Holiday rentals in Kennebunkport
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Top-rated holiday rentals in Kennebunkport
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Historic Kennebunkport home .3 mile to Dock Square
Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside
Luxury Year-round Treehouse with private hot tub
Cliff House 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.
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!
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.
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!
Farmhouse Experience in a Beachside Community
2026 Summer Rentals: 7 night min requirement (Friday Check-in) / Inquire for alternative dates. Enjoy being equidistant between Dock Square and Cape Porpoise, where you be immersed in a world of top chefs, fine wines, beautiful homes, acclaimed artists, and the quintessential oceanfront charm of Kennebunkport. Relax in this inspired barn house restored design with modern touches in a farm to table community. Weather the storm with our newly installed generator.
★"Life~at~Sea"★I mi to beach★W/D★Park★2 full baths
• Open floor plan/first floor bedroom+full bath • Fully stocked kitchen with coffee & tea bar • Peaceful neighborhood close to Dock Square & less than 1 mile to KBK Beaches • Shaded back+side yard/patio/grill/outdoor shower • Netflix+Sling+Hulu+HBO+Amazon Video+4 TVs • 1 car garage parking+driveway parking for 2-3 cars • washer+dryer+towels+bed linens provided • board games, pack N plays x 2 • 2 KBK beach passes+boogie boards+beach towels+chairs
Cape Porpoise Private Guest Suite with King Bed
Come relax in the guest suite of our new modern farmhouse, one 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.
Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
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.
Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.
Unique Home w/ Pizza Oven, Minutes from the Beach
Enjoy a cozy and relaxing stay in a beautiful Maine family home just minutes from Goose Rocks Beach. The house sits at the end of a long dirt driveway in an incredibly quiet location. It’s hard to believe a home with this much privacy is just 3/4 of a mile from serene Goose Rocks Beach! The space is perfect for a romantic getaway, families with kids, large groups and of course, your four-legged friends.
Popular amenities for Kennebunkport holiday rentals
Other great holiday rentals in Kennebunkport
Maine Coastal Village Getaway
The Single. In the heart of Kennebunkport
Rustic Forest Escape
Charming Newly Built Bungalow with Outdoor TV, Fir
< 1 Mi to Beach! Kennebunk Cottage w/ Yard
Charming Designer Cottage on Marsh
The Cottage at Kennebunk!
Cozy cottage - Summer Whales
When is the best time to visit Kennebunkport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $379 SGD | $382 SGD | $397 SGD | $388 SGD | $477 SGD | $559 SGD | $649 SGD | $676 SGD | $514 SGD | $460 SGD | $406 SGD | $481 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°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 holiday rentals in Kennebunkport
Total holiday rentals
Explore 450 holiday rentals in Kennebunkport
Nightly prices starting at
Kennebunkport holiday rentals start at $13 SGD per night before taxes and fees
Verified guest reviews
Over 16,020 verified reviews to help you choose
Family-friendly holiday rentals
350 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 110 rentals that welcome pets
Holiday rentals with a pool
20 properties feature pools
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Wifi availability
440 of Kennebunkport holiday rentals include wifi 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!
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