Apartment holiday rentals in Westbrook

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Top-rated apartment rentals in Westbrook

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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, 205 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.

Guest favourite
The exterior of a charming Victorian building is displayed, featuring a distinctive turret and a combination of blue walls with white trim. A spacious porch and steps lead up to the entrance. Surrounding trees provide a touch of greenery, while parked vehicles are visible in the nearby area.
Flat in Westbrook
4.91 out of 5 average rating, 135 reviews

Minutes to Portland | Spacious | One Bedroom

Conveniently located in the charming Cumberland Mills neighborhood of Westbrook, this spacious one bedroom Victorian apartment offers easy access to Portland, the jetport, the highway, Rock Row, and other Westbrook attractions. Delicious eateries, local breweries, and Riverbank Park are within walking distance. This apartment comes fully furnished with a comfortable queen bed in the bedroom, a dedicated workspace, and a Pack n' Play (please bring your own linens).

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
4.91 out of 5 average rating, 137 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 favourite
A spacious bedroom features a king bed adorned with striped bedding and decorative pillows. A wooden nightstand with a lamp is positioned beside the bed. Natural light filters through the window, illuminating the subtle wall hues and the soft texture of the area rug.
Flat in Westbrook
4.9 out of 5 average rating, 230 reviews

Cozy one bedroom on 2nd floor, close to Portland

Minimalist, boho vibe set in a vintage back drop. The trim, moldings and radiators are original to our 1890 home but with clean design you won't feel the clutter of vintage. Guests looking for a quiet retreat or calm vacation spot will enjoy. 15 minutes to Portland. 30 to LL Bean and Freeport for great shopping. Netflix etc in the room.

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, 121 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!

Guest favourite
A bright living area features a turquoise sectional sofa paired with a rustic round coffee table, complemented by a tray of snacks and two glasses of wine. Natural light floods the space, highlighting the hardwood flooring and a cozy armchair nearby.
Flat in Westbrook
4.94 out of 5 average rating, 147 reviews

Peaceful 1BR | Reading Nook | Near Portland

This bright second-floor apartment, located in a beautifully renovated 1890s home, offers a peaceful retreat in the heart of Westbrook. Just minutes from Portland’s dining, arts, and waterfront attractions, it’s the perfect balance of small-town charm and city convenience.

Top guest favourite
Flat in Portland
4.9 out of 5 average rating, 261 reviews

Safe, Quiet, Friendly area

Situated in a wonderful, friendly, family neighborhood. Walking distance to restaurants, coffee shops, shopping, parks & trails. 10 minutes from The Old Port & Arts Districts and many other local attractions. Large and comfy 2 bedroom apartment located on the 2nd floor.

Guest favourite
A bright hallway features wooden flooring and natural light filtering through large windows. Exposed wooden beams and a brick wall add character. A cozy seating area with red sofas is visible at the end, alongside a modern kitchen space. A bathroom door is located to the left.
Flat in Downtown Portland
4.94 out of 5 average rating, 747 reviews

Extraordinary Architectural Masterpiece Downtown

Dan's place is close to nightlife, public transport, the city center, and parks. You’ll love his place because of the ambiance, the outdoors space, the light, the neighborhood, and the comfy bed. The suite is perfect for couples, solo adventurers, and business travelers.

Top guest favourite
A warm orange wall serves as a backdrop for a vibrant deer painting. A purple sofa is positioned in front, accompanied by a patterned pillow and a modern lounge chair. A tall plant adds texture, while a decorative oriental carpet covers the floor.
Flat in Westbrook
4.96 out of 5 average rating, 187 reviews

A Riot of Color at an Artist's Retreat on the Portland Line

The apartment is on the first floor. There are two entrances with five steps each. It's a nice space with original art on the walls and oriental carpets throughout. The back door leads to a private deck that is all yours and the deck leads to the pool!

Superhost
A bright living area features a soft gray sofa accompanied by a comfortable armchair. Natural light fills the space through large bay windows with light blinds. A round table sits at the center, complemented by decorative accents and a welcoming decor piece on the shelves.
Flat in Portland
4.9 out of 5 average rating, 303 reviews

Elegantly Done Apartment in a Sun-Drenched Corner Lot House

Sit back in a well-upholstered armchair to read, watch TV, or simply doze off in a bright bay window. The kitchen's been updated with stainless appliances, wooden counters, and a tiled backsplash. Step onto a deck overlooking a peaceful local area.

Top guest favourite
A bright living area features large windows allowing natural light to fill the space. A green sofa is complemented by colorful throw pillows. A glass coffee table sits atop a woven area rug, while a small desk and chair are positioned near a potted plant.
Flat in West End
4.97 out of 5 average rating, 126 reviews

West End Bright Spot with Parking.

This apartment is in the center of Portland's West End. With many restaurants and cafes, the State Theater, PMA & historic Old Port a short walk away, park your car in the reserved spot, and enjoy the city on foot! (Or a quick Uber)

Top guest favourite
A charming entrance to the Front Room restaurant is visible, featuring a dark wooden door opened to reveal the interior. Potted plants with vibrant flowers line the entryway, and a cat sits calmly on the mat outside, adding a welcoming touch to the scene.
Flat in Portland
4.98 out of 5 average rating, 205 reviews

The Howard on Munjoy Hill

Enjoy a stylish experience on the East end of Portland. Walking distance to the Eastern Promanade, downtown Portland and many amazing restaurants. Be sure to check out the Front Room restaurant located in the building.

Popular amenities for Westbrook apartment rentals

When is the best time to visit Westbrook?

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Quick stats about flat rentals in Westbrook

  • Total holiday rentals

    Explore 30 holiday rentals in Westbrook

  • Nightly prices starting at

    Westbrook holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 2,090 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

    30 of Westbrook holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westbrook rentals

  • 4.8 Average rating

    Westbrook stays are highly rated by guests – averaging 4.8 out of 5!

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