Holiday rentals in Kennebunkport

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Top-rated holiday rentals in Kennebunkport

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

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Superhost

Cottage

4.91 out of 5 average rating, 85 reviews

Tranquil waterfront cottage

A private clean tranquil cottage, dock, parking, deck, grill, hammock, kitchen & all amenities, bathroom, 2 bedrooms, sleeps 5, futon, WIFI, cable, bidet, washer & dryer, granite outdoor table, kayaks, paddle boards, floats, fire pit and fireplace. Minutes from great restaurants, bars, hiking trails, and shopping. The most amazing sunsets. 30 minutes from Portland. Winter rentals as well. 40 min. from Shawnee Peek, 1 mile from Seacoast tubing. This place is privately yours. Smoke free please!

Guest favourite

Apartment

4.89 out of 5 average rating, 202 reviews

Discover Dock Square…Surfs Up!

Free onsite parking for 1 car. Beautiful coastal décor and modern amenities makes this a perfect choice for your vacation. Walking distance to EVERYTHING! Dock Square is a 1 minutes walk. Music, Art and Fine Dining surrounds you. Lots of windows and a slider to the deck make this location bright and airy 2 private decks for your enjoyment, two bedrooms, 2 full bathrooms. Perfect for couples or families. Parking for one car in lot, added public park across s NO PARTIES Pets considered

Guest favourite

Flat

4.98 out of 5 average rating, 326 reviews

Cape Arundel Cottage 1 mile to downtown KPT

Tastefully appointed 1 bedroom apartment one mile from desirable Dock Square, Kennebunkport. This apartment features Panoramic views of the famous Cape Arundel Golf Course and Goff's Brook Tidal River. Private, secluded back deck with dining and lounge areas, Cozy furnishings throughout, King sized bed with memory foam topper, Fully Equipped Kitchen, and more! At Cape Arundel Cottage, guest experience is our highest priority! *See “other things to note” for additional important information.*

Superhost

Home

4.84 out of 5 average rating, 336 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as I prefer to rent the entire house 1st and when we book this 1 bed it blocks the other rental. Directly in the village! yet tucked away, private YARD, HOT TUB, fire place, new furniture, cozy beds and & linens. WALK to restaurants, Saco river, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc

Guest favourite

Home

4.93 out of 5 average rating, 117 reviews

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Superhost

Cottage

4.85 out of 5 average rating, 174 reviews

Lil cabin big views! Ski, hike, bike!

Sits on the fields edge with amazing mountain views! Cranmore ski mountain can be seen from deck. Short drive to all attractions. Perfect set up for small families, 2 adults 2 kids. Located in a private campground with dirt roads and 5mph speed limits. Short drive to outlets, and all area attractions. 2 small bedrooms upstairs one with a queen bed the other has 2 twin beds. Open floor plan downstairs with a kitchen area, dining table, and living space.

Guest favourite

Home

4.86 out of 5 average rating, 14 reviews

Peaceful Sun and Fun Cabin-B

Your well needed relaxing and peaceful getaway awaits in this newly renovated cabin centrally located on a quiet safe street with short walk to the beach, restaurants, and Pier and amusements. This newly renovated 1-bedroom cozy cabin is perfect for a those looking to spend a peaceful and lovely time near the white sand in Old Orchard Beach. There is a hiking trail and biking trail beginning at the end of our street.

Superhost

Flat

4.82 out of 5 average rating, 135 reviews

Fall in LOVE With PORTLAND, MAINE

Portland and its surrounding areas is a FOODIE's paradise. Our comfortable home is perfect for Family or Friends to enjoy Portland's charm. Approx 3 miles from Portland Jetport and 90 miles from Boston Logan airport. Walk to downtown or the Old Port on the waterfront. The surrounding areas offer fine beaches and beautiful scenic towns guaranteed to make you want to come back and visit this best kept secret again!

Guest favourite

Cabin

4.97 out of 5 average rating, 130 reviews

Northern Lights

One of two relaxing refurbished cabins located on Goodwin's basin. You can watch the turtles right from the comforts of the livingroom. Located right off of the Bridge Falls Path, making it convenient for biking or walking to town. Quiet clean beach located on Crescent Lake for you to enjoy with the kids, and access to a boat dock upon booking. Additional Occupancy tax must be paid at or prior to check-in.

Guest favourite

Home

4.94 out of 5 average rating, 69 reviews

Honey Bear house Close to all Storyland & village

Must bring Bathing towels, We will supply everything else. ALL Major holidays 3 night min. !! 25 and older to stay .Disinfected. Cozy-Clean- spacious and great location. Perfect for larger families.. Location is the best part as you feel like you are away from it all but close to all attractions. This home is close to the village-storyland and the white mountains. Must bring towels, we provide sheets.

Guest favourite

Apartment

4.92 out of 5 average rating, 129 reviews

Saco Valley Scenic Overlook

What a view... The perfect family getaway, centrally located in North Conway - gateway to the Mt. Washington Valley. Whether you are here to hike or bike the miles of scenic landscape, ski some of the most beautiful trails in the East, or drive along the picturesque Kancamagus Highway; just to name a few of the popular attractions, you will find it all within minutes of this scenic sojourn.

Guest favourite

Home

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.