Vacation rentals in Cumberland County

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Top-rated vacation rentals in Cumberland County

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

Cabin in Windham

Highland Lake Cottage

Looking for a peaceful getaway? Check out this charming small cottage located on a 1-acre lot with 1500sft of water frontage, just 12 miles away from Portland! The rustic, open-concept cottage offers gorgeous lake views, a fully equipped kitchen, one bedroom, one bathroom, a small porch, and outdoor fire pit. Plus, we've got you covered with fast internet, utensils, towels, linens, and a full-sized fridge. Enjoy fishing, swimming, boating or paddleboarding on the lake-the perfect place to unwind

$154 per night

Superhost

Guest suite in Portland

Sunflower Retreat in North Back Cove

The Sunflower Retreat is a private, self-contained, peaceful hideaway. Located in the back half of an adorable 1920's home, this BnB space has everything you could need. A driveway leads you around to the back of the house, where a stone walkway guides you to your own private patio and entrance. A comfortable queen bed, kitchenette, full bathroom, closet, dining nook, black-out curtains, eatery, and television are included. Free street parking. Located in close proximity of many things!

$109 per night

Superhost

Cottage in Portland

Cozy & Quiet Modern Cottage

Recently renovated modern studio cottage, located in a quiet Portland neighborhood only a 7-10 minute drive (and $9 Uber ride) from downtown Portland, the Old Port, and all local visitor attractions. Allagash Brewing is just a mile down the road, and you are within walking distance (.5 mi) of the bars and restaurants at Morrill's Corner. Everything in my cottage is new, hand-made, or 'upcycled' (my hobbies include refinishing antique furniture and building furniture).

$132 per night