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Westbrook, ME vacation rentals
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Best Vacation rentals and Airbnb offers in Westbrook, ME

Top Vacation Rentals for Families in Westbrook, ME

Ideal for family vacations, these Westbrook, ME rentals or Airbnbs offer spacious layouts near top city attractions.

Beautiful 1st Floor Apartment & Amazing Shower - Westbrook, ME
9.5 974 reviews
Westbrook, ME
10/07 – 10/11
$409/nighttotal: $1636 (4 )

Beautiful 1st Floor Apartment & Amazing Shower

2 2
apartment , Portland
This apartment is located in Portland's Parkside neighborhood, just a short walk from Casco Bay, Deering Oaks Park, Fitzpatrick Stadium, and the Portland Exposition Building. Guests consistently rate the apartment excellent for its location, cleanliness, and overall experience.
This one-bedroom, one-bathroom unit comfortably accommodates four guests with amenities like free Wi-Fi, a Smart TV, a full kitchen, a washing machine, and a sofa bed. Guests can enjoy the convenience of babysitting services, a smoke-free environment, and easy access to public transportation.
Modern Apartment - 20 Mins To Portland, Deck, Grill & Firepit, King Bed, Dogsok - Westbrook, ME
10 9 reviews
Westbrook, ME
10/07 – 10/11
$822/nighttotal: $3288 (4 )

Modern Apartment - 20 Mins To Portland, Deck, Grill & Firepit, King Bed, Dogsok

3 2
apartment , Westbrook
This spacious Westbrook apartment rental is a 15-minute walk from downtown Westbrook, a 20-minute drive from Portland's Old Port, and 12 minutes from the University of Southern Maine in Gorham.
The 1,500-square-foot three-bedroom, two-bathroom dwelling sleeps up to eight guests and boasts a private deck, gas grill, fire pit, and access to local discounts on kayak/SUP and bike rentals.
Modern Lake House Close To Portland - Westbrook, ME
9.8 17 reviews
Westbrook, ME
10/07 – 10/11
$778/nighttotal: $3112 (4 )

Modern Lake House Close To Portland

3 2
apartment , Falmouth
This Falmouth lakeside home, near the MAGAN Trailhead (2 miles) and Riverside Municipal Golf Course (9 miles), offers tranquil views and easy access to outdoor recreation.
This 1,000-square-foot vacation rental boasts three bedrooms, one bathroom, and accommodates six guests, featuring a fully equipped kitchen, laundry facilities, a terrace, a garden, parking, and free Wi-Fi.
Safe, Quiet, Friendly Area - Westbrook, ME
9.8 259 reviews
Westbrook, ME
10/07 – 10/11
$317/nighttotal: $1268 (4 )

Safe, Quiet, Friendly Area

2 2
apartment , Portland
This charming two-bedroom apartment is located in a friendly Portland neighborhood, just a short walk from restaurants, coffee shops, and parks, and about 10 minutes from the Old Port and Arts Districts. The apartment consistently receives excellent ratings for cleanliness, location, and overall experience.
This comfortable dwelling boasts an open-concept design and can accommodate up to four guests. Enjoy amenities like a fully equipped kitchen, air conditioning, a private garden, parking, and high-speed internet, making it the perfect base for exploring Portland's vibrant offerings.

Best Westbrook, ME vacation rentals with parking

Modern 3br | W/d + Parking | Near Portland - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$778/nighttotal: $3112 (4 )

Modern 3br | W/d + Parking | Near Portland

3 2
apartment , Westbrook
This Westbrook apartment is located on a quiet dead-end street, a 7-10 minute walk to Westbrook's downtown district, including the Walker Memorial Library and historic Warren Block.
This 3-bedroom, 1-bathroom rental accommodates up to 8 guests and features a fully equipped eat-in kitchen, in-unit laundry, free on-site parking, and Wi-Fi, with complimentary coffee and tea provided.
Smart Tv | Murphy Bed | Near Back Cove | Parking - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$554/nighttotal: $2216 (4 )

Smart Tv | Murphy Bed | Near Back Cove | Parking

2 2
apartment , Portland
This Portland apartment in the Oakdale neighborhood is a 9–11 minute walk from the Back Cove Trail and a 5–8 minute drive from the Old Port.
This rental accommodates up to 6 guests with two queen bedrooms and a queen Murphy bed, featuring a full kitchen, dedicated workspace, free on-site parking, high-speed Wi-Fi, and a Smart TV.
2br W/ Parking | 5 Min To Downtown - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$541/nighttotal: $2164 (4 )

2br W/ Parking | 5 Min To Downtown

2 2
apartment , Portland
This two-bedroom apartment is centrally located in Portland, a five-minute drive from downtown, within 0.3 miles of Back Bay and 0.2 miles of the University of Southern Maine, and a short drive to the Old Port.
This pet-friendly dwelling accommodates up to six guests with a fully equipped kitchen, complimentary high-speed Wi-Fi, a private deck, and on-site and street parking.
2br Apt | Full Kitchen | 10 Min To Old Port - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$520/nighttotal: $2080 (4 )

2br Apt | Full Kitchen | 10 Min To Old Port

2 2
apartment , Portland
This apartment in Portland's Oakdale neighborhood is a 5-minute drive to downtown Portland and its Old Port, waterfront, and dining, and is within walking distance of Back Bay (0.3 miles), the University of Southern Maine (0.2 miles), and Deering Oaks Park (0.75 miles).
Accommodating up to 6 guests, this rental features 2 bedrooms, 2 bathrooms (one with a soaking tub), a full kitchen with dining space for 6, off-street parking for 2 vehicles, and a covered porch.

Frequently Asked Questions about vacation rentals in Westbrook, ME

  • What are the top family-friendly attractions in Westbrook, ME?

    The Westbrook Community Center offers a variety of programs and activities for families, including swimming, fitness classes, and youth sports. The nearby Riverwalk Park is also a great place for a family picnic or to enjoy a leisurely stroll along the Presumpscot River.
  • What are the best Airbnb and vacation rentals in Westbrook, ME?

  • When is the best time to book a vacation rental in Westbrook, ME?

    The best time to book a vacation rental in Westbrook is during the shoulder seasons, from April to May or September to October. You'll avoid the crowds and enjoy milder weather. Of course, if you're looking for a more festive atmosphere, you can always book during the summer months for the Westbrook Farmers Market and other events.
  • What are the most popular Airbnbs in Westbrook, ME?

  • What events or festivals should visitors check out in and around Westbrook, ME?

    The Westbrook Farmers Market, held every Saturday from June to October, is a great way to experience local food and crafts. The annual Riverfest, held in August, features live music, food, and family-friendly activities.
  • What are the best vacation rentals with a pool in Westbrook, ME?

  • What are the best budget-friendly activities in Westbrook, ME?

    The Riverwalk is a great place to go for a free walk or bike ride, offering beautiful views of the Presumpscot River. You can also check out the public art installations throughout the city, including the sculptures at the Westbrook Community Center.
  • What are the best rentals for families and kids in Westbrook, ME?

  • What are the best restaurants with local dishes in Westbrook, ME?

    The Lobster Shack is a local favorite, serving up fresh seafood, including lobster rolls and clam chowder. For a more casual dining experience, try the Riverwalk Cafe, known for its homemade soups and sandwiches.
  • What are the best rentals or Airbnbs with a jacuzzi in Westbrook, ME?

    Comfortable Home And Yard - Minutes To Portland and Fabulous 3 Bedrooms - 2 Bathrooms And Hot Tub are the best vacation rentals or Airbnb with a jacuzzi in Westbrook, ME.

  • What are the best walking or cycling routes in Westbrook, ME?

    The Riverwalk Trail is a scenic and easy walking or cycling route that follows the Presumpscot River. For a longer ride, you can connect to the Eastern Promenade Trail in Portland, which offers stunning views of the city and the harbor.
  • Are there pet-friendly attractions in Westbrook, ME?

    The Riverwalk is a great place to take your dog for a walk, and many of the restaurants in the downtown area have outdoor seating that is pet-friendly. The Westbrook Community Center also has a dog park.
  • What are the benefits of choosing a vacation rental in Westbrook, ME?

    Vacation rentals offer more space and privacy than hotels, and they often come with amenities such as kitchens and laundry facilities. They can also be a more affordable option, especially for families or groups.
  • What are the top sports attractions and facilities in Westbrook, ME?

    The Westbrook Community Center has a variety of sports facilities, including a gymnasium, a swimming pool, and tennis courts. The city is also home to the Westbrook High School, which has a large athletic complex.

Destinations nearby

Best Vacation Rentals with Balconies in Westbrook, ME

Enjoy a Westbrook, ME vacation rental with a balcony and stunning city skyline views for a truly memorable stay.

The Woodland Loft At Falmouth - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$516/nighttotal: $2064 (4 )

The Woodland Loft At Falmouth

2 2
house , Falmouth
The Woodland Loft, a house in Pleasant Hill, Falmouth, is located 7.2 miles from Portland Observatory and 8.7 miles from Portland International Jetport Airport.
This air-conditioned vacation home offers 4040 square feet of living space with 2 bedrooms and 1 bathroom, accommodating up to 7 guests with a fully equipped kitchen, free WiFi, and a private entrance, with nearby attractions including Funtown Splashtown USA and Aquaboggan Water Park.
Portland Pool House - Minutes To The Old Port! - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$1060/nighttotal: $4240 (4 )

Portland Pool House - Minutes To The Old Port!

3 2
house , Portland
This Portland vacation home is located a short distance from the Old Port, 2.7 miles from the Portland Observatory, and 3.2 miles from Merrill Auditorium.
This 2150 sq ft, 2-bedroom, 2-bathroom rental accommodates up to 11 guests and features air conditioning, a kitchen, free WiFi, free private parking, and a private swimming pool with a terrace offering garden views.
Soaking Tub | W/d | Parking | 5 Min Downtown - Westbrook, ME
10 2 reviews
Westbrook, ME
10/07 – 10/11
$729/nighttotal: $2916 (4 )

Soaking Tub | W/d | Parking | 5 Min Downtown

3 2
apartment , Portland
This Oakdale Portland apartment is conveniently located near Casco Bay and the Southworth Planetarium, within a 10-minute walk of the University of Southern Maine and Deering Oaks Park.
This 3-bedroom, 1.5-bathroom rental sleeps 8, features in-unit laundry, a full kitchen with dishwasher, free WiFi, and parking, offering easy access to Portland's attractions.
Luxe Coastal Retreat With Hot Tub & Fire Pit - Westbrook, ME
Westbrook, ME
10/07 – 10/11
$1173/nighttotal: $4692 (4 )

Luxe Coastal Retreat With Hot Tub & Fire Pit

4 2
house , Portland
This 4-bedroom house in Portland offers a coastal retreat with city and garden views, located 3.5 miles from Merrill Auditorium, 4.1 miles from Portland Observatory, and 4.3 miles from Portland International Jetport Airport. This 2900 sq ft vacation home accommodates up to 11 guests and features a well-equipped kitchen, air conditioning, a private patio with a fireplace, an on-site hot tub, a spa center, a fitness room, and access to a water park, with free private parking and nearby cycling opportunities.

Best Westbrook, ME vacation rentals with air conditioning

Serenity Between The Lakes And Seashore - Westbrook, ME
9.6 27 reviews
Westbrook, ME
10/07 – 10/11
$295/nighttotal: $1180 (4 )

Serenity Between The Lakes And Seashore

2 2
apartment , Westbrook
This Westbrook apartment is conveniently located just a short drive from Portland International Jetport, downtown Portland's Old Port, Sebago Lake, and Pine Point Beach, offering easy access to popular attractions. It's also nestled in a quiet neighborhood with woods on either side, providing a peaceful retreat for those seeking a tranquil escape. Guests consistently rate this rental as excellent, highlighting its comfortable accommodations and convenient location.
This two-bedroom home offers 800 square feet of space, comfortably accommodating up to six guests. The apartment is equipped with a full kitchen, a private terrace or balcony, a garden, a spa, parking, and other amenities for a relaxing and enjoyable stay. You'll also be close to outdoor activities like snowboarding, skiing, sledding, and ice skating, as well as local attractions like Gorham Country Club, Sable Oaks Golf Course, and the Children's Museum and Theatre of Maine.
Westbrook Suites 3bd/1.5bt/ac/wi-fi/washer/dryer - Westbrook, ME
9.5 51 reviews
Westbrook, ME
10/07 – 10/11
$374/nighttotal: $1496 (4 )

Westbrook Suites 3bd/1.5bt/ac/wi-fi/washer/dryer

1 2
apartment , Westbrook
This Westbrook, Maine house rental is centrally located, providing easy access to Westbrook's attractions and amenities.
The three-bedroom home sleeps six, features a fully equipped kitchen with dishwasher, and includes a garden, air conditioning, and parking.
Peaceful & Cozy Falmouth Getaway - Westbrook, ME
9.8 120 reviews
Westbrook, ME
10/07 – 10/11
$190/nighttotal: $760 (4 )

Peaceful & Cozy Falmouth Getaway

1 2
apartment , Falmouth
This one-bedroom apartment is located in West Falmouth, just a short drive from downtown Portland and its vibrant attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience.
The apartment features a private entrance and off-street parking, making it convenient for guests. A full kitchen, a shared backyard, and a comfortable living space with flexible sleeping arrangements allow guests to enjoy a comfortable and enjoyable stay.
Near Portland Trails: Walkable Apartment W/ Deck - Westbrook, ME
10 50 reviews
Westbrook, ME
10/07 – 10/11
$393/nighttotal: $1572 (4 )

Near Portland Trails: Walkable Apartment W/ Deck

1 2
apartment , Portland
This Portland apartment rental is situated in the Back Cove neighborhood, offering easy access to Portland Trails and proximity to the Westbrook College Historic District and Cathedral of the Immaculate Conception.
The 1000-square-foot apartment features two bedrooms, one bathroom, sleeps four, includes a travel crib, and boasts a private deck with scenic Back Cove views; nearby attractions include Bayside Bowl and the Casco Bay Lines Ferry Terminal.
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