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Kennebunkport Maine Vacation RENTALS

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Book the Perfect Kennebunkport Maine Vacation Rental

Kennebunkport is one of Maine’s most popular tourist destinations known for its picturesque location, charming downtown village, and iconic waterfront. The Kennebunkport area offers numerous vacation rental homes and properties with a variety of amenities and services for travelers looking for quality accommodations. You can find information about some of the more popular vacation rental homes and properties in the Kennebunport, Maine, area listed below for your convenience.

TOP KENNEBUNKPORT MAINE AREA VACATION RENTALS
Classic apartment in the heart of Kennebunkport, Maine

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Classic Apartment in the Heart of Kennebunkport

Freeport, ME

Enjoy a classic Maine experience staying at this charming property in downtown Kennebunkport. This quaint 1,056 sq. ft. apartment features lovely hardwood floors, a beautifully appointed kitchen, and a relaxing clawfoot tub. Situated less than a quarter-mile from Dock Square, it’s an easy walk to riverfront restaurants, shops, and Maine’s most beloved beaches like Gooch’s Beach and Colony Beach. The apartment includes free WiFi, a full kitchen, air conditioning, and parking for one vehicle. With a capacity to sleep up to 4 guests, this smoke-free property is perfect for exploring local attractions, including biking to Mother’s Beach as well as enjoying the nearby shops and waterfront walks.

1 Bedrooms; 1 Bath; Sleeps 4
Starting from $377/night

Ship Captain’s Vacation Rental Home in Kennebunkport, Maine

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Ship Captain’s House

Freeport, ME

Stay in the heart of Kennebunkport in the historic Ship Captain’s House, just a block from Dock Square’s vibrant shops, restaurants, and bars. This cozy, nautically-decorated former residence of a ship captain, situated near the harbor, features a lovely garden with a fire pit and gas BBQ grill. The house boasts a fully-equipped gourmet kitchen, 6 bedrooms, 5 bathrooms, a smart TV, and a comfortable living space. With onsite parking for 4 cars, beach loungers, towels, free WiFi, and air conditioning, it’s perfect for up to 11 guests. Pet-friendly and smoke-free, this property offers a prime location for walking to Kennebunkport’s attractions, ensuring a memorable coastal Maine experience.

3 Bedrooms; 1 Bath; Sleeps 6
Starting from $570/night

Upscale Vacation Rental Home

Kennebunk 5 Bedroom 3 Bath Cottage & Bunkhouse

This 5-bedroom Kennebunk beach cottage is a freshly remodeled property offering the perfect blend of comfort and convenience. Located near golf facilities, restaurants, Kennebunkport’s charming Dock Square, and beaches, this cottage features a large master suite, a sunlit blue-stone terrace, and an office nook. The 1910-built cottage, remodeled in 2020, includes a modern kitchen and entertainment wall. The newly remodeled bunkhouse, perfect for teens or adults, adds to the charm. This ideal location, in a tree-lined coastal residential zone, allows guests to walk or bike to local attractions, including nearby eateries and beaches. Amenities include free WiFi, a barbecue grill, smart TV, air conditioning, and concierge services. Pet-friendly and smoke-free, this 2,000 sq. ft. home accommodates up to 10 guests, perfect for those seeking a serene beach vacation with easy access to Kennebunk’s attractions.

5 Bedrooms; 4 Baths; Sleeps 10
Starting from $1,213/night

TOP KENNEBUNKPORT MAINE AREA VACATION RENTALS
Coastal Vacation Rental Home in Historic Dock Square, Kennebunkport, ME

Coastal Elegance in Historic Dock Square

Kennebunk, ME

Experience coastal elegance in this contemporary loft in historic Dock Square, Kennebunkport. This unique property offers a bright, spacious kitchen/living area with high-end features, brand new comfy beds, and a small balcony off the master bedroom. Ideal for up to 7 guests, it features two bedrooms, 1.5 bathrooms, a comfortable queen sofa bed, ceiling fans, and a full-size washer and dryer. Enjoy keyless entry, free WiFi, onsite parking for one car, and proximity to the beach, restaurants, bars, and local activities. Rest assured with 5-Star cleaning protocols, ensuring a clean and safe environment. This unit is part of a larger property with individual entrances, perfect for a relaxing and convenient stay in the heart of Kennebunkport.

2 Bedrooms; 2 Baths; Sleeps 7
Starting from $689/night

Unique Waterfront Condo at the Boatyard in Kennebunkport, Maine

Unique Waterfront Condo at the Boatyard

Kennebunk, ME

Enjoy a unique stay at this waterfront condo located in a transformed boatyard on the Kennebunk River. This spacious, well-appointed first-floor unit features three bedrooms, three bathrooms, and a fully-equipped kitchen with modern amenities like a Keurig and wine fridge. Relax on the 4-season porch with a Jotul gas stove, offering cozy warmth in winter and bright airiness in summer. A short walk to Dock Square’s restaurants and shops, and just a mile to the beach. The unit includes beach chairs, towels, free WiFi, smart TV, and full-sized washer/dryer. Perfect for up to 6 guests seeking a peaceful vacation with river views and convenient access to Kennebunkport’s attractions. This no-pets, smoke-free property ensures comfort and accessibility in a picturesque village setting.

3 Bedrooms; 3 Baths; Sleeps 6
Starting from $525/night

Kennebunk Cottage w/ Yard

Kennebunk Cottage w/Yard Near Dock Square

Kennebunk, ME

Discover the charm of Kennebunkport in this delightful cottage, located less than a mile from the beach. Ideal for small families or close-knit friends, this  two bedroom, two bath vacation rental boasts a fully-stocked kitchen, fenced yard, and cozy fireplace, providing a perfect setting for relaxation. Just blocks from Dock Square’s restaurants, shops, galleries, and boutiques, as well as nearby Gooch’s Beach, this home offers outdoor living with a patio, gas grill, and fire pit. Enjoy modern comforts like a Smart TV, free WiFi, air conditioning, and a washer and dryer. Pet-friendly with an EV charging outlet, this 1,100 sq. ft. cottage comfortably sleeps four and is a prime choice for experiencing Kennebunkport’s coastal tranquility and nearby attractions.

2 Bedrooms; 2 Baths; Sleeps 4
Starting from $406/night

Newly Renovated Waterfront Coastal Cottage

Newly Renovated Waterfront Coastal Cottage

Kennebunk, ME

Enjoy a newly renovated waterfront coastal cottage just a block from Dock Square in Kennebunkport. This 1,200 sq. ft. home offers two bedrooms, one bathroom, and is steps away from dining, shopping, antiquing, and ocean excursions. With amenities like kayak and bicycle rentals nearby, explore the Kennebunk beaches or the Franciscan Monastery. The cottage includes a fully-equipped kitchen, a cozy living room with a fireplace, free WiFi, and a patio with a barbecue grill. Comfortably accommodating up to 4 guests, it’s pet-friendly and offers beach permits, linens, and towels. Perfect for those seeking a blend of adventure and tranquility by the sea in the Kennebunkport area.

2 Bedrooms; 1 Bath; Sleeps 4
Starting from $600/night

Classic apartment in the heart of Kennebunkport, Maine

Classic Apartment in the Heart of Kennebunkport

Kennebunkport, ME

Enjoy a classic Maine experience staying at this charming property in downtown Kennebunkport. This quaint 1,056 sq. ft. apartment features lovely hardwood floors, a beautifully appointed kitchen, and a relaxing clawfoot tub. Situated less than a quarter-mile from Dock Square, it’s an easy walk to riverfront restaurants, shops, and Maine’s most beloved beaches like Gooch’s Beach and Colony Beach. The apartment includes free WiFi, a full kitchen, air conditioning, and parking for one vehicle. With a capacity to sleep up to 4 guests, this smoke-free property is perfect for exploring local attractions, including biking to Mother’s Beach as well as enjoying the nearby shops and waterfront walks.

1 Bedrooms; 1 Bath; Sleeps 4
Starting from $377/night

Ship Captain’s Vacation Rental Home in Kennebunkport, Maine

Ship Captain’s House

Kennebunkport, ME

Stay in the heart of Kennebunkport in the historic Ship Captain’s House, just a block from Dock Square’s vibrant shops, restaurants, and bars. This cozy, nautically-decorated former residence of a ship captain, situated near the harbor, features a lovely garden with a fire pit and gas BBQ grill. The house boasts a fully-equipped gourmet kitchen, 6 bedrooms, 5 bathrooms, a smart TV, and a comfortable living space. With onsite parking for 4 cars, beach loungers, towels, free WiFi, and air conditioning, it’s perfect for up to 11 guests. Pet-friendly and smoke-free, this property offers a prime location for walking to Kennebunkport’s attractions, ensuring a memorable coastal Maine experience.

3 Bedrooms; 1 Bath; Sleeps 6
Starting from $570/night

Historic Kennebunkport home only 0.3 miles to Dock Square in Kennebunkport

Historic Kennebunkport Home Only .3 Miles to Dock Square

Kennebunkport, ME

Experience historic charm in this beautifully restored 1850 home, located just 0.3 miles from Kennebunkport’s Dock Square. A short walk to the Kennebunk River, this home offers luxury linens, Casper pillows, SandCloud bath towels, and Malin + Goetz toiletries. The well-appointed kitchen includes Cuisinart cookware, and guests have access to Tommy Bahama beach chairs, SandCloud towels, two bikes, and two kayaks. The property features three bedrooms, one bathroom, a cozy porch with a grill, smart TV, free WiFi, and air conditioning. Pets are welcome, and the house is 420 friendly (outdoors only). Ideal for up to 6 guests, it’s perfect for those seeking a blend of coastal relaxation and convenience to local attractions like Colony Beach and the quaint shops and eateries of Dock Square.

6 Bedrooms; 3 Baths; Sleeps 12
Starting from $610/night

Kennebunk 5 Bedroom 3.5 Bathroom Cottage and Bunkhouse in Kennebunkport, Maine

Kennebunk 5 Bedroom 3 Bath Cottage & Bunkhouse

Kennebunk, ME

This 5-bedroom Kennebunk beach cottage is a freshly remodeled property offering the perfect blend of comfort and convenience. Located near golf facilities, restaurants, Kennebunkport’s charming Dock Square, and beaches, this cottage features a large master suite, a sunlit blue-stone terrace, and an office nook. The 1910-built cottage, remodeled in 2020, includes a modern kitchen and entertainment wall. The newly remodeled bunkhouse, perfect for teens or adults, adds to the charm. This ideal location, in a tree-lined coastal residential zone, allows guests to walk or bike to local attractions, including nearby eateries and beaches. Amenities include free WiFi, a barbecue grill, smart TV, air conditioning, and concierge services. Pet-friendly and smoke-free, this 2,000 sq. ft. home accommodates up to 10 guests, perfect for those seeking a serene beach vacation with easy access to Kennebunk’s attractions.

5 Bedrooms; 4 Baths; Sleeps 10
Starting from $1,213/night

Walk to Downtown Kennebunkport! Flexible cancellation

Walk to Downtown Kennebunkport!

Kennebunk, ME

Enjoy a serene stay at this Kennebunkport home, perfectly situated for a leisurely 10-minute walk to downtown’s shops and restaurants. This beach-themed retreat is just 1.5 miles from Gooch’s, Middle, and Mothers Beach, with a summer beach parking pass provided. The house features three bedrooms, two bathrooms, a well-equipped kitchen, and a cozy living room with a flat screen TV and gas fireplace. The master bedroom boasts a queen bed and new en suite bathroom, while the other rooms offer comfortable sleeping arrangements, including a baby pack and play. Relax on the patio with new gas grill and furniture, or rinse off in the large outdoor shower. With free WiFi, smart TV, and a landscaped corner lot, this 1,545 sq. ft. smoke-free property comfortably sleeps 7, ideal for families or groups seeking a tranquil beach getaway near Kennebunkport’s attractions.

3 Bedrooms; 2 Baths; Sleeps 7
Starting from $450/night

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