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

Clean cozy cottage 1 mile from beach.

Clean cozy cottage 1 mile from beach.
Old Orchard 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 CA $129
CA $485 total
includes taxes & fees
Mar 2 - Mar 3
Clean cozy cottage 1 mile from beach.

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
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 CA $136
CA $303 total
includes taxes & fees
Feb 26 - Feb 27
Pine Point Beach private, quaint, charming studio.

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!
Pine Point
9.4 out of 10, Exceptional, (32 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is CA $131
CA $417 total
includes taxes & fees
Mar 1 - Mar 2
Warm Coastal Retreat: Your Maine Escape Awaits - 1 block from the beach!

Relaxing Coastal Escape Near Beaches with Hot Tub

Relaxing Coastal Escape Near Beaches with Hot Tub
Wells
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 CA $216
CA $690 total
includes taxes & fees
Mar 1 - Mar 2
Relaxing Coastal Escape Near Beaches with Hot Tub

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
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 CA $144
CA $393 total
includes taxes & fees
Mar 2 - Mar 3
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Studio condo with screened porch and seasonal pool/pool table - near beaches

Studio condo with screened porch and seasonal pool/pool table - near beaches
Wells
7.8 out of 10, Good, (53 reviews)
"Great affordable studio near beaches and the best restaurant! "
United States
Hope A.
The price is CA $74
CA $426 total
includes taxes & fees
Feb 27 - Feb 28
Studio condo with screened porch and seasonal pool/pool table - near beaches

The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly

The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly
Downtown Saco
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 CA $185
CA $486 total
includes taxes & fees
Feb 26 - Feb 27
The Downtown Den - King Bed, Dog Friendly, Fire Pit, Parking, Family Friendly

Tennis Court and Pool View at Nautical Mile Resort

Tennis Court and Pool View at Nautical Mile Resort
Wells
The price is CA $97
CA $397 total
includes taxes & fees
Feb 27 - Feb 28
Tennis Court and Pool View at Nautical Mile Resort

King Size Bed _ Tennis Courts view condo at Nautical Mile Resort

King Size Bed _ Tennis Courts view condo at Nautical Mile Resort
Wells
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 CA $103
CA $403 total
includes taxes & fees
Feb 28 - Mar 1
King Size Bed _ Tennis Courts view condo at Nautical Mile Resort

Saco/Old Orchard Beach Get Away

Saco/Old Orchard Beach Get Away
Downtown Saco
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 CA $214
CA $519 total
includes taxes & fees
Feb 26 - Feb 27
Saco/Old Orchard Beach Get Away

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
Wells
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 CA $94
CA $394 total
includes taxes & fees
Feb 27 - Feb 28
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard 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 CA $175
CA $345 total
includes taxes & fees
Mar 1 - Mar 2
Cheerful 1 bedroom cottage only 50ft from beach

Studio with screened balcony, pool table, & seasonal pool - near beaches

Studio with screened balcony, pool table, & seasonal pool - near beaches
Wells
8.2 out of 10, Very good, (39 reviews)
"The place was excellent and in a fabulous location It was perfect for our vacation There was some mildew on the shower curtain, but everything else was greatWe appreciated that there was a fan in the room if needed and extra blankets for cold nights"
United States
Lynn C.
The price is CA $74
CA $426 total
includes taxes & fees
Feb 27 - Feb 28
Studio with screened balcony, pool table, & seasonal pool - near beaches

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (402 reviews)
"Nice stay "
United States
Adrianna
The price is CA $192
CA $217 total
includes taxes & fees
Mar 1 - Mar 2
Elmwood Resort Hotel

Cape Arundel Cottage 1 mile to downtown KPT

Cape Arundel Cottage 1 mile to downtown KPT
Arundel
The price is CA $163
CA $336 total
includes taxes & fees
Mar 8 - Mar 9
Cape Arundel Cottage 1 mile to downtown KPT

Lower Village Lofts •North• Steps to Dock Square

Lower Village Lofts •North• Steps to Dock Square
Kennebunk
The price is CA $201
CA $394 total
includes taxes & fees
Feb 26 - Feb 27
Lower Village Lofts •North• Steps to Dock Square

Beach House ∆ Prime Location ∆ Steps to the Ocean

Beach House ∆ Prime Location ∆ Steps to the Ocean
Old Orchard Beach
10.0 out of 10, Exceptional, (56 reviews)
"House was very nice, plenty of room, and accommodating."
United States
Joey S.
The price is CA $194
CA $665 total
includes taxes & fees
Feb 28 - Mar 1
Beach House ∆ Prime Location ∆ Steps to the Ocean

Charming Condo with Pool, Sauna, and Game Room Near the Beach

Charming Condo with Pool, Sauna, and Game Room Near the Beach
Wells
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 CA $130
CA $502 total
includes taxes & fees
Feb 28 - Mar 1
Charming Condo with Pool, Sauna, and Game Room Near the Beach

Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square
Kennebunkport
10.0 out of 10, Exceptional, (82 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is CA $240
CA $638 total
includes taxes & fees
Feb 26 - Feb 27
Historic Kennebunkport home only 0.3 miles to Dock Square

Ocean Views and Modern Flair | New Renovation

Ocean Views and Modern Flair | New Renovation
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"They were amazing! "
United States
spencer w.
The price is CA $135
CA $381 total
includes taxes & fees
Mar 2 - Mar 3
Ocean Views and Modern Flair | New Renovation
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Drakes Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.