Fitness-friendly holiday rentals in Madison

Townhouse in The Galena Territory

A welcoming living area features a vaulted ceiling and large windows that provide views of the outdoors. A brick fireplace adds warmth, while comfortable seating is arranged around a coffee table. Soft lighting enhances the cozy atmosphere, complemented by decorative plants and artwork.

4.9 out of 5 average rating, 184 reviews

The Airy Aerie: Owners' Club access, golf nearby!

Welcome to the Airy Aerie: an avian themed townhome in the heart of the Galena Territory. Our space has been carefully curated to reflect the diversity of birds you will find in the natural surroundings of the area. There are two ensuite bedrooms and a full kitchen featuring granite countertops and stainless steel appliances. There is a loft space upstairs where a rollout twin bed can be set up. Our home can accommodate a maximum of 6 overnight guests (assuming 1 person on the twin rollout bed).

Cabin in The Galena Territory

4.95 out of 5 average rating, 168 reviews

Fall Fun! Hot tub-Fires in/outdoor-Game room!

Escape to our cozy luxe cabin in Galena Territory, the perfect retreat for fall! Start your mornings sipping coffee by the gas fireplace, then warm up each evening in the hot tub! Enjoy friendly competition with arcade games, board games, air hockey, and darts. With 10 amenity cards, you can access the owner’s club for swimming and exercise including indoor pickle ball-rackets and balls at the house! Experience relaxation and adventure in this tranquil haven—your unforgettable getaway awaits!

Apartment in Fort Atkinson

An antique-style treasure map illustrates the Southeast coastline of Florida, featuring intricate details such as a ship image and a compass rose. The map's aged parchment texture and faded ink enhance its vintage charm, with marked locations and routes guiding potential treasure seekers.

4.99 out of 5 average rating, 170 reviews

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. Well appointed Queen Bedroom Suite. Generous kitchenette allows for snack prep. Home Gym coupled with a second queen suite. Living room w/Smart TV , Free Play Pac-man. Partially fenced yard and a 7 person Jacuzzi. Spa quality amenities in the private bathroom. During your visit none of the lower living area is shared with us or other guests. *We live on site and it’s possible you may have noise, like music, laughing or dog greetings during your stay.

4.93 out of 5 average rating, 176 reviews

A spacious living area features a large brown leather sectional sofa, accented with decorative pillows. A glass-top coffee table sits on a plush rug. In the background, a dining area with a modern table and light fixture is visible.

Townhouse in Sun Prairie

1,650 sq ft, 3 bd, 2ba Ranch - All the comforts!

Centrally located just 15 minutes to the airport, 17 mins to downtown Madison, 45 minutes to Devil’s Lake, an hour to Milwaukee. Only a mile from dozens of restaurants, Costco, Target, and a Marcus Palace theater. Feel recharged when you sleep in the luxury hybrid beds. Be at home on the patio with a drink in hand while watching the fire table and cooking on the Weber gas grill. It work calls, no worries - plug into the docking station complete with keyboard, mouse and ultra wide monitor.

A warm living area features a brick fireplace with a mounted television above it. Large skylights and windows allow natural light to fill the space. A coffee table stands at the center, adorned with decorative items, complemented by comfortable seating and a vibrant area rug.

4.96 out of 5 average rating, 109 reviews

Secluded Treehouse, w/great views, close to Hwy 20

Enjoy the many charms of this one of a kind Tuscan style treehouse with different levels showcasing spectacular views. This home has every amenity and personal touch of home to make your stay relaxing and memorable. Conveniently located approximately 1 mile off Highway 20 in the Galena Territory, backing up to hole 13 on The General Golf Course. Set back off the main road you will enjoy privacy without sacrificing convenience and access to the many amenities offered during your stay.

5 out of 5 average rating, 140 reviews

A modern living area is furnished with a plush sofa, accent chairs, and a rectangular coffee table atop a geometric area rug. A flat-screen television is placed on a wooden media console. Natural light enters through large windows, illuminating the space.

Home in Janesville

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

Enjoy your stay in Janesville, WI in this fully renovated two-bedroom cozy executive home Professionally Managed by Kevin Bush! The location is central to dining, shopping, and popular Janesville spots like the Rotary Botanical Gardens. This home will truly feel like your home away from home. Located just minutes from I39 giving you easy access for day trips to Madison, Milwaukee, Chicago, and surrounding. Please check out our listing on St. George Lane for more dates. Kevin, Host

Treehouse in The Galena Territory

The living area features mid-century modern furniture with vibrant green and orange chairs surrounding a coffee table. A gas fireplace is centered under a unique light fixture, and large windows allow views of the surrounding woods. A dining area is visible in the background.

4.98 out of 5 average rating, 184 reviews

Octagon treehouse Hottub-pool-fireplace-firepit

Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

A charming exterior view of the house is showcased, featuring a welcoming front porch with white railings and two rocking chairs. Lush greenery surrounds the home, and a stone pathway leads to the entrance. Sunlight filters through the trees, casting gentle shadows on the lawn.

4.95 out of 5 average rating, 150 reviews

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

Loved by guests for its cleanliness, location, and value, this spacious 3BR, 3.5BA home is perfect for families, families traveling together, or groups of friends. This Galena Territories retreat is steps away from the Owners Club, Marina, and championship golf courses. After a day exploring, unwind in two comfortable living areas and enjoy private en-suite baths in every bedroom. Surrounded by wooded views, this home offers ample space to relax, recharge, and reconnect with nature.

Guest suite in Wisconsin Dells

The exterior view showcases a modern multi-story building, featuring balconies with railings and stone accents. Lush greenery and decorative rocks landscape the property, creating a welcoming atmosphere. A paved road leads to the entrance, providing access to the well-maintained surroundings.

4.84 out of 5 average rating, 429 reviews

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★

Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

4.97 out of 5 average rating, 213 reviews

A cozy living area features a dark sofa set against a textured wall, with a small decorative pillow. An open kitchen bar with four modern black stools invites gatherings, while greenery enhances the room's decor. Natural light is filtered through large windows.

Condo in Lake Geneva

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!

Holiday home in The Galena Territory

A charming red cottage is nestled among tall aspen trees. A winding stone pathway leads to the entrance, which features a wooden door and large window. Lush greenery surrounds the house, enhancing the tranquil forest setting.

4.94 out of 5 average rating, 124 reviews

Aspen House - A Secluded Getaway In Nature

Relax with your loved ones at the peaceful Aspen House. A Miner's Cottage nestled in a beautiful stand of aspen trees = a quiet retreat just for you! The property is surrounded by protected wooded green space with the Taylor Run trail adjacent on the northwest side. The Owners Club, pools & lake are accessible by hiking/ 5 minute drive. Enjoy bird watching, fishing, hiking and picnicking without driving anywhere!

4.96 out of 5 average rating, 107 reviews

A spacious kitchen features a large island with four stools and sleek cabinetry. Modern stainless steel appliances are showcased, along with a stylish tile backsplash. Natural light streams in through a window, highlighting the open design that connects to the adjoining living area.

Home in Galena

Hot Tub + Fall Views | Peaceful Escape

Welcome to Pine Ridge—a peaceful, modern 2-bedroom, 2.5-bath vacation rental in The Galena Territory. With two king suites, a cozy living area, forest views, and a private hot tub, it’s perfect for couples, friends, or a remote work getaway. Relax on the porch, unwind by the fireplace, or explore nearby trails, shops, and GTA amenities. Just 5 minutes to the Owners Club and 10 minutes to downtown Galena.

Popular amenities for Madison fitness-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

A spacious living area features a sectional sofa in earthy tones, complemented by accent chairs. A round coffee table sits centrally, with light streaming through large windows. The open layout connects to a modern kitchen visible in the background.

Apartment in Madison

4.8 out of 5 average rating, 10 reviews

The Dylin by Mint House | 2BR Suite - Queen/Bunk

Apartment in The Galena Territory

A landscaped area features a gentle slope leading up to several townhomes that are nestled among mature trees. Soft foliage and wildflowers create a natural border, while the evening sky is tinged with pastel hues, reflecting a peaceful outdoor setting.

4.75 out of 5 average rating, 44 reviews

Cozy Townhome on Golf Course, Pet friendly

4.85 out of 5 average rating, 13 reviews

A living area features a comfortable gray sofa facing a wall-mounted TV. A black coffee table sits on a striped area rug. Large sliding glass doors allow natural light, providing views of the outdoor space. The room is designed in neutral tones.

Apartment in Sun Prairie

1 Bedroom - 1220 Canterbury Ct

A spacious bedroom features two large beds with simple white linens, offering ample sleeping space. Muted walls are complemented by framed artwork above each bed. A wooden nightstand with a lamp stands between the beds, enhancing the functional layout.

Apartment in Wisconsin Dells

4.67 out of 5 average rating, 3 reviews

Karmak Escapes—Suite

Apartment in Wisconsin Dells

Apartment in Baraboo

Wyndham Glacier Canyon Resort: 1-br Deluxe Suite

A spacious room is shown with a patterned bedspread covering a generous bed. Natural light enters through a large glass door leading to a balcony, while a small dining area features a wooden table and chairs. A kitchenette with wooden cabinets and a refrigerator is partially visible.

4.6 out of 5 average rating, 5 reviews

3 Queen 2 room Villa W/H20 Passes

4.98 out of 5 average rating, 86 reviews

A lush green yard features vibrant yellow and orange flowers blooming in clusters. Mature trees provide shade, while the background shows gentle hills and a rustic building in the distance. The scene captures a serene, rural landscape with expansive greenery.

Apartment in Verona

Private garden level studio near EPIC

The exterior of the resort displays a modern design with a prominent wooden awning. Soft lighting highlights the main entrance, while lush landscaping with trees and shrubs provides a natural touch. The building's architecture features a blend of stone and wood materials.

Apartment in Baraboo

4.67 out of 5 average rating, 3 reviews

Wilderness Resort in beautiful Wisconsin

Fitness-friendly condo rentals

5 out of 5 average rating, 43 reviews

The spacious living area is illuminated by natural light from large windows. A leather sofa is paired with an accent chair, while a round rug centers the space. A modern coffee table sits atop the rug, and a dining counter with two bar stools is positioned nearby.

Condo in Lake Geneva

Chic Condo in Lake Geneva.

A cozy family room features a stone fireplace and a mounted TV. Comfortable seating includes a small dining table with chairs and a lounge chair. Soft carpeting covers the floor, and natural light enters through nearby windows, illuminating the inviting space.

4.87 out of 5 average rating, 126 reviews

Grace-Jo @ Tamarack Highland 5

The exterior of the resort is showcased, featuring a blend of rustic and modern architecture. Lush grass and well-maintained landscaping surround the entrance. A clear blue sky and subtle clouds highlight the inviting atmosphere of the complex.

5 out of 5 average rating, 17 reviews

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

4.85 out of 5 average rating, 60 reviews

Your Boho Retreat

A full kitchen is shown with wooden cabinetry and modern appliances, including a refrigerator, microwave, and stove. A granite countertop with seating for four is visible. The room features tile flooring and warm-colored walls, creating a comfortable cooking space.

4.87 out of 5 average rating, 150 reviews

Awesome Condo in Wisconsin Dells – Chula Vista

Condo in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 194 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.

4.89 out of 5 average rating, 94 reviews

Dells Retreat - A Romantic Haven- Luxury Living

Condo in Fontana-on-Geneva Lake

A modern kitchen features glossy stone countertops and stainless steel appliances, complemented by high-top stools at the island. An inviting living room showcases plush seating around a coffee table, with natural light from large windows. The outdoor pool area is surrounded by lounge chairs and greenery.

5 out of 5 average rating, 13 reviews

Abbey Springs | Private Community & Amenities!

Fitness-Friendly Holiday House

A charming gray house is set against a backdrop of colorful autumn foliage. The front porch features a red door, framed by shrubs and well-maintained landscaping. A clear blue sky provides a bright contrast to the warm tones of the trees.

4.97 out of 5 average rating, 301 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

A spacious living area is highlighted by a large sectional sofa in warm tones. Natural light pours in through skylights, illuminating wooden floors. A dining table with multiple chairs is visible, alongside a well-equipped kitchen in the background, creating an inviting and open atmosphere.

4.9 out of 5 average rating, 138 reviews

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

A tranquil vacation home is set in a lush green landscape. The house features a screened-in porch and multiple balconies, surrounded by a wooden fence. Mature trees provide shade, and the inviting lawn enhances the serene outdoor environment.

4.93 out of 5 average rating, 213 reviews

Galena Getaway

The exterior of the home is showcased, highlighting a multi-level structure surrounded by lush greenery. Large windows reflect warm indoor lighting, and a spacious deck is visible, featuring Adirondack chairs positioned near the lawn, offering ample space for relaxation and outdoor enjoyment.

4.96 out of 5 average rating, 92 reviews

Treehouse! Hot Tub & Fireplace! Secluded getaway

A spacious home is situated on a gently sloping landscape, framed by mature trees. The exterior features a combination of stone and wood elements, with a welcoming front porch and large windows that enhance natural light. A paved driveway leads up to the property.

5 out of 5 average rating, 76 reviews

Stunning 5 bdm home on The General in Galena Terr!

5 out of 5 average rating, 31 reviews

A collage of images features the indoor golf simulator with a swing area, a glowing sign reading 'Wild Timber Lodge,' a cozy bedroom with a crib alongside a spacious bed, the arcade area showcasing games, and an outdoor view of the lodge with fire pits and surrounding nature.

Home in Oxford

Wild Timber Lodge: Golf Sim, Sauna, Bars, 10 acres

An aerial view of Tower House reveals a spacious home surrounded by lush greenery. The private saltwater pool and ample patio space are visible, with seating areas and a fire pit integrated into the outdoor landscape. Scenic hills form the backdrop.

4.89 out of 5 average rating, 71 reviews

Private Galena Escape w/ Heated Pool and Views