
Holiday houses in Drakes Island Beach
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Top-rated holiday rentals in Drakes Island Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

Four Story Townhouse With Ocean View 55
Our newly re-done townhouse is available year-round featuring a beautiful kitchen/living area with gas fireplace and relaxing balconies. This townhouse is equipped with gas heat, central air conditioning, ceiling fans, a fully equipped kitchen with a dishwasher, a gas grill, cable TV, Wi-Fi, and more! The 3-bedroom townhouses come with an additional Bedroom on the 4th floor. Feature 2-1/2 bathrooms and a washer and dryer. Private parking for 2 vehicles. Pools/hot tub are shared with community.
LocationFamilyHot tub
4.97 out of 5 average rating, 34 reviews
Newly renovated beach house steps from Wells Beach
Relax with the whole family at this peaceful place to stay. Bright, spacious and packed with family-friendly amenities, this updated 3-bedroom, 1-bath vacation rental is the perfect retreat for you and your loved ones! Start your morning with breakfast in the fully equipped kitchen, then spend the day at Wells Beach steps away. Relax with views, light up the gas grill for dinner and unwind by the fire pit. Start planning your memorable and fun-filled trip at this recently renovated home today!
LocationFamilyCondition
4.96 out of 5 average rating, 23 reviews
Family Beach House, Wells Beach, Maine
Family Beach House on the Harbor/River of Wells Beach. House Sleeps 8 adults, plus 3 - 4 children. Full kitchen, 4 bedrooms plus Sleeping Loft, 3 baths, Dining Room, large deck, patio, laundry, outdoor shower, fire pit. Private access back beach. Bring your kayaks, paddle boards, surf boards, or boat. Water behind house at High Tide. Approx. 100 yard walk across Atlantic Ave to beach. Parking for 5 cars Max. Optional in-law apartment available, sleeps 5, for $115 per night/$800 per week
LocationFamilyParking
4.96 out of 5 average rating, 128 reviews
Classic, calm river view & centrally located home
We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.
LocationFamilyLayout
4.95 out of 5 average rating, 111 reviews
Brand-New 2BR Beach Retreat with marsh views
Located just a stone throw away from Wells Beach in Southern Maine, Paddle Inn is a brand-new cottage built in 2024, that blends modern design with a beachy vibe. This charming blue retreat invites you to bring your bikes and paddle boards to explore. The marsh is right in front of the cottage for your enjoyment. The second story deck offers a tranquil escape. You are close to local restaurants or enjoy local music. Explore the seacoast. Inside you will find it peaceful and relaxing.
FamilyLocationWalkability
5.0 out of 5 average rating, 75 reviews
★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths
• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs
LocationFamilyCheckout
4.97 out of 5 average rating, 374 reviews
Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
LocationValueSleep quality
5.0 out of 5 average rating, 147 reviews
Private home on the beach with 360 degree views!
Directly on the beach with views of the water on both sides. This 4 bed/2 bath house has a modern feel with lots of windows and natural light. Very white, bright, and clean and can sleep up to 12 people. Amazing views and location, and it's one of a kind. The sunrises and sunsets can be seen on both sides of the home. The kitchen is stocked with everything from a microwave to a blender...you'll have what you need...and parking for 4 cars.
ValueLocationDecor
4.81 out of 5 average rating, 114 reviews
Charming Beach Front Cottage
Step into our cozy beach cottage nestled right on the sandy shores. Situated on a serene stretch of Wells Beach, tranquility reigns with no public parking to disrupt your peace. Wander to the arcade, shops, and eateries—all within easy strolling distance. No worries about parking, our home can park 3 cars. Enjoy the beautiful morning sunrises! With room for up to six guests, your seaside retreat awaits!
ValueLocationGetting around
4.84 out of 5 average rating, 38 reviews
Drakes Island Beach Front Breathtaking Property !
Ocean views from Kennebunkport to Cape Neddick and a gorgeous half mile sandy beach right outside your door! Watch the sunrise and the sunset over the sandy Drakes Island shores. Enjoy daily walks on the beach or take a walk on the peaceful trails nearby alongside the Rachel Carson Wildlife Refuge & Laudholm Farm, and go to town for restaurants, arcades and more fun. It doesn’t get better than this !
ValueLocationOutdoor spaces
4.88 out of 5 average rating, 144 reviews
HotTub+Firepit/5 min to DockSquare, Dining, Beach
Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."
ValueFamilyLaundry
4.96 out of 5 average rating, 229 reviews
Adorable 3 bedroom cottage in Wells, ME
3 bedroom 2 bath beach cottage is located on quiet dead end road with a large yard across the street from the ocean (5min walk to beach access) and the marsh is 1 house over for fabulous sunsets, kayaking and paddle boarding which you will have free access to our equipment. We do accept pets with no fee.
FamilyLocationParking
4.98 out of 5 average rating, 57 reviewsPopular amenities for Drakes Island Beach holiday rentals
Other great holiday rentals in Drakes Island Beach

Family-Friendly Coastal Home | Walk to Moody Beach
FamilyLocationCleanliness
4.92 out of 5 average rating, 13 reviews
Oceanfront Sunrise and Set with Waterfront Hot Tub
ValueFamilyAccess
4.94 out of 5 average rating, 70 reviews
The Granite Harbor
LocationValueCleanliness
5.0 out of 5 average rating, 11 reviews
Beach Home w/ Exclusive privacy in Southern Maine
ValueFamilyBeach
4.99 out of 5 average rating, 89 reviews
Steps from Crescent Beach • Beach Gear Included
LocationFamilyQuiet
5.0 out of 5 average rating, 6 reviews
Historic Charm & Modern Comfort, Beach Vaca awaits
FamilyLocationBarbecue
4.95 out of 5 average rating, 21 reviews
Minnow Cottage waterfront, in-town Kennebunkport
LocationFamilyWi-Fi
4.98 out of 5 average rating, 93 reviews
Cottage directly on Moody Beach
LocationValueCleanliness
4.84 out of 5 average rating, 76 reviewsDestinations to explore
- Sebago Lake
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Weirs Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- Short Sands Beach
- Willard Beach
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Crane Beach
- Jenness Beach
- Hills Beach
- Gooch's Beach
- East End Beach
- Fortunes Rocks Beach
- Salisbury Beach
- Good Harbor Beach
- Wallis Sands Beach
- Gunstock Mountain Resort





