
Apartment holiday rentals in Cumberland
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Top-rated apartment rentals in Cumberland
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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.

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.

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.

Private Garden Retreat on Munjoy Hill
This well-appointed, new space is located on first floor of a modern, new home on Munjoy Hill - Portland’s most charming neighborhood. This convenient suite has a separate, private entrance with a private outdoor seating area. The location is perfect for walking - just minutes to excellent restaurants, coffee shops, gourmet market, Eastern Promenade, St. Lawrence Arts Center and Washington Avenue. Portland’s Old Port and bustling harbor is just a 10 - 15 minute walk down the Hill.

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.

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.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Large Sunny Apartment Near Downtown/Arts District

2BR w/ Parking | 5 Min to Downtown

Charming Victorian farmhouse 1880's bedrooms-2

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

Cozy South Portland studio with King bed! REG107

Peaks Island Master Bedroom Suite

Crescent Beach Gardens

Garden Apartment Close to Everything
Private apartment rentals

Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom

Stylish Portland Hideaway w/Patio

Cape Elizabeth Garden Apt+Beach+Close to Portland!

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

Modern Pownal Apartment

Parkside Pied-à-terre

Cozy orchid unit in charming town near Portland

The Knightcap
Apartment rentals with a hot tub

Downtown Apt-3 BR, 1.5 BA, River View, Fireplace

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 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
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- Willard Beach
- Pemaquid Beach
- Short Sands Beach
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- Gooch's Beach
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- Cranmore Mountain Resort
- Footbridge Beach
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- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Funtown Splashtown USA
- Pleasant Mountain Ski Area





