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Holiday rentals in Casco

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Top-rated holiday rentals in Casco

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.92 out of 5 average rating, 120 reviews

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.

Top guest favourite
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
4.98 out of 5 average rating, 179 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 181 reviews

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.

Guest favourite
An aerial view showcases a serene lake surrounded by lush greenery, with several homes visible along the water’s edge. The dense wooded area offers a natural backdrop, while the calm water reflects the landscape. A red marker highlights the property location near the water.
Tiny home in Casco
4.94 out of 5 average rating, 18 reviews

Maine tiny home at the Lake with direct lake view!

Come try one of the best places to enjoy a real Maine Summer at the lake in our brand new 2024 Keystone Hideout loft destination-home, hooked up to power, private well water, and septic on site. Wifi and Netflix tv. Solar panels on the roof, stereo/dvd player, gas stove and oven, AC, Fireplace in master bedroom, screen house for outside dining, wood deck and Gas Grill. Boat ramp next to our property, also Thomas pond is home to several species of fish, fishing & swimming on site possible.

Top guest favourite
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
4.94 out of 5 average rating, 696 reviews

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.

Top guest favourite
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.
Home in Casco
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.

Guest favourite
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
4.99 out of 5 average rating, 175 reviews

LUX Designer Private Waterfront Hot Tub - Secluded

Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Top guest favourite
A cozy interior features natural wood paneling and beams. Two upholstered chairs are positioned near a large window, allowing light to fill the space. A small bookshelf holds several books, while kitchenware is organized on a nearby shelf. A white stove complements the rustic setting.
Cabin in Bridgton
4.95 out of 5 average rating, 174 reviews

Writers Cabin in the Woods with Sauna!

Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

Top guest favourite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport
5 out of 5 average rating, 110 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Guest favourite
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
4.92 out of 5 average rating, 172 reviews

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.

Top guest favourite
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
4.95 out of 5 average rating, 21 reviews

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

Top guest favourite
A serene dock extends over calm waters, featuring two wooden adirondack chairs that offer a view of the sunset. A small pedal boat is moored beside the dock, surrounded by forested shorelines reflecting in the lake.
Home in Casco
4.97 out of 5 average rating, 64 reviews

Family Camp at Coffee Pond, private home for 8

Very friendly and well appointed house in the woods with private lakefront access. Gradual slope down to lake; no stairs needed. We supply kayaks and a canoe with paddles and a pedal boat. We supply PFDs. The home is the perfect getaway for a quiet wooded lake experience, and also features daily singing by the loons and visits from hummingbirds. House also offers solar power to offset your carbon footprint. NOTE: LAKE DOCK WILL NOT BE INSTALLED UNTIL SAT MAY 16, 2026.

Popular amenities for Casco holiday rentals

When is the best time to visit Casco?

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Avg. price$372 SGD$372 SGD$343 SGD$354 SGD$385 SGD$367 SGD$411 SGD$407 SGD$353 SGD$366 SGD$322 SGD$329 SGD
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Frequently Asked Questions

  • What types of vacation rentals are available in Casco?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Casco. From over 30 cabin rentals to over 90 house rentals, we've got you covered.

  • Are there pet-friendly vacation rentals in Casco?

    Four-legged friends are welcome in Casco. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Casco?

    Yes! Work meets play with ease at over 90 vacation rentals in Casco featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly cabin rentals in Casco?

    Casco has more than 20 family-friendly cabin rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cabin rentals in Casco?

    Experience the best of Casco with our cabin rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Casco have wifi?

    Absolutely! We offer over 20 cabin rentals with wifi in Casco. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Casco have a bbq area?

    Absolutely! We offer over 30 cabin rentals with a bbq area in Casco. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cabin Rentals in Casco?

    Enhance your stay in our Cabin Rentals with the most popular amenities: over 30 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Casco

  • Total holiday rentals

    Explore 200 holiday rentals in Casco

  • Nightly prices starting at

    Casco holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    170 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    190 of Casco holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Lake access, Gym and BBQ grill across Casco rentals

  • 4.9 Average rating

    Casco stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Casco