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Holiday houses in Kennebunkport

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Top-rated holiday rentals in Kennebunkport

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

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Top Guest favourite
A modern cabin with an A-frame shape is illuminated by warm lights, surrounded by tall trees. In front, a fire pit with wooden chairs invites gatherings, while a hot tub and sauna are visible nearby, contributing to the outdoor relaxation space.
Cabin in South Berwick
5 out of 5 average rating, 304 reviews

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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Top Guest favourite
A charming yellow house features white trim and black shutters, complemented by a large American flag adorning the front. Lush greenery surrounds the entry, with a neat pathway leading to the porch, where a shaded seating area is visible.
Home in Kennebunkport
4.94 out of 5 average rating, 112 reviews

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

ValueLocationNearby

Top Guest favourite
A hobbit house is nestled among lush green trees, with a sloping earth-covered roof adorned with grass and ferns. The rounded front features a large window framed in white, complemented by a natural stone border, emphasizing the home's connection with its woodland surroundings.
Earthen home in Sanford
4.91 out of 5 average rating, 121 reviews

Luxury Year-round Hobbit House w/ private hot tub

Fern Hollow 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.

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Top Guest favourite
A charming two-story white house features a covered porch with railing and a central double-door entry. Lush greenery and colorful flower beds surround the property, enhancing the welcoming appearance. Large windows invite natural light, and the roof is adorned with shingles.
Condo in Kennebunkport
4.98 out of 5 average rating, 54 reviews

Luxury Coastal Retreat | Mins from Dock Square

Minutes to Dock Square, beaches, and local restaurants. Escape to Cape Porpoise, Kennebunkport. Sea Glass is a luxury 1BR condo with ocean views, fire pit, designer interiors, a seasonal pool & LOCATION. Relax by the fire pit, walk to shops, explore the beaches, and enjoy a coastal retreat year-round. Perfect for getaways, remote work, or a classic Maine coast vacation. Experience Maine’s winter charm, spring beauty, beautiful summer and fall foliage at SeaGlass. Permit Number: STR-0008560

LocationFamilyQuiet

Top Guest favourite
A modern kitchen features light blue cabinetry and a large central island with bar seating. Pendant lights hang above the island, and stainless steel appliances are integrated into the design. Natural light fills the space through multiple windows, highlighting the wood flooring.
Apartment in Kennebunkport
4.97 out of 5 average rating, 36 reviews

Bass Cove Point Guest Apt Water Access Built 2025

Extraordinary guest house with beautiful water views. Nautical Maine coastal decor. 15-minute walk to the center of town. Newly built 2-bedroom apartment in 2025. Private entrance & balcony. Unmatched amenities: bikes, kayaks, picnic areas with grill, fire pit, lawn chairs, children's playhouse & indoor play cubby. Rick has very severe asthma, so we cannot allow pets. Our goal is to provide one of the best value rentals in Kennebunkport. Experience beauty & peace at Bass Cove Point. Jan & Rick

LocationValueNearby

Top Guest favourite
A spacious studio apartment features an open layout with a fully equipped kitchen, illuminated by pendant lights above the island. A cozy living area showcases a plush couch and decorative plants, while large windows provide natural light and views of the surrounding area.
Apartment in Kennebunk
5 out of 5 average rating, 132 reviews

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.

ValueLocationTV

Guest favourite
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
4.93 out of 5 average rating, 138 reviews

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.

LocationValueAmenities

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
4.98 out of 5 average rating, 361 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

LocationValueBackyard

Top 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
4.94 out of 5 average rating, 116 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.

FamilyValueLayout

Top Guest favourite
A charming cape-style house is framed by a well-maintained garden, with lush green grass and vibrant shrubbery. The light blue front door is complemented by white shutters on the windows. A wooden picket fence lines the yard, providing a welcoming boundary.
Home in Kennebunkport
4.93 out of 5 average rating, 194 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!

ValueLocationView

Top Guest favourite
A multi-level cabin constructed from wood blends seamlessly into the surrounding greenery. A spacious deck extends from the second floor, offering shaded seating under an umbrella. Stairs lead down to the ground level, where a welcoming entrance is accessible amidst the natural landscape.
Cabin in Kennebunk
4.95 out of 5 average rating, 210 reviews

CHowder Cabin Dog Oasis Fenced Yard

🐾 Dog Welcoming Cabin with Fully Fenced Yard Escape to a peaceful, cozy cabin tucked away in the woods — the perfect balance of private seclusion and close proximity to town. Kick your feet up on the deck, breathe in the pine, listen to the birds and frogs, or take a gentle stroll down Bufflehead Cove Lane. Walk quietly and you may spot a heron or egret on the pond!

LocationFamilyIndoor spaces

Guest favourite
The charming cottage exterior is framed by lush greenery, with a vibrant red door as the focal point. Flanking windows offer a glimpse of warm light, and hydrangea bushes bloom near the entrance. A stone pathway leads through a manicured lawn to the inviting front door.
Home in Kennebunk
4.89 out of 5 average rating, 47 reviews

Sandpiper

Discover the idyllic Maine retreat you've been dreaming of with our Sandpiper cottage nestled in The Coastal Village on Nine. Just moments away from Downtown Kennebunkport & Kennebunk's Lower Village, this cottage is a blend of tranquility and convenience, where joyful memories await your arrival. Don't just vacation—embark on a journey that you'll treasure forever.

LocationBathroomCheckout

Popular amenities for Kennebunkport holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Kennebunkport

Top Guest favourite
A sunlit corner features a light-colored armchair alongside a small, round side table. Large glass doors open to a natural setting, while a stylish floor lamp adds warmth to the contemporary space. Wooden bar stools are arranged at the kitchen counter.
Home in Kennebunk
4.96 out of 5 average rating, 67 reviews

New home, amazing location

LocationFamilyBathroom

Top Guest favourite
Home in Kennebunk
5 out of 5 average rating, 20 reviews

Downtown Coastal Charm Cottage in Kennebunk

FamilyLocationCleanliness

Top Guest favourite
A newly renovated colonial house features a light grey exterior with black shutters and a welcoming front porch. An American flag hangs from the porch, adding a touch of character. A well-maintained garden with greenery surrounds the foundation, enhancing the quaint appearance.
Home in Kennebunkport
5 out of 5 average rating, 86 reviews

Cozy updated colonial, 5 minute walk to town!

LocationFamilyCheck-in

Top Guest favourite
A cozy living area features a plush blue-and-white patterned chair, positioned next to a modern fireplace. A wall-mounted television is displayed above a wooden mantel. The open kitchen area can be seen in the background, with stylish bar stools and kitchen shelving.
Cottage in Kennebunkport
4.98 out of 5 average rating, 119 reviews

Charming Designer Cottage on Marsh

ValueFamilyNearby

Top Guest favourite
Home in Kennebunk
5 out of 5 average rating, 46 reviews

The Cottage at Kennebunk!

FamilyLocationSleep quality

Guest favourite
An airstream is situated among tall trees, showcasing a sleek, reflective exterior. Soft light illuminates the structure from overhead and side, while a covered outdoor area with wooden accents provides a shaded entrance. Natural stones line the pathway, enhancing the serene forest setting.
Campervan/RV in Biddeford
5 out of 5 average rating, 20 reviews

Airstream in a Forest Bath

LocationBathroomHospitality

Top Guest favourite
This quaint cottage is situated near the waterfront, featuring blue shutters and a welcoming front porch. A white picket fence borders the lush garden, while boats are visible in the marina beyond, with trees and clouds framing the tranquil scene.
Cottage in Kennebunkport
4.98 out of 5 average rating, 89 reviews

Minnow Cottage waterfront, in-town Kennebunkport

LocationFamilyGetting around

Guest favourite
The historic yellow house features green shutters and a white porch, nestled against a rocky seawall. A sailboat is anchored nearby on calm waters, reflecting the vibrant colors of the building. Lush trees provide a backdrop to the scenic coastal setting.
Home in Kennebunkport
5 out of 5 average rating, 21 reviews

Ocean Views of Islands & Lighthouse-Tennis Court

LocationFamilyView

When is the best time to visit Kennebunkport?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$515 AUD$455 AUD$519 AUD$435 AUD$535 AUD$626 AUD$727 AUD$757 AUD$576 AUD$515 AUD$455 AUD$539 AUD
Avg. temp-4°C-3°C1°C7°C13°C18°C21°C21°C16°C10°C4°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Kennebunkport?

    Kennebunkport has a mix of historic inns, cozy bed and breakfasts, and rental homes around Dock Square, the waterfront, and quiet neighborhoods. Staying near the beach or just outside the main area is often suggested for a relaxed atmosphere.

  • What are the best things to do in Kennebunkport with kids?

    Families can explore local beaches, take scenic boat rides, or enjoy outdoor nature reserves. The area also has ice cream shops and seasonal programs suitable for younger travelers.

  • What are some of the best things to do in Kennebunkport?

    Explore Dock Square for shops and galleries, stroll sandy beaches, or join a harbor or lobster boat tour. Nature walks and lighthouse views around Kennebunkport are frequently suggested.

  • How is the weather in Kennebunkport?

    Kennebunkport has cold, snowy winters around 16–38°F (-9–4°C), and warm summer highs reaching 80°F (26°C). Spring and fall are cooler with changing foliage, while summer tends to be the sunniest.

  • When is the best time to visit Kennebunkport?

    Late spring through early fall is often recommended for mild temperatures, green scenery, and frequent community events. Autumn draws visitors with its colorful foliage, while summer sees the most outdoor activity.

  • What are the best places to visit in Kennebunkport?

    Dock Square is popular for local shops and art, while beaches and the scenic shoreline around Ocean Avenue are often explored. The town has historic sites and nature preserves that reflect the area's coastal heritage.

  • What are some hiking trails in Kennebunkport?

    Kennebunkport has nature reserves and woodland paths, including trails at the Rachel Carson National Wildlife Refuge and the Edwin L. Smith Preserve. These offer opportunities for gentle hikes among marshes, forests, and coastal views.

  • What are some family activities we can do in Kennebunkport?

    Families often enjoy beach days, boat excursions, and interactive experiences at local nature centers. ice cream shops, outdoor festivals, and craft activities add to the options around town.

  • What are some of the best day trip ideas from Kennebunkport?

    Consider exploring nearby historic villages, scenic coastal parks, or art museums in surrounding areas. Seasonal boat tours and farm visits are also often suggested for travelers looking to spend a day beyond Kennebunkport.

  • Are there any pet friendly accommodations available in Kennebunkport?

    Many rentals and lodgings in Kennebunkport welcome pets, particularly around the beach areas and quieter neighborhoods. Policies and amenities vary, so checking ahead with individual hosts is helpful.

  • What are some local tips for visiting Kennebunkport?

    Parking fills up quickly in central spots during busy times, so consider walking or biking around town. Packing layers is useful, as coastal weather can shift, and local businesses often appreciate early reservations for dining.

  • What is Kennebunkport known for?

    Kennebunkport is known for its seaside charm, historic docks, and active harbor. The town draws travelers for local art, fresh seafood, and picturesque New England architecture.

  • What are the best hidden gems to explore in Kennebunkport?

    Quiet nature trails, small local galleries, and lesser-known beach access points are often described as hidden gems. Out-of-the-way bakeries or family-run shops can surprise those willing to explore beyond the main streets.

  • What are the best foods to try in Kennebunkport?

    Lobster rolls, fresh seafood chowder, and local blueberry desserts are frequently suggested specialties. Many travelers also enjoy trying baked goods from coastal bakeries and Maine-style ice cream.

  • What should I bring for a trip to Kennebunkport?

    Pack layers for shifting coastal weather, with a light jacket, comfortable shoes for walking, and a sunhat. In summer, beachwear and sunscreen are useful, while fall and spring call for warmer clothes.

  • What is the nightlife in Kennebunkport like?

    Nightlife in Kennebunkport is generally relaxed, with local taverns, waterfront bars, and live acoustic music venues around town. Evening strolls along the harbor are popular for a low-key atmosphere.

  • What are the most popular events or festivals in Kennebunkport?

    Kennebunkport has seasonal festivals that celebrate local food, art, and maritime traditions. The town is especially lively during holiday celebrations in December and summer community events.

  • Are there family friendly vacation rentals in Kennebunkport?

    There are many family-friendly vacation rentals in Kennebunkport, including homes with kitchens and extra space in neighborhoods near beaches or quiet areas around town. Filters for amenities like cribs or laundry can support a comfortable stay.

Quick stats about holiday rentals in Kennebunkport

  • Total holiday rentals

    Explore 450 holiday rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport holiday rentals start at $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 16,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    350 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wi-Fi availability

    440 of Kennebunkport holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Pet friendly across Kennebunkport rentals

  • 4.9 Average rating

    Kennebunkport stays are highly rated by guests—averaging 4.9 out of 5!

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