Apartment holiday 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.

%{current} / %{total}1 / 1
Top guest favourite
A bright bedroom features a spacious bed dressed in a floral quilt with decorative pillows. Large windows are adorned with sheer curtains, allowing natural light to fill the room. Two bedside tables with lamps complement the cozy atmosphere.
Flat in Oakdale
4.97 out of 5 average rating, 203 reviews

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.

Top guest favourite
A serene garden area is depicted, featuring a gently flowing stream bordered by smooth stones. Lush greenery and colorful flowers, including irises and daylilies, create a vibrant atmosphere. Stepping stones lead through the grass, inviting exploration of the tranquil landscape.
Flat in East End
4.96 out of 5 average rating, 635 reviews

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

Spacious, light-filled 3 Bedroom/1 bath 2nd-floor apartment with tasteful art, contemporary furnishings, + a well-appointed kitchen. Fantastic location! -A 5-minute walk to the Eastern Promenade with its food trucks, beach & scenic trails -Nearby are bakeries, cafes, world-class restaurants and popular breweries -Relax in the serene garden w/ outdoor seating -A 15-minute walk takes you to the Old Port. Discover the best of Portland, then return to A Peaceful Oasis, a place to truly call home.

Top guest favourite
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.
Flat in Falmouth
4.97 out of 5 average rating, 182 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 favourite
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.
Flat in Yarmouth
4.97 out of 5 average rating, 169 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 favourite
The spacious dining area features a black and white checkered floor, complemented by red walls. A rustic wooden table with four black chairs is placed centrally, while a vintage mirror reflects the room. Natural light filters through windows adorned with floral curtains, enhancing the cozy atmosphere.
Flat in East End
4.96 out of 5 average rating, 525 reviews

RETRO BnB in the Heart of East End Portland

Retro BnB in The Heart of Portland's East End offers a combination of 70's mod charm with a vibrant comfortable style. Sunny, first floor back apartment with private entrance, one hybrid coil/thermarest queen bed overlooking yard with lovely perennial garden, bathroom with central, well appointed kitchen/dining room. This space is perfect for one couples looking for a cozy home base hideaway. A short walk to gourmet restaurants, cafes, East End beach and all Portland peninsula has to offer!

Top guest favourite
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.
Flat in South Portland
4.93 out of 5 average rating, 194 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 favourite
A bright hallway leads into the living space, featuring light wood flooring and white walls. A dining area is seen to the left with a small table and chair, while decorative elements, including potted plants and books, add character to the space.
Flat in Peaks Island
4.99 out of 5 average rating, 204 reviews

Peaks Island Master Bedroom Suite

Enjoy your stay at this conveniently located, light-filled, modern, chic living space--only a 4-minute walk from ferry, great sunsets, close to market and restaurants with a private entrance and deck. Walking distance to the best island beaches. Located on a quiet, dead end road off the main street. The space is found at the rear of one of Peaks Island's most beautiful, original Cape homes. Guests can enjoy a comfy queen size bed, organic cotton sheets, and a pull-out sofa bed.

Top guest favourite
An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.
Flat in East End
4.98 out of 5 average rating, 127 reviews

Harborview - Curated East End Escape w/ Parking

Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

Top guest favourite
A scenic waterfront view showcases a serene body of water with gentle waves. The shoreline features a mix of land and water, while several parked cars outline the gravel area. The horizon is dotted with distant landmasses and a clear sky above.
Flat in East End
4.87 out of 5 average rating, 1,102 reviews

Private Hill Top Apartment/w One Car Driveway

Cover photo is a view of Eastern Prom, a 5 minutes walk. Two bdrm apartment. 1 Queen, 1 full. Private entrance,sitting room/kitchenette w/sink, fridge , toaster & microwave. Bath w/tub&shower, Up to four adults, children and infants welcome. Rate based on two adults. A $30 up charge per night for each additional adult, 4 maximum. Pet(s) not to be left alone in the apartment. $60 charge per pet,per night. Babysitting available by arrangement. Note: No TV.

Top guest favourite
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.
Flat in Westbrook
4.93 out of 5 average rating, 124 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 favourite
The living room showcases a comfortable seating area with a large brown sofa and a light-colored armchair. A television is positioned on a white media console opposite a coffee table. The kitchen is visible in the background, featuring modern appliances and white cabinetry.
Flat in Downtown Portland
4.88 out of 5 average rating, 267 reviews

2 Bedroom Just Steps from the Old Port w/ Parking

Whether traveling for work or pleasure, our apartment is the perfect spot to call home in the heart of downtown Portland. It's steps from the Merrill Auditorium and 6 or less minute walk to the Old Port, One Monument Square, restaurants and shopping on Exchange St, and much more. Features of this 2nd-floor apartment include off-street parking, two bedrooms, living room with TV, newly renovated bathroom and kitchen, and coffee bar.

Guest favourite
The modern kitchen features a spacious wooden island with seating for four. Stainless steel appliances, including a refrigerator and gas range, are complemented by white cabinetry. A window provides natural light, illuminating the clean and inviting workspace.
Flat in Falmouth
4.88 out of 5 average rating, 119 reviews

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!

Popular amenities for Cumberland apartment rentals

Quick stats about flat rentals in Cumberland

  • Total holiday rentals

    Explore 20 holiday rentals in Cumberland

  • Nightly prices starting at

    Cumberland holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 1,040 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Cumberland holiday rentals include wifi 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!

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Cumberland
  6. Flat rentals