Holiday rentals in Casco

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Top-rated holiday rentals in Casco

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Top guest favourite

Cottage in Pownal

4.99 out of 5 average rating, 399 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Guest favourite

Home in Naples

4.99 out of 5 average rating, 129 reviews

LUX Designer Private Waterfront

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.

Guest favourite

Tiny home in Casco

5 out of 5 average rating, 7 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, ice fg

Guest favourite

Home in Naples

4.98 out of 5 average rating, 163 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.

Guest favourite

Guest suite in Raymond

4.9 out of 5 average rating, 135 reviews

Rustic knotty pine getaway

lovely completely newly remodeled 2 bedroom 1-1/2 bath completely private upstairs unit with kitchen and private screened in deck. It has a private entrance with plenty of off street parking. located in Maine's lake region area. Walking distance to Raymond beach on Sebago lake. 5 miles to restaurants, shopping and local entertainment. 15 Miles from Portland. 30 to 60 minutes to winter skiing. Kayak, boat, and jet ski rentals nearby. 30 minutes to casino. Electric Vehicle charging on site.

Top guest favourite

Home in Casco

5 out of 5 average rating, 18 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

Cottage in Raymond

4.91 out of 5 average rating, 114 reviews

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, 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.

Superhost

Cabin in Raymond

4.93 out of 5 average rating, 158 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 eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

Guest favourite

Flat in Casco

4.93 out of 5 average rating, 45 reviews

Country Village Getaway

Cozy, second floor studio apartment with fully equipped kitchen, full bath, open living, dining area combo. Steep stairs to sleeping loft bedroom with a full size bed and bureau. Daybed in living room could sleep one. Added to the 1860's farmhouse in the 1980's, the apartment has a cozy, warm charm of it's own with it's cathedral ceilings, knotty pine, interior, and seasonal lake views. Walk to public beach, boat launch, and all village amenities. 45+/- minutes to skiing.

Guest favourite

Guest house in Naples

4.96 out of 5 average rating, 190 reviews

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.

Guest favourite

Cabin in Naples

4.89 out of 5 average rating, 101 reviews

Songo Lock Cabins #2

Cabins on the water, Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's. The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats into the lock, the water lowers the boats down and then opens so they can continue down river into Sebago Lake. You can sit at your cabin and watch the boats or grab a fish pole and do some fishing.

Top guest favourite

Home in Bridgton

5 out of 5 average rating, 108 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.