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Drakes Island Vacation Rentals

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Our top choices for Drakes Island vacation rentals

1. Elmwood Resort Hotel

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (438 reviews)
"Nice small apartment for overnight stay."
United States
Tammie
The price is CA $223
CA $267 total
includes taxes & fees
Sep 7 - Sep 8
Elmwood Resort Hotel

2. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (558 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is CA $281
CA $318 total
includes taxes & fees
Sep 7 - Sep 8
Village by the Sea

3. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (316 reviews)
"Had a wonderful weekend staying here. The room was extremely clean and had a private balcony/sitting area. Location was not far from the center of town and the path to Marginal Way was across the street. The staff was very friendly and helpful as well. I would stay here again."
United States
Brian
The price is CA $235
CA $265 total
includes taxes & fees
Sep 7 - Sep 8
Pink Blossom Family Resort

4. Resort cottage with water views in Maine

Resort cottage with water views in Maine
Wells
9.8 out of 10, Exceptional, (58 reviews)
"Had great time.."
United States
Pamela
The price is CA $205
CA $422 total
includes taxes & fees
Sep 7 - Sep 8
Resort cottage with water views in Maine

5. 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 CA $256
CA $659 total
includes taxes & fees
Aug 16 - Aug 17
Studio cottage close to beach & golf with outdoor pool, firepit, & basketball

6. 2 Mi to Moody Beach, Amenity Access: Wells Getaway

2 Mi to Moody Beach, Amenity Access: Wells Getaway
Wells
9.8 out of 10, Exceptional, (10 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 CA $221
CA $696 total
includes taxes & fees
Sep 4 - Sep 5
2 Mi to Moody Beach, Amenity Access: Wells Getaway

7. Tiny home steps from the beach.

Tiny home steps from the beach.
Wells
9.6 out of 10, Exceptional, (47 reviews)
"It was nice staying at this peaceful small cabin on the beach. "
United States
christopher b.
The price is CA $219
CA $633 total
includes taxes & fees
Aug 17 - Aug 18
Tiny home steps from the beach.

8. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
8.8 out of 10, Excellent, (37 reviews)
"Absolutely loved these glamping tents! We had the tent with a shower/bathroom so it was fabulous. Very comfortable. So many things to do. Very helpful Hosts at check in. Delivered an excellent camping experience without us having to do any of the set up!"
United States
Andrew
The price is CA $148
CA $162 total
includes taxes & fees
Sep 8 - Sep 9
Huttopia Southern Maine

9. 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 CA $447
CA $536 total
includes taxes & fees
Aug 30 - Aug 31
Moody Beach RV Campground

10. 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 CA $287
CA $684 total
includes taxes & fees
Sep 4 - Sep 5
2 Mi to Moody Beach, Amenity Access: Wells Getaway

11. Cozy Cottage at Footbridge Beach - Great Fall and Spring Rates

Cozy Cottage at Footbridge Beach - Great Fall and Spring Rates
Ogunquit
10.0 out of 10, Exceptional, (55 reviews)
"House is spotless, well-appointed and comfortable.Great location with a very short walk to the beach. "
United States
Colleen C.
The price is CA $438
CA $760 total
includes taxes & fees
Aug 22 - Aug 23
Cozy Cottage at Footbridge Beach - Great Fall and Spring Rates

12. Twenty Shore - 2 Ocean Suite

Twenty Shore - 2 Ocean Suite
Ogunquit
9.4 out of 10, Exceptional, (22 reviews)
"Enjoyed the stay."
United States
Brian C.
The price is CA $374
CA $616 total
includes taxes & fees
Sep 1 - Sep 2
Twenty Shore - 2 Ocean Suite

13. The Cottages at Cabot Cove

The Cottages at Cabot Cove
3.5 star property
Kennebunkport
9.6 out of 10, Exceptional, (43 reviews)
"Beautiful and quaint inn. We loved it. Many fun activities, unbeatable location and stunning property."
United States
LINDSAY
The price is CA $903
CA $1,067 total
includes taxes & fees
Aug 14 - Aug 15
The Cottages at Cabot Cove

14. Beach Dreams Coastal Retreat, Pool, Hot Tub, Gym, Pickleball & Minutes to Beach

Beach Dreams Coastal Retreat, Pool, Hot Tub, Gym, Pickleball & Minutes to Beach
Wells
9.8 out of 10, Exceptional, (94 reviews)
"Great location for family with our first time to Maine. Close to beaches and shops and plenty of of space for family of 5."
United States
Michael
The price is CA $534
CA $981 total
includes taxes & fees
Aug 15 - Aug 16
Beach Dreams Coastal Retreat, Pool, Hot Tub, Gym, Pickleball & Minutes to Beach

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, (30 reviews)
"This cottage was the perfect size for 5 adults in the family and convenient location for exploring"
United States
Andrea
The price is CA $653
CA $1,204 total
includes taxes & fees
Sep 3 - Sep 4
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!

16. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (58 reviews)
"Exactly as described, close to everything."
United States
Erika J.
The price is CA $243
CA $454 total
includes taxes & fees
Sep 2 - Sep 3
Sunny Cottage

17. Cozy In-Law Suite Near York Beaches

Cozy In-Law Suite Near York Beaches
York
9.4 out of 10, Exceptional, (14 reviews)
"Host was nice and welcoming. The space was clean and spacious."
United States
Vivienne
The price is CA $231
CA $336 total
includes taxes & fees
Aug 16 - Aug 17
Cozy In-Law Suite Near York Beaches

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

Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit
Kennebunk
10.0 out of 10, Exceptional, (28 reviews)
"Excellent host & our family enjoyed our stay."
United States
Craig T.
Cozy home 1mi. to beaches/shops/dining, Hot tub, big PATIO, Pvt yard, fire pit

19. Kennebunk/Kennebunkport Beach House with Swimming Pool!

Kennebunk/Kennebunkport Beach House with Swimming Pool!
Kennebunk
9.4 out of 10, Exceptional, (66 reviews)
"Loved the property! Rooms for the whole family to enjoy. Close to the beach and shopping. "
United States
Dawne W.
The price is CA $870
CA $1,602 total
includes taxes & fees
Sep 9 - Sep 10
Kennebunk/Kennebunkport Beach House with Swimming Pool!

20. Hot Tub & Fireplace: Coastal Getaway in Maine

Hot Tub & Fireplace: Coastal Getaway in Maine
3.0 star property
Charles Chase Corner
10.0 out of 10, Exceptional, (1 review)
Hot Tub & Fireplace: Coastal Getaway in Maine
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.