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Drakes Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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

Elmwood Resort Hotel
3.0 star property
Wells
9.4 out of 10, Exceptional, (459 reviews)
"Loved the pool, great atmosphere and check-in was so smooth and easy"
United States
Dawna
The price is CA $212
CA $254 total
includes taxes & fees
Sep 28 - Sep 29
Elmwood Resort Hotel
A residential area with multiple apartment buildings, a parking lot, and a grassy area.

2. Village by the Sea

Village by the Sea
3.5 star property
Wells
9.0 out of 10, Wonderful, (561 reviews)
"Friendly staff,clean rooms will definitely book again"
United States
Dylan
The price is CA $240
CA $274 total
includes taxes & fees
Oct 12 - Oct 13
Village by the Sea
A row of white mobile homes with a grassy field in the foreground and a clear sky.

3. Resort cottage with water views in Maine

Resort cottage with water views in Maine
Wells
9.8 out of 10, Exceptional, (60 reviews)
"Had great time.."
United States
Pamela
The price is CA $195
CA $419 total
includes taxes & fees
Sep 28 - Sep 29
Resort cottage with water views in Maine
A beach with rocks and waves.

4. Studio condo with furnished patio, sauna, & pool - near beaches

Studio condo with furnished patio, sauna, & pool - near beaches
Wells
9.4 out of 10, Exceptional, (9 reviews)
"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...
United States
Scott F.
The price is CA $148
CA $548 total
includes taxes & fees
Sep 28 - Sep 29
Studio condo with furnished patio, sauna, & pool - near beaches
An indoor swimming pool with clear blue walls, multiple windows, and ceiling lights.

5. 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 CA $175
CA $380 total
includes taxes & fees
Oct 16 - Oct 17
2 Mi to Drakes Island Beach: Condo w/ Indoor Pool!
A swimming pool with lounge chairs and a covered area, surrounded by trees and a building in the background.

6. Pink Blossom Family Resort

Pink Blossom Family Resort
3.0 star property
Ogunquit
9.6 out of 10, Exceptional, (324 reviews)
"Spacious and very clean. Super convenient to everything!"
United States
Donna
The price is CA $191
CA $215 total
includes taxes & fees
Oct 5 - Oct 6
Pink Blossom Family Resort
A wooden cabin with a covered patio area, featuring outdoor seating and large windows.

7. Huttopia Southern Maine

Huttopia Southern Maine
2.5 star property
Sanford
9.0 out of 10, Wonderful, (49 reviews)
"I love the property and our tent was very comfortable. It was our first time camping and we truly enjoyed the property and its amenities. I will definitely make this annual tradition."
United States
Valerie
The price is CA $152
CA $166 total
includes taxes & fees
Oct 1 - Oct 2
Huttopia Southern Maine
A beach with waves, a sandy shore, and a house in the background.

8. 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 $260
CA $678 total
includes taxes & fees
Sep 28 - Sep 29
Studio cottage close to beach & golf with outdoor pool, firepit, & basketball
A beachside seating area with Adirondack chairs and picnic tables, overlooking a sandy beach and the ocean.

9. Tiny home steps from the beach.

Tiny home steps from the beach.
Wells
9.4 out of 10, Exceptional, (53 reviews)
"It was nice staying at this peaceful small cabin on the beach. "
United States
christopher b.
The price is CA $305
CA $749 total
includes taxes & fees
Oct 8 - Oct 9
Tiny home steps from the beach.
A spacious living area with a high ceiling, a dining table with chairs, a sofa, a coffee table, and a TV.

10. Generic Two Bedroom- Stair access only

Generic Two Bedroom- Stair access only
Wells
9.0 out of 10, Wonderful, (6 reviews)
"So much space and amenities for an incredible price. Nice and quiet, family friendly."
United States
Shawna B.
The price is CA $281
CA $323 total
includes taxes & fees
Oct 12 - Oct 13
Generic Two Bedroom- Stair access only
A beach path leading to the ocean with a wooden fence on one side and dense foliage on the other.

11. 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 CA $342
CA $667 total
includes taxes & fees
Sep 28 - Sep 29
Coastal Condo with Pool at Wells Beach
A compact kitchen with white cabinets, a central island, and a window with a view.

12. Private, Bright, and Cozy Camper - Close to Beaches!

Private, Bright, and Cozy Camper - Close to Beaches!
Moody
10.0 out of 10, Exceptional, (2 reviews)
"We had a lovely stay with our dogs. Everything you need in a quaint little camper. Would highly recommend and hope to return!"
United States
Jason D.
The price is CA $234
CA $463 total
includes taxes & fees
Oct 5 - Oct 6
Private, Bright, and Cozy Camper - Close to Beaches!
A cozy living room with a large window, a beige sofa, and a small table with glasses and a candle.

13. 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
9.6 out of 10, Exceptional, (39 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 $327
CA $793 total
includes taxes & fees
Oct 26 - Oct 27
Salt Box by the Sea: Water View - Charming 3-bedroom Cottage in Wells!
A modern living room with a sofa, a round coffee table, and a kitchen area in the background.

14. 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 CA $333
CA $829 total
includes taxes & fees
Sep 29 - Sep 30
Walk to Dock Square, 1.2 Mi to Gooch's Beach, Hot Tub -- Pine Tree Place
A modern kitchen with a marble countertop, a coffee maker, and pendant lighting.

15. 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, (42 reviews)
"We loved our time in ogunquit. The house is very charming and it has everything you need. Even things we didn’t know we needed! Location could not be better. We will for sure be back next summer!"
Canada
Maria
The price is CA $253
CA $868 total
includes taxes & fees
Sep 30 - Oct 1
Cute and Cozy Cape in the Heart of Ogunquit Center
A coastal town with beachfront properties, a sandy beach, and a view of the ocean.

16. Seaside Studio | Steps from the Beach

Seaside Studio | Steps from the Beach
Old Orchard Beach
9.6 out of 10, Exceptional, (8 reviews)
The price is CA $115
CA $407 total
includes taxes & fees
Sep 28 - Sep 29
Seaside Studio | Steps from the Beach
A cozy living room with a blue sofa, a wooden coffee table, and a bed with a striped bedspread.

17. Sunny Cottage

Sunny Cottage
Biddeford
10.0 out of 10, Exceptional, (59 reviews)
"Excellently supplied with everything you could need!"
United States
Mandi S.
The price is CA $200
CA $407 total
includes taxes & fees
Sep 30 - Oct 1
Sunny Cottage
A residential area with multiple houses, a gravel driveway, and a white picket fence.

18. The Cottages at Cabot Cove

The Cottages at Cabot Cove
3.5 star property
Kennebunkport
9.8 out of 10, Exceptional, (47 reviews)
"Great stay. Cottage was very clean and well maintained"
United States
Maureen
The price is CA $731
CA $875 total
includes taxes & fees
Sep 28 - Sep 29
The Cottages at Cabot Cove
A two-story motel with a balcony, a staircase, and a sign reading 'Sunshine.'

19. 7 Mile beach is across the street. Sleeps 3. Pets

7 Mile beach is across the street. Sleeps 3. Pets
Old Orchard Beach
9.6 out of 10, Exceptional, (4 reviews)
"Place was clean and perfect location not to far from everything. Was a little set back at check in but they made sure we had another place to go until ours was ready. I would definitely stay here again. "
United States
Courtney r.
The price is CA $120
CA $343 total
includes taxes & fees
Sep 28 - Sep 29
7 Mile beach is across the street. Sleeps 3. Pets
A wicker sofa with patterned cushions, a glass table with food and drink, and a view of a forested area.

20. Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9

Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9
Wells
10.0 out of 10, Exceptional, (4 reviews)
"Great stay!"
United States
Kristina W.
The price is CA $389
CA $1,304 total
includes taxes & fees
Sep 28 - Sep 29
Wells Retreat: 3BR, Firepit, Pickleball, Sleeps 9
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

Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

8/10 Good
"The Bathroom needs more hooks for towels and clothes"
Garrett 3-night trip
Posted 6 hours ago
Ogunquit River Inn & Suites

Find out more about Drakes Island

Everything you need to know about Drakes Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Drakes Island vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Drakes Island vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Drakes Island vacation rentals we have selected for you start as low as CA $166 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 vacation 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 vacation.

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.