Holiday Homes in Scarborough

March 2025

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Featured Holiday Homes in Scarborough

Cute House -2 Blocks from Beach

9.4 out of 10, Exceptional, (24)
"Nice place with two bedrooms and a full kitchen. While it looks small from the outside, it’s is nicely roomy inside. "
Cute House -2 Blocks from Beach

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries

Elegant Orchard Retreat: Generous Yard & Patio

2.0 star property
8.8 out of 10, Excellent, (6)
"Booked for a weekend course, lovely spot, convenient location, and so close to everything you may need! Accommodating hosts, easy communication, and very responsive. "
Elegant Orchard Retreat: Generous Yard & Patio

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

9.4 out of 10, Exceptional, (89)
"Loved the property & location but there was a weird neighbor Nextdoor we caught spying on us with a flashlight out of their window at night, made us feel very uncomfortable being a mom alone with her kids, luckily nothing further happened but I did not sleep well that night! Home is beautiful and functional! Hot tub was amazing and very clean! Snow was only shoveled partially which made it slightly difficult but we understood due to the recent storms, all in all was a great getaway, the nearby...
Charming home with deck, crib, yard, 5-person hot tub - 1 dog OK, walk to beach

Maine Cottage

9.8 out of 10, Exceptional, (74)
"We loved everything about our stay! "
Maine Cottage

New, dog-friendly, custom-built home on 30 acres with firepit - near beaches

10.0 out of 10, Exceptional, (12)
"Clean, well appointed house. Surrounded by woods but quick access from 95. Really felt as if you were off the beaten path.Easily accessible to Freeport and other Maine destinations. "
New, dog-friendly, custom-built home on 30 acres with firepit - near beaches

The Boathouse Cottage is a beachfront family retreat

9.8 out of 10, Exceptional, (70)
"We were so pleased with how clean everything was, so very family friendly and so comfortable. Everything was great!"
The Boathouse Cottage is a beachfront family retreat

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Private Lakefront Estate with 180 Degree Views

Private Lakefront Estate with 180 Degree Views

1/2 Mi to Beach: Lovely Guesthouse in Kennebunk!

9.2 out of 10, Wonderful, (40)
"A really quaint, clean, well designed and furnished place to stay. Had everything we needed and everything worked well."
1/2 Mi to Beach: Lovely Guesthouse in Kennebunk!

Oceanfront Home | Beach Access | Deck + Ping Pong

Oceanfront Home | Beach Access | Deck + Ping Pong

One of kind Ocean Front Compound with private beach!

9.2 out of 10, Wonderful, (12)
"Myself and my family get together. Every two years And stay at hills beach. We have been coming to this area since we were children and truly enjoy this location. This rental fit our needs perfectly with 3 different families all related And all with different needs. Our stay here allowed us to all be together and all have our own personal space. Lauren The owner was a great communicator and very accommodating to our needs. I absolutely recommend anyone who gets the chance to stay here."
One of kind Ocean Front Compound with private beach!

4BR, 2 level, comfortable House In Kennebunkport/Cape Porpoise Maine.

10.0 out of 10, Exceptional, (26)
"We truly enjoyed our stay at this lovely property. The owners made us feel so welcome and left a wonderful basket of breakfast and dinner goodies to enjoy. We can't say enough about this home. The house was immaculate and included a kitchen that was fully stocked with everything we could possibly need. The beds were super comfortable and the owners supplied all bed linens and towels. We wouldn't hesitate to recommend this property to family and friends. Thank you Susan and Steve for your...
4BR, 2 level, comfortable House In Kennebunkport/Cape Porpoise Maine.

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

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

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (108)
"Easy and just what we needed for a change of scenery. Beach proximity was amazing and the beach is great for walking which is what I had hoped. Cottage was well equipped and clean. Jill was an excellent communicator. "
Quintessential Maine Beach Cottage

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very good, (12)
"We enjoyed our brief stay"
Dog-friendly cottage with deck & porch - walk to the beach, pier & town

Spectacular Oceanfront Beach House on Gooch's Beach

10.0 out of 10, Exceptional, (135)
"Our extended family of 12 people had a wonderful time at this house in a stunning location. There was plenty of room for all, space for the tweens to have their own space but for all of us to gather as well. Very well-equipped, it was great that there were plenty of supplies like paper products, extra bedding and towels. Easy access for some beautiful February beach walks and stunning view from inside as well. Our host was great and very communicative. "
Spectacular Oceanfront Beach House on Gooch's Beach

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is NZ$727
includes taxes & fees
30 Mar - 31 Mar
Elegant condo - walk to Portland's best restaurants & 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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Other property types in Scarborough

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

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

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (47)
"Brand new. Love the apartment. Large tv, comfortable sofa, modern kitchen and bath, comfortable bed. "
The price is NZ$306
includes taxes & fees
6 Apr - 7 Apr
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (102)
"The place was even nicer than it looked on line. Right on the beach!!! You could hear the waves crashing in the home with the windows shut. Doesn't get much better!the windows closedwas rea"
Gorgeous ocean-front home with stunning beach views
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.