Holiday rentals in Kennebunk

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Top-rated holiday rentals in Kennebunk

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.
Flat in Kennebunk
4.99 out of 5 average rating, 173 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!

Top guest favourite
A modern sleeping area features a spacious bed with white linens and a decorative blue throw. Two nightstands are positioned on either side, each displaying a potted orchid. Framed artwork adorns the wall above the bed, enhancing the serene atmosphere.
Loft in Kennebunk
4.96 out of 5 average rating, 197 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.

Top guest favourite
Flat in Arundel
4.98 out of 5 average rating, 362 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.*

Guest favourite
A vibrant sunset casts shades of orange and pink across the sky, framed by the silhouette of trees. The edge of a white deck is visible in the foreground, creating a serene backdrop for outdoor gatherings.
Home in Wells
4.92 out of 5 average rating, 156 reviews

Boho Farmhouse by the Fields

Your Maine Boho Farmhouse awaits you! You’ll be tucked into the farm fields of Wells and just four miles to Drakes Island Beach. You’ll have everything you need and more at this coastal oasis. 7 miles to Wells Beach 7 miles to Kennebunk Beach 8 miles to Kennebunkport 10 miles to Ogunquit Beach Grocery stores within 4 miles: Spillers Farm Store, Wells IGA, Wells Hannaford Emergency Walk In: 2.5 miles 2 miles to closest gas station 5 miles to Wells Police Station/Wells Fire Department

Superhost
Home in Kennebunk
4.8 out of 5 average rating, 131 reviews

Farmhouse Retreat Upstairs | Walk to Downtown|

Experience the charm of our beautifully renovated 1870 farmhouse, a spacious upper unit Kennebunk vacation rental, offering comfort and relaxation, just a 5-minute walk from downtown!! Enjoy easy access to local coffee shops, restaurants, the farmers market and popular Garden Street Bowling Alley. Ideal for a cozy, convenient getaway. Need more space? Check out our profile to book the full-house rental, perfect for up to 8 guests. Beach Parking Permit for Kennebunk Beaches included!!

Superhost
The barn house features a rustic design with large, welcoming doors framed by vibrant greenery and colorful flower beds. Two red chairs are positioned invitingly on a pebble pathway leading to the entrance. A soft pink and purple sky complements the charming exterior.
Farm stay in Kennebunkport
4.92 out of 5 average rating, 129 reviews

Farmhouse Experience in a Beachside Community

2025 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.

Top guest favourite
A spacious living area features a large, white, slipcovered sectional sofa adorned with decorative pillows. A light wooden coffee table sits in the center, highlighted by a small potted plant. Artwork adorns the walls, and soft lighting creates a bright, inviting atmosphere.
Home in Kennebunk
4.97 out of 5 average rating, 352 reviews

★"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

Guest favourite
An aerial view shows a classic multi-story home positioned near the beach, surrounded by lush greenery. The coastline is visible, along with gentle waves and neighboring houses, highlighting the inviting ocean setting.
Home in Kennebunk
4.93 out of 5 average rating, 103 reviews

Ocean/Beach Unique Views: THE New England !

QUIET NEIGHBORHOOD, WELCOME TO FAMILIES! GAS FIREPLACE ! Classic architectural details all sited on an enviable ocean/beach location. An alluring home, lovingly maintained for 110 years, encompasses the true understated elegance of the era in which it was created. Amidst the 3,500 sq ft+, find 6 gracious bedrooms accented by 4 and a half baths, updated granite kitchen, pantry, glassed in front porch with mesmerizing views of the ever-changing sea.

Top guest favourite
A polished tray is displayed with two glasses and a can of Cranberry Island cocktail, complemented by a small vase of white flowers. The arrangement evokes a welcoming ambiance, signaling a thoughtful touch for guests.
Guest suite in Kennebunkport
4.98 out of 5 average rating, 171 reviews

Cape Porpoise Private Guest Suite with King Bed

Come relax in the guest suite of our new modern farmhouse, 1 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.

Top guest favourite
A contemporary cabin retreat is nestled among tall trees, softly illuminated by warm outdoor lights. A wooden deck with steps leads to a welcoming entrance. A separate sauna structure is visible, surrounded by snow-covered ground, providing a serene atmosphere in a tranquil forest setting.
Home in South Berwick
5 out of 5 average rating, 116 reviews

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Superhost
A cozy bedroom features a spacious bed with a patterned coverlet. A wooden table and chair are positioned by the window, allowing natural light to illuminate the room. Wooden walls contribute to a warm ambiance, and window treatments provide privacy.
Flat in Wells
4.82 out of 5 average rating, 370 reviews

The Crow's Nest

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, microwave, table with 2 chairs, 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.

Top guest favourite
The cabin is illuminated warmly at dusk, featuring a hot tub in the backyard. Outdoor seating arrangements with four chairs are positioned around a fire pit, set against a backdrop of trees, creating a serene and inviting atmosphere.
Cabin in Kennebunk
4.98 out of 5 average rating, 200 reviews

HotTub/5min to K-port, Pet friendly, @anchorunwind

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."

Popular amenities for Kennebunk holiday rentals

When is the best time to visit Kennebunk?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Kennebunk?

    Yes! Work meets play with ease at over 360 vacation rentals in Kennebunk featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in cabin rentals in Kennebunk?

    Experience the best of Kennebunk with our cabin rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Kennebunk?

    Four-legged friends are welcome in Kennebunk. Choose from more than 170 vacation rentals for guests traveling with pets.

  • Are there Kennebunk apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 20 apartment rentals with pools in Kennebunk, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Kennebunk have self check-in?

    Absolutely! We offer over 30 apartment rentals with self check-in in Kennebunk. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Kennebunk have wifi?

    Absolutely! We offer over 60 condo rentals with wifi in Kennebunk. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Kennebunk have a gym?

    Absolutely! We offer over 10 condo rentals with a gym in Kennebunk. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Kennebunk have a bbq area?

    Absolutely! We offer over 10 cabin rentals with a bbq area in Kennebunk. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Kennebunk?

    Kennebunk has more than 90 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Condo Rentals in Kennebunk?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a bbq area, over 60 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Kennebunk

  • Total holiday rentals

    Explore 870 holiday rentals in Kennebunk

  • Nightly prices starting at

    Kennebunk holiday rentals start at € 8 per night before taxes and fees

  • Verified guest reviews

    Over 32,070 verified reviews to help you choose

  • Family-friendly holiday rentals

    610 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 160 rentals that welcome pets

  • Holiday rentals with a pool

    180 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wifi availability

    860 of Kennebunk holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Kennebunk rentals

  • 4.8 Average rating

    Kennebunk stays are highly rated by guests – averaging 4.8 out of 5!

Destinations to explore

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  3. Maine
  4. York County
  5. Kennebunk