Cottage holiday rentals in Kennebunk

4.94 out of 5 average rating, 136 reviews

A vibrant blue cottage sits nestled among greenery, with a welcoming entrance and an American flag displayed. A dock with two kayaks rests at the water's edge, reflecting the serene lake. A patio area is visible on the upper deck, inviting relaxation.

Cottage in Northwood

Cottage on the lake! Includes kayaks & rowboat!

Super cozy, beautiful cottage right on the lake & dirt roads. Yard: sitting areas, propane fire pit, fenced in yard. Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided

4.97 out of 5 average rating, 165 reviews

Cottage in Buxton

Peaceful Cottage on Maine Flower Farm

Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

4.99 out of 5 average rating, 454 reviews

The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.

Cottage in Pownal

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

4.99 out of 5 average rating, 170 reviews

A modern two-story home is set amidst a wooded area, featuring a spacious outdoor seating arrangement with a picnic table and various chairs. A fire pit and grill are present, with the soft glow of twilight highlighting the inviting exterior.

Cottage in Acton

Eclectic Lakefront Cottage on Great East Lake

Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

A bright kitchen area features modern white cabinetry and a spacious countertop. Barstools with woven seats are positioned at the counter. Natural light floods in through a nearby door, illuminating the polished wooden floor and light blue walls.

4.95 out of 5 average rating, 167 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Superhost

Cottage in Kennebunk

4.79 out of 5 average rating, 105 reviews

Kennebunkport Home - 1 Mile to Dock Square

Enjoy this cottage style home nestled just 1 mile from Dock Sq and 2 to the beach. Fully renovated, allowing for 4 guests comfortably (a 5th is possible if needed). This convenient location makes getting to local shops, restaurants and beaches super easy! Come home to unwind on your private deck or take a day trip to Portland (30 min away). Laundry in-unit, beach pass and some beach gear provided with stay. Enjoy the summer by the beach with family and friends in adorable Kennebunkport!

4.94 out of 5 average rating, 503 reviews

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

Deja Blue~Guesthouse-Maine’s Best Oceanfront view!

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.

4.98 out of 5 average rating, 218 reviews

Cottage in Kennebunkport

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!

4.96 out of 5 average rating, 227 reviews

A serene lakeside view is presented, featuring a well-maintained garden with colorful flowers and lush greenery. Smooth stones create a path leading towards the calm waters of Sunrise Lake. The dock and surrounding trees are visible under a bright blue sky with scattered clouds.

Cottage in Middleton

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting. The sunsets can be unbelievable!

5 out of 5 average rating, 100 reviews

A cozy living area is presented with natural light filtering through large windows. A flat-screen TV is mounted on a white wall, accompanied by a wooden console. Two comfortable armchairs and a round wooden coffee table are positioned, complemented by decorative plants.

Cottage in Kennebunk

Fair Winds Cottage~1 mi to beach~

Our home, a renovated 1930’s Maine summer cottage, is located 1 mile from Kennebunk beaches and 1.5 miles from dining and shopping in Kennebunkport’s Dock Square. Close to golf, nature trails and only a 1/2 mile from the Mousam River for fishing and kayaking, it’s a great location to take in all southern coastal Maine has to offer. The cottage provides plenty of outdoor space, so come relax, dine on the back deck and take in the night sky with s'mores by the fire pit.

4.94 out of 5 average rating, 130 reviews

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

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

4.86 out of 5 average rating, 125 reviews

A light-filled living area features a spiral staircase ascending to the upper level. A cozy sofa is complemented by a white coffee table and a media console with a television. Large windows allow natural light to brighten the space, while indoor plants add a touch of nature.

Cottage in Portsmouth

Portsmouth Waterfront Cottage

Our waterfront cottage is a unique property offering style, tranquility, and walking access to Portsmouth’s Market Square. The theme is a blend of New England charm and Scandinavian modern. We offer an amazing view, two decks, a modern kitchen, laundry, and free parking for one vehicle. This premium property sleeps four, counting children. It offers a quiet romantic escape for the discerning traveler, and yet is just a ten minute walk to Market Square.

Popular amenities for Kennebunk cottage rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

A modern kitchen features white cabinetry paired with stainless steel appliances. A large island with four wooden stools provides ample space for dining or work. Natural light fills the area through a window, enhancing the clean, inviting design.

4.97 out of 5 average rating, 72 reviews

Freshly Renovated, Family-Friendly Coastal Cottage

4.94 out of 5 average rating, 63 reviews

A bright living area features a comfortable gray sofa adorned with patterned cushions, complemented by a cozy teal accent chair. A round wooden coffee table sits in front, surrounded by a light area rug. Bookshelves and decorative elements enhance the inviting ambiance.

Cottage in Kennebunk

Fully Renovated/4min to K-port/HotTub/Game Room

A modern kitchen features a sleek countertop with a variety of fresh ingredients arranged on plates. A coffee maker is visible in the background, alongside a stainless-steel kitchen appliance. Natural light enters through a window, illuminating the stylish grey and white color scheme.

4.9 out of 5 average rating, 29 reviews

Beautifully renovated 2-bedroom cottage

A grassy area features seating made up of Adirondack chairs and a patio table set, facing a row of cottages with large windows. The clear sky above is dotted with clouds, complementing the peaceful surroundings.

4.93 out of 5 average rating, 211 reviews

Wells Maine Home with a View

4.97 out of 5 average rating, 115 reviews

A screened-in porch features a sectional sofa surrounding a glass-top table, providing a comfortable seating area. Large windows offer views of the surrounding trees, allowing natural light to fill the space. A fireplace adds a focal point, enhancing the cozy retreat atmosphere.

Cottage in Northwood

The Loon Nest, Waterfront Lake House, Wood Hot Tub

Superhost

A comfortable sleeping area features a spacious bed dressed in gray bedding. A bedside lamp and a decorative framed picture adorn the space. Natural light floods in through a window with white blinds, showcasing views of the grassy exterior.

4.78 out of 5 average rating, 23 reviews

Contemporary Cottage With Ocean View 13

The exterior of the studio is shown, featuring a main entrance with large windows that provide natural light. A charcoal grill is positioned nearby, along with two blue adirondack chairs on a simple porch. The area is surrounded by gravel and concrete, with green grass visible in the background.

4.93 out of 5 average rating, 70 reviews

Cottage in Wells Maine

A bright bedroom features a spacious bed with a teal blanket and white pillows. Natural light filters through the blinds of a large window, casting striped shadows across the room. Unique wall art is displayed above the bed, complementing the light blue walls.

4.95 out of 5 average rating, 87 reviews

Beach Dreams Cottage - Wells, ME

Pet-friendly cottage rentals

4.96 out of 5 average rating, 156 reviews

A spacious living area features oversized leather furniture arranged around a coffee table. The well-equipped kitchen is visible in the background, highlighted by warm wooden cabinetry and modern appliances. A cozy fireplace adds an inviting touch, with soft lighting enhancing the overall ambiance.

Cottage in Conway

Cozy Cottage close to town and area attractions

4.93 out of 5 average rating, 44 reviews

A peaceful lakeside scene is presented, featuring a sandy area bordered by tall pine trees. Four black Adirondack chairs are arranged around a small table, with red and white striped blankets draped over them. The calm water reflects the surrounding green hills, creating a serene atmosphere.

Cottage in New Durham

Rustic Cabin w/ SUP boards, Kayaks, Canoe, Firepit

Superhost

The exterior of the cottage features a shingled façade, an American flag displayed prominently. A window offers a glimpse of the interior, and a flower box filled with vibrant blooms enhances the welcoming entrance. The surrounding yard includes grassy areas and a stone pathway.

Cottage in Saco

4.9 out of 5 average rating, 166 reviews

Bright & Cozy Beachside Cottage in Camp Ellis

4.98 out of 5 average rating, 112 reviews

The lake-front cottage is surrounded by trees and features a spacious deck with seating. Colorful adirondack chairs are arranged in a circular pattern near a stone-bordered landscaping area, adding inviting outdoor space for relaxation. A screen porch is visible on the side of the house.

Cottage in Middleton

Lovely cottage on Sunrise Lake, Middleton, NH.

4.97 out of 5 average rating, 79 reviews

The serene lake is framed by silhouettes of tall trees, reflecting the vibrant colors of a sunset. The calm water creates a mirror-like effect leading to a horizon painted with shades of orange and blue.

Cottage in Standish

Sebago Lake Cottage | Rare Private Beach & Views

A newly renovated cottage is set in a spacious yard, framed by trees with a clear sky above. The exterior features a mix of gray siding and large windows, while a gravel driveway leads to the entrance. Lush grassy areas surround the property.

4.94 out of 5 average rating, 47 reviews

Sleeps 10, 1.1 mi. to Beach, Fully Renovated 2025

Cottage in Moultonborough

A well-maintained lawn leads to a serene lake view, with a flagpole displaying an American flag. A covered boat dock and several trees line the water's edge, while a pet can be seen on the grass, contributing to the tranquil atmosphere.

4.95 out of 5 average rating, 108 reviews

The Lake house

4.9 out of 5 average rating, 206 reviews

The cottage features a charming exterior with a wrap-around porch, complemented by wooden siding and decorative string lights. Tall trees provide shade around the property, creating a sense of tranquility. The house showcases multiple windows, allowing for natural light to brighten the interior.

Cottage in Bridgton

True Maine Artist Cottage with Outdoor Shower

Private cottage rentals

5 out of 5 average rating, 85 reviews

A covered porch features two wicker chairs and a small table. The wood surface extends outward, leading to scenic views of distant mountains and open landscapes. Warm sunlight enhances the inviting atmosphere of this outdoor space.

Cottage in Cornish

The Lil'house - A Mountain Top Modern Cottage

5 out of 5 average rating, 23 reviews

Coastal Maine Cottage

An aerial view showcases the charming cottage unit in proximity to the ocean, highlighted by its location among nearby homes. The clear waters of Crescent Beach are visible, with the shoreline and coastal landscape creating a serene backdrop.

4.91 out of 5 average rating, 23 reviews

Seaside Escape

4.94 out of 5 average rating, 71 reviews

Five colorful Adirondack chairs are arranged on a deck overlooking Kennebunk Pond. The chairs, in vibrant hues of red, green, blue, and orange, face a tranquil view of the water and surrounding trees, inviting relaxation and enjoyment of the natural setting.

Cottage in Lyman

Loon Song Cottage on Kennebunk Pond

5 out of 5 average rating, 19 reviews

A private dock extends into calm waters, featuring a small table and two lounge chairs beneath a vibrant red umbrella. Surrounding trees create a serene backdrop, with autumn leaves scattered across the wooden deck.

Cottage in Shapleigh

Serene Lakefront Retreat in Southern Maine

4.91 out of 5 average rating, 32 reviews

A wooden dock extends over calm waters, with two sturdy posts visible at the edge. Lush trees line the opposite shore, offering a natural backdrop under a clear blue sky.

Cottage in Waterboro

Quintessential Maine Lakefront Cottage.

5 out of 5 average rating, 90 reviews

An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.

Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

An aerial view displays a quiet residential area near Crescent Beach, with ample parking spaces and several cottages visible. The sandy beach is situated a short distance from the cottages, with gentle waves lapping at the shore, and greenery surrounds the property.