Holiday rentals in Kennebunk

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Top-rated holiday rentals in Kennebunk

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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!

21–28 Oct

$319 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.

5–12 Mar

$178 SGD per night

Guest favourite

Flat in Arundel

4.99 out of 5 average rating, 288 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

6–13 Jan

$373 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 Oct

$192 SGD per night

Guest favourite

Guest suite in York

4.96 out of 5 average rating, 497 reviews

Ogunquit Tranquil Setting near Perkins Cove

Private entrance with patio. Two night weekends. A nicely appointed suite with a luxury queen bed. 1/2 mile walk to Perkins Cove and 1 mile to Ogunquit Center and Maine's # 1 beach, where you can savor the outstanding restaurants and gift shops. Walk to scenic Perkins Cove and Marginal Way for breathtaking views of the Atlantic. New England's most treasured scenic coastal walk. On site - Acupuncture - Facial rejuvenation - Red-light Therapy - Reiki Master treatments. (additional fee).

27 Feb – 6 Mar

$206 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.

1–8 Feb

$282 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.

13–20 Oct

$237 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.

20–27 Feb

$213 SGD per night

Guest favourite

Guest house in Kennebunk

4.94 out of 5 average rating, 209 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.

30 Sep – 7 Oct

$296 SGD per night

Guest favourite

Flat in Wells

4.82 out of 5 average rating, 222 reviews

Sea Salt

This is a one bedroom unit with its own private bathroom close to Wells Beach, and Route 1 Shopping, restaurants , etc. High-speed WiFi, AC/Heat, comfy queen sized bed, mini fridge, ceiling fan, first aid kit, iron, and blow dryer. I don't do long term rentals for the summer but please message me if you'd like to do a long term rental from October to May.

7–14 Dec

$128 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.

28 Jul – 4 Aug

$239 SGD per night

Guest favourite

Guest suite in Kennebunkport

4.99 out of 5 average rating, 153 reviews

No. 48 *Cozy Getaway* King Bed I Tub I Fireplace

We’re Bill and Jen Adams and we welcome you to No. 48 in Kennebunkport, Maine! No. 48 is a newly built, cozy guest suite located above the garage of our 1900 farmhouse in Cape Porpoise East. Enter the breezeway from your reserved parking space, and access your private getaway with your own key code.

10–17 Sep

$416 SGD per night