Holiday rentals in Westbrook

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Westbrook

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

Guest favourite

Flat 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.

17–24 Apr

$154 SGD per night
Superhost

Flat in Portland

4.82 out of 5 average rating, 348 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!

14–21 Mar

$88 SGD per night
Guest favourite

Guest house 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.

25–30 Apr

$214 SGD per night

Popular amenities for Westbrook holiday 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 holiday rentals in Westbrook

Guest favourite

Guest suite in Scarborough

4.98 out of 5 average rating, 138 reviews

Beautiful, private apartment!! Great location!

11–18 Feb

$176 SGD per night
Guest favourite

Flat in Portland

4.93 out of 5 average rating, 548 reviews

Adorable getaway on the Eastern Promenade

17–24 Dec

$129 SGD per night
Guest favourite

Home in Gorham

4.99 out of 5 average rating, 138 reviews

Beautiful Home In Gorham Maine

15–22 Jul

$237 SGD per night
Guest favourite

Guest house in Cape Elizabeth

4.98 out of 5 average rating, 138 reviews

Newly built private guest suite off Shore Road

8–15 May

$192 SGD per night
Guest favourite

Guest suite in Freeport

4.96 out of 5 average rating, 193 reviews

Weather's Edge, Freeport

18–25 May

$104 SGD per night
Guest favourite

Tiny home in Portland

4.97 out of 5 average rating, 397 reviews

The Garden Cabin Tiny Home

16–23 Jul

$213 SGD per night
Guest favourite

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

11–18 Apr

$149 SGD per night
Guest favourite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

27 Feb – 6 Mar

$212 SGD per night
Guest favourite

Flat in Portland

4.94 out of 5 average rating, 450 reviews

No cleaning fee! Location, location! And parking!

4–11 Dec

$132 SGD per night
Guest favourite

Home in Lisbon

4.94 out of 5 average rating, 328 reviews

Unplug at a Beachy Bolthole with Classic New England Style

27 Feb – 6 Mar

$89 SGD per night
Superhost

Flat in Portland

4.78 out of 5 average rating, 300 reviews

Studio w/ Patio, Sauna & Onsite Massage

26 Nov – 3 Dec

$210 SGD per night
Guest favourite

Loft in Portland

4.92 out of 5 average rating, 198 reviews

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

16–23 May

$307 SGD per night

Quick stats about holiday 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

$54 SGD before taxes and fees

Destinations to explore

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