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Apartment holiday rentals in Westbrook

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Top-rated apartment rentals in Westbrook

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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
A bright bedroom features a spacious bed dressed in a neutral coverlet with decorative pillows. Large windows provide ample natural light, framed by soft drapes. A bedside table with a lamp complements the decor, and a decorative piece of art is displayed on the wall.
Flat in Oakdale
4.9 out of 5 average rating, 293 reviews

Quiet Cozy Victorian Delight

Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 3 is located on the third floor where you have access to all the modern appliances: refrigerator, microwave and TV in the living room. A brand new queen bed each bedroom, with an optional air mattress and love seat 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!

Guest favourite
A bright living area features a yellow loveseat, a gray circular chair, and a glass coffee table on a woven rug. A vibrant accent wall with colorful patterns adds a lively touch. A potted plant and a lamp complete the cozy ambiance.
Flat in South Portland
4.94 out of 5 average rating, 146 reviews

Sunny Spot with Private Parking

This cozy, 1 bedroom apartment is located in the peaceful neighborhood of Knightville. The Portland Peninsula, which includes the historic Old Port and the downtown arts district, is less than a 10-minute drive across the bridge. The perfect spot for a couple or a fun friend getaway! Several excellent dining spots, coffee shops, and markets are all within walking distance from the house. Bike rentals are 2 blocks away! The local beach is a 5-minute drive /10-minute bike ride.

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
A spacious bedroom features a large bed with decorative bedding, complemented by two bedside lamps on wooden tables. Soft curtains frame a window allowing natural light. A decorative area rug adds texture to the dark wood flooring.
Flat in Deering Center
4.92 out of 5 average rating, 140 reviews

Cheerful 2 Bedroom 2 Bath Garden Apt with Laundry

Cheerful, bright 2 bedroom, 2 bathroom apartment in the Deering Center neighborhood. Boasting parks & trails, restaurants & shops in a small-town-feeling neighborhood. A quick uber to Portland's center. Private apartment in an owner-occupied 2-unit home. Park in your dedicated driveway spot or on the street. Adjacent to a park and close to walking / biking trails & everything wonderful that Portland has to offer! Dogs welcome with pre-approval + $50 pet fee. STHR---1191-2019

Top guest favourite
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.
Flat 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.

Guest favourite
A serene bedroom is furnished with a comfortable queen bed dressed in neutral linens and accent pillows. Warm tones are complemented by decorative wall hangings, while a large mirror and plants enhance the light-filled space. A cozy chair and woven basket add to the inviting atmosphere.
Flat in Back Cove
4.89 out of 5 average rating, 142 reviews

Portland Back Cove Hideaway-1 BR- With Patio

Our quiet residential Back Cove neighborhood is your perfect retreat from a busy day exploring Portland. Take a short drive to the center of the city, or enjoy the waterfront walking and biking trail which loops around the cove. Dine at Tipo or Woodford F&B, two neighborhood favorites. Come home to this newly renovated space and relax on the patio! Our space can accommodate four guests. Great for a family, or close friends! We look forward to hosting you!

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, 126 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
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.
Flat in Westbrook
4.9 out of 5 average rating, 238 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 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, 228 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, 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!

Top guest favourite
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.
Flat in Cape Elizabeth
4.99 out of 5 average rating, 112 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.

Popular amenities for Westbrook apartment rentals

When is the best time to visit Westbrook?

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Avg. price$140 SGD$140 SGD$186 SGD$152 SGD$177 SGD$180 SGD$216 SGD$218 SGD$204 SGD$180 SGD$199 SGD$198 SGD
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Quick stats about flat rentals in Westbrook

  • Total holiday rentals

    Explore 20 holiday rentals in Westbrook

  • Nightly prices starting at

    Westbrook holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,050 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 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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