Apartment vacation rentals in Westbrook

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Top-rated apartment rentals in Westbrook

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Top guest favorite
A living room displays a gray tufted sofa adorned with decorative pillows and a green accent pillow. A round wooden tray holds two white candles on a leather ottoman. Two elegant lamps provide soft lighting, complemented by large windows draped with sheer curtains.
Apartment in Rosemont
4.97 out of 5 average rating, 457 reviews

Apt in Victorian Mansion w/ Hot Tub & Parking

Mixing contemporary styling with old-world charm, the Apartment in the nationally registered Chapman House offers a relaxing, private stay, only minutes to downtown! Whether you plan to soak in the shared hot tub, cool down in our pool or relax by the fire pit, our half-acre yard offers a tranquil space for all. The apartment has a chef's kitchen, dining, and living room with gas fireplace. NB., use of the living room bed may incur a charge. We have a L2 EV charging outlet. #allarewelcome

Top guest favorite
A spacious living area features a comfortable sofa, accentuated by a decorative throw pillow. A round coffee table centers the space, while a patterned area rug adds texture. The open kitchen is visible in the background, equipped with modern appliances and ample cabinetry.
Apartment in East End
4.98 out of 5 average rating, 626 reviews

Cozy * Awesome Location * With Parking

Well -appointed one bedroom in Portland’s best neighborhood, the East End. A ten-minute walk to the Eastern Prom or the restaurants of the Old Port. This first-floor apartment has a modern vibe with artwork from local artists. I pay attention to details such as cleanliness, local coffee and Brooklinen linens and towels. Bathroom Newly Renovated 2023. TV is Roku Off-street parking included. One bedroom w/a queen and a queen sleeper-sofa. This is a non-smoking and non-vaping space. No pets.

Top guest favorite
The living room features a comfortable sectional sofa and two armchairs arranged around a coffee table. A large flat-screen TV is positioned on a rustic entertainment unit. Natural light fills the space through three windows, enhancing the warm, neutral wall tones.
Apartment in East End
4.98 out of 5 average rating, 592 reviews

Amazing Views! Perfect Location. Loft style feel.

Oh the VIEW! City views and a beautiful park like old cemetery. Cozy, sunny private apartment in a quiet, Owner Occupied building. Perfect East End location for exploring all of Portland Just 2 blocks from Duckfat, Eventide and many restaurants, breweries and distilleries Comfy living room with a 55" TV and seating to take in the view. Fully equipped eat in kitchen, tile shower and a wonderful King size bed to watch the sun rise Includes Reserved Off street parking. License #STHR-000980

Top guest favorite
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.
Apartment in East End
4.96 out of 5 average rating, 501 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!

Guest favorite
A cozy living area is displayed, featuring a gray sofa adorned with patterned cushions. A modern floor lamp provides warm lighting. A small side table holds a decorative plant, and a minimalist clock is mounted on the wall. Natural light illuminates the space.
Apartment in Deering Center
4.84 out of 5 average rating, 598 reviews

Quiet Neighborhood Apt – Clean, Safe, w/ Parking

Your cute, cozy one bedroom apartment is close to all that Portland has to offer! Your home away from home, you have 1 GBPS Wifi, the fastest Portland offers along with a comfortable desk to work from. Centrally located, the space it is a short drive to all of the great restaurants, bars, shops, parks and more! It is close to the 295-N ramp (Freeport outlet shopping is just a few exits down).Our location blends city living with that “just-off-the-beaten-path” feel that offers pleasant rest.

Top guest favorite
The living room features a light beige couch adorned with pillows, positioned in front of a glass coffee table. Wooden floors and a textured area rug complement the space. A bookshelf with decorative items and a window dressed with horizontal blinds allow natural light to fill the room.
Apartment in West End
4.98 out of 5 average rating, 541 reviews

West End | 1st Floor 3BR | Parking: Gull's Landing

Gull’s Landing is a highly rated, charming, and super spacious apartment located in Portland’s historic West End. This private first floor apartment is tucked on a quiet street, yet only a few minutes walk to the center of downtown and the Old Port. With a fully stocked kitchen, comfy mattresses, remote work space, driveway parking, and so many other amenities, Gull’s Landing is the perfect place to call home no matter what brings you to Portland. We look forward to welcoming you!

Top guest favorite
The exterior of a Victorian farmhouse is showcased, featuring classic white siding and multiple large windows. Lush green trees frame the house, while vibrant pink and purple flowers add color to the front yard. A covered porch invites relaxation.
Apartment in Lisbon falls
4.94 out of 5 average rating, 503 reviews

Charming Victorian farmhouse 1880's bedrooms-2

Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Top guest favorite
A compact sleeping area features a queen-sized bed with a decorative white throw. Flanking the bed are two bedside tables, each topped with a lamp. Neutral-colored walls and soft lighting create a calm and inviting ambiance.
Apartment in Windham
4.98 out of 5 average rating, 176 reviews

The Roost - lovely one bedroom efficiency unit

Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Top guest favorite
A bright living room is presented with two white sofas and a light blue area rug. A glass coffee table sits at the center, accented by a small potted orchid. Natural light streams in through large windows covered by light curtains, enhancing the serene ambiance.
Apartment in East End
4.93 out of 5 average rating, 603 reviews

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!

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
4.92 out of 5 average rating, 115 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
A queen-size bed is dressed in crisp white linens, complemented by decorative pillows in rich hues. A textured throw blanket adds warmth across the foot of the bed. Soft natural light filters in through a nearby window, highlighting the cozy atmosphere.
Apartment
4.9 out of 5 average rating, 220 reviews

Cozy 2 BR Apt in Walking Distance to Restaurants

This is a private 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.)

Top guest favorite
A private deck features a small table with two chairs, set against a backdrop of a sliding glass door with sheer curtains. A patterned mat lies at the entrance, and greenery surrounds the space, creating a quiet outdoor area.
Apartment in Deering Center
4.97 out of 5 average rating, 222 reviews

Compact & Complete in residential neighborhood

Completely renovated ground level apartment in Deering section of Portland. Walk to off-peninsula restaurants, coffee and wine shops. Nearby trails for walking or biking. Near UNE's Portland Campus. On bus line to easily reach downtown Old Port area, USM and other attractions. Off street parking for your car. Portland STHR-0010302019

Popular amenities for Westbrook apartment rentals

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Quick stats about apartment rentals in Westbrook

  • Total vacation rentals

    Explore 30 vacation rentals in Westbrook

  • Nightly prices starting at

    Westbrook vacation rentals start at € 61 per night before taxes and fees

  • Verified guest reviews

    Over 2,370 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Westbrook vacation rentals include wi-fi 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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