Vacation rentals in Brandy Pond

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Top-rated vacation rentals in Brandy Pond

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Guest favorite

Guest suite in Bridgton

4.98 out of 5 average rating, 167 reviews

Barn on Pleasant-walk to town

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 spring and 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

Apr 18 – 25

G$32,142 GYD per night

Guest favorite

Home in Naples

5.0 out of 5 average rating, 43 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 areas, pets are welcome. Come enjoy privacy and the space to run around seconds to sebago.

Oct 16 – 23

G$145,426 GYD per night

Guest favorite

Home in Naples

4.99 out of 5 average rating, 136 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.

Jun 5 – 12

G$46,015 GYD per night

Guest favorite

Loft in Bridgton

4.95 out of 5 average rating, 553 reviews

Tap House Loft~Sunny & Spacious, Private Hot Tub

Conveniently located in the heart of Downtown Bridgton, the Tap House Loft is ready for you, your friends and your family to enjoy! Walk to vibrant Main Street, Pondicherry Park, the Magic Lantern Theater, Highland Lake and all the downtown shops, gallerias and restaurants...or simply relax in the peace and quiet of our newly restored, historic warehouse. Located above the Sundown Lounge, this 900 sq ft space offers a large Master Suite with French Doors leading to a deck and hot tub.

Feb 10 – 17

G$35,924 GYD per night

Guest favorite

Cabin in Raymond

4.93 out of 5 average rating, 144 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.

Sep 22 – 29

G$38,305 GYD per night

Guest favorite

Cottage in Bridgton

4.89 out of 5 average rating, 188 reviews

Rustic Pebble Cottage in beautiful Bridgton, Maine

Pebble Cottage is a one hundred year old quirky camp that was enlarged some years back. It is located in Bridgton near plenty of lakes and skiing. The public beach is a short skip down the hill. The cottage is a rustic little haven that was saved from demolition, and updated with a brand new bathroom, a cute little kitchen with a dishwasher, with two heat pumps to keep the space cozy and three homey comfortable bedrooms, a large yard with a picnic table, very quiet retreat.

Dec 25 – Jan 1

G$21,281 GYD per night

Guest favorite

Apartment in Casco

4.9 out of 5 average rating, 30 reviews

Country Village Getaway

Cozy, second floor studio apartment with fully equipped kitchen, full bath, open living, dining area combo. Steep stairs to sleeping loft bedroom with a full size bed and bureau. Daybed in living room could sleep one. Added to the 1860's farmhouse in the 1980's, the apartment has a cozy, warm charm of it's own with it's cathedral ceilings, knotty pine, interior, and seasonal lake views. Walk to public beach, boat launch, and all village amenities. 45+/- minutes to skiing.

Dec 9 – 16

G$23,809 GYD per night

Guest favorite

Home in Naples

4.88 out of 5 average rating, 26 reviews

Trickey Moose Family Retreat | Kayaks, Firepit

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. *** Last Minute (5/13-5/15) 3-Night Special *** 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.

Apr 29 – May 6

G$87,214 GYD per night

Guest favorite

Cottage in Brownfield

5.0 out of 5 average rating, 210 reviews

Taproot Cottage at Stone Mountain

Taproot Cottage is cozy, quiet, comfortable and nestled in the beautiful White Mountain foothills of Brownfield, ME. Just one mile from the Stone Mountain Arts Center, 30 minutes to North Conway, NH, and easy access to hiking trails, mountain vistas, and the Lakes Region of western Maine. It offers a well-equipped kitchen/dining/ living room combination, full bath, a relaxing sunroom with full-sized futon for additional sleeping, and a loft bedroom with a queen bed.

Jul 30 – Aug 6

G$24,748 GYD per night

Guest favorite

Guesthouse in Naples

4.95 out of 5 average rating, 172 reviews

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.

Feb 28 – Mar 7

G$36,917 GYD per night

Guest favorite

Cabin in Naples

4.87 out of 5 average rating, 115 reviews

Songo Lock Cabins #1

Cabins on the waterSongo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's.. Every year we add new things . The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats in and lowers them 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.

Feb 13 – 20

G$30,873 GYD per night

Guest favorite

Guesthouse in Windham

5.0 out of 5 average rating, 219 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

May 28 – Jun 4

G$26,401 GYD per night