Vacation rentals in Brandy Pond

An outdoor hot tub is situated on a wooden deck, with soft blue lighting enhancing its inviting appearance. A fire pit and picnic area can be seen in the background, surrounded by trees and lush greenery, creating a peaceful atmosphere by the river.

4.99 out of 5 average rating, 124 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.

4.91 out of 5 average rating, 114 reviews

An aerial view captures a secluded A-Frame nestled among dense, lush greenery. The canopy of trees surrounds the structure, providing privacy and a sense of tranquility. Sunlight filters through the leaves, creating a serene natural setting for a peaceful retreat.

Chalet in Denmark

Relaxing A-Frame with Hot Tub and Lake Access

Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome also! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Kayaks and hot tub provided! Come experience our slice of heaven for yourself, you won’t regret it!

A fire pit area is surrounded by colorful Adirondack chairs on a gravel path. Large natural stones are placed near the pit. In the background, a cedar-shingled cottage is elevated with a spacious deck and features a green roof amidst a wooded setting.

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.

The exterior of a log cabin is surrounded by lush greenery, showcasing a spacious backyard. A wooden swing set with a slide is present, alongside a three-season sunroom. Multiple decks and outdoor dining areas are visible, inviting relaxation among nature.

4.95 out of 5 average rating, 107 reviews

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!

A scenic waterfront promenade is lined with benches, offering a view of the calm water and a sunset sky filled with soft oranges and purples. People stroll along the path beside local shops and lush greenery, creating a serene atmosphere by the water's edge.

4.91 out of 5 average rating, 44 reviews

Trickey Moose Family Retreat | Firepit Kayaks

Enjoy 4 seasons of fun with shared access to Trickey Pond and use of 2 kayaks, large deck, fire pit, gas grille, backyard, wood stove, air hockey, ping pong table, close to skiing, snowmobile trails, boating, hiking and much more. *** Summer Dates Still Available *** 6/23-6/27 6/30-7/3 7/6-7/9 Beautiful open concept house with loft and cathedral ceilings is perfect for large families with a well appointed kitchen, fast Wi-Fi, laptop friendly workspace, central AC, jacuzzi, free parking.

4.99 out of 5 average rating, 267 reviews

Guest suite in Bridgton

Barn on Pleasant- walk to town-no cleaning fee

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

5 out of 5 average rating, 112 reviews

The modern guesthouse is shown against a twilight sky, featuring a sleek exterior in muted grey tones. Snow blankets the ground around the structure, while the entrance displays wide glass doors and a spacious balcony above. Lush greenery is visible in the background.

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Superhost

A rustic bathroom features wooden walls and a carved sink made from natural materials. A mirror hangs above the sink, with decorative items displayed around it. Soft towels are neatly arranged on the countertop, contributing to a homey feel.

Cabin in Raymond

4.93 out of 5 average rating, 154 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.

4.96 out of 5 average rating, 189 reviews

Guesthouse in Naples

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.

4.89 out of 5 average rating, 99 reviews

A quaint dressing area is presented, featuring a green wooden structure with a peaked roof. The door is painted in a matching green, and a small planter with flowers sits beside the entrance. Surrounding foliage adds a natural touch to the setting.

Cabin in Naples

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.

5 out of 5 average rating, 103 reviews

Home in Bridgton

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.

Superhost

A bright, neatly arranged bathroom features a sleek white vanity with a modern sink and a large mirror above. A toilet is positioned adjacent to the vanity, and a small trash bin sits nearby. Light-colored wooden walls and stone flooring create a clean and calming atmosphere.

Tiny home in Casco

5 out of 5 average rating, 3 reviews

The Casco Tiny house!

Nestled in the charming town of Casco, this cozy tiny house offers the perfect retreat for travelers and explorers seeking comfort and convenience. Located just off Poland Springs Road, you’ll enjoy effortless access to Maine’s many attractions while having a peaceful home base to relax. Whether you’re adventuring through the Pine Tree State or simply looking for a getaway, this tiny house is an ideal “home away from home” for your Maine journey.

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Other great vacation rentals in Brandy Pond

5 out of 5 average rating, 50 reviews

The A-frame cabin is nestled among tall trees, featuring a steeply pitched roof and large windows that create a strong connection with the surrounding forest. Sunlight filters through the leaves, casting dappled light on the ground, enhancing the serene woodland atmosphere.

Cabin in Freeport

The Maine Frame: Cozy Firepit 7 Min to L.L. Bean

JiRating, 5 stars1 week ago

One of the best places I’ve stayed! The vibe and decor were so nice, super clean and cozy too. The amenities were great and everything was really thoughtfully put together. Really appreciated the market gift card, such a sweet touch! Would definitely come back.

The screened porch features two blue wicker chairs with patterned cushions, inviting relaxation. A textured area rug runs along the wooden floor, while large windows allow natural light and views of the surrounding greenery.

4.95 out of 5 average rating, 21 reviews

Long Lake Cottage

SusanRating, 5 stars5 days ago

Amanda’s place is super comfortable! Very pleasant, relaxing space, really comfy beds (although for a tall person they’re a bit short) and very clean, with luxurious towels and bedding. Beautiful mornings with coffee and birdsong on the screened in porch!

5 out of 5 average rating, 22 reviews

An outdoor patio area showcases a circular fire pit bordered by wooden Adirondack chairs, inviting relaxation. The rustic log cabin structure features sliding glass doors that open to the space, with a small grill positioned nearby, surrounded by greenery.

Cottage in Naples

Cozy Renovated Lakeside Cabin

CathyRating, 5 stars5 months ago

This cozy cottage in Naples was a great place to stay over the winter holiday with the kids and extended family. We hit the nearby slopes and restaurants. Wonderful host and property. Kids enjoyed their private space with own tv.

A tranquil lakeside retreat is set against a backdrop of lush trees. The house features a light-colored exterior, surrounded by a well-maintained lawn and rocky shoreline. Reflections of the greenery are visible on the calm water, creating a serene atmosphere.

4.95 out of 5 average rating, 40 reviews

Long Lake Waterfront Home

SaraRating, 5 stars8 months ago

I can’t wait for our next visit. What a beautiful location, cozy home, with everything we needed. Kit was great on communication, and the home was just as advertised. We will definitely be back, in any season. Highly recommend if you’re re looking for a place to relax and unwind. Loved it!

4.89 out of 5 average rating, 75 reviews

Home in Casco

The Sunrise House

Jorge And DeserieRating, 5 stars6 days ago

Such a beautiful and peaceful place!! my kids didn’t want to leave! Lovely cottage feel with a beautiful view to the lake. We had such a great time taking the kayaks and paddleboard out on the water and enjoying our coffee overlooking the water from the sunroom,. Thank you for the great family memories!

A sandy beach area is depicted with a mix of adirondack chairs in red, yellow, and purple, positioned around a low stone fire pit. A wooden dock extends over the water, with individuals in the background enjoying the space.

4.97 out of 5 average rating, 39 reviews

House at Sunshine- Long Lake, 5 min from causeway

BenRating, 5 stars9 months ago

This was our third time we've been guests of Jennifer's. Similar to our previous experiences, the space was immaculate, well stocked and beautifully furnished. Before we even got there, Jennifer went out of her way to ensure we could check-in early! Jennifer is very responsive, thoughtful, and super friendly. We even had a small, last-minute request on the day we checked out, and she was able to accommodate us. We brought our boat which we were able to launch at the nearby public launch. We moored our boat on her mooring and were able to park our boat trailer onsite. We were able to easily cook meals in the well thought out and stocked kitchen. We also utilized the outdoor grill and enjoyed the fire pit for smores as a family. Jennifer's home had enough room for my husband and I, as well as our two teenage sons, without feeling on top of each other. The location can't be beat! the website won't let us fit our full gleaming review here but trust us when we say you won't be disappointed!

Superhost

A private hot tub is positioned on a paved patio surrounded by autumn leaves and tall trees. Steps lead up to the hot tub, providing easy access. A shed is visible in the background, and outdoor seating is indicated by a chair in the foreground.

Cottage in Casco

4.88 out of 5 average rating, 24 reviews

Waterfront Getaway w/ Private Sandy Beach

RileyRating, 5 stars3 weeks ago

Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.