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Drakes Island Holiday Rentals

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Our top choices for Drakes Island holiday rentals

1. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (445 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is NZ$304
includes taxes & fees
20 Sept - 21 Sept
Elmwood Resort Hotel

2. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (559 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is NZ$387
includes taxes & fees
7 Sept - 8 Sept
Village by the Sea

3. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (317 reviews)
"Always a great stay immaculately clean, super friendly staff and great location!"
United States
Donna
The price is NZ$265
includes taxes & fees
27 Sept - 28 Sept
Pink Blossom Family Resort

4. 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 NZ$441
includes taxes & fees
8 Sept - 9 Sept
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!

5. 2 Mi to Drakes Island Beach: Condo w/ Porch!

2 Mi to Drakes Island Beach: Condo w/ Porch!
Wells
9.8 out of 10, Exceptional, (16 reviews)
"Great place, clean and comfortable. "
United States
Malcolm M.
The price is NZ$442
includes taxes & fees
8 Sept - 9 Sept
2 Mi to Drakes Island Beach: Condo w/ Porch!

6. Studio cottage close to beach & golf with outdoor pool, firepit, & basketball

Studio cottage close to beach & golf with outdoor pool, firepit, & basketball
Kennebunk
9.0 out of 10, Wonderful, (21 reviews)
"Pease and quiet was My number one requirements.… I got that plus some! We had a fantastic stay!!"
United States
christine
The price is NZ$801
includes taxes & fees
1 Sept - 2 Sept
Studio cottage close to beach & golf with outdoor pool, firepit, & basketball

7. Moody Beach RV Campground

Moody Beach RV Campground
2.0 star property
Wells
8.6 out of 10, Excellent, (37 reviews)
"Great place to stay! Owners are very accommodating!"
United States
Kathleen A.
The price is NZ$308
includes taxes & fees
16 Sept - 17 Sept
Moody Beach RV Campground

8. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
Wells
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location and amenities for a long weekend family trip. Easy access to the beach and use of clubhouse was an extra perk. Will definitely be back!"
United States
Beth M.
The price is NZ$783
includes taxes & fees
4 Sept - 5 Sept
2 Mi to Moody Beach, Amenity Access: Wells Getaway

9. Coastal Condo with Pool at Wells Beach

Coastal Condo with Pool at Wells Beach
Wells Beach
10.0 out of 10, Exceptional, (6 reviews)
"I absolutely loved it here! Very clean and newly updated! They were very kind and helpful! I will stay here again!"
United States
Y D.
The price is NZ$778
includes taxes & fees
10 Sept - 11 Sept
Coastal Condo with Pool at Wells Beach

10. Tiny home steps from the beach.

Tiny home steps from the beach.
Wells
9.6 out of 10, Exceptional, (48 reviews)
"It was nice staying at this peaceful small cabin on the beach. "
United States
christopher b.
The price is NZ$827
includes taxes & fees
14 Sept - 15 Sept
Tiny home steps from the beach.

11. Ogunquit Beach Cottage With Resort Amenities

Ogunquit Beach Cottage With Resort Amenities
Summer Village
10.0 out of 10, Exceptional, (17 reviews)
"It was nice and relaxing "
United States
Joan C.
The price is NZ$991
includes taxes & fees
6 Sept - 7 Sept
Ogunquit Beach Cottage With Resort Amenities

12. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (41 reviews)
"Everything was perfect! ❤️ We are coming back there soooon😉"
United States
Naghmeh
The price is NZ$202
includes taxes & fees
1 Oct - 2 Oct
Huttopia Southern Maine

13. Cozy Cottage by the Sea

Cozy Cottage by the Sea
Kennebunk
10.0 out of 10, Exceptional, (31 reviews)
"Clean, comfortable and great location to the beach. "
United States
Laura K.
Cozy Cottage by the Sea

14. Cozy 1 Bedroom Cottage

Cozy 1 Bedroom Cottage
Charles Chase Corner
7.6 out of 10, Good, (8 reviews)
"It was comfortable and fine for a Teo night stay with our dog. The cottage had everything we needed, very simplistic and right for a short stay and time at the beach or at an event"
United States
Claudia V.
The price is NZ$366
includes taxes & fees
1 Oct - 2 Oct
Cozy 1 Bedroom Cottage

15. Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
Wells
9.8 out of 10, Exceptional, (31 reviews)
"This cottage was the perfect size for 5 adults in the family and convenient location for exploring"
United States
Andrea
The price is NZ$1,244
includes taxes & fees
3 Sept - 4 Sept
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

16. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
3.0 star property
Wells
The price is NZ$773
includes taxes & fees
4 Sept - 5 Sept
2 Mi to Moody Beach, Amenity Access: Wells Getaway

17. 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, (94 reviews)
"Wonderful stay , pet friendly was a plus !! "
United States
Aimee S.
The price is NZ$1,058
includes taxes & fees
1 Sept - 2 Sept
Historic Kennebunkport home only 0.3 miles to Dock Square

18. Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place

Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
Kennebunk
10.0 out of 10, Exceptional, (7 reviews)
"Very nice property - extremely neat, clean and comfortable. "
United States
Amy
The price is NZ$1,084
includes taxes & fees
8 Sept - 9 Sept
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place

19. Cute and Cozy Cape in the Heart of Ogunquit Center

Cute and Cozy Cape in the Heart of Ogunquit Center
Ogunquit
10.0 out of 10, Exceptional, (41 reviews)
"A perfect spot for exploring Ogunquit! What a gem of a town, we thoroughly enjoyed our days here, wish we had more!House was:- super clean and well stocked - close walk to everything- comfy beds - beach chairs/ cooler was very appreciated! - easy check in/ check out Would definitely return and recommend for others!"
United States
Tara S.
The price is NZ$1,205
includes taxes & fees
10 Sept - 11 Sept
Cute and Cozy Cape in the Heart of Ogunquit Center

20. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (58 reviews)
"We are so happy we stayed here. It was perfect for our family of 4 and our dog. The property was clean and well maintained and it had everything we needed for a sightseeing trip to Maine. Perfect central location to all the towns close by."
United States
Eric K.
The price is NZ$476
includes taxes & fees
20 Sept - 21 Sept
Sunny Cottage
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$202 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.