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, 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 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

Top 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.

Top 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 & Luxe 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.

Superhost

The cabin exterior showcases rustic log construction complemented by flower beds filled with colorful blooms. A spacious deck wraps around the upper level, featuring white chairs and vibrant hanging planters. Large windows allow for ample natural light, enhancing the inviting atmosphere of the home.

Cabin in Exeland

4.87 out of 5 average rating, 121 reviews

Lakeside Northwoods Retreat

Hand-crafted and full of charm, this eclectic cabin possesses all the comforts: a warm shower and cool sheets after a day in the sun. The quiet lakefront location provides unique fishing, swimming, and boating opportunities for you and your family. A morning cup of coffee on the deck and lakeside evening campfires are downright magical. This spacious cabin makes for a wonderful week-long retreat, weekend getaway, or a place from which to launch your Northwoods adventures.

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.

Superhost

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

4.93 out of 5 average rating, 105 reviews

Avail Cheq. MTN Bike Fest!-Hot Tub, WIFI, King Bed

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!