Condo holiday rentals in Cumberland
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Top-rated condo rentals in Cumberland
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Cumberland condo rentals
Weekly condo rentals
Condo in Portland
4.88 out of 5 average rating, 117 reviewsPortland 1 Bedroom Condo in the Arts District.
23–30 Jul
Condo in Portland
4.89 out of 5 average rating, 112 reviewsLuxury Condo in Downtown Portland Old Port
18–25 Jan
Condo in York County
4.9 out of 5 average rating, 134 reviewsCozy studio-5 minute walk to Perkins Cove!
5–12 Jul
Condo in Portland
4.93 out of 5 average rating, 153 reviewsWalk to downtown ! Free Parking! Private Entrance!
14–21 Nov
Condo in Portland
4.95 out of 5 average rating, 77 reviewsSweet, Craft Beverage District
13–20 Jul
Condo in Portland
5.0 out of 5 average rating, 73 reviewsCharming, newly remodeled space atop Munjoy Hill.
12–19 Aug
Condo in South Portland
4.97 out of 5 average rating, 37 reviewsUpdated 2 Bedroom condo on Greenbelt pathway
4–11 Dec
Condo in Scarborough
4.97 out of 5 average rating, 33 reviewsComfy Beach Retreat - Pine Point
26 Mar – 2 Apr
Pet-friendly condo rentals
Condo in Damariscotta
4.88 out of 5 average rating, 144 reviewsRiver Escape - Studio Apt. with River Access
16–23 Feb
Condo in Edgecomb
4.91 out of 5 average rating, 156 reviewsA Spacious Vacation Cottage in Sheepscot Harbour
16–23 Dec
Condo in Brunswick
4.89 out of 5 average rating, 138 reviewsNew 2BR 2King beds Private Apt Downtown Brunswick
14–21 Jun
Condo in Portland
4.98 out of 5 average rating, 40 reviewsCharming 2-Bedroom Back Cove Retreat
28 Jan – 4 Feb
Condo in Falmouth
4.95 out of 5 average rating, 42 reviewsFalmouth 3 Bedroom/2 Bath Loft Condo
8–15 Nov
Condo in Portland
4.74 out of 5 average rating, 81 reviewsCozy, Modern & Bright 2 bed in the East End
7–14 Jan
Condo in Bath
4.84 out of 5 average rating, 98 reviewsBowdoin, Lighthouses, Downtown, Beach, Sleeps 6
28 May – 4 Jun
Condo in Kennebunk
4.97 out of 5 average rating, 35 reviewsNewly Remodeled Coastal Getaway
23–30 May
Condo rentals with a pool
Condo in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
30 Mar – 6 Apr
Condo in Wells
4.89 out of 5 average rating, 19 reviewsSmall 1
5–12 Feb
Condo in Damariscotta
4.75 out of 5 average rating, 48 reviewsBeautiful Midcoast Maine Condo with inground pool
21–28 Jun
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
12–19 Sep
Condo in Old Orchard Beach
4.84 out of 5 average rating, 19 reviewsCHowder Ocean Oasis @ Old Orchard Beach
20–27 Jul
Condo in Ogunquit
4.96 out of 5 average rating, 25 reviewsLovely Studio, Walk Everywhere, .5 mi-town, Pool!
13–20 Feb
Condo in Wells
4.89 out of 5 average rating, 70 reviewsStarfish Condo Wells Beach
26 Nov – 3 Dec
Condo in Wells
4.95 out of 5 average rating, 81 reviewsNewly Renovated Coastal Condo Steps To Wells Beach
3–10 Jan
Quick stats about condo rentals in Cumberland
Total rentals
30 properties
Wi-Fi availability
30 properties include access to Wi-Fi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.1K reviews
Nightly prices starting at
$118 NZD before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
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