
Apartment holiday rentals in Cumberland
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Top-rated apartment rentals in Cumberland
Guests agree: These apartments are highly rated for location, cleanliness and more.

Portland Island View 2BR Apt. Views of Casco Bay
Enjoy all Portland has to offer! Sunny first floor apartment in a friendly neighborhood on Casco Bay. Water views from the apartment, deck, and large yard. Excellent neighborhood to watch the 4th of July Fireworks from. 5-minutes by car to the Old Port where you can enjoy shopping, dining, harbor cruises, and tours. Many breweries and distilleries nearby. 20 minute drive to Freeport's shopping outlets. Reserved parking for two cars in the driveway. On-street parking is plentiful and free.

Falmouth Waterfront Carriage House Apt
Waterviews! This 1 bedroom apt has a new “purple”mattress, above our detached garage in classic Maine waterfront neighborhood. Next door to the iconic Town Landing Market and Town Landing pier/beach. In beautiful Falmouth Foreside neighborhood. Walkable to Dockside Restaurant and marina, and 10 minute drive or bus to downtown Portland. 20 minute drive to Freeport shopping. We only accept well- behaved and house- trained dogs, no other pets are allowed for a fee of $75.00 per dog per stay.

Sopo Abode
Welcome to your garden oasis. Your home away from home. This elegantly styled garden level apartment in South Portland's crown jewel neighborhood, Sylvan Sites, is spacious, calm, and inviting. Have a sit in your private sauna, and take in the abundant birdsong of the neighborhood from your private back patio while you sip your morning coffee. Just down the road (5 minutes) to downtown Portland, Willard Beach, or Knightville, and 10-15 minutes to Scarborough and Cape Elizabeth beaches.

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry
Cheerful, bright 2 bedroom, 2 bathroom apartment in the Deering Center neighborhood. Boasting parks & trails, restaurants & shops in a small-town-feeling neighborhood. A quick uber to Portland's center. Private apartment in an owner-occupied 2-unit home. Park in your dedicated driveway spot or on the street. Adjacent to a park and close to walking / biking trails & everything wonderful that Portland has to offer! Dogs welcome with pre-approval + $50 pet fee. STHR---1191-2019

Adorable getaway on the Eastern Promenade
Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Cozy King bed apt near Portland with free parking
Enjoy a comfortable and relaxing getaway in this charming second-floor studio, owned and operated by a local family. Nestled in a quiet neighborhood, yet just minutes from Downtown Portland with easy access to I-95 and I-295, it offers the perfect mix of peace and convenience. This cozy studio features a brand-new King bed with a fresh mattress and pillows, along with a 3/4 bath—perfect for unwinding after a day of exploring the city or coast.

Comfortable studio apartment in quiet location
Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.

Goose Point Getaway (a boutique AirBnB experience)
Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Peaceful & Cozy Falmouth Getaway
Relax with the whole family at this peaceful home away from home. Enjoy our brand new one bedroom apartment above a detached garage. There is a convenient private key coded entrance. We are located in West Falmouth situated about 5 miles from downtown Portland, a great home base for exploring Maine's towns, beaches, mountains and more!

Beekeeper's Cottage- Peaceful,Quiet - Ocean Front
Set on 7.5 acres of fields, woods, & gardens we are off the main road. Take a 4 minute stroll down a wooded path to our private beach on Maquoit Bay. Swim, fish, hunt for driftwood, or sit by the sea & listen to the waves. We feel this property affords a quiet and relaxing oasis.

Safe, Quiet, Friendly area
Situated in a wonderful, friendly, family neighborhood. Walking distance to restaurants, coffee shops, shopping, parks & trails. 10 minutes from The Old Port & Arts Districts and many other local attractions. Large and comfy 2 bedroom apartment located on the 2nd floor.

Extraordinary Architectural Masterpiece Downtown
Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Shore House, Leona Unit - Ocean Front Property

Back Cove Retreat | 3BR w/ Patio & 2-Car Parking

Charming Victorian farmhouse 1880's bedrooms-2

“Hip-Torical” “Hip-Historical” near Bowdoin

1-bedroom unit (3 beds) with free parking

2 Bedroom Just Steps from the Old Port w/ Parking

Crescent Beach Gardens

Charming 2-bedroom steps from the Eastern Prom
Private apartment rentals

Beautiful Waterview Special Sunsets

Suburban Studio Apt in a quiet family neighborhood

Modern Pownal Apartment

Parkside Pied-à-terre

Cozy orchid unit in charming town near Portland

Christmas Tree Farm apartment

The Nest

The Inn on Bridge Street
Apartment rentals with a hot tub

Downtown Apt-River View, Fireplace, Hot Tub Access

Falmouth 3br near Town landing

Welcome to our BoHo Treehouse!

Ski, Swim, Hike, Bike, Repeat!

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Beautiful West End studio, hot tub, free parking

Maine Hacienda w/hot tube & seasonal pool
Quick stats about apartment rentals in Cumberland

Total holiday rentals
Explore 20 holiday rentals in Cumberland

Nightly prices starting at
Cumberland holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 1,280 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cumberland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Cumberland rentals

4.9 Average rating
Cumberland stays are highly rated by guests—averaging 4.9 out of 5!
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Pemaquid Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- King Pine Ski Area
- Cranmore Mountain Resort
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Conway Scenic Railroad
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





