Holiday rentals in Kennebunkport

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Top-rated holiday rentals in Kennebunkport

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Guest favourite

Flat in Kennebunk

5.0 out of 5 average rating, 106 reviews

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!

18–25 Oct

$312 SGD per night

Guest favourite

Loft in Kennebunk

4.96 out of 5 average rating, 143 reviews

Private Modern Loft featured in Maine Home+Design

Experience the tranquility of staying in a PRIVATE STUDIO LOFT IN SEPARATE BLDG. overlooking 13 acres of private land abutting 600 acres of Alewive Brook Preserve while being 20 minutes to several area beaches and swimming lakes. The land is full of walking trails, fishing pond, biking trails and is conveniently only 7 minutes from the highway. Immaculate with wood floors, comfy queen size bed with Tempur-pedic mattress , 400 thread count soft 100 % cotton sateen sheets and high speed Internet.

28 Oct – 4 Nov

$174 SGD per night

Guest favourite

Home in Saco

5.0 out of 5 average rating, 124 reviews

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.

21–28 Feb

$568 SGD per night

Guest favourite

Barn in Kennebunkport

4.98 out of 5 average rating, 128 reviews

Loft carriage barn apartment off Dock Square

Enjoy your own private space in this well appointed loft apartment. Park your vehicle in the driveway and enjoy all that Kennebunkport Dock Square offers as well as lower village Kennebunk. An easy walk brings you to exciting shops, interesting restaurants, and adventuresome river activities. Located in the heart of the Kennebunkport historic district, the (hay) loft apartment is what remains of a 1790 barn!. A short drive brings you to sandy beaches, a summer theater and coastal scenery.

16–23 Jul

$497 SGD per night

Guest favourite

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

3–10 Feb

$188 SGD per night

Guest favourite

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.

5–12 Apr

$276 SGD per night

Guest favourite

Flat in Kennebunk

4.92 out of 5 average rating, 199 reviews

Best Dock Square Location! Walk Everywhere!

Welcome to Kennebunk Coastal Suites. (Cove Side Suite unit 3) Best location! 2 minute walk to Dock Sq ONSITE PARKING FOR 1 CAR Dozens of Shops, restaurants, and music surrounds you and all your senses! This is the perfect place for your Maine vacation. We painstakingly renovated this 1880’s charmer into 5 charming apartments complete with all your necessities including a washer/dryer. There are many houses for rent in the Kennebunks but none as convenient as this Kport charm

19–26 Jan

$476 SGD per night

Guest favourite

Guest house in Kennebunk

4.99 out of 5 average rating, 118 reviews

Quaint New England Cottage Perfect for Two!

Quaint New England cottage perfect for two! This cute one bedroom unit is small on space but big on charm, with a large deck looking out over beautiful gardens. Cottage is meticulously clean and features a fully equipped galley kitchen, WIFI, TV, designated free parking and most desired amenities. Located just a few miles from Kennebunk Beach and other local beaches, walking and biking trails, and the beautiful seaside town of Kennebunkport and it’s famed Dock Square.

9–16 Oct

$232 SGD per night

Guest favourite

Home in Kennebunk

4.97 out of 5 average rating, 157 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

13–20 Oct

$1,095 SGD per night

Superhost

Flat in Kennebunk

4.81 out of 5 average rating, 329 reviews

Excellent Rental

My place is in walking distance to the city center, great views, parks and the beach. You’ll love my studio apartment because of the coziness, the light, and the kitchenette. My place is good for couples, solo adventurers, business travelers, and furry friends (pets). The apartment is in walking distance to Dock Square, Restaurants, Bars and beaches. This is a dog friendly neighborhood. WiFi. Off street parking, very safe neighborhood.

30 Jan – 6 Feb

$220 SGD per night

Guest favourite

Guest house in Kennebunk

4.94 out of 5 average rating, 208 reviews

Intimate Ocean View Cottage Near the Mousam River

A newly renovated 700+ sqft one-bedroom, two story cottage, with a beautiful ocean view, is less than one mile from Parson’s Beach. The Mousam River access is less than ¼ of a mile away. A cozy Maine living space with a private backyard and fire pit for your enjoyment. Interested in biking or walking trails? We are less than 500' to the bridal path that can take you to nearby Mother’s Beach or into downtown Kennebunk.

21–28 Jun

$463 SGD per night

Guest favourite

Flat in Kennebunk

4.88 out of 5 average rating, 207 reviews

Suite in Seaside Maine

BOOK YOUR VALENTINES PAINT THE KENNEBUNKS RED GETAWAY! FREE YOUTUBE TV, NETFLIX, AMAZON PRIME, AND HULU PLUS AND A HUNDRED GREAT DVDS I moved to Maine from Canada in 2003. I love Kennebunk. It's the perfect combination of small town New England, vibrant seaside vacationland and close neighbor to beautiful Portland and exciting Boston.

9–16 Dec

$160 SGD per night