
Holiday houses in Drakes Island Beach
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Top-rated holiday rentals in Drakes Island Beach
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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.

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!

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

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.

Cozy Cottage with Ocean Views, Wells Maine
Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

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.

★"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

Beachfront Beauty in Wells !
Experience the idyllic coastal lifestyle at our Wells Beach retreat in Maine. Nestled directly on the sandy shores, this home is a perfect blend of modern comfort and oceanfront charm. Wake up to the soothing sound of waves, step onto your private balcony for a breathtaking sunrise, and indulge in daily beachfront strolls. With tastefully designed interiors, fully equipped kitchen, and panoramic views, this home invites you to unwind in style.

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.

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!

HotTub/5min to K-port, Pet friendly, @anchorunwind
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."

Ocean Views!- Across from Drake's Island Beach!
Welcome to Drakes Island! The stunning seaside community offers convenient amenities; with an affordable membership ($25/week) you can enroll your kids in day camp, use the tennis courts, and have access to the community house. Inside this 5 bedroom unit you will find plenty of space to enjoy. Fully equipped and ready for you!
Popular amenities for Drakes Island Beach holiday rentals
Other great holiday rentals in Drakes Island Beach

Oceanfront Sunrise and Set with Waterfront Hot Tub

Wells Home with Ocean & Marsh Views + Beach Access

Historic Charm & Modern Comfort, Beach Vaca awaits

The Granite Harbor

Wells Beachfront Retreat with Breathtaking Views

Beach Home w/ Exclusive privacy in Southern Maine

Minnow Cottage waterfront, in-town Kennebunkport

Captain's Quarters
Destinations 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
- Gooch's Beach
- East End Beach
- Hills Beach
- Fortunes Rocks Beach
- Salisbury Beach
- Good Harbor Beach
- Wallis Sands Beach
- Gunstock Mountain Resort





