Vacation rentals in Glen Flora

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Top-rated vacation rentals in Glen Flora

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Top 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, 244 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 cabin is set among lush greenery, featuring a sturdy wooden exterior and a welcoming front deck adorned with railings. A staircase leads to an inviting entrance, while a neatly stacked firewood pile is visible underneath. The large yard provides a spacious area for outdoor activities.

Cabin in Medford

4.98 out of 5 average rating, 106 reviews

Cozy two bedroom log cabin on a peaceful lake

Relax with the whole family or some friends at this peaceful place to stay. Kayak, fish, and swim in the lakes. Sit around the fire, play yard games, rest in the hammock, or watch a movie. There are plenty of ways to keep the kids active inside and outside. This cabin includes a game table, sandbox, board/card games, art supplies, kayaks, row boat, and fishing poles. Make many memories together skipping rocks, catching fireflies, eating smores, taking in the beautiful views, and sharing laughs.

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, 219 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.

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, 82 reviews

Lincoln Log Cabin perched along the Jump River.

Welcome to The Lincoln Log! 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. Base price is for 2 guests. The Eagle's nest is an adjacent unit (sleeps 6). Inquire w/host to book both units.

Top guest favorite

The A-frame cabin is nestled among trees, showcasing a vibrant wooden exterior and a sloped metal roof. Sunlight filters through the foliage, creating a serene and inviting setting. The surrounding area features large rocks and a gravel pathway, enhancing the peaceful atmosphere.

Cabin in Hayward

4.98 out of 5 average rating, 118 reviews

Seeley Oaks A-Frame | Quiet, 40 Acres, Near Trails

This is a cabin-in-the-woods experience! The Seeley Oaks A-Frame is our slice of the peaceful Northwoods experience. It's on 40 private, tranquil acres (no neighbors!) with great access to all the Hayward-Cable area has to offer. It's small - intended for two adults, with the option of 2 addtl kids. It's a total of 700 sq ft, with a queen bed in the loft, in-floor heat, full kitchen, and washer and dryer. Less than 2 mi from Highway 63, 8 mi from Cable, and 10 mi from Hayward. IG: @Seeleyoaks

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

4.93 out of 5 average rating, 365 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, 132 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.

Guest favorite

The exterior of the guesthouse features vibrant orange siding complemented by blue trim and windows. A sturdy wooden staircase leads to the main entrance, flanked by lush green vegetation. The overall architecture showcases a blend of modern and rustic design elements, inviting guests to explore further.

Apartment in Hayward

4.93 out of 5 average rating, 236 reviews

THE SUNROOM SUITE @Loon Loon Lake Guesthouse

Only 10 minutes and a world away from Hayward, the stylishly appointed SUNROOM SUITE is part of Loon Lake Guesthouse. Take in the view of gardens, tall pines and glimmering Loon Lake through windows and skylights that overlook this picturesque setting. Summertime brings swimming, canoeing, bird watching and walking the loop. Venture out for some day tripping or work remotely with Starlink WiFi. And be sure to make time for luxuriating in the soaking tub. Life is sweet in The Sunroom.

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, 60 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 lakeside sitting room features three leather club chairs arranged around a central circular table. Large windows provide expansive views of the lake and surrounding trees, with natural light contributing to a serene atmosphere. A patterned area rug adds warmth to the wood flooring.

Cottage in Tony

4.99 out of 5 average rating, 86 reviews

Fall Colors & Luxury Lakeshore Cottage!

October dates still available! Come watch the Fall Colors melt away. You won't have to travel far to experience the tranquility of nature paired with sophisticated design. 6-Star hospitality awaits in this 3 bed, 2 bath lakefront cottage with private dock. Sneak away from all the hustle and bustle and sleep under the stars in our luxurious beds with soft linens! Cottage on Lakeshore was created to be a place to unplug and relax or a getaway base camp to the great outdoors.

Top guest favorite

The charming cottage exterior features wooden siding and a sloped roof with a dormer window. Flower baskets hang from the porch posts, adding color to the serene landscape. A gravel pathway leads to the entrance, framed by natural stone landscaping and lush greenery.

Cottage in Rice Lake

4.99 out of 5 average rating, 194 reviews

Stonehaven Cottages on Tuscobia Lake LLC.

The "Gatekeeper" cottage has a natural gas stone fireplace in the living room, Full size sofa sleeper, full kitchen, full bath on the main floor and a half bath in the sleeping loft. (Need to be able to climb ladder stairs to lofted bedroom). A spiral staircase leads you down to the lower level which has an additional bedroom, queen sofa sleeper in the extra living room space, and full bathroom. The lower level also has a walk out french door to the patio area.

Top 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

4.94 out of 5 average rating, 17 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.