Vacation rentals in Westbrook

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Top-rated vacation rentals in Westbrook

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

Guest favorite

Apartment in Gorham

4.96 out of 5 average rating, 194 reviews

Cozy Private 1 Bedroom Apartment - Gorham Village

Enjoy the historical charm of one of Gorham's oldest homes. Come stay in a lovely private second floor, one bedroom apartment with private entry. Just walking distance from restaurants, the grocery store, laundromat, college campus and local trails. It offers private off-street parking for one car and it is located in the heart of Gorham village, a safe and family oriented community. Private bedroom with queen size bed and a full size futon provided. No backyard access. Full Kitchen. Full bath.

Apr 17 – 24

ﺩ.ﺇ418 per night
Superhost

Apartment in Portland

4.82 out of 5 average rating, 347 reviews

Spacious and Comfortable Private Apartment

Third floor (i.e. a few stairs) spacious apartment with a private entrance. Walking distance to Thompson’s Point, Maine Med and many other trails and attractions. The Old Port is a 5 minute drive (1.5 mi.). There is plenty of free street parking available. Space heaters warm the space in the winter, and a/c is provided in the summer. The house is shared by first floor tenants while our family occupies the second floor. Again, several stairs to navigate, but quite comfortable once you settle in!

Mar 9 – 16

ﺩ.ﺇ240 per night
Guest favorite

Guesthouse in Portland

4.95 out of 5 average rating, 278 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Apr 25 – 30

ﺩ.ﺇ592 per night

Popular amenities for Westbrook vacation rentals

Stay near Westbrook's top sights

Allagash Brewing Company156 locals recommend
Kon Asian Bistro6 locals recommend
Hannaford Supermarket27 locals recommend
Smiling Hill Farm23 locals recommend
Spare Time Entertainment9 locals recommend
Stockhouse Restaurant & Sports5 locals recommend

Other great vacation rentals in Westbrook

Guest favorite

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

Apr 22 – 29

ﺩ.ﺇ412 per night
Guest favorite

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

Jul 31 – Aug 7

ﺩ.ﺇ644 per night
Guest favorite

Loft in South Portland

5.0 out of 5 average rating, 105 reviews

Serene studio apartment, close to everything.

Apr 21 – 26

ﺩ.ﺇ507 per night
Guest favorite

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

Jul 16 – 23

ﺩ.ﺇ623 per night
Guest favorite

Guesthouse in Cape Elizabeth

4.98 out of 5 average rating, 138 reviews

Newly built private guest suite off Shore Road

May 6 – 13

ﺩ.ﺇ537 per night
Guest favorite

Guest suite in Freeport

4.96 out of 5 average rating, 193 reviews

Weather's Edge, Freeport

May 30 – Jun 6

ﺩ.ﺇ321 per night
Guest favorite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Feb 22 – Mar 1

ﺩ.ﺇ578 per night
Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 328 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Feb 20 – 27

ﺩ.ﺇ243 per night
Superhost

Apartment in Portland

4.78 out of 5 average rating, 300 reviews

Studio w/ Patio, Sauna & Onsite Massage

Jan 19 – 26

ﺩ.ﺇ571 per night
Guest favorite

Loft in Portland

4.92 out of 5 average rating, 198 reviews

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

May 5 – 12

ﺩ.ﺇ867 per night
Guest favorite

Cottage in Portland

4.9 out of 5 average rating, 486 reviews

Cozy & Quiet Modern Cottage

Jul 7 – 14

ﺩ.ﺇ713 per night
Guest favorite

Guest suite in Cumberland

4.92 out of 5 average rating, 108 reviews

Springer Park! adorable guesthouse very stylish!

Jan 22 – 29

ﺩ.ﺇ548 per night

Quick stats about vacation rentals in Westbrook

Total rentals

100 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

5.1K reviews

Nightly prices starting at

ﺩ.ﺇ147 before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Westbrook?

    Experience the best of Westbrook with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Westbrook?

    Four-legged friends are welcome in Westbrook. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Westbrook?

    Westbrook has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Where should I stay in Westbrook?

    Make yourself at home in Westbrook by choosing from our most frequently booked neighborhoods. We have over 530 vacation rentals in Stroudwater, over 410 vacation rentals in Nasons Corner, and over 400 vacation rentals in Riverton.

  • What are the most popular amenities for Apartment Rentals in Westbrook?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wireless internet, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Westbrook have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Westbrook. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westbrook have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Westbrook. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Westbrook?

    Yes! Work meets play with ease at over 50 vacation rentals in Westbrook featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Westbrook