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, 172 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.

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.

The master bedroom features a spacious bed with light-colored bedding, complemented by soft pink pillows. Natural light floods the room through sliding glass doors leading to the outdoor area. A rustic barn door adds character and provides access to the adjacent bathroom.

4.86 out of 5 average rating, 92 reviews

Fully Updated Lake View Home on Thomas Pond

Full of light and thoughtful touches, this lake view home on Thomas Pond is perfect for your Sebago Lake getaway. Spend your evenings relaxing or entertaining on the spacious deck and days on the water. Enjoy boating, fishing, swimming and kayaking with access to two association beaches and a boat launch across the street. Perfect for family fun and couples' retreats, this home is a fantastic home base to explore the Lake Region. Minutes to North Windham shopping and 30 minutes to Shawnee Peak.

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.

The exterior of the Sebago Breeze Lake House reveals a charming shingle-style structure nestled among lush greenery. A spacious lawn leads to a screened porch, offering relaxation space. Stairs provide access to the upper level, while a paved driveway accommodates vehicles.

4.97 out of 5 average rating, 30 reviews

Prime Sebago Lakefront House

The Sebago Breeze Lake House has it all. 185' of private, direct waterfront including a sandy beach with firepit, built-in grill and spacious level lot for all the summer activities. Tie your boat to the giant dock or mooring and enjoy the lake from your own swim float. The calm waters around Dingley Islands lie just offshore. Inside you will enjoy all the updates, 4 bedrooms, 3.5 baths, two separate rec spaces and an airy, screened porch, perfect no mater the weather. The Way Life Should Be!

5 out of 5 average rating, 13 reviews

A vibrant garden features clusters of purple flowers in full bloom, enhancing the greenery of the lawn. A gazebo is visible in the background, alongside the tranquil lake, which reflects the clear blue sky. Tall trees provide shade, adding to the serene environment.

Home in Gray

Coveside on Little Sebago

Welcome to our lakefront home on Little Sebago Lake in Gray, Maine. Have morning coffee on the patio while listening to wildlife. Kids enjoy the beach with shallow water entry, while boaters appreciate the deeper water at the dock! Westerly view of glorious sunsets. Gardens, wildlife, great star viewing! 7 day minimum in the summer. 4 mi. from Gray Exit #63 of the Maine Turnpike I-95. 2 hrs from Boston. 30 min to Portland or Oxford Casino, 60 min to Shawnee Peak, 74 min to Sunday River.

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.

4.98 out of 5 average rating, 58 reviews

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!

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.

4.95 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

4.96 out of 5 average rating, 202 reviews

The kitchen features modern white cabinetry and stainless steel appliances, including a refrigerator and microwave. A dining table with four chairs is positioned near the window, allowing natural light to illuminate the space. A cozy living area is visible in the background.

Guest house in Naples

Downtown Naples guesthouse. Steps from causeway

In the heart of Naples you will find this large 2 bedroom carriage house newly constructed in 2018, only steps away from the lakes, causeway, restaurants, grocery store and marinas. Each large bedroom has a queen bed, the kitchen is fully equipped, the television has Roku for cable access or streaming channels. There is a large deck overlooking a vacant lot. WIFI is included. Oxford Casino, Shawnee Peak, and Fryeburg Fairgrounds are all within half hour drive.

Popular amenities for Casco holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Casco

4.95 out of 5 average rating, 78 reviews

A spacious dock extends into the clear water, surrounded by lush greenery. Behind the dock, a modern lakehouse features large windows and a welcoming porch. Sun loungers are arranged on the grassy area nearby, inviting relaxation and enjoyment of the serene lakeside setting.

Home in Raymond

Lakehouse Retreat on Jordan Bay, Sebago Lake

A charming cottage is nestled amidst greenery, featuring a sloped roof and multiple windows. A screened-in porch extends from the front. To the right, a separate garage with double doors stands. The spacious lawn is well-kept, surrounded by natural landscaping.

4.94 out of 5 average rating, 16 reviews

Water-view | Kayak | Fire-pit | Dog friendly

A cottage surrounded by trees features a charming porch with large windows and decorative bunting. A gravel pathway leads to a parking area, while an outdoor seating arrangement with a table and chairs is visible nearby, set against a peaceful natural backdrop.

4.92 out of 5 average rating, 12 reviews

Cheerful cottage with all inclusive family fun!

4.98 out of 5 average rating, 42 reviews

An aerial view captures a collection of cottages nestled among trees along a lakefront. A wooden dock extends into clear water with a kayak and small boats nearby. The sandy beach area provides a gathering space, surrounded by greenery and cottages with outdoor seating.

Home in Naples

House at Sunshine- Long Lake, 5 min from causeway

A cottage is nestled among tall trees, with a gravel driveway leading to the entrance. The exterior features a mix of wood and light-colored siding, with a small set of stairs leading to a porch. A golf cart is parked nearby.

5 out of 5 average rating, 23 reviews

Cozy cottage on the 9th fairway at Point Sebago

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

Superhost

A comfortable outdoor space is presented with a grassy area surrounded by trees. Blue chairs are arranged around a fire pit, and large windows of the two-story home reflect the natural light. A sense of privacy is offered by the surrounding foliage.

4.9 out of 5 average rating, 39 reviews

Waterfront Getaway w/ Private Beach (HOT TUB)