Holiday rentals with a kayak in Bridgton

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.

Peace at the Pond with Hot Tub & Sauna

Relax with the whole family at this dog-friendly, private cottage with all the amenities and easy access to nearby trails, restaurants, and movies within 1/2 hour. It's a waterfront paradise with hot tub, fully restored Finnish sauna, kayaks and canoe. Or just relax in the hammock with a book, after an outdoor (or indoor) shower. Spend the day swimming and canoeing, read a book on the shaded deck, and grill your dinner outside. Or satisfy your entertainment habits by streaming Netflix or PRIME!

Updated home near sandy beach on Sebago Lake

Escape to this charming, pet-friendly Sebago Lake retreat, offering a peaceful getaway for up to 8 guests. This modernly updated 3 bedroom. 1 bathroom is enough space for the whole family. Located just a short walk to the shores of Sebago, enjoy the included kayaks, SUP, beach access, and private dock. At the end of the day, relax in the spacious backyard listening to the tranquil brook running through, or gather around the fire pit creating lasting memories. Only 45 minutes to Portland, Maine!

🌟Winni Cottage beach, dock, kayaks, SUP & more! 🌈🍸

Great waterfront cottage on Wolfeboro’s Back Bay! Includes 5 kayaks, 2 canoes, a paddleboard & rowboat. 3 bedrooms, plus indoor & outdoor hot showers. Large deck, big grassy lawn, and cozy campfire area. Calm, protected bay—perfect for beginner paddlers. 40-ft dock, beach area, & swim platform on a mooring. Bring your boat or rent one to access main lake under the bridge. Just an 8-minute walk to town! Bring bikes explore scenic trails. A peaceful, relaxing retreat with all the lakefront fun.

Cabin at Sunshine on Long Lake

You can't get any closer to Long Lake! The Cabin at Sunshine is a few short steps to the sandy bottom of this crystal clear lake. The Cabin at Sunshine was recently remodeled to give the home a relaxed, lake feeling with unobstructed views of Long Lake. All new mattresses and appliances throughout the cabin. A new Webber grill is outside for those days when you want to spend every second outside. Walk into Naples for ice cream, cocktails, shopping, entertainment, boat rentals, and dinner.

Pine River Pond

Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

The Chalet~ 4 bed Lakefront Family Vacation

Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

Sokokis Cottage – Lakefront cottage w/ dock kayaks

Just 2 hours from Boston and 1 hour from Greater Portland, ME, Sokokis Lake is a fantastic ice fishing spot! Relax under our majestic willow tree with stunning lake views at every turn. During the warmer months, explore the lake in our 2 kayaks or launch your own boat from the public ramp neaby. Enjoy evenings by the fire pit while watching the sunset. Plus, a supermarket, ice cream, fried seafood, and pizza are just a short walk away. Your lakeside escape awaits!

Lakeside getaway for 6 by Sunday River!

Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.