
Family-friendly vacation rentals in Drakes Island Beach
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Top-rated family-friendly rentals in Drakes Island Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Birch Sea
This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Oceanfront w/ Stunning views and Private Deck☀️🏖
Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

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

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.

Beautiful Lakeside Cottage
Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Relaxing Coastal Escape Near Beaches with Hot Tub
Discover serenity in our Wells, Maine farmhouse-style cabin—a haven where coastal allure meets modern sophistication. We are located just a stone's throw from downtown and a short drive to the stunning coastline. Here's what awaits you during your stay with us: ✔ Hot tub ✔ Fire-pit with Adirondack chairs ✔ Gas BBQ grill ✔ Pet-friendly for dogs ✔ Complimentary beach chairs ✔ Smart TV and plush sectional ✔ King bedrooms ✔ Fast and free Wi-Fi ✔ Air conditioning

★"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

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 Wells Bunkhouse near Drakes Island Beach
This 675 sq ft bunkhouse is the perfect spot for your next beach stay! Situated on an oversized lot with plenty of parking, outdoor grill, and outdoor furniture. It has been designed and decorated with loads of Maine charm. It boasts a full kitchen, smart tv with cable and WiFi. Keyless entry will allow you to check yourself in, at your own convenience. Let me know if you need beach chairs or a cooler to complete your trip!

The Red Lake House
(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.

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 !
Popular amenities for Drakes Island Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Home w/HOT TUB & Fire Pit

Welcome to our BoHo Treehouse!

Romantic A-Frame cabin in the woods

LUX Designer Private Waterfront Hot Tub - Secluded

Cozy Rock Cabin #thewaylifeshouldbe

OOB Oasis: 5BR Home w/ Private Pool Near Beach

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Beautiful Home w-Hot Tub & Pond access
Family- and pet-friendly home rentals

Deja Blue~Guest Beach House

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Cape Arundel Cottage 1 mile to downtown KPT

Historic Kennebunkport home .3 mile to Dock Square

The Nest! VERY CLEAN! Near downtown! Self check-in

Newly Restored 1850’s farm house 3 bedroom 2 bath

Cozy home, close to Ogunquit!

Higgins Beach *New* Beach Home & Private Offices
Family-friendly home rentals with a pool

Four Story Townhouse With Ocean View 65

Two-Bedroom Condo on the Wells/Ogunquit town-line

Everything's "Well Ashore"- 1 mile to Wells Beach!

The Ocean's Belle

Tiny house living close to Ogunquit center!

Designers Dream Home with Pool!

Starfish Condo Wells Beach

Beautifully renovated 2-bedroom cottage
Destinations to explore
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