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Vacation rentals in Kennebunkport

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Quick stats about vacation rentals in Kennebunkport

  • Total vacation rentals

    Explore 480 vacation rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport vacation rentals start at G$6,277 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    380 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    210 properties have a dedicated workspace

  • Wi-Fi availability

    470 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!

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
An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.
Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

FamilyValueCleanliness

5.0 out of 5 average rating, 107 reviews
Top guest favorite
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

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.

ValueFamilyGrill

4.92 out of 5 average rating, 132 reviews
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

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.

LocationValueAccuracy

5.0 out of 5 average rating, 325 reviews
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

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

LocationValueComfort

4.94 out of 5 average rating, 121 reviews
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

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.

ValueLocationLong stay

5.0 out of 5 average rating, 148 reviews
Top guest favorite
An aerial view displays a colonial home surrounded by vibrant autumn foliage, set on an expansive lawn. The nearby Kennebunk River curves through the landscape, bordered by trees. The property includes a serene setting with open spaces and distant houses visible among the greenery.
Home in Arundel

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

FamilyValueBeach

4.95 out of 5 average rating, 111 reviews
Top guest favorite
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

Charming Designer Cottage on Marsh

Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

ValueLocationHeating

4.98 out of 5 average rating, 123 reviews
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

★"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

FamilyLocationBeach

4.97 out of 5 average rating, 375 reviews
Top guest favorite
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

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.

LocationValueCheckout

4.94 out of 5 average rating, 117 reviews
Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.

LocationValueOutdoor spaces

5.0 out of 5 average rating, 155 reviews
Guest favorite
The tiny home is set in a snowy wooded area, with its natural wood exterior complementing the surrounding environment. A fire pit and seating area are visible in front, surrounded by a blanket of snow, indicating a tranquil retreat in winter.
Tiny home in Biddeford

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

ValueLocationHot tub

4.97 out of 5 average rating, 263 reviews
Guest favorite
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

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!

ValueFamilyIndoor spaces

4.94 out of 5 average rating, 204 reviews

Popular amenities for Kennebunkport vacation rentals

BeachfrontSelf check-inPet friendlyLaptop-friendly workspaceGym

Stay near Kennebunkport's top sights

Goose Rocks Beach

7 locals recommend

Fortunes Rocks Beach

24 locals recommend

Hills Beach

4 locals recommend

Gooch's Beach

81 locals recommend

Mothers Beach

56 locals recommend

Trolley Museum

46 locals recommend

Kennebunkport beach vacation rentals

Top guest favorite
A cozy living room features a white-brick fireplace, with a functional gas flame. Stylish furniture includes a patterned armchair and a soft couch, complemented by a light-colored striped wooden floor. Large windows allow natural light and offer views of the surrounding area.
Home in Rye

*Beachfront* Vintage Coastal Cottage - Relaxation

ValueFamilyIndoor spaces

4.98 out of 5 average rating, 388 reviews
Top guest favorite
Home in Saco

Oceanfront Escape • Walk to Beach • Sleeps 14

ValueFamilyBathroom

4.98 out of 5 average rating, 175 reviews
Guest favorite
Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

FamilyValueTV

4.98 out of 5 average rating, 200 reviews
Top guest favorite
Condo in Old Orchard Beach

Luxury Beach Front Condo! Prime Location!

FamilyValueKitchen

4.92 out of 5 average rating, 513 reviews
Top guest favorite
A beverage sits on a small table beside a glass bottle filled with sticks. The view through a window reveals the sandy beach and calming ocean waves, with a colorful sunset casting soft hues in the sky. An American flag is partially visible in the background.
Cottage in Saco

Deja Blue Guesthouse

ValueFamilyPool

4.95 out of 5 average rating, 531 reviews
Top guest favorite
An open living area is highlighted by large windows that frame scenic views of the marsh. A modern gas fireplace serves as a focal point, while a light-colored sofa and a small table with a plant create a welcoming ambiance. Bar seating for four extends to the kitchen.
Home in Higgins Beach

Higgins Beach *New* Beach Home & Private Offices

FamilyLocationGrill

5.0 out of 5 average rating, 115 reviews
Top guest favorite
An open living area features a dark sofa with decorative cushions, surrounded by light wood flooring. Natural light fills the space through large windows. A dining area with a light-colored table and chairs is visible, along with decorative woven wall art enhancing the room's charm.
Home in Saco

3 Bedroom Seaside Oasis | 3 Minute Walk to Beach

LocationFamilyQuiet

4.97 out of 5 average rating, 108 reviews
Top guest favorite
A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.
Home in Windham

Waterfront Gem walkable to Restaurants!

ValueLocationKitchen

4.95 out of 5 average rating, 204 reviews

Kennebunkport house rentals

Top guest favorite
A spacious living area features a large sectional sofa adorned with patterned throw pillows. A wooden coffee table sits nearby, complementing the light wood flooring. Natural light fills the room through large windows, with a mounted television and decorative wall art enhancing the modern aesthetic.
Home in Old Orchard Beach

Luxury Home w/HOT TUB & Fire Pit

ValueFamilyOutdoor spaces

4.96 out of 5 average rating, 236 reviews
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

Oceanfront w/ Stunning views and Private Deck☀️🏖

ValueLocationCheckout

5.0 out of 5 average rating, 248 reviews
Top guest favorite
A bright sunroom features large windows offering natural light and views of the surrounding landscape. Comfortable seating includes a light blue couch with decorative pillows and two woven chairs. A small wooden coffee table sits in the center, complemented by a lamp on a dark side table.
Home in Kennebunk

350 Steps to Gooch’s Beach! Water Views

FamilyValueGrill

4.97 out of 5 average rating, 187 reviews
Top guest favorite
A brick pizza oven features two uncooked pizzas placed on its floor, surrounded by a lively fire. The oven's interior shows a warm glow from the flames, highlighting the rustic brickwork and setting a welcoming tone for cooking.
Home in Kennebunkport

Unique Home w/ Pizza Oven, Minutes from the Beach

LocationFamilyPets

4.92 out of 5 average rating, 250 reviews
Top guest favorite
A single-story cottage is set amidst a lush green lawn, with a welcoming front porch accessed by a set of stairs. Surrounding trees provide natural shade, while flower beds and shrubs enhance the exterior's charming appearance.
Home in Kennebunk

Cozy cottage - Summer Whales

LocationValueIndoor spaces

4.98 out of 5 average rating, 110 reviews
Guest favorite
Home in Kennebunk

CozyKennebunkEscape|Nearbeaches|HottubLgPatio&Yard

FamilyLocationComfort

4.98 out of 5 average rating, 144 reviews
Guest favorite
The exterior of a two-story wooden house is surrounded by lush greenery, showcasing a large wraparound deck with outdoor seating. A pathway leads to the entrance, with soft light spilling from the windows at dusk, creating an inviting atmosphere in the natural setting.
Home in Kennebunkport

Kennebunkport House - Walk to Dock Square!

ValueFamilyAmenities

4.88 out of 5 average rating, 212 reviews
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

Quiet cozy cottage close to restaurants, beach

LocationFamilyAccuracy

4.95 out of 5 average rating, 170 reviews

Pet-friendly vacation rentals in Kennebunkport

Top guest favorite
A charming home is surrounded by vibrant autumn foliage and a carpet of fallen leaves. The inviting exterior features a garage and large windows, while a colorful tree adds warmth to the scene. A playful atmosphere is enhanced by nearby decorations.
Guest suite in Kennebunk

The Nest! VERY CLEAN! Near downtown! Self check-in

LocationValueSleep quality

4.99 out of 5 average rating, 293 reviews
Top guest favorite
The exterior of a two-story building is displayed, featuring a gray facade with white trim. A wooden deck wraps around the second floor, providing multiple seating options. Stairs lead to the upper deck, where a satellite dish is visible. The clear blue sky complements the autumn foliage.
Apartment in Kennebunkport

#2Marsh Views, Cozy quiet spot on river&preserve

FamilyLocationBackyard

4.99 out of 5 average rating, 123 reviews
Top guest favorite
A warm and inviting living area showcases a stone fireplace framed by soft lighting. Two plush armchairs are positioned near a wooden coffee table. A cozy sofa adorned with a colorful blanket complements the wooden beams and walls, creating a tranquil atmosphere.
Cabin in Conway

The Conscious Cabin | Getaways + Retreats

LocationFamilyPets

4.96 out of 5 average rating, 201 reviews
Top guest favorite
A charming cottage is seen behind raised garden beds featuring green plants and flowering chives. The building's white exterior is complemented by wooden decking and natural surroundings of trees and greenery.
Tiny home in Kittery

water view property "The Little House"

ValueLocationCondition

4.96 out of 5 average rating, 599 reviews
Top guest favorite
An open space features a vaulted wooden ceiling with beams and skylights. A cozy seating area includes a brown sofa and a modern coffee table. A wood stove adds warmth, while a well-equipped kitchen with dark green cabinets is visible in the background.
Tiny home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe

ValueLocationHiking

4.99 out of 5 average rating, 393 reviews
Guest favorite
Cottage in Lyman

Cozy Waterfront Cottage w/ Private Dock & Kayaks

FamilyLocationGrill

4.83 out of 5 average rating, 121 reviews
Top guest favorite
Place to stay in Shapleigh

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

LocationValueCheck-in

5.0 out of 5 average rating, 144 reviews
Top guest favorite
A deck overlooking the water features a round table surrounded by four chairs, each with turquoise cushions. An umbrella stands in the center of the table, providing shade. A decorative rug with an oceanic design is positioned underneath the table, complementing the serene water views.
Cottage in Eliot

Salty Mermaid Cottage/Boat House

LocationValueView

4.99 out of 5 average rating, 215 reviews

When is the best time to visit Kennebunkport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$75,535 GYDG$66,747 GYDG$76,163 GYDG$73,024 GYDG$80,348 GYDG$94,576 GYDG$106,712 GYDG$111,106 GYDG$84,532 GYDG$75,535 GYDG$66,747 GYDG$79,092 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.

Destinations to explore