
Apartment vacation 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.

Quiet Comfy Victorian Escape
Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

Modern East End studio, perfect Portland home base
Enjoy all Portland has to offer from this clean and spacious studio in the city's hippest neighborhood. Walk one block to enjoy Duckfat frites at the Oxbow beer garden or head down Washington Ave for the best restaurants in Portland including Cong Tu Bot and Izakaya Minato. Walk 5 mins up Munjoy Hill to picnic on the Eastern Promenade overlooking Casco Bay or 10 mins down into the Old Port. Do it all from this beautiful and private apartment! Unit licensed through the City - STHR-006036-2024.

Urban Seaside Retreat- East End Overlook Casco Bay
A very special retreat. Elegant and cozy, two-level, private entrance, with front row view of Casco Bay islands, parks, and easy access to the best of Portland's city life. Watch the Sun and Moon rise over the islands from this Victorian stable apartment. Walk to Portland's finest cultural and culinary offerings, to the beach for kayaking, the park for tennis, enjoy shore front trails, take a ferry to the islands. Everything to enjoy the very best of Portland is right here. (Reg.#001171-2019)

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.

Sweet 1-Bedroom Apartment in Vintage Village Cape
Built roughly 200 years ago, the traditional cape housing this first-floor apartment is located on a hilltop above the Royal River, just steps from restaurants, trails, and waterfront. It's been thoroughly renovated, and features pretty much all the comforts of home—including a full kitchen with dishwasher, a wood-burning fireplace insert, an all-natural mattress (super comfy), and a clawfoot tub-equipped bathroom. Oh, and if you're bringing a third, let me know—and I'll roll in the rollaway.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

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.

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!

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

Cozy East End 2 Bdrm. with Private Entrance

Portland + Cape Elizabeth + Beaches + luxurious!

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

Chic Portland Penthouse, 2BR

Chic 1-Bedroom at the Heart of Boothbay Harbor

Stylish West End apartment with parking

Peaks Island Master Bedroom Suite

Crescent Beach Gardens
Private apartment rentals

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

Modern Pownal Apartment

Parkside Pied-à-terre

Crow's Nest

Cozy orchid unit in charming town near Portland

Cape Arundel Cottage 1 mile to downtown KPT

Christmas Tree Farm apartment

The Inn on Bridge Street
Apartment rentals with a hot tub

Downtown Apt - 3 Beds, 1.5 Baths, River View

Cozy Winter Suite & Hot Tub

Falmouth 3br near Town landing

Welcome to our BoHo Treehouse!

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Saco/Old Orchard Beach Get Away

Beautiful West End studio, hot tub, free parking
Quick stats about apartment rentals in Cumberland

Total vacation rentals
Explore 20 vacation rentals in Cumberland

Nightly prices starting at
Cumberland vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

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

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Cumberland vacation 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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