
Holiday rentals with outdoor seating in Kennebunkport
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Top-rated Holiday Houses with Outdoor Seating in Kennebunkport
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Holiday House Rentals with Outdoor Seating

A water view slice of heaven at Pepperrell Cove
Beautiful home with water views, amazing location to walk or drive into Portsmouth or the outlets in Kittery.

New home, amazing location
The house was in the perfect location for walking to shops and restaurants. It had a great outdoor space. My husband and I enjoyed playing games Cyndi had in the house. Very clean and comfortable with great amenities. We wish we could stay longer! We will definitely be back.

Cozy updated colonial, 5 minute walk to town!
Robin was a great host. Welcome package was a nice touch and she was very proactive with outreach. This location can’t be beat as far as walkability to downtown KPT!

Sandpiper
My stay at the Sandpiper was wonderful! Check in was easy and the unit was spotless and well-equipped with nice bed linens and towels. The Sandpiper is centrally located and walkable, being only an easy 0.8 of a mile from Dock Square (connected by sidewalks for the entire walk). When I had a question about the heating system, Nicole and Rob responded quickly and were very helpful. I wouldn’t hesitate to stay at the Sandpiper next time I am visiting Kennebunkport!

★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths
Our stay in Kennebunk was wonderful - from the moment we checked in, everything was a breeze. Gwen was very responsive to any questions we had. The kitchen and bedrooms were very clean. Ideal and quiet location - walkable to Bennett’s Sandwich Shop. Would recommend this family friendly Airbnb to anyone looking to rent in the Kennebunkport area.

Historic Kennebunkport home .3 mile to Dock Square
Truly a gem of a rental! The house is adorable and really brought the New England vibe we were hoping for in our visit to this coastal town. A well decorated, well stocked home that's within walking distance to historical Kennebunkport, restaurants, and other activities. Wish we stayed an extra night! Katie was also a gracious host, very responsive and helpful.

New build with hot tub in Old Orchard Beach
The host was very accommodating and responsive! The place was spotless clean and even left us a complimentary bottle of wine. Would 100% recommend staying here! Perfect size for 4 people

Newly Renovated | Farm Stay | Near Portsmouth!
Beautiful home, incredible convenience of being able to walk down a trail to the market and cafe for everything you could possibly need (and then some!) and such picturesque surroundings -- including trails on their property along with Wagon Hill Farm across the street. This property is perfection!
Apartment rentals with outdoor seating

Light-Filled Getaway with Private Porch
Great location close to downtown Portland. Lots of walkable places close by for coffee and breakfast. A little farther to some unique restaurants. We Uber'd a lot which worked out great to avoid parking around Portland. We would definitely secure this nice place the next time we come to Portland!

Kennebunk Landing: The way life should be!
Shannon’s place was cozy, cute, inviting and beautifully decorated. The kitchen was well stocked, the bed was really comfortable and so were the pillows! (It did get a little hot at night, so if you’re a warm sleeper you may want to pack a fan with you.) Shannon was a responsive, kind host. The beach parking pass and wine were such thoughtful touches. Overall, it was the perfect home base for all the Kennebunks have to offer! I would definitely recommend staying here.

Cape Elizabeth Garden Apt+Beach+Close to Portland!
Enjoyed our stay so much! Nestled into a picturesque and quiet town. Super easy to get to and from Portland without having to stay in the hustle and bustle of staying directly downtown. The house itself is charming and clean. Felt like we were coming back to our own home every night after exploring Portland and the surrounding cities. Plus, the banana bread was such a sweet and thoughtful touch. 10/10 would recommend to anyone!

Beachside Penthouse Paradise on Old Orchard Beach
Jean is a cordial, friendly on site owner manager who takes great pride in her accommodations. No detail is too small to get her attention. Our unit was crisp, clean and delightfully appointed. We could not have been more pleased with our stay and delightful accommodations.

Step to Perkins Cove From The Loft in Ogunquit
Loved our stay! The airbnb is located above a restaurant, so parking in the assigned spaces can be a bit tricky if you arrive at night, but still no issues as we parked in a restaurant spot until we could move the cars later. The location is great, walkable to town and the cliff walk. The inside was more spacious than we anticipated from the photos and it was so nicely decorated! Would definitely come back! The side door was a bit tricky to lock, so I’d recommend only opening if you plan to use the little porch area with the full wall opened up.

Cute 1-Bedroom apartment in the woods by the sea
Very sweet and well-appointed space. Check-in was easy and the stay was super pleasant and peaceful. Would definitely return!

Adorable getaway on the Eastern Promenade
A lovely place to stay in Portland’s East End. Great location in a very quiet and walkable neighborhood. (I happily did not need a car during my visit.) The apartment is great, with a comfy bed, smart TV and a nice little patio too. And you’re just steps from the Eastern Promenade park, which is one of Portland’s best amenities imo and leads to a beach, waterfront trail, dock w/ kayak rentals, etc. Jennifer was a very kind host; thank you!

The Roost - lovely one bedroom efficiency unit
I had an amazing stay! Rachael was a very responsive host, and was very helpful throughout my stay. The location was quiet but within driving distance of all the things I wanted to do, and it matched all my expectations based on the listing. If I’m ever back in the area, I would certainly love to stay here again!
Condo rentals with outdoor seating

Oceanfront Condo with Awesome Views
Je recommande à 100%

Modern Industrial Beach Cottage
Très beau séjour! L’emplacement est parfait, tout ce dont on a besoin est sur place. Je recommande!

Cozy condo with North Conway at your finger tips!
We had a great time! The place was very clean, nicely maintained, and in a perfect location—just a short drive to local coffee shops and great restaurants. The surrounding nature was absolutely beautiful and made the whole trip feel relaxing and refreshing. Highly recommend!

Badgers Island Condo-Sweeping Portsmouth Views #3
We loved our stay here, perfect location and a clean and comfortable stay! Lots to do in Portsmouth and the surrounding area and especially lots of great places nearby to eat. Convenient to have 2 parking spots and to be right next to a great restaurant! Well hope to be back in the future!

Comfy condo with loft by the beach!
We had a great time! The condo is clean, cozy, and comfortable. I highly recommend this AirBnB, especially for the beach proximity.

Relaxing Beachside Condo with Pool at Wells Beach
Julie’s place was very nice and very clean. The location was great, right across the street from the ocean. The kitchen was well-equipped and there was even a small basket of treats. Julie responded very quickly to any messages we sent. We would highly recommend this place.

Rustic Willard Beach condo ten mins from Old Port!
We loved our stay! The space is beautiful and cozy. The walk to the family friendly beach was just the right distance for my 4yo. The neighborhood is adorable and friendly! With an amazing bakery and ice cream shop just around the corner! Dave was a great host and took great care of us.

Cozy studio-5 minute walk to Perkins Cove!
Great place to stay, Ogunquit is such an endearing place to be 😄
Quick stats about holiday rentals with outdoor seating in Kennebunkport
Total rentals
230 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
9.2K reviews
Family-friendly rentals
190 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
10 properties have a pool
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- Hampton Beach
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- North Hampton Beach
- Long Beach
- Popham Beach State Park
- Surfside Beach
- Crane Beach
- Long Sands Beach
- Rye North Beach
- Brunswick Golf Club
- Fox Ridge Golf Club
- Bear Brook State Park
- Wentworth by the Sea Country Club
- East End Beach
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- The Golf Club of New England