Drakes Island Holiday Rentals

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Our top choices for Drakes Island holiday rentals

Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.6 out of 10, Exceptional, (400 reviews)
"Nice stay "
United States
Adrianna
The price is NZ$276
includes taxes & fees
19 Jan - 20 Jan
Elmwood Resort Hotel

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
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 NZ$359
includes taxes & fees
17 Jan - 18 Jan
Pine Point Beach private, quaint, charming studio.

Saco/Old Orchard Beach Get Away

Saco/Old Orchard Beach Get Away
2.0 star property
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 NZ$647
includes taxes & fees
18 Jan - 19 Jan
Saco/Old Orchard Beach Get Away

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, (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 NZ$414
includes taxes & fees
23 Jan - 24 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts
2.5 star property
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 NZ$499
includes taxes & fees
18 Jan - 19 Jan
Refreshing pool view condo at Nautical Mile resort Pool Tennis Courts

Charming Victorian beach house 5 bedrooms. 50 steps to the beach

Charming Victorian beach house 5 bedrooms. 50 steps to the beach
Old Orchard Beach
9.6 out of 10, Exceptional, (18 reviews)
"We had a great time and it’s an awesome place. Can’t wait to rebook for next year. "
United States
Robert D.
The price is NZ$1,582
includes taxes & fees
16 Feb - 17 Feb
Charming Victorian beach house 5 bedrooms. 50 steps to the beach

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 NZ$659
includes taxes & fees
25 Jan - 26 Jan
Clean cozy cottage 1 mile from beach.

NEW Luxury York Cabin - Sauna, Game Room, Gym - Close to Ogunquit

NEW Luxury York Cabin - Sauna, Game Room, Gym - Close to Ogunquit
York
10.0 out of 10, Exceptional, (7 reviews)
"The house was amazing and close to everything. Enjoyed the recommended restaurant!"
United States
Tina C.
NEW Luxury York Cabin - Sauna, Game Room, Gym - Close to Ogunquit

Tennis Court and Pool View at Nautical Mile Resort

Tennis Court and Pool View at Nautical Mile Resort
2.0 star property
Wells
The price is NZ$499
includes taxes & fees
18 Jan - 19 Jan
Tennis Court and Pool View at Nautical Mile Resort

A historic treasure in Southern Maine, very unique and spacious

A historic treasure in Southern Maine, very unique and spacious
Biddeford
10.0 out of 10, Exceptional, (44 reviews)
"Communication was excellent and so thoughtful. We enjoyed everything about the house and location. "
United States
Ellen T.
The price is NZ$1,705
includes taxes & fees
28 Jan - 29 Jan
A historic treasure in Southern Maine, very unique and spacious

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 NZ$340
includes taxes & fees
26 Jan - 27 Jan
Cheerful 1 bedroom cottage only 50ft from beach

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard 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 NZ$370
includes taxes & fees
26 Jan - 27 Jan
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

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, (1 review)
"We had a great stay and Lisa was very accommodating "
United States
Christine G.
The price is NZ$507
includes taxes & fees
17 Jan - 18 Jan
King Size Bed _ Tennis Courts view condo at Nautical Mile Resort

A Shore Thing

A Shore Thing
Pine Point
10.0 out of 10, Exceptional, (3 reviews)
"The house is newly renovated and well stocked. "
United States
Doug H.
A Shore Thing

The Dollhouse

The Dollhouse
Old Orchard Beach
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful stay for a small bachelorette party! Right squeeze with 7 girls but great to have the place already decorated. Very close to the pier and lots of stores, restaurants, and places to go around. Host was very friendly and accommodating, answered questions and was flexible with any of our needs!"
United States
Margaret D.
The price is NZ$1,250
includes taxes & fees
28 Jan - 29 Jan
The Dollhouse

Oceanside Beach House Steps to Sand

Oceanside Beach House Steps to Sand
Surfside
10.0 out of 10, Exceptional, (8 reviews)
"Loved how close it was to the beach.Beds were super comfy!"
United States
Roberta R.
The price is NZ$1,947
includes taxes & fees
28 Jan - 29 Jan
Oceanside Beach House Steps to Sand

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 NZ$512
includes taxes & fees
29 Jan - 30 Jan
Studio with screened balcony, pool table, & seasonal pool - near beaches

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 NZ$500
includes taxes & fees
19 Jan - 20 Jan
Studio condo with screened porch and seasonal pool/pool table - near beaches

On Par for the Beach

On Par for the Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful, clean property for us and our married kids in their 30's and toddler granddaughters. Fun to use the golf club across the street for easy dinners out. "
United States
Lisa K.
On Par for the Beach

Relaxing Coastal Escape Near Beaches with Hot Tub

Relaxing Coastal Escape Near Beaches with Hot Tub
Wells
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 NZ$864
includes taxes & fees
18 Jan - 19 Jan
Relaxing Coastal Escape Near Beaches with Hot Tub
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, 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 NZ$276 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.