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Apartment vacation rentals in Cumberland

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Cumberland

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Portland
5 out of 5 average rating, 101 reviews

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!

Top guest favorite
A serene waterfront scene captures calm waters dotted with boats gently bobbing in the harbor. Rocky shores lead to lush greenery in the background, with a clear blue sky above, creating an inviting coastal atmosphere in this Maine setting.
Apartment in Falmouth
4.96 out of 5 average rating, 187 reviews

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.

Top guest favorite
A relaxed living area features a mix of seating options, including a patterned armchair and a leather sofa. A wooden coffee table sits in the center. Natural light enters through two windows, illuminating potted plants and wall art that enhances the tranquil setting.
Apartment in Yarmouth
4.97 out of 5 average rating, 175 reviews

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.

Top guest favorite
A serene duplex apartment is surrounded by lush greenery, with sunlight filtering through the trees. The exterior features light blue siding, multiple windows, and a neatly maintained lawn. A gravel path leads to a natural area, enhancing the peaceful setting.
Apartment in Gray
4.96 out of 5 average rating, 169 reviews

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.

Guest favorite
A bright bedroom features a queen bed with an ornate wooden headboard, flanked by two stylish wall lamps. Sliding glass doors provide access to the outdoors, while clerestory windows invite natural light. A cozy rug complements the wooden flooring, enhancing the spacious feel.
Apartment in South Portland
4.93 out of 5 average rating, 207 reviews

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.

Top guest favorite
A cozy lounge area features a green patterned armchair and a sofa adorned with pillows. Natural light filters through the large windows, illuminating a potted plant on a side table and a soft area rug beneath. Light curtains frame the scene, creating a warm ambiance.
Apartment in Portland
4.99 out of 5 average rating, 350 reviews

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

This newly renovated, gorgeous, spacious suite, located on the 3rd floor of our 1865 mansion, is just 10 mins to downtown and the airport. Relax by the firepit or soak in our hot tub and enjoy our gardens. We are owner-operated. The suite includes a newly renovated spa bathroom with rain shower and radiant floor heating; W/D; lounge and kitchenette w/ work table; and a huge bedroom. Our half-acre yard provides ample space for privacy. Level 2 EV station is available #allarewelcome

Guest favorite
The kitchen features modern stainless steel appliances and a spacious countertop with a light wood finish. Bright bay windows allow natural light to illuminate the area. A classic mantle adds a touch of historic charm, while overhead lighting enhances the contemporary design.
Apartment in Portland
4.94 out of 5 average rating, 144 reviews

The Margaret at Hawley Marie w/ Parking

Work + play in this modern retreat featuring original architecture with updated amenities. The sunny bay windows flood the living room with light, while the rest of the space benefits from lofty ceilings and an open floor plan. The en suite bathroom has new tiled floor and backsplash, while the kitchen features a beautiful white quartz countertop with stainless appliances. The convenient location and free, private parking is really the cherry on top of this beautiful space!

Top guest favorite
A cozy gas fireplace is featured in a modern living space, surrounded by warm wood accents. Nearby, a comfortable sofa with decorative cushions offers a relaxing spot. The lower left corner shows a unique hanging chair, nestled in a natural environment, enhancing the tranquility of the area.
Apartment in South Portland
4.95 out of 5 average rating, 266 reviews

Willard Beach: Cozy Apartment with a King Size Bed

This luxurious first floor apartment is filled with sunshine all day long and on chilly nights the gas fireplace provides a warm ambiance. We think you’ll especially enjoy sinking into the velvet covered king size bed at night and stepping into the spacious shower that includes a rainfall shower head along with a handheld ... use either or both, as you please! The kitchen is equipped with quartz countertops, solid cherry cabinets and high end stainless steel appliances.

Top guest favorite
A tranquil bedroom features a spacious bed covered with a light-colored bedspread. Soft light enters through a large window adorned with sheer curtains. A decorative mirror hangs on the wall, and a small chair is positioned near the closet, creating a calm and cozy environment.
Apartment in Portland
4.93 out of 5 average rating, 685 reviews

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.

Guest favorite
The image features a studio layout with four sections. A cozy sitting area includes a blue sofa and armchair, facing a smart TV. A table set for dining is seen next to a modern kitchen. A spacious king bed is presented with decorative pillows, and a coffee table adorned with tasteful decor completes the scene.
Apartment in Westbrook
4.91 out of 5 average rating, 141 reviews

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.

Guest favorite
The sleeping area features a headboard with green and white floral wallpaper. A spacious bed is adorned with multiple pillows, including a long gray bolster pillow. A soft throw blanket is draped across the bed's lower edge, enhancing the cozy atmosphere.
Apartment in Portland
4.92 out of 5 average rating, 182 reviews

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.

Guest favorite
Apartment in Westbrook
4.91 out of 5 average rating, 114 reviews

Cozy 2 Bedroom Apartment Close to Portland

This is a newly renovated two bedroom apartment in a great location (15 minutes to downtown Portland). The apartment is in walking distance to eateries, Riverbank Park, grocery stores and local breweries. It is also located across the street from the police station on a dead end street. The unit is child friendly and has a Pack 'n Play and high chair. (Please note that linens are not provided for the Pack n’ Play.)

Popular amenities for Cumberland apartment rentals

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$12,557 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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