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 and around

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!"
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."
Adorable Beach House Across the Street From Beach!
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, (8)
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough
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!"
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard
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 €139
includes taxes & fees
16 Aug - 17 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 €230
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 €179
includes taxes & fees
17 Aug - 18 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 €200
includes taxes & fees
20 Aug - 21 Aug
Charming Studio apartment with WiFi, AC in welcoming Portland
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 €374
includes taxes & fees
14 Sept - 15 Sept
Full sized home
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"
The price is €328
includes taxes & fees
21 Aug - 22 Aug
Sauna & fire table near Portland's Back Cove
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 €164
includes taxes & fees
8 Sept - 9 Sept
THE LILLIPAD.Off-grid A frame. Sebago lake region!
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 €351
includes taxes & fees
2 Sept - 3 Sept
Bright 3 bedroom located in the heart of OOB
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. "
The price is €449
includes taxes & fees
12 Sept - 13 Sept
Two-story dog-friendly house with enclosed yard, grill, patio, W/D
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 €483
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 €150
includes taxes & fees
24 Aug - 25 Aug
Comfortable Motel Room–2 Full Beds, Pool & Parking
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 €410
includes taxes & fees
21 Aug - 22 Aug
Entire Modern Chic Home in Windham
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"
The price is €244
includes taxes & fees
8 Sept - 9 Sept
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3 bedrooms, desk, iron/ironing board, travel cot

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

10.0 out of 10, Exceptional, (4)
"Very clean "
The price is €396
includes taxes & fees
11 Sept - 12 Sept
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
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)
The price is €308
includes taxes & fees
2 Sept - 3 Sept
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
"I opted for the economy of the shared bath. It saved me a lot of money. I can't offer an opinion about the rooms with private baths. My room was very good. I will stay here again."
James 1-night trip
Posted 7 hours ago
Inn at St John Portland In-Town