Drakes Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Drakes Island vacation rentals

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 ¥14,669
¥54,601 total
includes taxes & fees
Mar 4 - Mar 5
Clean cozy cottage 1 mile from beach.
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is ¥17,556
¥37,507 total
includes taxes & fees
Mar 4 - Mar 5
Pine Point Beach private, quaint, charming studio.
9.0 out of 10, Wonderful, (37 reviews)
"Wondeful place to stay while in the area. EASY walk to the beach and all that the boardwalk area has to offer. "
United States
Steven D.
The price is ¥15,449
¥33,509 total
includes taxes & fees
Mar 4 - Mar 5
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is ¥14,887
¥47,015 total
includes taxes & fees
Mar 4 - Mar 5
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
9.8 out of 10, Exceptional, (26 reviews)
"Convenient location, very clean, comfy beds. Easy location for our girls weekend. "
United States
Ashley T.
The price is ¥24,849
¥78,744 total
includes taxes & fees
Mar 5 - Mar 6
Relaxing Coastal Escape Near Beaches with Hot Tub
9.0 out of 10, Wonderful, (141 reviews)
"Great view. Clean pleasant lodgings. "
United States
Mary R.
The price is ¥21,847
¥45,245 total
includes taxes & fees
Mar 4 - Mar 5
Oceanfront Condo! Spectacular Views From Private Large Balcony
7.8 out of 10, Good, (53 reviews)
"Great affordable studio near beaches and the best restaurant! "
United States
Hope A.
The price is ¥8,427
¥48,256 total
includes taxes & fees
Mar 4 - Mar 5
Studio condo with screened porch and seasonal pool/pool table - near beaches
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 ¥23,119
¥57,599 total
includes taxes & fees
Mar 4 - Mar 5
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
10.0 out of 10, Exceptional, (21 reviews)
"Great place to stay while in town for a family graduation. Great location and great communication with the hosts! All the provided extras (coffee bar, laundry supplies and tons of towels) made our stay very enjoyable! "
United States
Alison S.
The price is ¥19,826
¥48,485 total
includes taxes & fees
Mar 4 - Mar 5
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Apartment in Downtown Saco

Saco/Old Orchard Beach Get Away
10.0 out of 10, Exceptional, (4 reviews)
"The host responded quickly and with all the info I could have ever needed. I didn't try the hot tub, but the shower in unit 2 was fantastic. All around very comfortable and clean place that i will go back to."
United States
Paul N.
The price is ¥24,344
¥58,853 total
includes taxes & fees
Mar 4 - Mar 5
Saco/Old Orchard Beach Get Away
The price is ¥11,080
¥44,924 total
includes taxes & fees
Mar 4 - Mar 5
Tennis Court and Pool View at Nautical Mile Resort
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 ¥10,767
¥44,583 total
includes taxes & fees
Mar 4 - Mar 5
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Apartment in Old Orchard Beach

Gorgeous Downtown Townhome - Walk to Beach
The price is ¥13,368
¥65,656 total
includes taxes & fees
Mar 4 - Mar 5
Gorgeous Downtown Townhome - Walk to Beach
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 ¥19,974
¥39,121 total
includes taxes & fees
Mar 4 - Mar 5
Cheerful 1 bedroom cottage only 50ft from beach

Condo in Old Orchard Beach

350 Yards to the beach. Pet friendly!
8.0 out of 10, Very Good, (34 reviews)
"Not as nice as some other places we have stayed in OOB, but for the price and closeness to the beach and pier its great. It is right up against the train tracks which wasn’t horrible for us, but could be a significant problem for a light sleeper. "
United States
Kevin S.
The price is ¥10,924
¥28,917 total
includes taxes & fees
Mar 16 - Mar 17
350 Yards to the beach. Pet friendly!
The price is ¥18,570
¥38,441 total
includes taxes & fees
Mar 8 - Mar 9
Cape Arundel Cottage 1 mile to downtown KPT
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay and Lisa was very accommodating "
United States
Christine G.
The price is ¥11,704
¥45,774 total
includes taxes & fees
Mar 6 - Mar 7
King Size Bed _ Tennis Courts view condo at Nautical Mile Resort
7.8 out of 10, Good, (8 reviews)
"Eating lobster and sailing on Goose Sailing out of Perkins Cove."
United States
Edward G.
The price is ¥14,825
¥56,879 total
includes taxes & fees
Mar 6 - Mar 7
Charming Condo with Pool, Sauna, and Game Room Near the Beach
8.8 out of 10, Excellent, (6 reviews)
"Quick stop before a flight out from Portland"
United States
Amanda T.
The price is ¥16,385
¥37,591 total
includes taxes & fees
Mar 16 - Mar 17
Charming 2-bedroom apartment in nice Old Orchard Beach with WiFi

Apartment in Kennebunk

Lower Village Lofts •East•
The price is ¥22,939
¥43,884 total
includes taxes & fees
Mar 16 - Mar 17
Lower Village Lofts •East•
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Drakes Island Hotel Reviews

Find out more about Drakes Island

Search for holiday rentals in Drakes Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Drakes Island using one of the methods below:

  • View our selection of featured holiday rentals in Drakes Island
  • Use the map to find apartments and other holiday homes in the Drakes Island neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Drakes Island while they last

Look no further and take a look at our great range of rental properties in Drakes Island!