Family-friendly vacation rentals in Kennebunk

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Top-rated family-friendly rentals in Kennebunk

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Kennebunk

4.81 out of 5 average rating, 114 reviews

Kennebunk/Kennebunkport Beach House w/Pool!

Perfect home for hosting and entertaining! Private in-ground pool, 600+ sq. ft. sprawling deck, large yard, and close proximity to beaches, restaurants, and shopping. Brand new renovations throughout! Amenities and features include: Newly renovated top to bottom 2 beautiful kitchens w/ granite, stainless steel appliances In-ground pool and 600 sq. ft. wrap-around deck Spacious 2 acre yard One mile from the beach Walking distance to Kennebunk Lower Village/Kennebunkport Dock Square Pet friendly!

Apr 19 – 26

R12,151 ZAR per night

Guest favorite

Guest suite in Kennebunk

4.78 out of 5 average rating, 337 reviews

Cape's Upper Story

Simple space smack in the middle of KBK's Upper Village with eateries, food cart & health food on same block; See Photos. Rachel Carson's refuge, sandy beaches & the rocky coastline just 3 miles away. Own entrance to upstairs portion of house. Outdoor Shower 'round back. EZ street parking; pass for beaches ($25 savings daily). Read full listing, captioned photos & reviews prior to booking to avoid false expectations. MANDATORY: Your ETA at least 24 hrs in advance so we can let you in!

Jul 25 – Aug 1

R1,524 ZAR per night

Guest favorite

Loft in Barrington

4.96 out of 5 average rating, 491 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Dec 13 – 20

R1,756 ZAR per night

Guest favorite

Guest suite in Cape Neddick

4.97 out of 5 average rating, 288 reviews

Peaceful Coastal Retreat

Tucked away in the woods along a stretch of rocky coastline, this hidden retreat is the perfect place to truly get away. Located midway between Ogunquit and York, guests can enjoy all the amenities of the towns, yet return to the quiet and peaceful seclusion of the Peaceful Coastal Retreat. Listen to the wind blow and the birds chirp as you gaze into the surrounding forrest or the star speckled sky; there is no place more perfect to relax and experience the magnificent Maine coastline.

Sep 18 – 25

R3,102 ZAR per night

Guest favorite

Guest suite in Kennebunk

4.84 out of 5 average rating, 263 reviews

Beautiful Spacious Studio, 1 mile to beaches.

Our spacious suite with private bath is comfortable, well appointed and close to everything. 1 mile to the beach. Lots of extras included ! The suite consists of a large studio, with private bath. The bathroom is shared with a second bedroom which is only rented in conjunction with the suite. The second room rents for $55 per night for a second or third person in the group. Free amenities include use of beach parking pass, chairs, pack-n-play, kayaks, gas grill, picnic table, fire pit

Mar 21 – 28

R2,558 ZAR per night

Guest favorite

Guest suite in Kennebunkport

4.99 out of 5 average rating, 168 reviews

Get back to nature in this new woodsy retreat.

Perfect for "leaf peeping". Brand new rental! Beautiful 2nd floor two bedroom apartment with great light, nestled in the woods. Listen to the owls at night and wake to the birds chirping. Comfortably sleeps 5 in two queen beds and a twin XL bunk. Easy access to Goose Rocks Beach as well as Smith Preserve conservation trails for biking, hiking, trail running, snow shoeing and cross-country skiing. Located 6 miles from the center of Kennebunkport and 3 1/2 miles from Cape Porpoise.

Oct 28 – Nov 4

R3,722 ZAR per night

Guest favorite

Home in Kennebunk

4.98 out of 5 average rating, 165 reviews

Kennebunk Cottage

A renovated Maine cottage, our home is just a 1/4 mile to the beautiful Bridal Path that runs along the Mousam River. The Mousam River leads you to Parsons Beach and is great for Stand up Paddleboarding, kayaking and is a hot spot for fishing. The home is also just one mile to Mothers Beach, which is a favorite for families and just 1.5 miles to the shops and restaurants of Kennebunkport. Come overlook the marsh in our spacious backyard perfect for grilling and family time!

Jan 14 – 21

R5,392 ZAR per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 360 reviews

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.

Oct 24 – 31

R3,386 ZAR per night

Guest favorite

Home in Kennebunk

4.97 out of 5 average rating, 158 reviews

350 Steps to Gooch’s Beach! Water Views

Ideal location 350 steps to beautiful Gooch’s beach. Easy walk or short drive to Kennebunkport's Dock Square with shops and restaurants. This is the upper floor of a 2 floor, 2 unit building. Sunny and cheerful w/open floor plan, gas fireplace, and large back deck. WiFi and live streaming tv are included. Outdoor shower. Beach chairs/towels provided. Walk to beach & town. 7 day minimum, Saturday check in/check out June 29 through August 31., 2024

Nov 17 – 24

R14,907 ZAR per night

Guest favorite

Home in Kennebunk

4.94 out of 5 average rating, 141 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Oct 30 – Nov 6

R7,656 ZAR per night

Guest favorite

Home in Kennebunkport

4.93 out of 5 average rating, 167 reviews

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!

Oct 17 – 24

R7,992 ZAR per night

Guest favorite

Home in Biddeford

4.97 out of 5 average rating, 381 reviews

Private, spacious, colorful, fun & unique space

Large private comfortable annex with a SEPARATE entrance, bathroom and dining nook for our guests to enjoy in a farmhouse style family home built in 1850. Located on a quiet street 3 miles from Biddeford Pool Beach. 1 mile to the UNE Biddeford campus. 10 minutes to Saco train station. 15 minutes to Old Orchard Beach and 25 Minutes to the city of Portland and the Jetport.

Oct 29 – Nov 5

R1,824 ZAR per night