
Lake house holiday rentals in Cumberland County
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Top-rated lakehouse rentals in Cumberland County
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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.
4.87 out of 5 average rating, 106 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.
4.98 out of 5 average rating, 188 reviews
The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.
5.0 out of 5 average rating, 248 reviews
The Loons' Nest: Lakefront oasis w/ hottub
Welcome to Maine. Enjoy the peace and tranquility of Maines pristine lakes, at our modern Scandinavian lakefront home. On a PRIVATE lake, nestled in the heart of the Maine countryside. This charming retreat offers a peaceful getaway, perfect for those looking to escape the hustle and bustle of city life. The whole group will enjoy easy access to Maines world famous food scene. Enjoy a private dock with stunning views where you can swim, fish, or launch a host-provided kayak or canoe.
4.9 out of 5 average rating, 125 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!
4.98 out of 5 average rating, 200 reviews
Lakefront Getaway
Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.
4.93 out of 5 average rating, 150 reviews
Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.
4.92 out of 5 average rating, 150 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 Lakeside Tavern, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.
4.95 out of 5 average rating, 204 reviews
Fish Tales Cabin
Everything for your perfect Maine getaway! Use our private dock for your boat, but don't worry about kayaks and paddle boards - use ours. Enjoy a tranquil sunrise, the song of a loon, and the the quaint Bridgton village. Enjoy foliage in the fall and skiing at Pleasant Mountain (formerly Shawnee Peak) only 5 minutes away. White Mountains are very close too! Follow us on FB for more pictures, news and offers! Search for 35 Moose Pond, Bridgton, ME.
4.96 out of 5 average rating, 148 reviews
Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.
5.0 out of 5 average rating, 142 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.
4.98 out of 5 average rating, 202 reviews
Exceptional Private Lakefront Retreat | Hot Tub, S
This lake front home has two houses on one property together, making it perfect for 2 families/friend groups, or an extended family gathering! Less than 20 feet from the water, this serene private property hosts a perfect water getaway. Access to kayaks, paddle board and floating dock. There is a private hot tub on the property (5 person) and a Nordic sauna that overlooks the lake.
4.92 out of 5 average rating, 108 reviewsPopular amenities for Cumberland County lakehouse rentals
Waterfront lakehouse rentals

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard
4.96 out of 5 average rating, 191 reviews
Charming 4 bedroom lake front, with private beach
4.88 out of 5 average rating, 147 reviews
Spacious Lakehouse +Private Dock+Firepit+Kayaks
4.97 out of 5 average rating, 33 reviews
Lakefront | Dock + Fire Pit Near Sebago & Portland
4.98 out of 5 average rating, 40 reviews
Highland Lake Cottage/Waterfront/Dock/Kayaks
5.0 out of 5 average rating, 7 reviews
Maine Vacation Home on the Water
5.0 out of 5 average rating, 67 reviews
Lake front home on Little Sebago
5.0 out of 5 average rating, 16 reviews
Enjoy Sunsets at Welcoming Lake Front Property
4.93 out of 5 average rating, 56 reviewsPet-friendly lake house rentals

Lake House with a View!
4.94 out of 5 average rating, 136 reviews
Lakefront. Fire pit. Game Room. Water trampoline
4.99 out of 5 average rating, 102 reviews
Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
4.97 out of 5 average rating, 147 reviews
Sokokis Lake House
4.89 out of 5 average rating, 133 reviews
Forest Lake Cottage
4.96 out of 5 average rating, 76 reviews
Lakehouse on Highland Lake
4.97 out of 5 average rating, 90 reviews
Cozy Camp on the lake
4.98 out of 5 average rating, 62 reviews
Cozy Lakefront Cabin Near Portland
4.97 out of 5 average rating, 77 reviewsPrivate lake house rentals

La Casita: Little Sebago Lake with hot tub!
5.0 out of 5 average rating, 34 reviews
Family Camp at Coffee Pond, private home for 8
4.97 out of 5 average rating, 70 reviews
Serene Modern Lakefront Escape l 20 min Portland
5.0 out of 5 average rating, 25 reviews
Dockside Dreams
5.0 out of 5 average rating, 39 reviews
Sebago Lake Beach Paradise
4.97 out of 5 average rating, 30 reviews
The Lazy Hummingbird - Little Sebago Home w/ Sauna
5.0 out of 5 average rating, 48 reviews
Windham Lake Retreat | Knotty Pine Cabin Fire pit
4.94 out of 5 average rating, 69 reviews
Prime Sebago Lakefront House
4.97 out of 5 average rating, 36 reviewsDestinations to explore
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Long Sands Beach
- Popham Beach, Phippsburg
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- Willard Beach
- York Harbor Beach
- Cape Neddick Beach
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- Cranmore Mountain Resort
- Hills Beach
- Gooch's Beach
- Fortunes Rocks Beach
- East End Beach
- Pleasant Mountain Ski Area
- Conway Scenic Railroad
- Popham Beach State Park
- Wolfe's Neck Woods State Park
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