Fitness-friendly holiday rentals in Madison

4.92 out of 5 average rating, 106 reviews

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

Home in Lake Geneva

Como Lake house with boat and motor included

Because this property is located at the end of Lake Como and at the end of a private road it offers seclusion and intimacy while being only 3 miles from downtown Lake Geneva. The lake is great fishing for largemouth bass as well as northern pike, a 16' 3" foot aluminum fishing boat with a 10 hp motor is available at no extra charge as well as a canoe and 2 kayaks . The pier goes in May 1st and comes out sometime after October 15 otherwise the boats without a motor can be launched from shore.

4.94 out of 5 average rating, 191 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.

Townhouse in The Galena Territory

The living area features a comfortable sofa and a rustic coffee table atop a circular rug. A stone fireplace serves as a focal point, complemented by a vibrant artwork of a rooster above it. Natural light floods in through large windows, providing views of the outdoor patio.

4.99 out of 5 average rating, 138 reviews

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Are you searching for a serene and idyllic countryside escape in a winter wonderland? Look no further. Our elegantly appointed farmhouse-inspired townhome is located in the picturesque Galena Territory, boasting an array of amenities such as indoor/outdoor swimming pools, a fitness center, game room, tennis courts, 20+ miles of hiking trails, a private lake and more. Surrounded by verdant hills, the home offers a peaceful retreat while being only 20 min from Chestnut Mountain Ski Resort.

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.

4.97 out of 5 average rating, 118 reviews

Secluded Treehouse, w/great views, new luxury bath

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, 144 reviews

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.

4.99 out of 5 average rating, 217 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

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.

4.98 out of 5 average rating, 176 reviews

“Goonies Never Say Die” You found theTreasure!

Enjoy the entire garden level of our home. 2 Well appointed Queen Bedroom Suites. Generously stocked kitchenette allows for snack prep. Home Gym, Living room w/Smart TV, Free Arcade 1999 Golden Tee, Partially fenced yard & 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.

4.97 out of 5 average rating, 228 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!

4.91 out of 5 average rating, 118 reviews

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.

Condo in Wisconsin Dells

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

Upgrade to the Noah's Ark & Land Of NATURA Waterpark Packages after booking! See below for details. Welcome to Dells Retreat, your ultimate vacation destination in the heart of Wisconsin Dells Nestled in the picturesque Tamarack Resort, our property offers a serene and scenic setting for your vacation. With endless amenities and attractions just minutes away from the downtown and Lake Delton. A perfect escape for travelers of all ages.

Cabin in The Galena Territory

An aerial view of a spacious cabin is displayed, showcasing large glass windows and a broad deck. A cozy fire pit with colorful chairs surrounds the outdoor area, and string lights are visible, enhancing the serene atmosphere amidst lush greenery.

4.95 out of 5 average rating, 104 reviews

Upscale 5KingBed 5Bath FirePit Cinema HotTub Views

Welcome to Maya’s Galena Cabin, a private hilltop luxury retreat with breathtaking river valley views in The Galena Territory. Designed for up to 12 guests, this upscale 5-king-suite cabin features a private hot tub, game room and immersive home theater—perfect for unforgettable group getaways. Enjoy exclusive Owners’ Club pools, golf and scenic trails, just minutes from historic downtown Galena’s wineries, dining and boutique shopping.

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, 137 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!

4.87 out of 5 average rating, 103 reviews

Hot Tub | Fireplace | Screened Porch | Pool Access

Escape to this cozy 2-bedroom + loft retreat in The Galena Territory—perfect for relaxing, reconnecting, and enjoying everything Galena has to offer. ✨ HIGHLIGHTS • Private hot tub + outdoor fire tables • Screened-in porch surrounded by nature • Wood-burning fireplace • Access to Owner’s Club (pool, fitness center & more) • Smart TVs + fast WiFi • 12pm check-in & check-out • 11 minutes to downtown Galena

Popular amenities for Madison fitness-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Fitness-Friendly apartment accommodation

Apartment in Baraboo

2 Bedroom Wyndham Glacier Canyon WiDells Waterpark

4.94 out of 5 average rating, 18 reviews

Double Queen Hotel Room @ Spring Brook Resort

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.

4.67 out of 5 average rating, 3 reviews

Karmak Escapes—Suite

New place to stay

Dells Getaway Sleeps 14 | Near Waterparks & Golf

4.9 out of 5 average rating, 10 reviews

Apartment in Sun Prairie

1 Bedroom - 1218 Canterbury Ct

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, 87 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

4.65 out of 5 average rating, 55 reviews

An open living space is featured with a cozy sofa and armchair arranged around a wooden coffee table. A round dining table occupies one corner, and a large Jacuzzi tub is visible in the background, paired with stone wall accents. Soft lighting enhances the tranquil environment.

Condo in Wisconsin Dells

Wyndham 3BR ChulaVista Condo w/FREE Water ParkPass

5 out of 5 average rating, 53 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.

4.89 out of 5 average rating, 149 reviews

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.

Condo in Wisconsin Dells

Grace-Jo @ Tamarack Highland 5

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, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Condo in The Galena Territory

The resort's brick and timber façade is framed by lush greenery and a spacious lawn. Large windows are visible, hinting at comfortable accommodations within. The sun casts a warm glow over the building, highlighting its lodge-like design amidst a serene, tree-lined setting.

4.78 out of 5 average rating, 18 reviews

Tranquil Retreat: Cozy Studio @ Wyndham Galena

4.85 out of 5 average rating, 75 reviews

A view of a multi-story villa structure surrounded by landscaped green spaces. The building features a stone archway entrance and numerous balconies. Cars are parked along the paved lot, and a clear blue sky stretches overhead, with soft clouds providing a serene backdrop.

Condo in Lake Geneva

2BR Lock-off Villa at Lake Geneva's GRAND Resort

5 out of 5 average rating, 3 reviews

Condo in Baraboo

Luxury Family Getaway | 4BR Condo - Glacier Canyon

Condo in The Galena Territory

5 out of 5 average rating, 12 reviews

Lakeside Comfort: Sunny Days & Relaxing Nights! C

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.

4.96 out of 5 average rating, 308 reviews

Comfortable 4 Bed 4 Bath in the Galena Territory!

4.98 out of 5 average rating, 109 reviews

*Golf*Hot Tub*New Kitchen*Owners Club*Dogs OK*

A round dining table is set outdoors with four yellow plates, each topped with a drink garnished with olives and celery. A bottle of cocktail mix rests beside the glasses, surrounded by textured placemats. Lush greenery provides a natural backdrop.

4.89 out of 5 average rating, 118 reviews

Quiet Yet Close/Steps to Pool/Paths, Pet Free Home

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, 150 reviews

Hot Tub Retreat • Firepit • 3BR/3BA • Dogs OK

A modern living room features a comfortable seating arrangement with a light gray sofa and armchair. A large window allows natural light to fill the space, while a flat-screen TV is mounted above a cozy fireplace. Built-in shelves are neatly arranged with books and decorative items.

4.98 out of 5 average rating, 100 reviews

Inviting & Bright | Firepit Sauna Hot Tub & Games!

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.

4.94 out of 5 average rating, 162 reviews

Galena Territory - Pets - Fireplace - Pool Access

4.83 out of 5 average rating, 53 reviews

A two-story stone house is set within a lush green landscape, featuring multiple windows that provide ample natural light. A large tree stands prominently in the foreground, adding to the serene atmosphere. A spacious lawn extends in front of the home, enhancing the inviting setting.

Home in Verona

Beautiful 4000sqft spacious home