Vacation rentals in Glen Flora

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Top-rated vacation rentals in Glen Flora

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Guest favorite

The exterior of the house is surrounded by lush greenery, with several trees providing shade. The home features a sloped roof and large windows that invite natural light indoors. A wooden deck extends from the front, creating a welcoming entrance.

Home in Ladysmith

4.95 out of 5 average rating, 240 reviews

North Country Cottage

This beautiful, recently renovated home is out in the country down a dead-end road, but still only a few miles from the town of Ladysmith. It is about a mile from a little county park on the Dairyland Reservoir, only a few miles from the local golf course, and just down the road from hopping on the snowmobile trail in the winter. There is a boat landing at the park for summer and access to ice fishing in the winter. We hope to earn 5*s and look forward to hosting you! State License #VJAS-BCCLDB

Top guest favorite

The home is framed by lush greenery and a variety of trees, surrounded by vibrant flower beds. Natural light filters through the leaves, casting gentle shadows on the yard. The house, two stories tall, is partially visible through the foliage, adding to the tranquil rural setting.

Home in Sheldon

5 out of 5 average rating, 10 reviews

Country paradise

Brand new home. Amish built kitchen cabinets and stairs, balcony overlooking the living room. Take it easy at this unique and tranquil getaway located in a rural setting surrounded by crop fields and wildlife. Marked UTV town roads and trails Marked snowmobile trails. Many hunting and fishing opportunities are prominent throughout the area. located close to the Chequamegon National Forest and Miller dam Flambeau river. Flambeau River state park. The Jump River and Lake Holcomb, seasonal fun

Top guest favorite

The modern cabin features a covered deck with ample seating, including bright red Adirondack chairs positioned around a fire pit. Large windows display warm ambient lighting within, while smoke gently rises from the roof, blending with the surrounding woods.

Cabin in Hayward

4.99 out of 5 average rating, 212 reviews

Hayward Haus, Modern Design w/ Classic Experience

Built as a winter or summer escape for a couple or small group, this beautiful four season cabin is a great way to experience the Northwoods of Wisconsin in a modern, well-appointed, aesthetically rich space designed with relaxation in mind This cabin was built in 2021 and host is 13 year "superhost" This is a default "no pets" cabin, however exceptions can be made with permission and a fee. Inquire with host. NEMA 15-40R outlet provided for level 2 EV charging. You bring chord and adapter.

Guest favorite

A rustic cabin is nestled among lush greenery, showcasing a wooden exterior and a steeply angled roof. The cabin features two skylights on the upper level and a welcoming front porch, surrounded by well-maintained landscaping and natural foliage.

Cabin in Ladysmith

4.92 out of 5 average rating, 359 reviews

Flaming Torch Lodge

This is a quaint little cabin on the Flambeau River just outside of Ladysmith, WI (flambeau translastes to flaming torch) It is a clean space with rustic charm. It has a fully equipped kitchen, stove and fridge. A gas fireplace is the centerpiece of the living room. Snuggle up on the sofa or recliner, turn on the fireplace, and relax. There is one bedroom with a memory foam mattress. A loft with a sleeper couch. Free amenities, including cleaning. No pets and no smoking at any time please.

Top guest favorite

The exterior of a spacious hilltop home is shown, surrounded by a grassy area and mature trees. A wall of windows highlights the house's design, allowing for natural light. The structure features a mix of brick and siding, complemented by a central peaked roof.

Home in Holcombe

4.98 out of 5 average rating, 128 reviews

The Glass House on Lake Holcombe

Beautiful hilltop home sitting on a private 4.5 acre wooded lot on Lake Holcombe. Perfect for gatherings or a weekend getaway. Features open concept and wall of windows facing the water with 3500 sq ft. 3 bedrooms and 3 full baths, game room with a pool table and a Foosball table adjoining. Chain of lakes/rivers offer almost 4000 acres of water recreation and great fishing. Dogs are welcome. Lake water can be a green in August . Several stairs in the home ranging from 2 steps to 12.

Top guest favorite

The rustic log cabin is framed by green grass and a curved stone pathway leading to a covered porch. An American flag gently waves in the breeze. Seating is provided with several black chairs arranged around a firepit near the water's edge, surrounded by trees.

Cabin in Sheldon

4.91 out of 5 average rating, 78 reviews

Lincoln Log Cabin perched along the Jump River.

Welcome to The Lincoln Log Cabin! You'll love the log details, large deck, stamped patio, quiet river mornings, & firepit nights! Shallow river is home to bass, crawfish, frogs, & turtles w/eagle sightings! Cabin is a loft design with a queen bed, & two twins (not a lot of privacy). Close to ATV trails with Country store & bar/food about 1 mile. Near Lake Holcombe, & surrounding areas. The Eagle's nest is an adjacent unit (sleeps 6). Inquire w/host for rates/avail. to book both units.

Top guest favorite

The cabin is constructed from rustic logs and features an elevated porch supported by sturdy wooden posts. Soft lighting illuminates the entrance, highlighting the natural textures of the wood. Surrounding greenery adds to the serene environment, enhanced by the wet surface reflecting the light.

Cabin in Hawkins

5 out of 5 average rating, 18 reviews

Collins Hideout

Nestled on Lake La Verne, our cozy cabin promises serene family getaways. It rests on a dead end road, enveloped by tall pine and oak trees for privacy. Inside, rustic charm meets modern comfort with warm furnishings and conveniences. Outside, the lake awaits, offering nature-filled days on the private dock or lounging by the water's edge. Relax on the porch, taking in panoramic lake views, or venture to nearby shops and restaurants. Evenings are for fireside tales under starlit skies.

Top guest favorite

The exterior of The Bunkhouse features a spacious covered porch with wooden beams and seating, surrounded by a well-maintained lawn. Tall pine trees stand in the background, and the building is bathed in natural light from a clear blue sky.

Guesthouse in Ladysmith

4.98 out of 5 average rating, 58 reviews

The Bunkhouse, a Northwoods Escape

Escape to the Northwoods! The Bunkhouse is the perfect place to stay if you’re looking for a true Northwoods experience. Our cozy guesthouse is close to town, yet far enough away where you can clear your mind and enjoy nature in peace. Relax in front of the fireplace, sit around the campfire, or watch the stars from the covered porch. We're on the snowmobile trail and near the Ladysmith golf course & Dairyland Reservoir boat landing. We have plenty of parking so bring your toys!

Top guest favorite

A hallway is displayed, featuring natural wood flooring and light-colored walls. On the right, decorative wall hangings are arranged, along with a tall cabinet on the left housing games and books. A welcoming console table stands, adorned with decorative items.

Home in Holcombe

4.97 out of 5 average rating, 160 reviews

Behind The Pines 2, Spacious Home Away From Home

This is a spacious, beautiful home away from home! We are located about a 1/4 mile away from gorgeous Lake Holcombe. Nestled away behind the pines :) The area offers plenty of out door activities, year round. Take a walk on the quiet, peaceful lakeshore, or jump on the trails just down the road for some OTR fun. There is also the well known ice age hiking trail close by. We do offer maps located on your welcome stand to help you navigate our great community.

Guest favorite

The exterior of a charming cabin is surrounded by lush greenery, featuring large windows that reflect the evening sky. A hot tub is positioned on a paved area, with a grassy lawn extending toward a playground and the woods in the background.

Cabin in Ojibwa

4.94 out of 5 average rating, 102 reviews

Available this weekend!-Hot Tub, WIFI, King Beds

Escape to Chippewa River Cabin, a stylish Scandinavian retreat in the heart of Wisconsin's Northwoods. With 3 bedrooms, full coffee bar, a Pacman game console and a cozy double-sided fireplace, this chic cabin offers a perfect blend of comfort and luxury. Unwind in the open layout, surrounded by breathtaking views of the river and 10 acres of private property. Whether you're seeking peace and solitude or adventure and excitement, this place is for you!

Guest favorite

The lodge's exterior is nestled among lush greenery, showcasing a stone and wood façade. A set of steps leads to the entryway, while a well-maintained lawn features various shrubs and small trees. The tranquil lake is visible in the foreground.

Home in Tony

4.93 out of 5 average rating, 15 reviews

Otter's Bay Lodge

Come enjoy a peaceful stay at Otter's Bay Lodge located east of Ladysmith in rural Tony, Wisconsin. Our gorgeous 4,000 square foot home is a perfect getaway for your family vacation, a friends weekend, a business retreat or a couples outing. Located on Lake Flambeau, you can enjoy fishing and other water activities on the 1,800 acre lake, or relax on the patio overlooking bay. We hope you can unwind and relax during your stay at our lodge.

Top guest favorite

A charming kitchen features wooden cabinetry and a combination of modern appliances. A white refrigerator stands alongside an oven and stove, while a countertop microwave is positioned nearby. Natural light illuminates the space through a window, enhancing the warm tones of the hardwood flooring.

Apartment in Conrath

5 out of 5 average rating, 22 reviews

Granny's Nest

Take it easy at this unique and tranquil getaway. Grandma's cozy apartment is a private, quiet country space. A home away from home to relax or work. Or if you'd rather be out and about we have a lovely little park beside Main Creek where you can grill and enjoy nature. It's accessible either by foot or vehicle. Located between Lake Holcombe and Flambeau Flowage. We have plenty of convenient parking space.