
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.

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!

Secluded Coastal Home & Cottage 3 Minutes to Beach
Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

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.

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

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.

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.

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

The Nest! VERY CLEAN! Near downtown! Self check-in
**Please note: As of Summer 2026, Airbnb has shifted its service fee from guests to hosts. My rates & fees have been adjusted to reflect this change, not to increase my profit. The total ending cost to guests remains the same as before. :) Welcome to The Nest! We offer a beautiful private studio suite in Kennebunk, Maine! We are half a mile from downtown Kennebunk Village and less than 15 minutes to Kennebunkport and local beaches! A keyless entry makes check-in a breeze!

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

Romantic A-Frame cabin in the woods

Unique beach house on Long Sand Beach!

LUX Designer Private Waterfront Hot Tub - Secluded

Wells Maine Home with a View

CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard

Solar Powered Bus in Forest | Hot Tub + Wellness

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Tiny house near the beach!
Family- and pet-friendly home rentals

CHowder Cabin Dog Oasis Fenced Yard

Cape Arundel Cottage 1 mile to downtown KPT

Historic Kennebunkport home .3 mile to Dock Square

Seaglass Cottage

Unique Home w/ Pizza Oven, Minutes from the Beach

Private, Bright, Cozy, and Close to Beaches

Quaint & Peaceful Designer's Oceanfront Cottage

Beach House w/ Heated Pool · Fire Pit · Kennebunk
Family-friendly home rentals with a pool

Steps to Wells Beach + Pool | Coastal Retreat

Newly designed one-bedroom condo- heart of OGT

Luxury Retreat In Back Cove | 10 Min to Downtown

Tiny house living close to Ogunquit center!

Four Story Townhouse With Ocean View 55

Luxury Coastal Retreat | Mins from Dock Square

Lovely Beach house in GRB - Heated pool!

Steps to Wells & views of Rachel Carson Preserve
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





