Drakes Island Vacation Rentals

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Our top choices for Drakes Island vacation rentals

Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (305 reviews)
"Staff was super friendly and location is amazing but room and bathroom (in particular bathtub/shower) in need of an update. "
Canada
Jen
The price is CA $149
CA $168 total
includes taxes & fees
May 10 - May 11
Pink Blossom Family Resort

Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
8.8 out of 10, Excellent, (33 reviews)
"We stayed for one night and loved the tent and surroundings. The tent is super cozy, very pretty and a cool experiance to sleep in."
Germany
Elias
The price is CA $164
CA $179 total
includes taxes & fees
Jun 3 - Jun 4
Huttopia Southern Maine

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (68 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
The price is CA $172
CA $340 total
includes taxes & fees
May 10 - May 11
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (412 reviews)
"Very clean rooms close to the beaches and some store but very quite "
United States
Diana
The price is CA $205
CA $232 total
includes taxes & fees
Jun 3 - Jun 4
Elmwood Resort Hotel

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 $239
CA $620 total
includes taxes & fees
May 10 - May 11
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, (29 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 $197
CA $380 total
includes taxes & fees
May 9 - May 10
Pine Point Beach private, quaint, charming studio.

Cape Arundel Cottage 1 mile to downtown KPT

Cape Arundel Cottage 1 mile to downtown KPT
Arundel
The price is CA $190
CA $374 total
includes taxes & fees
May 19 - May 20
Cape Arundel Cottage 1 mile to downtown KPT

2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
3.0 star property
Wells
8.0 out of 10, Very good, (1 review)
"A great choice for our family! We were able to enjoy Christmas prelude at a reasonable price and nearby! The indoor pool was a bonus for our kids who love to swim. Thank you!"
United States
Tammy
The price is CA $128
CA $363 total
includes taxes & fees
May 27 - May 28
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

Private, Bright, and Cozy Camper - Close to Beaches!

Private, Bright, and Cozy Camper - Close to Beaches!
Wells
The price is CA $229
CA $457 total
includes taxes & fees
May 14 - May 15
Private, Bright, and Cozy Camper - Close to Beaches!

Resort cottage with water views in Maine

Resort cottage with water views in Maine
Wells
9.8 out of 10, Exceptional, (55 reviews)
"Had great time.."
United States
Pamela
The price is CA $205
CA $529 total
includes taxes & fees
Jun 1 - Jun 2
Resort cottage with water views in Maine

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (38 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is CA $134
CA $423 total
includes taxes & fees
May 11 - May 12
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"The host was extremely responsive, the house perfectly accommodated our needs, and the beds were super comfortable. Highly recommend!"
United States
Tina B.
The price is CA $252
CA $607 total
includes taxes & fees
May 14 - May 15
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

King Bed Near Beach Pier and Palace Playland 441

King Bed Near Beach Pier and Palace Playland 441
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"We had a blast and this place was amazing! Very clean, close to everything!"
United States
Kelly M.
The price is CA $180
CA $435 total
includes taxes & fees
May 20 - May 21
King Bed Near Beach Pier and Palace Playland 441

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Saco
9.6 out of 10, Exceptional, (5 reviews)
"The coastal condo was comfortable and a great place to stay! "
United States
Tara P.
The price is CA $154
CA $439 total
includes taxes & fees
May 16 - May 17
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

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 $113
CA $419 total
includes taxes & fees
May 12 - May 13
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
9.8 out of 10, Exceptional, (9 reviews)
"Walkable to restaurants and shops and very easy process! "
United States
Meg B.
The price is CA $177
CA $391 total
includes taxes & fees
May 14 - May 15
Welcome to our BoHo Treehouse!

Oceanfront Loft & Style | New Renovation

Oceanfront Loft & Style | New Renovation
Old Orchard Beach
The price is CA $210
CA $559 total
includes taxes & fees
May 13 - May 14
Oceanfront Loft & Style | New Renovation

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 $301
CA $797 total
includes taxes & fees
May 19 - May 20
Relaxing Coastal Escape Near Beaches with Hot Tub

Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (51 reviews)
"The property is in a great location. It was very clean and the beds were comfortable! "
United States
Jamie B.
The price is CA $164
CA $357 total
includes taxes & fees
May 19 - May 20
Sunny Cottage

2 BD, pet friendly, 10 min to Pier Parking for 3

2 BD, pet friendly, 10 min to Pier Parking for 3
Old Orchard Beach
8.4 out of 10, Very good, (6 reviews)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
United States
Statefarm
The price is CA $201
CA $468 total
includes taxes & fees
May 17 - May 18
2 BD, pet friendly, 10 min to Pier Parking for 3
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

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.