
Family-friendly holiday rentals in Kennebunkport
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Top-rated family-friendly rentals in Kennebunkport
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Historic Kennebunkport home .3 mile to Dock Square
Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

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.

Lower Village Lofts •North• Steps to Dock Square
The Lower Village Lofts *North* is a newly renovated large studio apartment located in the heart of the action - just steps from Dock Square (downtown Kennebunkport) and 1/2 mile to the beach! This unit features a brand new fully equipped kitchen, all new designer and higher end furnishings, and a custom built-in room divider complete with an electric fireplace, armoire, and 50" smart TV. The bedroom area has a new king bed with luxurious bedding, black out shades, and an additional smart TV.

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.

Farmhouse Experience in a Beachside Community
2026 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

★"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

Dock Square Pied-A-Terre Loft Beachy Vibes!
The Sail Loft Unit is a brand new (since 2018) 2nd floor 1 bedroom, 1 full bathroom Suite. Our Property has 5 apartments and we are proud to say we have over 1000 5 Star Reviews!! Discover the delightful town of Kennebunk and enjoy your ideal seaside retreat in our snug 1-bedroom holiday house. Situated just a short walk from the vibrant Dock Square, you'll be immersed in the heart of the local community, with easy to all beaches and attractions!

Cape Porpoise Private Guest Suite with King Bed
Come relax in the guest suite of our new modern farmhouse, one mile from Cape Porpoise's village town centre in Kennebunkport. Enjoy a private entrance and outdoor seating space/ fire pit overlooking a wooded lot. The 1000 sq. ft. space is bright and roomy. It has a king-sized bed with tv, kitchenette, office area and a 50 inch smart tv in the comfy living room. Walk outside our home and find 27 miles of interconnecting conservation land trails.

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

Seaglass Cottage
Three bedroom antique cape located perfectly between Dock Square, Cape Porpoise, and the ocean! Close to everything Kennebunkport has to offer including renowned Cape Arundel golf course yet still have your privacy with the large backyard and deck. 2 bedrooms with Queen beds and 1 bedroom with two single beds. Plenty of parking, washer/dryer, large backyard, fire pit, and much more!
Popular amenities for Kennebunkport family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Home w/HOT TUB & Fire Pit

Welcome to our BoHo Treehouse!

LUX Designer Private Waterfront Hot Tub - Secluded

Historic Schoolhouse c1866 Winter & Summer Dates

Cozy Cottage with Ocean Views, Wells Maine

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

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

CozyKennebunkEscape|Nearbeaches|HottubLgYard&Patio
Family- and pet-friendly home rentals

The Chickadee Tiny House

#2Marsh Views, Cozy quiet spot on river&preserve

Family Friendly 2BR 1 BA Coastal Kittery Home

Relaxing Coastal Escape Near Beaches with Hot Tub

Mountain View Studio

Coastal Charm! 4-BR Oceanfront Escape, Huge Porch!

Writers Cabin in the Woods with Sauna!

Waterfront Cottage On Basin Cove - Amazing Sunsets
Family-friendly home rentals with a pool

Ski Condo on Cranmore Mountain-Pool and Hot tub!

Resort-like 2 bed/1 bath - seasonal pool/hot tub

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

Attitash Retreat

Family friendly + Mountain Views @amountainplace

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Starfish Condo Wells Beach

Relaxing Beachside Condo with Pool at Wells Beach
When is the best time to visit Kennebunkport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £259 | £275 | £241 | £238 | £313 | £408 | £463 | £463 | £366 | £306 | £267 | £317 |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Kennebunkport

Total holiday rentals
Explore 340 holiday rentals in Kennebunkport

Nightly prices starting at
Kennebunkport holiday rentals start at £8 per night before taxes and fees

Verified guest reviews
Over 10,910 verified reviews to help you choose

Pet-friendly holiday rentals
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
330 of Kennebunkport holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Kennebunkport rentals

4.9 Average rating
Kennebunkport stays are highly rated by guests – averaging 4.9 out of 5!
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- Hampton Beach
- Sebago Lake
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