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Holiday houses in Westbrook

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Westbrook

  • Total holiday rentals

    Explore 100 holiday rentals in Westbrook

  • Nightly prices starting at

    Westbrook holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 7,180 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 of Westbrook holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Westbrook rentals

  • 4.8 Average rating

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

Top-rated holiday rentals in Westbrook

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Westbrook
4.89 out of 5 average rating, 636 reviews

Cozy Maine Cottage • Near Jetport & Coast

Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.

Superhost
A spacious dining area is highlighted by a wooden table surrounded by white chairs. A staircase with wooden railings leads to the upper level. Natural light fills the room through multiple windows, enhancing the warm wooden details of the walls and floor.
Loft in Portland
4.89 out of 5 average rating, 366 reviews

Large Loft—Walk to Breweries— Coffee Bar—King Bed

Located on outer Forest Avenue in Portland, Maine, Forest Loft is an impressive, custom built, 1 bedroom / 2 bathroom apartment with vaulted ceilings and plenty of space. Due to its close proximity to the breweries on Industrial Way, Forest Loft commonly welcomes craft beer fans from all over the world. Enjoy the proximity to popular amenities while only a short ride from downtown Portland. MAINE'S TOP HOST OF 2022 https://news.airbnb.com/celebrating-our-top-new-hosts-in-each-us-state-for-2022

Top Guest favourite
A spacious bedroom offers a large bed with a textured white blanket. Natural light fills the room through bright windows, highlighting a decorative plant in a pot. A small table at the foot of the bed is adorned with neatly arranged towels, while light-colored wood flooring adds warmth.
Condo in Portland
4.96 out of 5 average rating, 362 reviews

First Floor Portland Condo 3 Bed 2 Bath + Parking

A cozy getaway nestled in the Portland's Deering neighborhood. Enjoy the retreat that this beautiful light-filled condo has to offer, whilst being less than three miles from the Old Port! The space is bright, and open--filled with luxurious touches and local Maine art. With three bedrooms and two full bathrooms, there is plenty of space for a large group to stay. Also, enjoy three free parking spots during your stay. We can't wait to have you! 3.5 miles to Airport 3 miles to bus station

Guest favourite
A two-story house is situated on a quiet residential street, featuring a light-colored exterior with white trim. The front yard is landscaped with low shrubs and seasonal flowers. Parking spaces are visible in the driveway, along with a few vehicles on the street.
Townhouse in Westbrook
4.88 out of 5 average rating, 17 reviews

2BR Townhouse on Westbrook

Forget your worries in this spacious & serene space. This ultra quiet neighborhood offers a peaceful retreat from bustling city life. The tree-lined streets create a perfect setting for leisurely strolls or morning jogs. The absence of heavy traffic & urban noise makes this property a haven for those seeking a calmer environment. The property is mint & serves as the perfect home away from home. Close to downtown Westbrook, 5-mins to 95, 6-mins to airport & 15-mins to downtown Portland.

Guest favourite
The cabin exterior is showcased with large glass walls, allowing natural light to fill the interior. A wooden deck is lined with outdoor lights, leading to a hot tub. Surrounded by trees, the peaceful setting is visible, creating a serene outdoor atmosphere.
Home in Naples
4.98 out of 5 average rating, 192 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Guest favourite
A spacious living area features a sectional sofa in soft brown upholstery, accented with decorative pillows. A black coffee table displays a decorative centerpiece, while a floor lamp adds light. The room is complemented by light grey walls and modern decor.
Guesthouse in Westbrook
4.83 out of 5 average rating, 130 reviews

Modern stay Westbrook Maine

Welcome to our modern 1-bedroom basement retreat, nestled in the charming town of Westbrook, just a short 3-minute drive from the Portland, Maine. With its stylish design and upscale amenities, this Airbnb offers the perfect blend of comfort and convenience for your stay in the area. The bedroom features a Queen-size bed, a queen-size pull-out sofa in the living area, accommodating additional guests comfortably in the spacious living area. There’s a $200 pet fee per pet.

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.
Apartment in Westbrook
4.91 out of 5 average rating, 143 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).

Top Guest favourite
The modern tiny home features a sleek exterior with horizontal siding and a dark roof. Two chairs are positioned on the covered entryway, accompanied by a small table adorned with a pot of flowers. Lush green grass surrounds the home, complemented by a newly paved pathway.
Tiny home in Scarborough
4.98 out of 5 average rating, 128 reviews

Cozy Tiny Cottage • 9mi Portland • 6mi Beach

Escape the everyday in this charming, brand-new tiny cottage in Scarborough, Maine. The Greenhouse proves you don’t need a lot of square footage to live in style — just the right details. Wake up in a king bed, cook in a fully stocked kitchen, and unwind by the electric fireplace. When evening falls, string lights set the perfect mood for a quiet Maine night. Portland’s restaurants and breweries are 9 miles away. The beach is 6. Come home whenever you’re ready.

Guest favourite
An outdoor patio area is featured, bordered by wooden railings, with a hammock and a tall table surrounded by matching chairs. The space is set against a backdrop of greenery, creating an inviting atmosphere for relaxation.
Guesthouse in Westbrook
4.98 out of 5 average rating, 65 reviews

Riverfront guest house w/ patio

A beautiful one-bedroom guest suite with kitchenette and private entrance overlooking the river makes a perfect launching point for all that Portland and southern Maine have to offer. A comfortable oasis for one or two people. Bright, recently renovated with gleaming maple floors and large windows. Downtown Westbrook is a short walk away, with live music, great restaurants, an award-winning brewery, a bakery and coffee shop, great shops, and even a cat lounge.

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.
Apartment in Westbrook
4.91 out of 5 average rating, 151 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 contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5.0 out of 5 average rating, 141 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Top Guest favourite
A spacious sleeping area features natural wood paneling and a high ceiling. A comfortable bed is dressed in light blue and white linens, accompanied by two decorative pillows. A wooden cabinet and a bedside lamp add functional elements, while a window allows soft light to fill the room.
Barn in Portland
5.0 out of 5 average rating, 486 reviews

Garrison Cove Studio

Rare, Portland waterfront studio located in the heart of the historic Stroudwater neighborhood, awaits one or two guests looking for an urban hideaway. The studio occupies a 150 year old post and beam barn situated on the banks of the Stroudwater and Fore Rivers. Enjoy morning coffee on the river swing, meditate to the soothing sound of the nearby waterfall or linger over your favorite beverage in one of our comfy Adirondacks.

Popular amenities for Westbrook holiday rentals

When is the best time to visit Westbrook?

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Avg. price$186 AUD$190 AUD$186 AUD$186 AUD$210 AUD$227 AUD$243 AUD$243 AUD$207 AUD$227 AUD$210 AUD$220 AUD
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Frequently Asked Questions

  • What are the best places to stay in Westbrook?

    Vacation rentals are available throughout Westbrook, with many guests choosing homes near the river, parks, or historic downtown for ease of access to local amenities. Neighborhoods around the city are known for their welcoming feel and residential charm.

  • What are the best things to do in Westbrook with kids?

    Many families explore playgrounds, riverfront parks, and local recreation centers in Westbrook. Community pools and skating rinks are frequently suggested for active outings, and children often enjoy easy trails or attending family-oriented events at local parks.

  • What are some of the best things to do in Westbrook?

    Explore trails and riverfront parks, browse local art spaces, or catch performances at community venues in Westbrook. Many visitors enjoy discovering independent shops, sampling food at farmers markets, and experiencing local festivals throughout the year.

  • How is the weather in Westbrook?

    Westbrook has cold winters, with temperatures from 16–38°F (-9–4°C) and moderate snowfall, while summers are mild and pleasant, often reaching 74–80°F (23–26°C). Spring and autumn bring comfortable weather and frequent rainfall, so a rain jacket is useful.

  • When is the best time to visit Westbrook?

    Late spring through early autumn is often recommended for visiting Westbrook, when temperatures are milder and local events are frequent. Winters are cold, with average temperatures ranging from 16–38°F (-9–4°C), so those who enjoy snow activities have options, too.

  • What are the best places to visit in Westbrook?

    Presumpscot River Preserve, local galleries, and community parks are frequently suggested places to visit in Westbrook. The city’s historic downtown and annual community celebrations add to its inviting atmosphere.

  • What are some hiking trails in Westbrook?

    Westbrook has woodland trails, such as those in Mill Brook Preserve, where you can explore quiet forests and spot seasonal wildlife. The Presumpscot River Trail is often recommended for gentle riverside walks and birdwatching.

  • What are some family activities we can do in Westbrook?

    Families in Westbrook frequently enjoy picnics in local parks, nature walks on nearby trails, and playgrounds suited for a variety of ages. Seasonal fairs and craft events add community-focused fun throughout the year.

  • What are some of the best day trip ideas from Westbrook?

    Travelers often explore nearby beaches, classic New England lighthouses, or cultural attractions in greater Portland. Nature reserves and local farms around the region are also popular for those seeking outdoor experiences or fresh local produce.

  • Are there any pet friendly accommodations available in Westbrook?

    Some vacation rentals in Westbrook welcome pets, offering features like fenced yards or nearby access to walking trails. Hosts may have specific guidelines, so it is a good idea to check for details during booking.

  • What are some local tips for visiting Westbrook?

    Layered clothing is useful due to changing weather, and waterproof footwear is helpful for exploring trails after rain. Locals often suggest picking up fresh eats at the farmers market and joining in community gatherings for a taste of Westbrook's welcoming spirit.

  • What is Westbrook known for?

    Westbrook is known for its riverfront setting, locally rooted arts scene, and preserved natural areas like the Presumpscot River Preserve. The city hosts community festivals and has a history tied to the mills that once lined its waterways.

  • What are the best hidden gems to explore in Westbrook?

    Mill Brook Preserve is a favorite spot for peaceful hikes and springtime alewife runs. Art murals around the city and tucked-away neighborhood coffee shops give a glimpse into Westbrook's creative energy.

  • What are the best foods to try in Westbrook?

    Locally rooted dining in Westbrook often features New England seafood dishes, wood-fired pizzas, and artisan bakery treats. Visitors frequently suggest sampling seasonal produce at farmers markets or trying craft beers from area breweries.

  • What should I bring for a trip to Westbrook?

    Bring layers and a waterproof jacket to adapt to changing weather, especially if you plan to explore outdoor trails or parks. Comfortable walking shoes are useful, and a reusable water bottle comes in handy for city outings or hikes.

  • What is the nightlife in Westbrook like?

    Nightlife in Westbrook has a relaxed pace, with locally owned bars, casual restaurants, and venues hosting live music or trivia nights. Community-friendly events and gatherings create a welcoming atmosphere into the evening.

  • What are the most popular events or festivals in Westbrook?

    Westbrook hosts community events like summer concert series and craft fairs, often centered around the riverfront and local parks. Seasonal celebrations and holiday parades are also popular, inviting residents and visitors to join in.

  • Are there family friendly vacation rentals in Westbrook?

    Westbrook has a range of family-friendly vacation rentals, including houses and apartments with amenities like kitchens, multiple bedrooms, and outdoor spaces. Some hosts may provide travel cribs or high chairs for guests with young children.