Holiday Rentals in Drakes Island

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Our top choices for Drakes Island holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (25 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is €184
includes taxes & fees
15 Jan - 16 Jan
Pine Point Beach private, quaint, charming studio.
9.8 out of 10, Exceptional, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is €212
includes taxes & fees
15 Jan - 16 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Cottage in Old Orchard Beach

Clean cozy cottage 1 mile from beach.
8.0 out of 10, Very good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is €332
includes taxes & fees
15 Jan - 16 Jan
Clean cozy cottage 1 mile from beach.

Aparthotel in Wells

Elmwood Resort Hotel
3.0 star property
9.6 out of 10, Exceptional, (400 reviews)
"Nice stay "
United States
Adrianna
The price is €136
includes taxes & fees
20 Jan - 21 Jan
Elmwood Resort Hotel
10.0 out of 10, Exceptional, (18 reviews)
"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"
United States
Ryan S.
The price is €254
includes taxes & fees
19 Jan - 20 Jan
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
10.0 out of 10, Exceptional, (2 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is €172
includes taxes & fees
26 Jan - 27 Jan
Cheerful 1 bedroom cottage only 50ft from beach
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is €191
includes taxes & fees
19 Jan - 20 Jan
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
10.0 out of 10, Exceptional, (23 reviews)
"We really enjoyed our stay here. It is close to lots of great locations to visit. The house is great and well taken care of."
United States
Jonathan R.
The price is €441
includes taxes & fees
26 Jan - 27 Jan
Relaxing Coastal Escape Near Beaches with Hot Tub

Apartment in Downtown Saco

Welcome to our BoHo Treehouse!
2.0 star property
10.0 out of 10, Exceptional, (8 reviews)
"The property was as advertised and very charming for myself and my partner. Checkin and checkout was smooth and easy, and the host was kind enough to let us check out a little later than advertised. Would stay here again."
United States
Benjamin A.
The price is €238
includes taxes & fees
26 Jan - 27 Jan
Welcome to our BoHo Treehouse!
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home, well appointed, clean and updated, great space! Would definitely stay again. "
United States
Lucy T.
The price is €314
includes taxes & fees
19 Jan - 20 Jan
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
10.0 out of 10, Exceptional, (1 review)
"We had a great stay and Lisa was very accommodating "
United States
Christine G.
The price is €258
includes taxes & fees
16 Jan - 17 Jan
King Size Bed _ Tennis Courts view condo at Nautical Mile Resort
8.6 out of 10, Excellent, (7 reviews)
"Eating lobster and sailing on Goose Sailing out of Perkins Cove."
United States
Edward G.
The price is €284
includes taxes & fees
15 Jan - 16 Jan
Charming Condo with Pool, Sauna, and Game Room Near the Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great place to stay. It was clean, comfortable, and close to all the places and things we wanted to do in Maine."
United States
Patty M.
The price is €253
includes taxes & fees
16 Jan - 17 Jan
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
9.2 out of 10, Wonderful, (5 reviews)
"The place was small but highly effective to stay. Great little kitchen full of utensils, table to eat, light and air via windows, the bed was comfortable and so were the chairs. The bathroom had two sinks and a roomy shower. Parking was ample and location close to things. And if you have friends in the area, great place to invite over for a meal or to hang in the clubhouse for a game of billiards or a swim. Would definitely stay here again. The one downside was a musty smell, but that tends to...
United States
Scott F.
The price is €314
includes taxes & fees
15 Jan - 16 Jan
Studio condo with furnished patio, sauna, & pool - near beaches

Cottage in Old Orchard Beach

Little Miss Cottages - One Bedroom Cottage
10.0 out of 10, Exceptional, (2 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is €286
includes taxes & fees
8 Feb - 9 Feb
Little Miss Cottages - One Bedroom Cottage
9.6 out of 10, Exceptional, (26 reviews)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is €179
includes taxes & fees
15 Jan - 16 Jan
Escape to the Beach! Cozy Condo in downtown OOB.
10.0 out of 10, Exceptional, (9 reviews)
"We have stayed three times and will be back"
United States
Michael W.
The price is €572
includes taxes & fees
15 Jan - 16 Jan
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland
10.0 out of 10, Exceptional, (55 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is €425
includes taxes & fees
18 Jan - 19 Jan
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (1 review)
"Loved location to the beach! Great stay for our family... wish we could have stayed longer!"
United States
Amy T.
The price is €281
includes taxes & fees
13 Feb - 14 Feb
Adorable 2 bedroom cabin only 50ft from Beach
7.2 out of 10, Good, (9 reviews)
"Great location on Route 1. Numerous beaches, nature preserves, shops/restaurants within 1-3 miles. We brought 2 little kids and they loved the pool. The pool was a big highlight. Great placeto enjoy the local spots and come back to relax and unwind."
United States
Peter
The price is €269
includes taxes & fees
15 Jan - 16 Jan
Studio with pool & billiards table - near downtown & beaches
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 Drakes Island Hotel Reviews

Find out more about Drakes Island

Everything you need to know about Drakes Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Drakes Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Drakes Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Drakes Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Drakes Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Drakes Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Drakes Island holiday rentals we have selected for you start as low as €136 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Drakes Island rentals

At Expedia, we put the best Drakes Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Drakes Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Drakes Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Drakes Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.