Vacation rentals in Messalonskee Lake and Stream

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Top-rated vacation rentals in Messalonskee Lake and Stream

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Top guest favorite
Cabin in Chesterville
5.0 out of 5 average rating, 210 reviews

Off-Grid Cabin with Wood Fired Hot Tub. 4 Kayaks

Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- beautiful swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Guest favorite
The cottage features a spacious deck surrounded by tall trees, providing ample outdoor seating. Large glass windows reflect the natural surroundings and offer views of the lake. The structure showcases a mid-century modern design, harmonizing with the tranquil environment.
Home in Belgrade
5.0 out of 5 average rating, 13 reviews

Lounging Loon

This lake-side retreat on Lower Long Pond in Belgrade, Maine is the ultimate place to Lounge! The main house offers guests 2 bedrooms & 1 full bath, sleeping 4. It also offers a full kitchen, dining & living area. The guest house has 2 bdrms, which sleep an additional 5 guests & full bathroom. Enjoy lake views 50ft away. The deck leads to the dock where you can enjoy all your lakeside fun! Paddle boards & kayaks provided. Propane fire pit & foosball. Downtown is minutes away via boat or car.

Top guest favorite
A charming A-frame cabin is set amidst the lush greenery of the woods. The natural wooden exterior complements the surroundings, while two teal chairs invite guests to relax. A gravel pathway leads to the entrance, framed by large stones and trees casting gentle shadows.
Cabin in Oakland
4.98 out of 5 average rating, 146 reviews

Sister a-frame in Woods (A)

Escape to one of our two sister A frames. These cozy cottages are nestled in the Oakland, Maine woods. Close proximity to I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. Boating, fishing and ATV riding close by! The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this a perfect getaway for you and your family. Check out our other listings managed by Hall’s Homes RE online!

Top guest favorite
Condo in Oakland
5.0 out of 5 average rating, 111 reviews

Home away from home cozy new Apartment in Oakland

Escape to this newly built apartment in Oakland for a relaxing and peaceful getaway. Unwind on the porch while enjoying Maine’s beautiful wildlife, breathtaking sunsets, and star-filled skies. Conveniently located just minutes from Colby College, Thomas College, Snow Pond public beach/boat landing, Bowl in the Pines, and many local restaurants, shops, and outdoor attractions. Perfect for a vacation exploring beautiful Central Maine, visiting family, college visits, or business travel.

Top guest favorite
The guest cottage features a warm yellow exterior complemented by green trim. A small porch with a green chair invites relaxation amidst the surrounding trees and fallen leaves. The structure showcases a single door with a window, offering a glimpse of the peaceful wooded environment.
Tiny home in Belgrade
4.99 out of 5 average rating, 89 reviews

epicurean feast with zen like surroundings

My sister and i will welcome you to our guest cottage on a quiet lake in Belgrade. We are including a dropped off gourmet breakfast-you pick the time, between 7:30 and 9:00. We include waterfront access as well as use of a kayak. We are located on a beautiful lake in the middle of the woods. Peaceful and absolulely quiet. We will practice extreme sanitation as well as social distancing. One well behaved dog is welcome as long as they are not left alone in the cottage- dog bed supplied.

Top guest favorite
The lakeside cottage features multiple decks, offering expansive outdoor space and views of the surrounding trees. A terraced lawn leads down to the water's edge, where a rocky shoreline can be seen. The building's warm color complements the natural setting.
Home in Belgrade
5.0 out of 5 average rating, 38 reviews

Enjoy a gorgeous sunset steps away from Great Pond

Relax, swim, boat, kayak and enjoy time with your family at beautiful Great Pond Lake. This home is located steps from Great Pond and has 3 lovely decks from which to enjoy the sunset. Great Pond is located only an hour North of Portland in Belgrade Maine. Belgrade Lakes Golf Club is one of the top rated courses in Maine and is a public course. There is easy access to multiple hiking trails. There are also many winter activities - snow shoeing, cross country skiing and ice skating!

Guest favorite
A wooden dock extends towards a multi-level lake house, surrounded by trees. A spacious deck is visible on the upper level, furnished for relaxation. The calm waters of Messalonskee Lake reflect the house and greenery, creating a serene environment.
Home in Sidney
5.0 out of 5 average rating, 15 reviews

Waterfront Lakehouse with Hot Tub and Barrel Sauna

This unique lake house sits directly on the shores of Messalonskee Lake, just a half mile walk (or paddle!) to Snow Pond Center for the Arts and just a 10 minute drive from Colby College and Waterville. The house features multiple lake view decks, a hot tub overlooking an outdoor waterfall and gardens, a wood fired pizza oven, and an outdoor barrel sauna. There is a beach area for easy access into the water as well as a large dock and paddle board and kayaks. Incredible sunsets!

Top guest favorite
The exterior of the spacious lakeside home is shown at dusk, with soft lights adorning the entryway. Surrounding trees provide natural privacy, while the serene lake glimmers nearby. A welcoming entrance is visible, offering easy access to the charming surroundings.
Home in Sidney
4.9 out of 5 average rating, 39 reviews

"Sweet Sunsets"Spacious 4 b/r Lakefront Home

Relax with the whole family at this peaceful, spacious Lake Messalonskee home. This home is directly on the water with an oversized deck, beautiful landscaped yard w/ firepit & 2 picnic tables as well as a large dock that is perfect for long summer days. Near colleges (Colby, Thomas ), Snow Pond Center for the Arts & town boat launch. Enjoy great mountain bike trails, fall foliage and great hunting. Winter activities-snowmobiling, ice fishing & nearby skiing.

Top guest favorite
A lakeside retreat features a multi-level wooden structure surrounded by vibrant greenery. A private dock with two Adirondack chairs sits along the water's edge, inviting moments of relaxation by Messalonskee Lake.
Home in Sidney
5.0 out of 5 average rating, 26 reviews

Red Cedar Haven | Lakefront • Dock • Kayaks

Wake up to the mist rising off Messalonskee Lake, coffee in hand, from your private deck at Red Cedar Haven. Spend your days swimming from the private dock, kayaking across sparkling waters, relaxing on the sun-drenched deck, and gathering around the fire pit as the stars appear. Inside, cozy wood interiors and thoughtful touches create a peaceful retreat where you can slow down, reconnect with loved ones, and create memories that will stay with you forever.

Guest favorite
A serene lakeside view reveals calm waters reflecting the sky. Pine trees frame the scene, with a wooden railing suggesting a deck area. The landscape is peaceful, featuring a distant tree-lined shore under a clear blue sky.
Chalet in Belgrade
4.82 out of 5 average rating, 128 reviews

Visit Beautiful Home on Snow Pond

Belgrade Lakes, Maine's premiere lakes region. Beautiful, four season home on 9 mile long, Messalonskee Lake also known as, Snow Pond. Come to experience life the way it should be. Sunrise view, from master bedroom and lakeside deck surrounded by undeveloped wooded shoreline. Swim, canoe and kayak from private dock. Loons, eagles, osprey, and beavers can be your neighbors for a relaxing week at the lake. Open concept kitchen dinning and living room.

Top guest favorite
The cabin is viewed from the water, framed by lush greenery and tall trees. A spacious porch extends across the front, highlighting the cabin's inviting structure, while the calm water reflects the surrounding nature and the bright exterior of the building.
Cabin in Augusta
5.0 out of 5 average rating, 128 reviews

Price's Point - Cabin on the water

Brand new Cozy Cabin on a small 181 acre pond. Enjoy the cabin feel of knotty pine and a big country porch overlooking the water. Walk in access to the water or ice in the winter. Kayaking, canoeing, ice fishing, snowmobiling and more depending on the time of year. A peaceful location a mile down a private road but 10 minutes away from a grocery store etc. Eagles, loons and fish will be your neighbors as you are in the moment at Price's Point.

Guest favorite
A serene view of the expansive lake is visible from the deck, featuring calm blue waters that stretch towards the horizon. A private dock can be seen, enhancing the tranquil lakeside environment, while green foliage is present along the nearby shore.
Home in Sidney
5.0 out of 5 average rating, 13 reviews

Large Water Front Chateau (5 BRs)

Bring the whole family to this great water front home with tons of room for fun. Very large (3,600 sq ft) 5 bedroom lakefront home perfect for families! Extremely unique location/home situated on more than 1 acre and over 200' of private waterfront with all the water toys you can think of! We have board games, water toys, linens, etc...everything you need for an amazing stay.

Popular amenities for Messalonskee Lake and Stream vacation rentals