Vacation rentals in Kennebunkport

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Top-rated vacation rentals in Kennebunkport

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Top guest favorite
The exterior of a private entrance features a charming blue door framed by natural wood shingles. Flowering plants and greenery line the pathway, enhancing the inviting atmosphere. A trellis with climbing vines is visible beside the door, contributing to the tranquil setting.
Apartment in Kennebunk
4.99 out of 5 average rating, 173 reviews

Birch Sea

This new, very private apartment attached to our home is in a quiet and picturesque environment minutes away from Dock Square. It's great for couples, solo adventurers and families with one child. If you are seeking to spend the day at one of the beautiful Kennebunk beaches they are just minutes away. We are committed to environmental sustainability and the apartment is powered by solar energy. A new outdoor hot tub was recently installed in February, 2024! We look forward to your visit!

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
5 out of 5 average rating, 121 reviews

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.

Guest favorite
A vibrant display of orange flowers lines the foreground, set against a tranquil green landscape. In the background, an American flag and a yellow flag wave gently in the breeze near a stone feature, surrounded by lush trees and grass.
Apartment in Kennebunkport
4.9 out of 5 average rating, 142 reviews

#3 Marsh Views,Cozy/quiet spot on a preserve&river

Enjoy this 3rdd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit .**(Waivers must be signed for kayak & bike usage)

Guest favorite
A modern treehouse structure stands elevated on wooden stilts among tall trees. The building features a triangular roof, wooden shingle siding, and several large windows, allowing natural light to fill the interior. Natural surroundings create a tranquil woodland setting.
Treehouse in Sanford
4.94 out of 5 average rating, 265 reviews

Luxury Year-round Treehouse with private hot tub

Skyframe 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.

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
5 out of 5 average rating, 216 reviews

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

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
4.94 out of 5 average rating, 487 reviews

Deja Blue~Guest Beach House

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Top guest favorite
Cottage in Kennebunkport
4.98 out of 5 average rating, 215 reviews

Sunrise at 15 Mills Road. Fully renovated Cottage.

In the beautiful and quaint village of Cape Porpoise, Kennebunkport, you’ll find our cottage, just two doors down from Nunans Lobster Hut and a 3-minute walk to Cape Porpoise Kitchen and Bradbury’s Market. Built in 1880, and after a complete renovation, we’d love to have you as our guests! We added many windows, to bring the outdoors in. Lots of light! The two added balconies make for a wonderful place to sit and talk or just stare into space. Lots of stars! Air conditioning!

Guest favorite
A charming white cottage is set amidst greenery, featuring a welcoming entrance with a teal door. A small porch is equipped with two outdoor chairs and a grill, offering a cozy space for relaxation. The surroundings include a grassy area and a neighboring shed.
Cottage in Ogunquit
4.94 out of 5 average rating, 129 reviews

Cottage at Footbridge Beach Ogunquit

Our one bedroom cottage is a perfect spot to enjoy all the beach life has to offer! This charming cottage is just a few minute walk to the Footbridge and Ogunquit beach and close to many popular restaurants and bars. The bedroom has a queen size bed , tiled bathroom, cozy living area and a kitchenette with a refrigerator, microwave, toaster oven and coffee maker. Limited marsh views from the private outdoor space with room to grill and relax. All linens provided

Guest favorite
A light-filled living area is highlighted by exposed wooden beams overhead, complemented by modern furnishings. An open kitchen features a gray countertop and red barstools. A comfortable sectional sofa offers a cozy seating option, with a flat-screen TV mounted on the wall.
Apartment in Kennebunk
4.96 out of 5 average rating, 223 reviews

Dock Square Pied-A-Terre Loft Beachy Vibes!

The Sail Loft Unit is a brand new (since 2018) 2nd floor 1 bedroom, 1 full bathroom Suite. Our Property has 5 apartments and we are proud to say we have over 1000 5 Star Reviews!! Discover the delightful town of Kennebunk and enjoy your ideal seaside retreat in our snug 1-bedroom holiday house. Situated just a short walk from the vibrant Dock Square, you'll be immersed in the heart of the local community, with easy to all beaches and attractions!

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
4.93 out of 5 average rating, 106 reviews

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.

Top guest favorite
A polished tray is displayed with two glasses and a can of Cranberry Island cocktail, complemented by a small vase of white flowers. The arrangement evokes a welcoming ambiance, signaling a thoughtful touch for guests.
Guest suite in Kennebunkport
4.98 out of 5 average rating, 171 reviews

Cape Porpoise Private Guest Suite with King Bed

Come relax in the guest suite of our new modern farmhouse, 1 mile from Cape Porpoise's village town centre in Kennebunkport. Enjoy a private entrance and outdoor seating space/ fire pit overlooking a wooded lot. The 1000 sq. ft. space is bright and roomy. It has a king-sized bed with tv, kitchenette, office area and a 50 inch smart tv in the comfy living room. Walk outside our home and find 27 miles of interconnecting conservation land trails.

Top 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
4.95 out of 5 average rating, 163 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Popular amenities for Kennebunkport vacation rentals

When is the best time to visit Kennebunkport?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$62,311 GYDG$62,729 GYDG$65,238 GYDG$63,774 GYDG$78,411 GYDG$91,793 GYDG$106,639 GYDG$111,030 GYDG$84,475 GYDG$75,484 GYDG$66,702 GYDG$79,038 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.

Quick stats about vacation rentals in Kennebunkport

  • Total vacation rentals

    Explore 440 vacation rentals in Kennebunkport

  • Nightly prices starting at

    Kennebunkport vacation rentals start at G$2,091 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,340 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 100 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wi-Fi availability

    430 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!

Destinations to explore

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