Holiday Homes in Scarborough

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Scarborough

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
1 bedroom, free WiFi, bed sheets

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

9.6 out of 10, Exceptional, (35)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Interior

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

10.0 out of 10, Exceptional, (5)
"Great trip to celebrate my birthday with friends and family. The rental was perfect for our stay. The hot tub, pool and sauna were great. Everything was a 10 minute ride away. Definitely recommend this rental for Maine visitors!"
The price is AU$1,493
includes taxes & fees
23 Aug - 24 Aug
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Adorable Beach House Across the Street From Beach!
Exterior

Adorable Beach House Across the Street From Beach!

9.8 out of 10, Exceptional, (14)
"Lovely home. Clean and inviting. Great location. Wished there were more options for parking when family members are coming from other places."
The price is AU$1,694
includes taxes & fees
27 Aug - 28 Aug
Adorable Beach House Across the Street From Beach!
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Beach

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

10.0 out of 10, Exceptional, (2)
"This property was a great place for our extended family to stay, as the different cottages could house different parts of the family. The houses were clean, and the location was great! It was close to the beaches, restaurants, and salt marsh. We would definitely stay here again!"
The price is AU$4,233
includes taxes & fees
14 Sept - 15 Sept
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
Private kitchen

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
9.0 out of 10, Wonderful, (9)
The price is AU$3,246
includes taxes & fees
17 Aug - 18 Aug
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Property grounds

1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land

10.0 out of 10, Exceptional, (2)
"Stayed for 2 nights and had a wonderful relaxing time. Very kind and repsonsive hosts. We especially loved the fire pit. Would stay again in a heart beat. "
The price is AU$246
includes taxes & fees
18 Aug - 19 Aug
1 of 2 Enchanting 1 room cabins in Shapleigh, ME located on sloaping forest land
Willard Beach–Private Apt Near Portland & Parks
Interior

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AU$409
includes taxes & fees
15 Sept - 16 Sept
Willard Beach–Private Apt Near Portland & Parks
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (2)
"This apartment is great- the furnishings are cute and the bed is comfy. It has a kitchen with all of the cookware I needed, and off-street parking is awesome. I liked that it was really convenient to downtown, but outside of the busy, touristy parts of town. The owners were communicative, but not intrusive. It was overall a great experience. I would definitely stay here again."
The price is AU$277
includes taxes & fees
20 Aug - 21 Aug
Private Entrance Residential Portland
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AU$356
includes taxes & fees
20 Aug - 21 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
Sauna & fire table near Portland's Back Cove
Terrace/patio

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
Sauna & fire table near Portland's Back Cove
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (32)
"Very clean and comfortable. Great care has gone into making it feel like a home well loved."
The price is AU$563
includes taxes & fees
19 Aug - 20 Aug
Full sized home
Two-story dog-friendly house with enclosed yard, grill, patio, W/D
Fridge, microwave, oven, stovetop

Two-story dog-friendly house with enclosed yard, grill, patio, W/D

2.0 star property
9.4 out of 10, Exceptional, (11)
"Nice place. Recommended. "
Two-story dog-friendly house with enclosed yard, grill, patio, W/D
Bright 3 bedroom located in the heart of OOB
Dining

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (2)
"We had a good time. Plenty of parking for our 3 vehicles. Bedrooms small and 1 that is only large enough for the bed and connected to a very small toilet and sink. Downstairs lovely space and a short ealk to the beach. Overall very good "
The price is AU$623
includes taxes & fees
4 Sept - 5 Sept
Bright 3 bedroom located in the heart of OOB
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Property grounds

THE LILLIPAD.Off-grid A frame. Sebago lake region!

10.0 out of 10, Exceptional, (1)
The price is AU$290
includes taxes & fees
8 Sept - 9 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!
Serenity between the lakes and seashore
Interior

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (21)
"Good location near lots of hiking and not far from Portland "
The price is AU$599
includes taxes & fees
21 Aug - 22 Aug
Serenity between the lakes and seashore
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is AU$848
includes taxes & fees
9 Sept - 10 Sept
Luxury on Back Cove - Three Gables
Comfortable Motel Room–2 Full Beds, Pool & Parking
Dining

Comfortable Motel Room–2 Full Beds, Pool & Parking

10.0 out of 10, Exceptional, (1)
"Great place for us to use as a base as we made our way through Maine!"
The price is AU$521
includes taxes & fees
29 Aug - 30 Aug
Comfortable Motel Room–2 Full Beds, Pool & Parking
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Property grounds

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet neighborhood. Nice place"
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Entire Modern Chic Home in Windham
Fridge, microwave, oven, stovetop

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (12)
"Everything was great for our family's vacation!"
The price is AU$727
includes taxes & fees
21 Aug - 22 Aug
Entire Modern Chic Home in Windham
Mint Ocean Promenade Condo, Steps to Old Port
Private kitchen

Mint Ocean Promenade Condo, Steps to Old Port

10.0 out of 10, Exceptional, (1)
Mint Ocean Promenade Condo, Steps to Old Port
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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Top Scarborough Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Lovely hotel. Staff very friendly and kind. Amazing breakfast. Didn’t realise no lift and on top floor of 4. When I pointed this out though, staff said I should have asked and they would have moved me if they could. "
andrea 1-night trip
Posted 8 hours ago
Inn at St John Portland In-Town