House holiday rentals in Sebago

Schoolhouse*Hot Tub*Game Room*Minutes to Lakes*Kin

MAKE MEMORIES together in the school's large classroom which is an impressive gathering spot for the whole group with the modern kitchen, massive dining table and comfy living room. Endless entertainment in the brand new barn game room! This lovingly restored schoolhouse is a unique mixture of historic charm, warmth, character and modern ease. Gather outside on the 7 acre property for a cookout, chat by the fire or relax in the hot tub after hiking, swimming, boating, skiing, dining or shopping

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.

Paradise in the Lakes Region

A spectacular, massive, state-of-the-art log cabin that's the perfect getaway for summer vacations (beaches, water-sports, cookouts, galore), fall gatherings (stunning scenery) & winter ski trips (only 25 minutes to Pleasant Mountain) with friends or family. With a chef's kitchen, two ovens, a large dining area, bedrooms for up to 12 (with two king beds), two living rooms, & tons of outdoor dining & relaxation space, there's no gathering this wonderful, warm, gorgeous home can't accommodate!

Lake House with a View!

Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

*1MMview*Bar,Hot Tub,3mins2Pleasant Mnt, Pool tab.

This special, completely renovated place can host your family gathering or group of friends in an inviting setting. This unique house with a private bar, spa, and a pool table will satisfy all your vacation needs! Located close to everything, but absolutely quite and private 20 acres property! It is situated on a ridge with a spectacular mountain view. Our house offers comfort & entertainment. The property will give you the full vacation in the woods experience. This is just what you need!

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.

Beautiful 4 season mountain retreat

A hidden gem tucked in the woods. Enjoy nature with ALL the modern comforts: A/C, firepit, full kitchen, and wood stove. Whether you’re seeking a quiet escape or an action-packed vacation, our home has something for everyone. With views of Pleasant Mountain, our open-concept home is inviting with an open space plan on the first floor. Minutes to Fryeburg, and only 20 minutes to Conway. Hiking, boating, kayaking, tubing the Saco, skiing, and snowmobiling are minutes away.

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

Dreamy mountainside home with views of Mt Washington and the White Mountains! Boasting 4 bedrooms and 2 bathrooms, this house is perfect for large groups seeking easy access to Pleasant Mountain Ski Area, Long Lake, Sebago Lake, and Saco River, along with nearby mountain biking, hiking, and snowmobile trails. After a long day of adventure, enjoy a soak in our 6-person hot tub, fully equipped kitchen, fire burning wood stove, and a cozy living room with a large screen TV!

The Watson House

The Watson House is part of a late 19th century duplex.This side has been completely rehabbed, with a full kitchen, bath with a stall shower, dining and living room on the first floor. Three bedrooms and a full bathroom with washer and dryer upstairs. There is plenty of room for the entire family. It sleeps 6 comfortably, but we do charge $15 per person per night over 6 people. We are PET FRIENDLY!! Please no pets on the furniture, and they can’t be left alone.