Kennebunkport holiday rentals

We found 2,504 holiday rentals — enter your dates for availability
Select from 179 homes, 62 cottages and other holiday rentals in Kennebunkport to find one that's perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Kennebunkport

Showing deals for:29 Jan - 5 Feb

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Find out more about Kennebunkport

Why visit Kennebunkport

  • Stunning Beaches: Kennebunkport boasts beautiful sandy shores, perfect for sunbathing and seaside strolls.
  • Historic Landmarks: Explore the town's rich heritage through its charming architecture and significant sites.
  • Scenic Bay Views: Enjoy breathtaking vistas of the coastline and picturesque harbour, ideal for photography.
  • Local Culture: Experience the vibrant arts scene and culinary delights with fresh seafood and local delicacies.
  • Quaint Downtown: Stroll through the charming streets lined with boutique shops and delightful eateries.

Popular types of accommodation in Kennebunkport

Discover the charm of Kennebunkport, Maine, a picturesque coastal town known for its stunning waterfront views and vibrant local culture. Visitors can explore the scenic beaches, indulge in fresh seafood, and stroll through the quaint streets lined with boutique shops. The most sought-after holiday rentals include private holiday homes, cosy cottages, and modern condos, perfect for families or romantic getaways. Experience the beauty and tranquillity of this enchanting destination with a selection of waterfront holiday rentals in Kennebunkport.

  • Private Holiday Homes: These exclusive abodes are the top choice, offering privacy and comfort for visitors seeking a refined retreat in Kennebunkport.
  • Condos: Modern and well-appointed, these units provide a stylish, urban feel for travellers in search of convenience.
  • Cottages: Quaint and charming, these dwellings offer a cosy, rustic experience ideal for a peaceful holiday.
  • Apartments: Practical and comfortable, these spaces serve as a versatile base for exploring the local attractions.
  • Cabins: Perfect for nature enthusiasts, these rustic hideaways provide a traditional, woodsy escape.**

Top attractions near Kennebunkport

Kennebunkport in Maine offers a delightful blend of outdoor adventures and cultural experiences. Visitors can bask on its beautiful beaches, explore historic landmarks, and enjoy the scenic bay views. This charming city is perfect for those seeking a mix of natural beauty and local heritage, providing plenty of opportunities for memorable excursions and leisurely strolls along its captivating coastline.

  • Kennebunkport Harbor: A picturesque harbour offering stunning views and a vibrant atmosphere, perfect for leisurely strolls along the waterfront, watching boats, and enjoying local seafood at nearby eateries.
  • Ogunquit Beach: While slightly further away, it boasts soft sands and gentle waves, ideal for sunbathing, swimming, and beachcombing, creating a quintessential seaside experience.
  • Perkins Cove: Known for its charming scenery, this coastal cove features quaint shops and eateries, offering delightful views and opportunities for outdoor activities like kayaking and walking along scenic trails.

Things to do recommended for couples

For a romantic getaway in Kennebunkport, enjoy a sunset cruise along the tranquil coast, explore the charming streets hand-in-hand, or indulge in a candlelit dinner at a local seafood restaurant. Don’t miss the picturesque views from the iconic Cape Porpoise.

Things to do recommended for families

Your family will delight in exploring the charming beaches of Kennebunkport, including Goose Rocks Beach and Mother's Beach. Enjoy a scenic boat tour to spot local wildlife, or visit the Children's Museum of Maine for interactive exhibits that engage young minds in a fun way.

Things to do recommended for groups

Experience the thrill of motor racing at Beech Ridge Motor Speedway, located 29km from Kennebunkport. Perfect for groups seeking adventure, this venue offers an exhilarating day filled with excitement and competition.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Kennebunkport

Regardless of whether you are travelling with a group, as a family, bringing along your pets, or seeking extended stays, it's important to apply the appropriate filters based on your priorities. Here are some helpful booking tips for Stayz.

  • Traveling to Kennebunkport with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and many more on Stayz.
  • Traveling to Kennebunkport with young kids: Traveling with young children can be demanding. You must prioritise their comfort and safety, as well as ensure access to age-appropriate facilities like a private swimming pool. It is also wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Kennebunkport: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Kennebunkport: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include amenities such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Kennebunkport

Kennebunkport, Maine, is a charming coastal town perfect for outdoor enthusiasts and beach lovers. Explore the picturesque downtown, where quaint shops and eateries line the streets. Relax on Kennebunk Beach, soaking in the sun and scenic views. For a short drive, venture to nearby attractions that offer family-friendly excursions and vibrant scenery. With its friendly atmosphere and historical charm, Kennebunkport promises a delightful holiday experience.

  • Ogunquit: A mere 16km from Kennebunkport, Ogunquit enchants visitors with its inviting outdoor lifestyle and exquisite coastal scenery. This city is renowned for its expansive beach and family-friendly shoreline, offering ample opportunities to enjoy the natural environment. Wander along the invigorating hiking trails or try your hand at a round of golf. The nearby ski field also presents an exciting option for winter enthusiasts, while the local lake and beach landmarks provide picturesque backdrops for memorable holiday moments.
  • Old Orchard Beach: Situated 19km from Kennebunkport, Old Orchard Beach is celebrated for its vibrant atmosphere and scenic coastal vistas. This destination is perfect for those who relish outdoor adventures, with attractions including a ski field and an amusement park that adds a touch of fun to the seaside experience. Its pristine family beach and bustling tourist precinct are central to the charm of the area, making it a delightful spot for leisurely strolls and refreshing seaside moments.
  • Wells: At a convenient 10km from Kennebunkport, Wells offers a delightful blend of outdoor experiences and coastal beauty. This city invites exploration with its scenic hiking trails and ski field, alongside a lake and family beach that enhance its rustic charm. The presence of educational attractions enriches the cultural travel experience, making Wells an ideal choice for visitors seeking both relaxation and a touch of local heritage.

Best time to go to Kennebunkport

If you're planning a trip to Kennebunkport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to February and November tend to have fewer bookings and better deals.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January26.1°F (-3.3°C)Light RainMostly SunnyModerately LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyModerately LowSlightly Low
March33.6°F (0.9°C)Light RainMostly CloudyAverageSlightly Low
April43.9°F (6.6°C)Light RainMostly CloudyAverageAverage
May54.1°F (12.3°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)Light RainMostly SunnyModerately HighSlightly High
July69.4°F (20.8°C)Light RainMostly SunnyModerately HighSlightly High
August68.9°F (20.5°C)Light RainMostly SunnyModerately HighSlightly High
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.0°F (5.0°C)Light RainMostly SunnyModerately LowAverage
December32.7°F (0.4°C)Light RainMostly SunnyAverageAverage

Booking with Stayz is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Stayz property that fits your budget, feel free to utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board provides a dedicated space for you to create new journeys, further develop your plans, or review and organise your bookings. The properties you have saved or reserved are neatly categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Kennebunkport when booking a holiday rental?

When considering the best area to stay in Kennebunkport, Maine, for a holiday rental, the Dock Square neighbourhood is a fantastic choice. This charming area is the heart of Kennebunkport, bustling with quaint shops, delightful cafes, and excellent dining options. Here, you can enjoy the picturesque waterfront and take leisurely strolls along the Kennebunk River. One of the top attractions nearby is the historic Franciscan Monastery, which offers a serene escape with beautiful gardens and walking paths. Additionally, a short drive will lead you to the stunning Cape Porpoise, where you can witness breathtaking coastal views and indulge in fresh seafood at local eateries.


Another lovely area to consider is the Goose Rocks Beach neighbourhood. Known for its stunning sandy shores, this locale provides a peaceful retreat for those looking to relax by the sea. The beach is ideal for sunbathing, swimming, and long walks, and nearby, you can explore the scenic beauty of the Rachel Carson National Wildlife Refuge, which is superb for nature enthusiasts.


Overall, both areas offer a range of properties, with Dock Square providing a more vibrant setting and Goose Rocks Beach delivering a tranquil seaside experience.

Where are the best areas for renting a beach house in Kennebunkport?

For renting a beach house in Kennebunkport, the area around Goose Rocks Beach is particularly appealing. This beautiful stretch of sandy shore is superb for families and groups seeking a relaxing seaside escape. Many properties in this vicinity offer amenities such as spacious outdoor decks for sunbathing, barbecue grills for summer cookouts, and fully equipped kitchens that make self-catering convenient. Travellers can also find beach houses with direct beach access, allowing for effortless days spent by the ocean.


Another excellent option is the area near Dock Square, where you'll find charming cottages and larger homes that reflect the local coastal architecture. These properties often come with amenities like cosy living areas, fire pits for evening gatherings, and proximity to local shops and restaurants. The vibrant setting of Dock Square, with its boutiques and eateries, adds to the appeal, providing plenty of options for dining and shopping just a short stroll away.


Additionally, the Kennebunk River area offers rentals with picturesque views and private docks, ideal for those interested in boating or fishing. Many of these properties feature outdoor seating areas, superb for enjoying the serene environment after a day of beach activities.

Are there any houseboat rentals in Kennebunkport?

In Kennebunkport, several houseboat rentals are available, offering a unique way to experience this charming coastal town. These houseboats are typically located near the waterfront, providing stunning views of the Kennebunk River and easy access to local attractions such as the Dock Square and the scenic beaches.


Travellers can expect amenities such as comfortable sleeping arrangements, small kitchen facilities for preparing meals, and often outdoor decks for relaxing while enjoying the fresh sea breeze. Some houseboats may also include modern conveniences like Wi-Fi and air conditioning, ensuring a comfortable stay.

What is the most popular type of holiday rental accomodation in Kennebunkport?

In Kennebunkport, holiday houses are the most popular type of holiday rental, with around 620 available throughout the area. These spacious homes are often situated close to picturesque points of interest such as the Kennebunkport River and the stunning coastline, providing a great base for exploring the charming village. Most holiday houses come equipped with amenities like fully stocked kitchens, multiple bedrooms, and outdoor spaces such as decks or gardens for enjoying the beautiful Maine weather.


Cottages are also a desirable option, with approximately 176 rentals offering a quaint and cozy atmosphere, ideal for couples or small families. These cottages typically feature rustic decor and may include amenities like fireplaces and porches. Additionally, there are around 68 condos and 60 apartments available, which provide a more compact living space while still offering essential amenities.

Are there any family house rentals in Kennebunkport?

In Kennebunkport, Maine, there are a substantial number of family-friendly holiday rentals, with around 170 options available for visitors. This charming coastal town offers a variety of neighbourhoods, each with its unique character and proximity to attractions.


Properties in areas such as Cape Porpoise and Dock Square often feature spacious living areas, well-equipped kitchens, and outdoor spaces great for family gatherings. Many homes include amenities like private yards, barbecue facilities, and even access to nearby beaches, making it easy for families to enjoy time together outdoors.


Moreover, the town is close to key points of interest, including the scenic Kennebunk River and the picturesque Goose Rocks Beach, which is ideal for sunbathing and swimming. Families can also explore local shops, galleries, and eateries that serve delicious seafood dishes, enriching their holiday experience.

Can I rent a holiday home with a pool or hot tub in Kennebunkport?

In Kennebunkport, there are plenty of holiday homes available for rent that feature both pools and hot tubs, with around 50 options to choose from. This charming coastal town, known for its picturesque beaches and quaint shops, offers a variety of neighbourhoods to explore, such as Cape Porpoise and Dock Square.


Travellers can expect a range of amenities in these rentals, including private pools, inviting hot tubs, outdoor dining areas, and fully equipped kitchens, superb for family gatherings or entertaining friends. Many properties also boast beautiful garden spaces and some may provide easy access to the nearby beaches, making it an ideal spot for a relaxing getaway.

Are there pet-friendly house rentals in Kennebunkport?

In Kennebunkport, there is a wide selection of pet-friendly house rentals available, with around 61 options for travellers to choose from. Many of these holiday homes are situated close to scenic coastal areas and charming town centres, providing a delightful experience for both humans and their furry companions.


Properties in this region often come equipped with amenities such as spacious outdoor areas, ideal for pets to roam, as well as fully equipped kitchens and comfortable living spaces. Some homes may feature additional comforts like private decks, hot tubs, and laundry facilities, ensuring a convenient and enjoyable stay.


The town itself is known for its picturesque waterfront and inviting atmosphere, with pet-friendly beaches and parks nearby, making it a fantastic destination for those looking to explore the great outdoors with their pets. See all pet-friendly rentals in Kennebunkport.

Are there any remote work holiday rentals in Kennebunkport?

In Kennebunkport, there are numerous remote work holiday rentals available, with around 900 options to choose from. This picturesque coastal town offers a blend of scenic beauty and charming local culture, making it an ideal choice for those looking to work remotely while enjoying a relaxing environment. Many properties come equipped with amenities tailored for remote workers, including high-speed Wi-Fi, dedicated workspaces, and comfortable living areas that allow for both productivity and leisure.


Travellers can find a variety of accommodations, from quaint cottages to larger homes, often featuring fully equipped kitchens, outdoor spaces for fresh air breaks, and proximity to local attractions. The town itself is dotted with lovely shops, galleries, and restaurants, providing a delightful setting for after-work activities. Additionally, the nearby beaches and scenic walking trails enhance the appeal for those balancing work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.

What are popular rental amenities in Kennebunkport?

In Kennebunkport, popular rental amenities include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature decks or patios, providing a lovely outdoor space for relaxation and enjoying the coastal views. Onsite parking is commonly available, making it convenient for visitors with vehicles. Additionally, most rentals offer coffee and tea makers, ensuring a warm beverage is always within reach.

When is the best time to visit Kennebunkport for a holiday rental?

The best time to visit Kennebunkport for a holiday rental is during the peak season from June to August, with July being especially popular. This vibrant time of year attracts travellers eager to soak up the sun on the stunning beaches, stroll through charming streets lined with quaint shops, and savour fresh seafood at local eateries. The warm temperatures, typically ranging from 15 to 30 degrees Celsius, provide a superb backdrop for outdoor activities like kayaking and hiking along the scenic coastline.


As you explore Kennebunkport, you'll find plenty of opportunities for sightseeing, from the picturesque Kennebunk River to the iconic lighthouses dotting the shore. The lively option during these summer months offers a fantastic chance to connect with fellow holidaymakers and enjoy the bustling events that take place, including art shows and festivals.


If you're looking for a more budget-friendly option, consider planning your visit in November. This quieter month allows you to appreciate the peaceful charm of Kennebunkport as the autumn leaves create a stunning landscape. Plus, without the crowds, you can enjoy a more relaxed pace while exploring local attractions and taking in the beautiful scenery.

What are the top attractions in Kennebunkport?

In Kennebunkport, visitors can enjoy a variety of attractions that highlight the town's coastal charm and rich history. The picturesque Dock Square is a hub of activity, featuring quaint shops, galleries, and eateries where holidaymakers can savour local seafood. Just a short walk away, the scenic Riverwalk offers lovely views along the Kennebunk River, making it a great spot for leisurely strolls.


For those interested in history, the famous Bush family compound at Walker's Point provides a glimpse into the area's political heritage, although the property itself is not open to the public. Nearby, the charming St. Ann's Episcopal Church, known for its stunning architecture and seaside location, is a popular site for photography.


Nature lovers will appreciate the beautiful coastline at Goose Rocks Beach and the tranquil surroundings of Cape Porpoise, where visitors can often catch sight of local wildlife. Additionally, the Kennebunkport Conservation Trust maintains numerous trails and preserves, offering ample opportunities for hiking and exploring the natural beauty of the region.

Are all fees included in the Kennebunkport holiday homes prices shown on Stayz?

Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

Are there any Kennebunkport holiday homes with parking?

Stayz offers a wide selection of holiday homes in Kennebunkport with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

Are there any discounts for Kennebunkport holiday homes?

You can find great discounts on holiday homes in Kennebunkport on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

Can I change or cancel my Kennebunkport holiday home booking on Stayz?

To find Kennebunkport holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.

Can I find long-stay holiday homes in Kennebunkport?

A long-stay holiday home in Kennebunkport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

Can I plan a group trip on Stayz?

Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.

How early should I book a Kennebunkport holiday home?

Book your Kennebunkport holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.

How much does it cost to rent a holiday home in Kennebunkport?

Prices for holiday homes in Kennebunkport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Kennebunkport to more spacious homes.

What can I expect from Stayz customer service and StayzCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is StayzCare™ and how does it work?

Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Why should I join Stayz as a host?

Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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