
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$12,555 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.

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!

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.

King Beds Modem Luxe Downtown 2BR Walk to Bowdoin
Highlights Of This Property * Fully Renovated: Every Surface, Appliance, & Furniture Is New in 2020 * 2 Minutes Walk To Bowdoin College, Restaurants, Cafes, Groceries * Off-street Parking * Washer & Dryer * Single Floor Open Concept Living * Large Bathroom With Double Vanity * Large Kitchen Island For Gathering & Entertaining * 2 King Size & 1 Single Bed For Comfortable Sleeping * Over The Top Insulation For Keeping You Warm In The Winter & Cool In The Summer. VERY Important for Maine.

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.

The Alice and wonderland suite
Welcome to your home away from home! You will absolutely love all that Maine has to offer in every season! We absolutely love our location allowing us go from oceans to mountains to the city. In the summer, we are within 40 minutes from some of our best beaches! In the Fall, treat yourself to the best Apple picking and hot cider around, from corn mazes to leaf peeping. In the winter enjoy snowshoeing, skating or skiing . There is truly something for everyone in Maine.

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.

Portland Back Cove Hideaway-1 BR- With Patio
Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

Portland Sweet Escape
Get to know Portland like a local from this beautiful, centrally-located apartment. This home is just steps from Portland’s Sebago to Sea walking trail and is a 10-15 minute drive from great local breweries, East End Beach, and Historic Old Port. Featuring beautiful hardwood floors throughout, the three-bedroom + office interior comes fully furnished with updated amenities and a fresh, contemporary design. Linens, towels and beach towels are included.

Glorious Getaway on the Eastern Promenade
This first-floor apartment is just steps from beautiful Casco Bay! On a quiet residential street, there is plenty of on-street parking available. There are several wonderful restaurants and cafes right in the neighborhood within walking distance, along with many local breweries, distilleries, and shopping spots. The historical Old Port and Downtown Portland are a fifteen-minute walk or a quick Uber, so park your car and forget about it for a while!

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.

Cozy Urban Treehouse on Munjoy Hill
Snack and sip your way through the food mecca that is Portland, Maine from this conveniently located, newly renovated one bedroom retreat. The lush and transportive attic apartment is easy walking distance from the Eastern Prom, the Old Port, and Bayside breweries, allowing guests a one-of-a-kind getaway. White lacquer floors are paired with antique furnishings, soft linens, and techy touches. Come for the lobster, stay for the lifestyle.
Popular amenities for Cumberland apartment rentals
Weekly apartment rentals

Quiet Comfy Victorian Escape

Cape Elizabeth Garden Apt+Beach+Close to Portland!

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

Charming Victorian farmhouse 1880's bedrooms-2

Peaceful & Cozy Falmouth Getaway

Peaks Island Master Bedroom Suite

The Yankee Dugout

Minutes to Portland | Spacious | One Bedroom
Private apartment rentals

Extraordinary Architectural Masterpiece Downtown

Parkside Pied-à-terre

Crow's Nest

Spacious 1st floor New England charm.

Cozy orchid unit in charming town near Portland

Crescent Beach Gardens

Christmas Tree Farm apartment

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! Beaches/Portland

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

Cozy Seacoast Getaway | Walk Downtown + Hot Tub
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Willard Beach
- Short Sands Beach
- Scarborough Beach
- Pemaquid Beach
- Footbridge Beach
- Pemaquid Point Lighthouse
- East End Beach
- Cape Neddick Beach
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Conway Scenic Railroad
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area





