
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.

Portland + Cape Elizabeth + Beaches + luxurious!
Permit210780 •Luxurious 3 rm apt with 1322 5* reviews! Only a mi to the beach & 4.4 mi to Portlnd - Location! •1st flr Great Rm to dine & relax: microwave, fridge, toaster, Keurig, TV, cooktop •2nd flr huge bathrm & bedrm for 2 w/ another sitting rm + a 2nd bdrm w/ 1 Q & 2 twins •More than 2 people? Alter reservation #’s for additional cost •2 people wanting 2 bedrms? Only add a $50 cleaning fee for 2nd bdrm •luxurious furnishings & superior bedding! •I am known for thinking of EvErYtHiNg ;-l

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.

Two bedroom duplex across st from crystal lake
Relax, have fun, spend quality time with friends and family right here at our quiet little place. Two bedrooms, three beds, one pull out couch, we can accommodate up to six guests. We have walking trails, firepit, and a barbecue area. The house sits across the street from crystal lake, with a boat launch 3/4 mile down the road with a parking area. An easy 20-minute drive to Portland. Supermarket, gas station, and restaurant less than five minutes away and ten minutes from Gray exit to 95.

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.

Welcome to our BoHo Treehouse! Beaches/Portland
Take it easy at this unique and tranquil getaway. This is a cute apartment with plants that makes you feel like you are in the forest. Enjoy your own private one bedroom, one bath, with a private deck. Free off street parking. Located in Saco within walking distance of downtown. 7 min drive to Old Orchard Beach. We decorated with a Bohemian Treehouse style. Perfect size for a single person or couple. We brought some of our most cherished art and plants from our own home. Enjoy!

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.

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.

Crescent Beach Gardens
Simply spectacular - panoramic ocean, beach and island views from this spacious second story apartment with shady balcony surrounded by flowers, birds and the sounds of the sea. Fifteen minutes to Portland and every beach and lighthouse in the area. Short walk through the park to the beaches and ledges of three state parks.

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.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

RETRO BnB in the Heart of East End Portland

The Beverly at Hawley Marie w/ Parking

Parkside Pied-à-terre

Lovely studio in downtown Portland

Peaceful Munjoy Hill | Walkable + Charming

Peaceful Oasis on Munjoy Hill -2nd flr/3BR+parking

The Inn on Bridge Street

Historic Portsmouth at Your Doorstep
Private apartment rentals

Cozy Winter Suite & Hot Tub

Beautiful Waterview Special Sunsets

Peaks Island Master Bedroom Suite

Cozy orchid unit in charming town near Portland

Old Port Loft - 301

The Nest

Thompson's Point Studio

Midcentury Modern 2 Bedroom Village Oasis
Apartment rentals with a hot tub

Downtown Apt-River View, Fireplace, Hot Tub Access

Tower Suite: Pool, Hot Tub, W/D, Spa Bath, Prking

Falmouth 3br near Town landing

Nordic Village Resort | Highlands Top Floor King

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Beautiful West End studio, hot tub, free parking

Maine Hacienda w/hot tub & seasonal pool
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 G$12,552 GYD 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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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- Short Sands Beach
- Pemaquid Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- King Pine Ski Area
- Gooch's Beach
- Cranmore Mountain Resort
- Footbridge Beach
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Diana's Baths
- Pleasant Mountain Ski Area





