
Family-friendly holiday rentals in Drakes Island Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Drakes Island Beach
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Ogunquit Village 5 BDR, Heated Pool, Walk to Beach
Welcome to your Ogunquit Oasis, a luxurious 5-bedroom beach house located on the edge of Ogunquit Village. Walk to the beach, restaurants, Perkins Cove, Marginal Way & everything in Ogunquit! The house features a heated pool that reaches 104 degrees, ideal for all seasons. Built in 2014, the house includes central air, three Ultra HD TVs, and wireless speakers. The dining table seats 10, with an outdoor living room, grill, & gas firepit. Each spacious bedroom offers plush bedding & ceiling fans.
5.0 out of 5 average rating, 105 reviews
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.
4.91 out of 5 average rating, 604 reviews
Wells Beach - Baywatch North
North Side 2 story apartment on 2nd and 3rd floors. Large deck with Weber gas grill and patio table and chairs. Large deck off of master bedroom with king size bed. There are 1 1/2 baths with a washer and dryer. Both decks overlook the bay with amazing sunsets. Mitsubishi heat pumps for heat and air conditioning. Kayaks are available for use in the bay. Enjoy a short walk across the street to the beach (100 yards) The private backyard and fire pit are only for the use of the first floor family.
4.93 out of 5 average rating, 154 reviews
Starfish Condo Wells Beach
Enjoy the amazing sunrise as well as marsh and ocean views from this spacious just renovated one and a half bedroom condo with queen bed and queen Murphy bed. Fully equipped kitchen with granite counter tops and stainless steel appliances. Updated full bath with tub. Located within walking distance to many local area restaurants. After a fun filled day on the beach relax by the salt water pool or in the hot tub. Shared gas grill, picnic area, playground and basketball hoop. Parking for one car
4.9 out of 5 average rating, 120 reviews
Immaculate Moody Beach House
Steps from private Moody Beach, this stunning 3-level coastal home sleeps 12 and offers ocean views on one side and marsh views on the other. Enjoy 5 bedrooms, 10 private decks, a giant party deck overlooking Rachel Carson Wildlife Refuge, billiard room, fireplaces for cozy nights in, and a huge open living space with gourmet kitchen and wraparound sofa. Private parking for 6 cars. Perfect year-round getaway close to Ogunquit, York Wild Kingdom, Kittery shopping outlets, and Kennebunkport.
4.95 out of 5 average rating, 197 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
4.96 out of 5 average rating, 128 reviews
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.
4.95 out of 5 average rating, 180 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.
4.95 out of 5 average rating, 111 reviews
The Copper Fox Treehouse
Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse
4.99 out of 5 average rating, 198 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
4.97 out of 5 average rating, 375 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.
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.
4.81 out of 5 average rating, 114 reviewsPopular amenities for Drakes Island Beach family-friendly rentals
Family-friendly home rentals with a hot tub

Oceanfront Escape • Walk to Beach • Sleeps 14
4.98 out of 5 average rating, 175 reviews
LUX Designer Private Waterfront Hot Tub - Secluded
4.98 out of 5 average rating, 200 reviews
Wells Maine Home with a View
4.93 out of 5 average rating, 213 reviews
Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
4.98 out of 5 average rating, 210 reviews
Tiny house near the beach!
4.97 out of 5 average rating, 263 reviews
Historic Schoolhouse c1866 + Pool + Lake + Hot tub
5.0 out of 5 average rating, 144 reviews
Shilo Farmhouse: Goats & Hot Tub! Near Portsmouth
4.98 out of 5 average rating, 151 reviews
CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard
4.98 out of 5 average rating, 143 reviewsFamily- and pet-friendly home rentals

The Nest! VERY CLEAN! Near downtown! Self check-in
4.99 out of 5 average rating, 293 reviews
CHowder Cabin Dog Oasis Fenced Yard
4.95 out of 5 average rating, 220 reviews
Seaglass Cottage
4.94 out of 5 average rating, 204 reviews
Private, Bright, Cozy, and Close to Beaches
4.97 out of 5 average rating, 117 reviews
Cape Arundel Cottage 1 mile to downtown KPT
4.98 out of 5 average rating, 391 reviews
The Conscious Cabin | Getaways + Retreats
4.96 out of 5 average rating, 201 reviews
Historic Kennebunkport home .3 mile to Dock Square
4.94 out of 5 average rating, 121 reviews
Blueberry Hill
4.96 out of 5 average rating, 263 reviewsFamily-friendly home rentals with a pool

Ogunquit Beach Cottage | Pools & Resort Amenities
4.97 out of 5 average rating, 115 reviews
Newly designed one-bedroom condo- heart of OGT
4.97 out of 5 average rating, 108 reviews
"Good Vibes" 4 Wonderful Seasons @ Portland Home!
4.96 out of 5 average rating, 178 reviews
Tiny house living close to Ogunquit center!
4.98 out of 5 average rating, 167 reviews
Four Story Townhouse With Ocean View 55
4.97 out of 5 average rating, 34 reviews
Paradise Found Minutes from Ogunquit | Heated Pool
5.0 out of 5 average rating, 94 reviews
Luxury Coastal Retreat | Mins from Dock Square
4.99 out of 5 average rating, 70 reviews
Lovely Beach house in GRB - Heated pool!
4.98 out of 5 average rating, 58 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





