Lodging Image

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Drakes Island vacation rentals

Exterior

1. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (444 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is P9,339
P11,198 total
includes taxes & fees
Sep 20 - Sep 21
Elmwood Resort Hotel
Property grounds

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 P12,577
P14,238 total
includes taxes & fees
Sep 7 - Sep 8
Village by the Sea
Seasonal outdoor pool, open 9:00 AM to 9:00 PM, sun loungers

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 P8,655
P9,764 total
includes taxes & fees
Sep 27 - Sep 28
Pink Blossom Family Resort
Interior

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 P7,285
P16,243 total
includes taxes & fees
Sep 8 - Sep 9
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
Property grounds

5. 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 P7,123
P7,764 total
includes taxes & fees
Sep 8 - Sep 9
Huttopia Southern Maine
Private kitchen

6. 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 P8,406
P11,341 total
includes taxes & fees
Sep 16 - Sep 17
Moody Beach RV Campground
Interior

7. 'beachfront 12' Condo on Old Orchard Beach

'beachfront 12' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
'beachfront 12' Condo on Old Orchard Beach
Interior

8. 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 P10,896
P28,481 total
includes taxes & fees
Sep 4 - Sep 5
2 Mi to Moody Beach, Amenity Access: Wells Getaway
Front of property

9. 1/2 Mi to Pier: Wfh-friendly Apt in Maine!

1/2 Mi to Pier: Wfh-friendly Apt in Maine!
3.0 star property
Old Orchard Beach
The price is P7,970
P21,140 total
includes taxes & fees
Sep 29 - Sep 30
1/2 Mi to Pier: Wfh-friendly Apt in Maine!
Front of property

10. 'beachfront 9' Condo on Old Orchard Beach

'beachfront 9' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
The price is P8,966
P17,660 total
includes taxes & fees
Sep 30 - Oct 1
'beachfront 9' Condo on Old Orchard Beach
Front of property

11. 'beachfront 14' Condo on Old Orchard Beach

'beachfront 14' Condo on Old Orchard Beach
3.0 star property
Old Orchard Beach
'beachfront 14' Condo on Old Orchard Beach
Interior

12. Walk to Pier & Ocean: Apt in Old Orchard Beach!

Walk to Pier & Ocean: Apt in Old Orchard Beach!
4.0 star property
Old Orchard Beach
6.0 out of 10, (1 review)
"This is an old house, and certain features could be deemed charming. The beds were comfortable, and we appreciated some of the amenities. However, it seemed worn and bare-bones in some aspects. For example, the AC in one of the bedrooms was a stand-alone unit that was jerry-rigged to vent out the window, and the other bedroom had no AC. The screen door was broken. There were hardly any utensils and no bowls. The hairdryer “high” setting was broken and could only be used on “low”. For only a...
United States
Lawrence
The price is P7,098
P20,190 total
includes taxes & fees
Aug 31 - Sep 1
Walk to Pier & Ocean: Apt in Old Orchard Beach!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Drakes Island Hotel Reviews

Grand Beach Inn

Grand Beach Inn

8/10 Good
"This was a fun place to stay. Relaxed and friendly. A traditional NewEngland Inn with a lively bar and restaurant with excellent food, The swimming pool was central to the property and families were having fun. At 9 p.m. all went quiet which was also fun. The beach was just about four houses away. Everything I needed for an enjoyable stay. I will definitely stay there again."
Laurie 1-night trip
Posted 3 hours ago
Grand Beach Inn

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!