We brought our pup and she was happy as well. We would definitely stay there again! "
Walk to Old Port ♦ West End Condo ♦ Parking

Studio Apt by beach - unit #14

10.0 out of 10, Exceptional, (17)
"The property was clean well maintained except for an old rug on the floor. The sink in the kitchen leaked when used and had to leave a towel around it or the water would pool behind it. The unit could have used a long mirror in the closet. The shower was awesome. The Murphy bed was efficient, but not much support on the back. Thanks"
Studio Apt by beach - unit #14

Back Cove Views

10.0 out of 10, Exceptional, (8)
"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

Condos at Fairlawn

3.0 star property
7.6 out of 10, Good, (27)
"Great for the price, very nice people."
Condos at Fairlawn

USM Area. Great location.

USM Area. Great location.

Renting September 2025 to June 1, 2026

10.0 out of 10, Exceptional, (15)
"Great place and host"
Renting September 2025 to June 1, 2026
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 Hotel Reviews