
Apartment vacation rentals in Cumberland
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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$12,540 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!
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.

Thompson's Point Studio
Our charming studio apartment in the Libbytown neighborhood is walking distance to Thompson's Point & Amtrak (15 minutes!) and the trendy West End, while still being quiet and secluded. Enjoy a concert or Portland's famous restaurant scene and come home to a memory foam bed and all the little essentials like a white noise machine and a bar kit for homemade cocktails. We have been hosts for 8 years near Acadia National Park and are so excited to share our new home of Portland with guests as well!

Apt in Victorian Mansion w/ Hot Tub, Parking, Pool
Contemporary styling with old-world charm, the Apartment in the Leonard Bond Chapman House offers a relaxing stay only 10 min to downtown. Whether you plan to soak in the shared hot tub, cool down in our seasonal pool, or relax by one of our fire pits, our half-acre yard offers a tranquil stay. The apartment boasts a newly renovated bathroom, radiant heated floors in both kitchen & bath, and a chef's kitchen. This grand apartment won't disappoint. L2 EV charging outlet on site #allarewelcome

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.

Old Port Penthouse Suite - Amazing Harbor Views
CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

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.

AMAZING! Working waterfront views, 94 walk score!
Wow! Incredible 3 bedroom, 2 bath apartment with working waterfront views. Spacious apartment nestled in Downtown, between the Old Port, Arts District and West End, just steps away from all the highlights of the peninsula. You are just steps away from everything the City has to offer. STHR-000508-2018

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

Extraordinary Architectural Masterpiece Downtown

Cape Elizabeth Garden Apt+Beach+Close to Portland!

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

Peaceful & Cozy Falmouth Getaway

Portland Back Cove Hideaway-1 BR- With Patio

Modern Studio Loft w/ Parking in Perfect Location

Peaks Island Master Bedroom Suite

Crescent Beach Gardens
Private apartment rentals

In-town Artist Loft-walk to old port, waterfront

RETRO BnB in the Heart of East End Portland

Stylish Portland Hideaway w/Patio

Pine Point | FAST Wi-Fi |Office area |Pets welcome

Beach retreat - bright, cozy, clean, private!

Cozy SoPo Condo

Quiet West End Retreat - parking - 100% Non Smoker

The Inn on Bridge Street
Apartment rentals with a hot tub

Downtown Apt-River View, Fireplace, Hot Tub Access

Cozy Winter Suite & Hot Tub

Falmouth 3br near Town landing

Welcome to our BoHo Treehouse! Beaches/Portland

Cozy hot tub haven

Downtown Hideaway-Loft HotTub Modern Clean Private

Beautiful West End studio, hot tub, park free.

Maine Hacienda w/hot tub & seasonal pool
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