Vacation rentals in Kennebunkport

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Top-rated vacation rentals in Kennebunkport

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

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Top guest favorite
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, 278 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.

Top guest favorite
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, 108 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

Guest favorite
An expansive in-ground pool is surrounded by a spacious wooden deck, featuring comfortable lounge chairs. The house, with gray siding, is visible in the background, flanked by trees that provide privacy. Soft clouds pass overhead, contributing to a tranquil outdoor setting.
Home in Kennebunk
4.83 out of 5 average rating, 163 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!

Top guest favorite
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.
Apartment 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 favorite
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, 121 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.

Top guest favorite
A modern beach house is positioned along a serene shoreline, featuring large windows that reflect the colorful sunset. The exterior showcases a blend of natural materials and white accents, with a deck that offers expansive ocean views. Rocky shores frame the property, enhancing the coastal setting.
Home in Saco
5 out of 5 average rating, 216 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.

Top guest favorite
A cozy living area features two patterned armchairs and a neutral-colored sofa, creating a welcoming seating arrangement. A light-colored coffee table is centered on an area rug, with decorative items and reading materials arranged on it. Natural light enters through the window, enhancing the space.
Farm stay in Kennebunk
4.95 out of 5 average rating, 101 reviews

1760 Morrill Farm House-5 Minutes to Kennebunkport

Welcome to the 1760 Morrill Farm House, your idyllic sanctuary for your iconic Vacationland experience. Just a 5 minute drive to Kennebunk and Kennebunkport villages, Mother’s, Middle and Gooch’s beaches. Free beach pass provided. PLEASE NOTE: This unique space has very low ceilings and may not accommodate people over 6 feet tall comfortably. PLEASE NOTE: Unit 2 only has one designated parking spot. Any extra cars in your party must park on the side of the road next to the bushes.

Top guest favorite
A cozy cottage exterior is shown, featuring light-colored siding and a welcoming wooden entrance deck. Surrounding greenery enhances the tranquil setting, while a driveway leads to the property. The serene lake is visible in the background, surrounded by trees, inviting a peaceful retreat.
Cottage in Middleton
4.97 out of 5 average rating, 169 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Guest favorite
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, 132 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 favorite
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

Top guest favorite
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 favorite
A modern kitchen features sleek cabinetry and a granite countertop, with appliances and cookware neatly arranged. A color-coordinated backsplash adds depth to the design. In the background, a living area is visible, furnished with comfortable seating and a smart TV on the wall.
Home in Kennebunk
4.95 out of 5 average rating, 163 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.

Popular amenities for Kennebunkport vacation rentals

When is the best time to visit Kennebunkport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$62,022 GYDG$62,438 GYDG$64,936 GYDG$63,479 GYDG$78,048 GYDG$91,368 GYDG$106,145 GYDG$110,516 GYDG$84,083 GYDG$75,134 GYDG$66,393 GYDG$78,672 GYD
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 vacation rentals in Kennebunkport

  • Total vacation rentals

    Explore 440 vacation rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport vacation rentals start at G$2,081 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    430 of Kennebunkport vacation 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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