Holiday rentals in Casco

4.92 out of 5 average rating, 120 reviews

A serene lake view is depicted, showcasing calm waters reflecting the sky and surrounding trees. A private dock is visible at the water’s edge, adding to the tranquil atmosphere. The natural landscape features a variety of green hues from the trees lining the shore.

Cottage in Raymond

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the water on Panther Pond, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

4.99 out of 5 average rating, 171 reviews

The cabin's exterior is captured through a flickering flame, showcasing large glass windows that invite natural light. Surrounded by lush trees, the cozy structure features a modern design, blending seamlessly with the serene outdoors.

Home in Naples

LUX Designer Private Waterfront Hot Tub - Secluded

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

5 out of 5 average rating, 91 reviews

A serene lakeside scene is presented with two dark green Adirondack chairs positioned around a fire pit on a grassy area. A wooden dock extends into the lake, with a small boat resting beside it, surrounded by trees that frame the tranquil view.

Cottage in Raymond

Lovely Lakefront Cottage - Book Your Fall GetAway!

Whether you’re craving a peaceful retreat or a winter adventure, this lakefront cottage has everything you need to create unforgettable memories. Cozy up by the fire, snowshoe the lake, or simply soak in the serene beauty of the season. Embrace the charm of winter on the lake, the perfect getaway for families, couples, or solo adventurers. Don't wait for summer to fall in love with this hidden gem. NOTE: Winter & Spring guests should be comfortable navigating winter weather/seasonal conditions.

4.98 out of 5 average rating, 179 reviews

A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.

Home in Naples

Kayak to the Causeway-50s cottage with modern vibe

Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.

5 out of 5 average rating, 37 reviews

New House on Big Sebago w/ Private Water Frontage!

Relax and unwind among the sounds of loons in modern comfort & luxury at 2024 built "FryLa Vu" on Big Sebago Lake in Casco Maine. 3 levels of serene living spaces + 50' of sand & pebble lakefront is yours to enjoy. Sit back & enjoy the peace & take in the wildlife and iconic Maine views of the Birch Islands, or spend the day swimming or exploring from your own private beach & dock. Evenings enjoy leisurely meals and stargazing with s'mores around the fire pit. It's vacation time - Maine Style!

4.95 out of 5 average rating, 180 reviews

A charming waterfront cottage is presented with a bright blue door and two red chairs on a stone patio. Lush greenery surrounds the property, enhancing its inviting exterior. The tranquil waters of Pettingill Pond can be seen in the background, reflecting the sky.

Home in Windham

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.

4.98 out of 5 average rating, 58 reviews

An outdoor deck is furnished with a large table and several wooden chairs, providing ample seating. A large umbrella offers shade, while a view of the serene lake and lush greenery enhances the tranquil setting.

Cottage in Casco

Serenity - Stunning Sebago Lake scenery

Discover a cozy, pet-friendly lakefront retreat in Casco, on beautiful Sebago Lake! This charming home offers 50 feet of pristine lakeshore with amazing views of the sparkling water and surrounding natural beauty. With 5 bedrooms and 10 beds, it sleeps up to 12 guests, ideal for family gatherings or group getaways. Enjoy a welcoming open living area, a wood-burning fireplace, a game room, and 3 full bathrooms. Outside, gather around the firepit for memorable evenings. Book your stay today!

4.94 out of 5 average rating, 694 reviews

A spacious living area is highlighted by hardwood floors and tall ceilings with exposed beams. Large windows allow natural light to fill the room, illuminating the comfortable seating, modern coffee table, and decorative lamps. A piece of wall art adds a touch of character.

Loft in Bridgton

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

A modern blue house with large windows overlooks a serene pond, surrounded by lush greenery. The structure features a spacious deck, and its reflection can be seen in the water. The tranquil setting invites relaxation and is complemented by natural landscaping.

5 out of 5 average rating, 35 reviews

Thomas Pond, Casco, Maine

Brand new construction -2024. Bring family or friends to this great place with lots of room for four season fun and relaxation. Large deck overlooking water. Directly on Thomas Pond. Kayaks available. Snow shoe or cross country ski directly out front. Snowmobile trails accessible. Great fishing. 11 miles to St. Joseph's College. 26 miles to Portland. 22 miles to Pleasant Mountain. 3 miles to Point Sebago Golf Course. 9 miles to North Windham shopping and restaurants. 6 miles to Naples.

4.92 out of 5 average rating, 172 reviews

A serene lakeside view reveals a wooden dock with a reclining chair near the water's edge. Vibrant autumn leaves frame the scene, contrasting with the clear blue sky and calm lake. Rocky terrain adds natural texture to the tranquil environment, inviting relaxation.

Cabin in Raymond

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

4.95 out of 5 average rating, 21 reviews

An aerial view captures a serene lakeside scene surrounded by lush greenery. The expansive blue water of the lake reflects the sky, while the home is nestled among the trees, providing a sense of tranquility and seclusion.

Home in Raymond

Spacious Lakehouse +Private Dock+Firepit+Kayaks

Welcome to Salmon Point Lodge on beautiful Panther Pond in Raymond, Maine! Nestled on 3 serene acres shared with the friendly owners, this spacious 2,800 sq. ft. home offers the perfect mix of rustic charm and modern comfort. Whether you’re looking for a peaceful getaway or an outdoor adventure, this property has it all including: -Private Dock -Fire Pit -Complementary Kayaks -BBQ Grill -Indoor Fireplace -Ping Pong Table & Board Games -Washer & Dryer -Fully Equipped Kitchen

4.94 out of 5 average rating, 129 reviews

The living area features high, wooden ceilings with exposed beams and large windows, allowing natural light to flood the space. A stone fireplace serves as a focal point, while a cozy seating area is complemented by a dining table surrounded by red chairs.

Home in Naples

Best Ski & Lake House

Spectacular, expansive, state-of-the-art log cabin—your ultimate four-season escape. Summer fun (beaches & watersports galore), winter ski trips (just 25 minutes to Pleasant Mountain, formerly Shawnee Peak), & unforgettable year-round gatherings. Chef’s kitchen with two ovens, dining for eight + bar seating, sleeps up to 12 (with 2 king beds), two living rooms, and abundant outdoor dining & lounge space, including a playground - designed to make every moment a memory!

Popular amenities for Casco holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Casco

4.94 out of 5 average rating, 17 reviews

A well-equipped kitchen features wooden cabinetry and white appliances, including a stove and refrigerator. A small breakfast bar with two stools provides additional seating. Natural light filters in through a nearby window, illuminating the space and highlighting the detailed wall design.

Cabin in Casco

Point Sebago

5 out of 5 average rating, 49 reviews

An open-concept kitchen and dining area feature a large table with wooden chairs and a comfortable couch. Natural light floods the space through large doors leading to the backyard, while a flat-screen TV is mounted on the wall. A cozy, welcoming ambiance is created by the warm wood tones.

Home in Raymond

Cheerful Home for your Maine Getaway

5 out of 5 average rating, 6 reviews

A cozy entertaining area features a stone fireplace framed by warm wooden walls. Light-filtering windows provide views of the surrounding nature. Bar stools are positioned at a counter, creating an inviting space for relaxation and socializing.

Home in Otisfield

Quiet Lake Retreat

5 out of 5 average rating, 6 reviews

Cozy Point Sebago Home w/ Lake Access!

4.85 out of 5 average rating, 27 reviews

An inviting screened porch area features a circular glass table with red placemats. A grill and a small refrigerator are positioned along the wall, with natural light filtering through the screens. The scenic view overlooks Parker Pond, surrounded by tall trees.

Cottage in Casco

2-Bedroom Lakefront House, Casco Maine, Sleeps 6+

A wooden dock extends over the calm water, leading to a serene sunset view. The sun sets behind the distant hills, casting warm hues across the lake. An umbrella stands at the edge of the dock, offering shaded seating areas.

4.95 out of 5 average rating, 20 reviews

Waterview Lake House

4.96 out of 5 average rating, 67 reviews

A fire pit area is surrounded by several white chairs, facing the lake. The sun sets on the horizon, casting warm tones across the water. Trees with autumn foliage frame the scene, enhancing the natural setting.

Home in Harrison

Lakehouse only 70 feet from water!