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.

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Guest favorite
A spacious living area features a large, comfortable sectional sofa in a soft pink hue, complemented by a small white coffee table. Warm wood floors reflect natural light, while a dining area is visible in the background, showcasing a wooden table and chairs.
Apartment in Portland
4.87 out of 5 average rating, 132 reviews

🏵️ Renovated Owner's Unit 🏵️

Welcome to charming Portland, Maine! This delightful 2-bedroom home features a private entrance, offering guests full privacy. Enjoy the convenience of two off-street parking spaces and a lovely shaded backyard. The entire home is bright and spacious, perfect for relaxing after a day of exploring. The large renovated kitchen has modern appliances and a separate full dining area. The renovated bathroom is spacious and stylish, providing a comfortable retreat. new furniture 2024 STHR-006247-2024

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.

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!

Guest favorite
A living area is presented with a modern aesthetic, including a large television mounted on the wall. Comfortable seating is arranged, featuring a gray sofa and two chairs. Natural light enters through two windows, enhancing the space, while decorative elements add character.
Apartment in Lewiston
4.92 out of 5 average rating, 103 reviews

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.

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.

Top guest favorite
A spacious two-story home is shown with a welcoming front porch adorned with rocking chairs. Solar panels are visible on the roof, which is complemented by several skylights. Surrounding greenery enhances the peaceful setting under a partly cloudy sky.
Apartment in Harpswell
4.93 out of 5 average rating, 218 reviews

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.

Top guest favorite
A panoramic view of lush green land, featuring an array of colorful flowers. The coastline is visible in the distance, with water reflecting the clear blue sky. A shaded area with trees complements the vibrant plants, creating a serene outdoor environment.
Apartment in Cape Elizabeth
4.99 out of 5 average rating, 119 reviews

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.

Superhost
A cozy bedroom features a spacious bed dressed in crisp white linens with a gray accent blanket. Light wooden paneling adds warmth to the space. A bedside lamp and decorative elements are present, complemented by sheer curtains allowing natural light to filter through.
Apartment in Scarborough
4.83 out of 5 average rating, 775 reviews

Your beach retreat - eat, sleep, beach, repeat!

Welcome to your own private beach pod! A cozy, clean, beach retreat! All the essentials to eat, sleep, beach and repeat. Plenty to do and see here at the heart of Morgan's Corners a mere 500 feet from Pine Point beach. Spend your time relaxing and rejuvenating in our cozy place!

Popular amenities for Cumberland apartment rentals

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