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House #14 Pelican Sunrise (no pets) Lake View

Lake View • 5 Bedrooms • 4 Baths • Sleeps 16 • No Pets This roomy home features a nautical theme and has a secluded feel yet is conveniently located to the Villa Pool and a large grassy picnic area and playground. An upper-level deck has seating for 12 with a large patio table, rocking chairs and views of Weiss Lake’s beautiful sunrises. The lower level has a screened in porch. The back porch opens onto the resort’s largest private backyard, a well-shaded space with a covered gas grill, a fire p

Cloudland Retreat w/ Mountain & Valley Views!

When you first arrive, you'll be met with million-dollar views at this lovely house in Cloudland! Breathe in the fresh air, relax by the fire pit, swing in the hammock, or dine al fresco on the brand new deck. With hypnotizing sunrise views, 3 bedrooms, 2 bathrooms, and a fully equipped kitchen, this charming vacation rental has something for everyone! Explore DeSoto State Park or go hiking on the Lost Falls Trailhead. Wherever you wish to go, this cozy home will be waiting for you at day's end.

House # 29 -Castaway (Pet Friendly)

Lake View • 4 Bedrooms • 3 Baths • Sleeps 12 • Pet Friendly Castaway offers incredible lake views from each floor! This beautiful 4-bedroom, 3 full bath home offers a king bed in the private master suite, and three rooms with queen size beds. For extra guests, a queen sleeper couch is available as well as 2 folding sleeping mats. The home has screened in porches off the master bedroom as well as the living room which boasts spectacular views and is perfect for relaxing in the evening or watching

House #16 - Weiss Decision - (No pets) Lake View

Newly renovated in (2021) large home ideally suited for two families or a large group which features two Master bedrooms with King size beds.  Weiss Decision features soaring views of the lake from two full-size decks; a top deck with high quality rockers and a dining area, and a lower deck with plenty of comfy seating.  The top-floor kitchen, dining and living areas also afford great views while guests cook, relax and socialize.  Situated toward the end of its road and backed by a wooded hillsi

House # 26 Bay Bungalow (pet friendly) Lake View

Lake View • 2 Bedrooms • 2 Baths • Sleeps 6 • Pet Friendly Situated along the hilltop near Chesnut Bay’s main entrance, Sure Catch is a traditional three-bedroom lake home with a double drive and spacious garage, offering plenty of room for boats and trailers. It has a terrific open floor plan that’s perfect for friend and family gatherings. Just off the living room is a screened porch, ideal for relaxing and enjoying the views after a day on the lake. On the lower level is a private bedroom sui

House # 15 Lakin' it Easy (no pets) Lake View

Lake View • 3 Bedrooms • 2.5 Baths • Sleeps 8 • No Pets Lakin' It Easy is perched on a secluded hillside, with an oversized porch and large sliding glass doors offering delightful panoramic views of the lake and resort. The fully equipped kitchen opens onto a side porch with a gas grill. Just down the hill is a large playground and picnic area with swings and a basketball court, with the Villa Pool a short walk beyond. Three Queen beds and a Queen sleeper sofa comfortably accommodate up to eight

House # 08 Dock of the Bay (no pets) private pier

Lake Front • 5 bedrooms • 3 Baths • Sleeps 12 • No Pets Overlooking a vast lawn with the Weiss Lake shoreline just beyond, this roomy home boasts gorgeous views and a private pier for boating, fishing and sunbathing. Directly across the street is a picnic area with swings and a basketball court, and the Villa Pool is a short walk away. Bedding arrangements are a King bed in the master bedroom, Queen and twin bunks in one secondary bedroom, full bed in another, Queen bed in the main floor bedroo

House #44 Dock Holiday (no pets) Lakefront/Private

Lake Front • 6 Bedrooms • 4 Baths • Sleeps 18 • No Pets Dock Holiday is a spacious farmhouse design with direct access to the beach and lake, including a dedicated boat slip for guests. With accommodations for up to 18, it is one of the largest-capacity homes at Chesnut Bay. An enormous great room and open kitchen – the latter featuring stainless steel appliances, modern cabinets and 9-foot serving island and bar seating for 4 – enjoy fabulous direct views of the lake. A farmhouse-style dining t

House #17 On The Rocks (no pets) Lake View

Lake View • 3 Bedrooms • 2 Baths • Sleeps 10 • No Pets On The Rocks (formerly The Happy Campers) is nestled into a wooded hillside in a remote corner of the resort, affording privacy and quiet in which to enjoy the picture-perfect views. A path to the lake and beach begins directly in front of the home. The kitchen, dining and living areas form one large, open room with a wall of windows through which to enjoy the views while cooking, relaxing and socializing. A covered front porch is ideal for