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Once in a lifetime opportunity to rent the Chebeague Island Inn

Once in a lifetime opportunity to rent the Chebeague Island Inn

Two Bedroom Deluxe, Luxury Condo, Kennebunk, Maine (2631160)

10.0 out of 10, Exceptional, (1)
"We have stayed at 84 Main in the past and love the property. We have stayed in the penthouse and highly recommend for larger parties. This time it was just my husband and I and our children. This 2 bedroom was perfect. Clean, spacious, and wonderful location. Staff is always friendly and helpful."
Two Bedroom Deluxe, Luxury Condo, Kennebunk, Maine (2631160)

Two Bedroom Luxury Condo, Kennebunk, Maine 1732833

4.0 star property
Two Bedroom Luxury Condo, Kennebunk, Maine 1732833

One Bedroom Condo, 84 Main, Kennebunk, ME (2810936)

10.0 out of 10, Exceptional, (1)
"Very nice property in center of town. Walking to all restaurants and shops was quite enjoyable. Property and employees were very courteous attentive. Would absolutely recommend to others and hope to rent again in the future."
One Bedroom Condo, 84 Main, Kennebunk, ME (2810936)

Bates Island: Casco Bay Glamping Experience

Bates Island: Casco Bay Glamping Experience
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Scarborough

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

9.6 out of 10, Exceptional, (26)
"Repeat visit. Short walk to beach. Convenient to stores if you want to shop. Cottage comfortable. We’ll be back!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

Frequently asked questions

What is Scarborough like for a resort holiday?
Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you want for your trip—from convenient dining options to entertainment and shopping. Browse the resort options in the area and discover the right one for you, whether you envision yourself kicking back in a suite with stunning views or browsing the on-site boutiques.
What's a favourite resort for my stay in Scarborough?
Here are our top-rated resorts around Scarborough: Deluxe 2 Bed/Bath condo in the heart of Americana historic Main St. 84 Main - 17.4 mi (28.1 km) from Scarborough. Has a fitness centre, a car charging station and concierge services. Once in a lifetime opportunity to rent the Chebeague Island Inn - 16.1 mi (25.9 km) from Scarborough. Two Bedroom Deluxe, Luxury Condo, Kennebunk, Maine (2631160) - 17.4 mi (28.1 km) from Scarborough. Amenities include a fitness centre. One Bedroom Condo, 84 Main, Kennebunk, ME (2810936) - 17.4 mi (28.1 km) from Scarborough.
What can I do in Scarborough?
Travellers love exploring the beaches in Scarborough, and come here for shopping and other popular activities. Enjoy some time by the water at Pine Point Beach and Higgins Beach, or take the whole family to The Cheese Iron and Len Libby Chocolates. Additional attractions in the area include Scarborough Downs and Prouts Neck.
What's the seasonal weather like in Scarborough?
The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Scarborough are January, March, February and December, with each month seeing an average of 19 cm of snowfall.
What's the best way to get to and around Scarborough?
Fly into Portland, ME (PWM-Portland Intl. Jetport), which is located 4.1 mi (6.7 km) away. Otherwise, look for flights into Sanford, ME (SFM-Sanford Seacoast Regional), which is 22.9 mi (36.9 km) away. If you’d like to explore around the area, you may want to rent a car for your trip.