Holiday rentals in Scarborough

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Popular amenities for Scarborough holiday rentals

Stay near Scarborough's top sights

Old Port223 locals recommend
Portland Museum of Art412 locals recommend
Hannaford Supermarket280 locals recommend
Eventide Oyster Co.271 locals recommend
Rosemont Market & Bakery222 locals recommend
The Holy Donut219 locals recommend

Other great holiday rentals in Scarborough

Guest favourite
Home in Scarborough
4.94 out of 5 average rating, 52 reviews

Gorgeous 4 BR home with HOT TUB

ChadRating, 5 stars3 weeks ago
We had a great stay at Gregory's place, it was exactly as described. Plenty of space for 5 of us, very clean, and in a quiet neighborhood, yet close enough to Portland to do all the things we wanted. Greg was very quick to respond to any questions we had and would definitely stay there again. My only complaint is that a cold January week in Maine was colder than Colorado ha-ha, but we were there for our Grand Daughters first birthday, so our time wasn't very flexible.
Guest favourite
Home in Limerick
4.92 out of 5 average rating, 118 reviews

Lakefront Getaway

MikaylaRating, 5 stars1 month ago
Elizabeth was a great host, providing us with plenty of information, and very responsive. The place was beautiful and we loved having the wood stove in the snowy weather! Beautiful location, no complaints.
Guest favourite
Home in Kennebunkport
4.91 out of 5 average rating, 211 reviews

Unique Home w/ Pizza Oven, Minutes from the Beach

AmyRating, 5 stars1 month ago
My family and I love Sandy’s place. Lots of room, so comfortable and very clean! Sandy is so easy to communicate with and is always quick to reply! Close to the beach to take the dogs for a run in the winter months, close to town for restaurants, bowling, shopping. And just a great place to hang out, watch football, play games, or make pizza in the wood fired pizza oven! This is our second stay and we’ll be back.
Guest favourite
Home in Gray
4.97 out of 5 average rating, 63 reviews

cozy 3 bedroom ranch with deck and screen porch

MichaelRating, 5 stars2 months ago
The house is lovely and, if it’s not new, it sure feels that way. In a very quiet area with tons of outdoor space yet just a mile or two from more main roads. Had a lovely white Christmas/Hanukkah with fresh snow on the 24th. Diana was a great host, always answering questions promptly and rolling with some last minute travel issues. Would love to stay here in warmer months to take advantage of the outdoors and the lovely sun porch.
Guest favourite
Home in Lebanon
4.96 out of 5 average rating, 240 reviews

Tranquility, Relaxation, Family, Romance

SusanRating, 5 starstoday
Kathy’s place was beautiful, clean, and well-appointed. We were very comfortable there and had everything we needed! Kathy was quick to respond to any question I had. There was a bunch of snow on the ground while we were there so we didn’t explore the property, but the grounds were so pretty
Guest favourite
Home in Old Orchard Beach
4.98 out of 5 average rating, 89 reviews

Woods Lane Golf and Beach Vacation

MarjorieRating, 5 stars5 months ago
Our group of 5 adults were so pleased we chose to stay at Jason’s house in Old Orchard Beach. We first looked at places in Portland, but Jason’s spacious house offered a quieter setting, with parking and more amenities, at a better price. Comfortable beds, immaculate throughout. Very thoughtfully appointed, with nightstands on both sides of the beds, and superior blackout blinds in the bedrooms. And we ended up spending less time in Old Port, because we enjoyed exploring the towns south of Portland: Old Orchard Beach, Saco, Biddeford, and we found good restaurants (including Holy Donuts!) nearby. We had no issues: we contacted Jason to confirmed our arrival/departure and he responded within minutes. We highly recommend!
Guest favourite
Home in Shapleigh
4.96 out of 5 average rating, 139 reviews

Secluded Lakehouse/2 private docks*Hottub*big yard

SarahRating, 5 stars1 week ago
We had a lovely stay at this home! It is truly a beautiful location with amazing lake access, it was great for a couple of our guests who went out ice fishing, and I can imagine just how wonderful it is year round. We absolutely loved this stay! Chris and Erica were incredibly kind and accommodating as we had a couple last minute reservation changes due to a snow storm. They were quick to respond to any questions/concerns and made the a whole process a breeze. Definitely recommend booking a stay at this location and with these lovely hosts!
Guest favourite
Cabin in Wakefield
4.93 out of 5 average rating, 42 reviews

Lakeside cabin in the woods

NicoleRating, 5 stars3 months ago
Spent Thanksgiving at the cabin and it was absolutely perfect! Jim met us upon check-in with a welcome basket full of homemade baked goods—they were delicious! Home was stocked with board games and puzzles as well. 10/10 stay.

Quick stats about holiday rentals in Scarborough

  • Total rentals

    1.4K properties

  • Total number of reviews

    91K reviews

  • Family-friendly rentals

    820 properties are a good fit for families

  • Pet-friendly rentals

    330 properties allow pets

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    560 properties have a dedicated workspace

Destinations to explore

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