10 Best Vacation Rentals In Kennebunkport, Maine

Pala
Pala 
Updated
| 5 min read

Sitting along the coast of southern Maine, the town of Kennebunkport is known for its beautiful sandy beaches. It is home to Seashore Trolley Museum, which houses an amazing collection of streetcars and other vehicles, making it a haven for car lovers or curious visitors. With rustic stone churches, lighthouses, restaurants, coffee shops, and shopping areas, it is a great destination by the seaside. Noteworthy activities here include whale watching, sailing, kayaking, and other water sports, perfect for sports enthusiasts. The town also has a variety of accommodations ranging from apartments to condos. So, if you are looking for a coastal town to explore and relax in during your vacation with friends and family, look no further. Check out these best vacation rentals in Kennebunkport, Maine, to ensure an enjoyable stay.

We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on July 17, 2022.

1. Chic accommodation near beaches (from USD 255)

A short walk from beautiful beaches, this recently renovated Kennebunkport home has three bedrooms and can accommodate up to four guests. The perfect home for a getaway, it is close to all the best shops and restaurants in the area while keeping a good distance from the hustle and bustle of the locals. It is also close to popular tourist attractions, such as Nunan’s Lobster Hut and Cape Porpoise Pier.

If you are in need of an impromptu trip for some peace and quiet, choose to stay in this modern home, which has free Wi-Fi, parking facilities, games for entertainment, and even a large outdoor deck that works as the perfect spot for cooking on the grill while relaxing under the night sky.

Stayed at this property?
44 reviews   Wifi Available
House 4 Guests 3 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Cleanliness:
clean comfy and relaxing
super clean home refreshing to not worry about cleanliness
this cottage was extremely clean cozy and we easily slipped into vacation mode there
Host:
the host was very responsive
the owners were always quick to respond to make sure we had everything we needed
really well done home and alex was a great host we would definitely recommend
roy and toby are wonderful hosts and i would highly recommend staying in their home
the owners even gave us a bottle of champagne and a cute card to help us celebrate
Location:
we loved the location and appreciated the well stocked kitchen
the location was great as it's a short distance to kennebunkport shops restaurants and the beach
what a great location too we would come back
adorable home in a great location the home is very close to the center of kennebunkport
this was a great house perfect location to all the coastal spots we wanted to see
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2. Waterfront condo with stunning views (from USD 300)

Stay in this gorgeous and recently renovated condo by the river, located just a stone’s throw away from the restaurants and shops in Dock Square. What’s more, it is just a few minutes from the sandy beaches.

It is a bright and open space with lots of windows that give you the perfect view of the river and the English gardens. You can enjoy some leisure time on the private deck or paddleboard, kayak, or fish in the private dock. Make full use of outdoor grills or utilize the equipped kitchen to make some delicious home-cooked meals. This comfortably furnished condo, with all its amenities, is a great place for small retreats.

Stayed at this property?
65 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
great views from the deck and living/dining room overlooking the river
plenty of room and comfortable furniture
it has lovely views and the outdoor deck is very comfortable for an outdoor dinner or cocktails
the condo is modern yet cozy and has a beautiful private balcony
Cleanliness:
the condo was very clean updated and just beautiful
bright clean and had everything we needed
the home was spotless clean and very nicely decorated
very clean with comfortable beds and nice furnishings
a great property right in town very clean and comfortable
Host:
she is a great host and helpful with her favorite place to eat
sheila was very responsive to any of our questions and provided a welcome packet with good recommendations
sheila the owner was very friendly and helpful
the property owner was wonderful to work with & super responsive to all of our needs
we had a great stay sheila the property owner was awesome to deal with
Location:
the location is perfect and within walking distance of the town
the condo is in a great location just a few minutes walk from the main area of kennebunkport
short walk to great shops and restaurants and only 20 minute walk to the beach
exceptional property with a fantastic location
the condo had a great location and was immaculate
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3. Spacious vacation retreat with fire pit (from USD 250)

This spacious 5-bedroom home is located just 6 km (3.7 mi) from the gorgeous beaches of this coastal town. Sleeping up to 10 guests, this home guarantees your privacy and features skylights and a cathedral ceiling, which means there is no dearth of natural light during your stay.

You can enjoy a cup of your favorite beverage while watching the sunrise from the large outdoor deck or sit around the fire pit to stargaze during the night. Additionally, it is pet-friendly and completely furnished with a TV and high-speed free Wi-Fi for your entertainment.

Stayed at this property?
69 reviews   Wifi Available
House 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10
Minimum Nights: 5
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the house was great with all kitchen amenities necessary to cook and bake
very spacious comfortable beds well furnished and stocked bbq grill and fire grill for s'mores
particularly well set up for children with toys bunk bed stools and gate as well as swings outside
Cleanliness:
very clean and comfortable
very spacious and very clean and accommodating
it was impeccably clean beautifully decorated and very comfortable
house was very clean
we were impressed with just about everything - the space cleanliness etc
Host:
our host was gracious and accommodating
the home was perfect and the host had taken care of everything
Location:
beautiful quiet location away from the crowd
a great place for the family
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4. Cozy studio close to points of interest (from USD 176)

If you’re looking for a cozy place close to the sandy beaches of Kennebunkport, then consider booking this newly constructed studio. Additionally, it is just five minutes from the downtown area, making its location ideal for tourists who want to enjoy a private retreat while having easy access to all the local hotspots.

Accommodating a maximum of four guests, it offers you a fully equipped kitchen, Wi-Fi, and an outdoor fire pit. The high-quality home security system ensures your complete safety during your stay. Overall, it’s the best place where you can spend time with your children and family.

Stayed at this property?
54 reviews   Wifi Available
studio 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
it was incredibly comfortable for a family of 4
bed was very comfortable and fire pit was a nice touch
plenty of room for a couple or small family to enjoy
Cleanliness:
very clean and very nicely decorated
the apartment was impeccably clean and well appointed
property was really clean and we felt comfortable
clean and cute property communication was amazing would definitely stay again
beautifully decorated clean and everything you would need is there for you
Host:
the property manager was very responsive and helpful
tracy is one of the best hosts i’ve encountered in my travels
the owner has very good taste not far from goose rocks beach and kennebunkport
Location:
great location close to beaches dock square and cape porpoise
it’s super close to everything you would ever need or want
we loved the property and it was so close to everything we wanted to do
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5. Renovated apartment for families (from USD 267)

Located minutes from the famous Dock Square and beautiful Cape Porpoise, this recently renovated apartment is a great accommodation that allows you to have a fun vacation with your loved ones. It is close to the museums and shopping areas, and you can even spend your time trying out different water activities.

The property is children-friendly and has wireless internet, games, and books for entertainment. Air conditioning, a driveway for parking, and all other essentials are also available for a comfortable stay. Stay here with your family and experience a relaxing getaway in paradise.

Stayed at this property?
70 reviews   Wifi Available
Apartment 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
the apartment was clean and well stocked
the property was clean and adorable
everything was advertised great and clean hospitality would absolutely go back
it was clean and well equipped and robin left all sorts of little goodies for the little ones
Host:
robin was a great host
host lovely and place has everything you need
robin is a fabulous host
robin is a lovely hostess/owner
best of all robin is a very kind and generous host - what a sweetheart
Location:
walking distance to town is great
everything was wonderful great location - short walk to dock square where we enjoyed some great food and shopping
this was a fabulous find about a 15-20 minute walk from town
the place was beautiful so many details and do close to great food and things to do
this is the perfect location to enjoy all that kennebunk and kennebunkport have to offer
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6. Oceanfront home with a private pool (from USD 3000)

Book this exceptionally luxurious five-bedroom, five-bathroom estate by the ocean, which has every facility that you might ever need. It features a deck at the back, private tennis courts, a heated pool, and a beautiful rock terrace with scenic views, promising that you will never have a boring moment while living here.

You can enjoy long walks along the beach, pass time with the best entertainment systems, or relax in the hammock while reading your favorite book. Ride a bike to enjoy the local attractions or go visit the seals in Bumpkin Island. Do whatever your heart wants or laze the days away in this little slice of heaven in Kennebunkport.

Stayed at this property?
46 reviews   Wifi Available
House 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 3
Refund Policy :

Top guest reviews
Amenities & Room:
the outdoor amenities like the pool tennis court swingset etc
very spacious and comfortable home for families or small groups
Host:
the information provided by the owner was so helpful and made our week easy and enjoyable
john the owner was very responsive to the couple of minor issues we had
Location:
the house was beautiful and the location was ideal
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7. Roomy house near Dock Square (from USD 385)

This spacious and brand new home is located in a prime area, with the beach, shops, and restaurants just a short distance away. It has four bedrooms, three bathrooms, a state-of-the-art kitchen, a fire pit, and a deck, perfect for up to eight guests. It also features a lawn and a porch where you can enjoy your meals while gazing at beautiful views.

Entertain yourself with the flat-screen TVs, free Wi-Fi, and books, or laze around under the warm sun on the beach. The amenities provided include an indoor fireplace, beach chairs, a garage for parking your cars, and all other essentials needed for a relaxing stay.

Stayed at this property?
80 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Cleanliness:
clean great for family and friends gathering
plenty of room and very clean
very clean well kept stunning kitchen
the property is beautiful and cleaned and provided everything we needed
Host:
wendy & tim are amazing hosts
great hosts readily available beautiful home great kitchen walkable the the village
Location:
short walk to all local attractions
it is a pretty walk into town
short walk to town and the beaches were beautiful
clean great location and spacious
we love this place our 3rd year in a row and looking forward to many more
Read more reviews
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8. Two-bedroom condo in downtown Kennebunkport (from USD 375)

Accommodating up to seven guests, this two-bedroom condo, located in downtown Kennebunkport, has large windows and high ceilings that offer a picturesque view of the town. Elegantly furnished, it is less than 1 kilometer (0.6 miles) from the town’s largest beach and within walking distance of shops and restaurants.

This condo is equipped with all facilities required in a kitchen, and it even has a large flat-screen TV for a fun movie night with friends and family. It also has two baths, one of which has its own jetted tub. For added convenience, a washer and dryer are available, too.

Stayed at this property?
43 reviews   Wifi Available
condo 7 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 7
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the beds were very comfortable and all the furniture and appliances were very nice
it is a temper pedic type mattress queen size very comfortable can't say enough perfect
our family of five was very comfortable the beds were dreamy
Cleanliness:
clean and beautifully decorated
the condo was very clean
everything was very clean and well taken care of
easy check in very clean and had everything we could have wanted other than perhaps a tea kettle
this rental is very clean perfectly located and better than expected
Host:
super communication from owner—easy check in
perfect location in town owners were lovely and great to work with had an amazing time
Location:
location doesn’t get more ideal
the location is great - downtown and walking distance to everything you need
perfect location to enjoy restaurants shopping and beach
it is located in the heart of kennebunkport with an easy walk to the beach and downtown
perfect location in kennebunkport to walk to shops and restaurants
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9. Elegant 19th-century property (from USD 1678)

Despite being constructed in 1848, this property has been renovated to guarantee guests a wonderful stay. Now, it is a lovely accommodation that blends old-world charm and modern convenience. It features 10 bedrooms, capable of sleeping up to 19 people, making it perfect for a large get-together. Hang out on the porch, which features rocking chairs, or gather around the various seating areas inside.

Just close by is Dock Square and a variety of beaches, and right in front is a public park.

Stayed at this property?
112 reviews   Wifi Available
estate 19 Guests 10 Bedrooms 4 Bathrooms

Accommodates: 19
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
The kitchen is very well stocked
Also the house is large enough to comfortably accomdodate 3 couples and 5 children
The kitchen was well equipted and afforded plenty of room for everyone to work together
In general the amount of seating was insufficient for the number of rooms - a larger:expandable dining room table and more chairs would have been helpful
There's a large dining room off the kitchen and a double parlor for everyone to gather and catch up on the past year's events
Cleanliness:
the house had everything we were looking for and was close to town
I don't think I noticed that when I rented it
Host:
Our host was very helpful and available Would love to return
The owner Scott is very attentive and responds quickly if you need him for anything
Scott was very communicative and easily reachable
Scott was easy to work with
Exceeded expectations in every way Could not have been
Location:
The house is perfectly located in a beautiful area just a quick walk to quaint shops and restaurants Our kids loved playing and running around in the parks next to the house
The neighborhood is very safe and picturesque
But the best part was the Location Location Location
Location was within walking distance to everything in Kennebunkport
Lots of room lovely and convenient location
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

10. Charming retreat with private dock (from USD 350)

This unique home has been restored to accommodate four guests in two bedrooms. Additionally, the quaint property is within walking distance of the beach. Start your mornings watching the sunrise from your verandah or spend some time alone with a kayak or a paddleboat out front. What makes this retreat special is that it has a private dock.

Go visit the local shops and enjoy the fresh delicacies or relax with your family on the deck as you end your day. This children-friendly accommodation has an indoor fireplace, parking, and a host of things for your entertainment, such as a TV and books.

Stayed at this property?
Kennebunk, ME, US
4 Guests 2 Bedrooms 2 Bathrooms
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Enjoy a relaxing vacation by the beach

Choose a vacation home near the shores of the beautiful town of Kennebunkport so that you can fully enjoy your holiday without worrying about the stress of traveling long distances or struggling with heavy traffic. Visit the churches and museums, enjoy the various water sports, and try out the fresh seafood from the local cafes and restaurants.

Pick your choice from these best vacation rentals in Kennebunkport, Maine, that will ensure that you have a great getaway by the sea.

Stayed at this property?
Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Pala Sen is an avid follower of travel and health updates, current affairs and entertainment news from all across the world and writing is a passion for her. She had been previously associated...Read more

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