Drakes Island Vacation Rentals from ￥28,546: Search Short-Term Rentals

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

A circular stone fire pit surrounded by Adirondack chairs in a grassy outdoor area with a tree overhead and a white fence in the background.

1. Elmwood Resort Hotel

Wells

Joan

￥28,546 total

includes taxes & fees

Nov 17 - Nov 18

A row of beige multi-story buildings with brown roofs, arranged in a linear fashion with a parking lot in the foreground.

2. Village by the Sea

Wells

Quirica

￥35,953 total

includes taxes & fees

Nov 23 - Nov 24

3. Wellington Manor #140 first-floor corner studio with patio and sauna

Wells

"The place was small but highly effective to stay. Great little kitchen full of utensils, table to eat, light and air via windows, the bed was comfortable and so were the chairs. The bathroom had two sinks and a roomy shower. Parking was ample and location close to things. And if you have friends in the area, great place to invite over for a meal or to hang in the clubhouse for a game of billiards or a swim. Would definitely stay here again. The one downside was a musty smell, but that tends to...

Scott F.

￥56,365 total

includes taxes & fees

Nov 13 - Nov 14

A beach path leading to the ocean with a wooden fence on one side and dense foliage on the other.

4. Coastal Condo with Pool at Wells Beach

Wells Beach

Rachael B.

￥58,206 total

includes taxes & fees

Nov 15 - Nov 16

A marina with multiple boats docked, a wooden pier, and houses in the background.

5. NEW Beachside Wells Beach Condo with Pool

Wells Beach

joan p.

￥58,206 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living area with a high ceiling, a dining table with chairs, a sofa, a coffee table, and a TV.

6. Generic Two Bedroom- Stair access only

Wells

Julie R.

￥39,461 total

includes taxes & fees

Nov 13 - Nov 14

A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

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

Wells

Andrea

￥73,132 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a view of the ocean through large windows, a bed with a white blanket, a breakfast tray with eggs and orange juice, and a bedside table with a glass.

8. Ocean Views• Beach Access• Central Location• A/C

Wells Beach

Karen B.

A dining area with a wooden table, chairs, and a potted plant with blue flowers.

9. Welcome to the Sunshine Shack, a Unique Bright Cottage with Bold Ocean Views!

Moody Point

Kim O.

￥98,854 total

includes taxes & fees

Nov 25 - Nov 26

A dining area with a wooden table, wicker chairs, and a hanging light fixture.

10. Twenty Shore - 2 Ocean Suite

Ogunquit

Mary P.

￥55,561 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a flat-screen TV, a round coffee table, and a sofa.

11. Twenty Shore - 4 Beach Suite

Ogunquit

James A.

￥55,561 total

includes taxes & fees

Nov 15 - Nov 16

A compact living space with a grey brick wall, a grey sofa, a white wicker chair, and a small table. A kitchen is visible through an open doorway.

12. Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

Kennebunk

Ryan R.

￥128,203 total

includes taxes & fees

Nov 15 - Nov 16

A beach with people, umbrellas, and houses in the background.

13. A Wave From It All with Hot tub

Kennebunk

￥167,381 total

includes taxes & fees

Nov 18 - Nov 19

A modern kitchen with white cabinetry, a wooden ceiling, and a central island with stools.

14. Charming Kennebunk Cape - Walk to Dock Square!

Kennebunk

Hilary C.

￥128,044 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

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

Ogunquit

Maria

￥71,814 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a sofa, a round coffee table, and a kitchen area in the background.

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

Kennebunk

Amy

￥99,650 total

includes taxes & fees

Nov 18 - Nov 19

A modern kitchen with wooden cabinets, a central island with bar stools, and a dining area with chairs.

17. Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

Kennebunk

Jaime G.

￥145,931 total

includes taxes & fees

Nov 15 - Nov 16

A waterfront property with a large house featuring multiple windows and a balcony, a dock with a sailboat, and a calm body of water reflecting the buildings.

18. Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport

Chris P.

￥76,234 total

includes taxes & fees

Nov 16 - Nov 17

19. Twenty Shore - 3 Sun Suite

Ogunquit

Vanessa

￥57,638 total

includes taxes & fees

Nov 25 - Nov 26

A bathroom with a black countertop, a wicker basket, a wooden bowl, and a rack with towels and a robe.

20. Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun

Moody

Patricia A.

￥145,897 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Find vacation rentals that suit your style

Aparthotels

Apartments

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

Alouette Beach Resort

10/10 Excellent

"Beautiful view, great host, and nice kitchenette"

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

8/10 Good

"The staff was excellent. We had a newly renovated king suite. We tried to use the coffee maker but it didn’t work. We contacted the front desk and they sent someone up right away but they couldn’t get it to work either. They found that three of the outlets were not working. They brought another one up and used a fourth plug and that worked. They also didn’t have a light bulb in the entry light which made it very dark. They didn’t have the right one but I’m sure both of the above will be fixed for the next people who book. We tried to use the car charger but that also was broken. The breakfast was just ok. They gave us a doggie bag for our dog which was a nice touch. It had a dog dish and a couple of dog biscuits. We liked the location and the room overall. It was very quiet which made it enjoyable. We booked Mon - Wed. I’m sure everything will be fixed and we would stay here again because the staff was great!"

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!

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Drakes Island vacation rentals

1. Elmwood Resort Hotel

2. Village by the Sea

3. Wellington Manor #140 first-floor corner studio with patio and sauna

4. Coastal Condo with Pool at Wells Beach

5. NEW Beachside Wells Beach Condo with Pool

6. Generic Two Bedroom- Stair access only

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

8. Ocean Views• Beach Access• Central Location• A/C

9. Welcome to the Sunshine Shack, a Unique Bright Cottage with Bold Ocean Views!

10. Twenty Shore - 2 Ocean Suite

11. Twenty Shore - 4 Beach Suite

12. Kennebunk - Kennebunkport Beach House with Heated Swimming Pool!

13. A Wave From It All with Hot tub

14. Charming Kennebunk Cape - Walk to Dock Square!

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

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

17. Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

18. Historic Kennebunkport home only 0.3 miles to Dock Square

19. Twenty Shore - 3 Sun Suite

20. Shamrock by the Sea Hot Tub Arcade Basketball Court & Beach Fun

Find vacation rentals that suit your style

Top Drakes Island Hotel Reviews

Alouette Beach Resort

Port Inn & Suites Kennebunk, an Ascend Collection Hotel

The Meadowmere Resort

Anchor Inn and Cottages Wells-Ogunquit

Saco Bay Hotel - Saco / Old Orchard Beach

Anchorage by the Sea

Friendship Oceanfront Suites

Find out more about Drakes Island

Go further with the Expedia app