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Vacation rentals in Cumberland County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Cumberland County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Rental unit in Portland
Clean & Simple Apt w/Parking-Close to Downtown
Your cute, cozy one bedroom apartment is close to all that Portland has to offer! Your home away from home, you have 400 mbps Wifi, the fastest Portland offers along with a comfortable desk to work from. Centrally located, the space it is a short drive to all of the great restaurants, bars, shops, parks and more! It is close to the 295-N ramp (Freeport outlet shopping is just a few exits down).Our location blends city living with that “just-off-the-beaten-path” feel that offers pleasant rest
$155 per night
SUPERHOST
Rental unit in Windham
Tranquil Waterfront In-Law Apartment
Sarah's in-law apartment is located on Collins Pond in North Windham, 15 miles to Portland. The backyard fire pit is perfect for relaxation and the picnic table overlooking the pond is a beautiful location to enjoy your morning coffee. Take the kayaks out for a morning venture or the canoe out for the gorgeous sunset! Sarah's one bedroom, one bathroom apartment with private entry, private kitchen, private living space and separate parking will make your stay a tranquil one. Come visit!
$129 per night
SUPERHOST
Home in Lisbon
Unplug at a Beachy Bolthole with Classic New England Style
Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.
$65 per night
PLUS

Other great vacation rentals in Cumberland County

Guest suite in Gray
Updated 1 King Bedroom unit w/ deck and kitchette
$124 per night
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Hotel room in Portland
Skolfield Inn | Parking | Self-check-in | Garden 4
$128 per night
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Private room in Biddeford
Tranquil room near Old Orchard Beach (C)
$59 per night
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Hotel room in Portland
Inn at Parkspring | Private entrance | Parking | 6
$133 per night
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Hotel room in Portland
Morrill Mansion Inn | 7 | Self Check In | Parking
$131 per night
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Guest suite in South Portland
Oceanfront with amazing views and private entrance
$250 per night
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Cottage in Windham
Cozy camp near highland lake
$120 per night
Cottage in Portland
Cozy & Quiet Modern Cottage
$132 per night
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Rental unit in Portland
Huge Dreamy urban Artist-designed loft
$224 per night
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Rental unit in Portland
Self-check-in | Desk | Washer + Dryer | Kitchen 2
$112 per night
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Private room in Portland
The grey room - quiet and calming
$99 per night
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Rental unit in Westbrook
Maine Apartment Surrounded By Trees
$96 per night

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