House holiday rentals in Madison

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Top-rated house rentals in Madison

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Guest favourite

Home

5 out of 5 average rating, 28 reviews

4 BR Winter Wonderland w/ hot tub- dog friendly!

Welcome to the perfect house for your winter travels, just 20 minute from Chestnut Mountain. Fully decorated for the holidays complete with two Christmas trees and string lights by the hot tub. Cozy up by our indoor wood-burning fireplace and enjoy some of the best views in the territory. With over 3,200 square feet of living space, our home will provide you and your guest with the space you need Our house includes a private hot tub ($100 fee) + a fire pit in the front yard (free wood provided)

Guest favourite

Home

4.97 out of 5 average rating, 143 reviews

Galena Territory Sun-Drenched TreeHouse w/ Views

Enjoy your respite in this 4000 sq ft, 3 bed/3 bath, sun-filled home. Perched on a hill in the Territory, the home is nestled among Oak trees w/ expansive views. Perfect for families, couples, friends, bird watchers and nature lovers alike. The private location is mere minutes from the Owners Club, Eagle Ridge, Stonedrift Spa, Golf, Shenandoah Riding Ctr, Marina, walking trails and only 15 minutes to Downtown Galena and Chestnut Mountain Ski Slopes. 3 levels of living and room to spread out!

Guest favourite

Home

4.98 out of 5 average rating, 132 reviews

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Guest favourite

Home

4.92 out of 5 average rating, 115 reviews

Charm &Chic Home in the Heart of DT Lake Geneva

Enjoy this beautiful rustic home in the heart of Downtown Lake Geneva. Close to everything Lake Geneva has to offer, 3 blocks from downtown restaurants and bars and only 3 blocks from the lake. This 3,100 square foot house has a huge gourmet kitchen, inviting cocktail room, cozy family room with wood burning fireplace, and 4 unique charming bedrooms, 2 of them being en suite. Outside offers a covered front porch with plush outdoor seating and a large backyard to enjoy during all seasons.

Guest favourite

Home

4.98 out of 5 average rating, 140 reviews

Red Lodge~Game Room, Hot Tub, Ski~Family Retreat!

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Guest favourite

Home

4.98 out of 5 average rating, 56 reviews

Jackson Ready Properties

Bring the whole family to this great place with lots of room for fun. Enjoy the patio or deck and cozy up to the outdoor firepit. Socialize with family and friends inside with two large living areas featuring plenty of seating and pool, foosball or wet bar to keep guests entertained. Three large bedrooms that sleep 6 comfortably as well as a sofa sleeper for kids or tag-along adults! Located within walking distance to the Owner's Club or a short cruise down the hill to the Marina.

Guest favourite

Home

4.94 out of 5 average rating, 34 reviews

The Clean Slate, Walk to down town, pet friendly

The Clean Slate is the latest offering from Lake Geneva luxury Rentals. Half mile walk to downtown. Pet friendly The house can accommodate 8 guests, but can be rented with its sister property, The White House, to accommodate larger groups. Contact host to inquire about renting both houses. This newly built home will surely delight. Tastefully decorated with all modern amenities. Easy access to downtown Lake Geneva’s shops, restaurants, Riviera Beach, and Geneva Lake Shore Path.

Guest favourite

Home

4.92 out of 5 average rating, 153 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Guest favourite

Home

4.98 out of 5 average rating, 321 reviews

NEW RENO Blue Bungalow DT Lake Geneva Walk to Lake

New listing! Newly renovated 2 bedroom house located in beautiful downtown Lake Geneva. A great choice for a couple or a small family. Perfect location for everything you need in Lake Geneva, but in a very quiet neighborhood setting only 5 blocks away from restaurants, shopping, the beach and the lake. Quick Trip right around the corner for gas, beverages and quick food pick up. FREE on site parking. Coffee bar. On site FREE laundry. Full stocked kitchen.

Guest favourite

Home

4.99 out of 5 average rating, 105 reviews

Charming country home - great vacation area.

This attractive, peaceful country home is nearby to many family tourist attractions: including Wisconsin Dells, Lake Redstone Park, Elroy-Sparta Bike Trail, fishing, hiking, and canoeing. Provisions for a simple country breakfast are included in your stay. This newly remodeled home with a 2 story layout provides plenty of room for up to 7 guests. Large backyard includes a firepit, as well as a view of the adjacent golf course. Large driveway to park in.

Guest favourite

Home

4.97 out of 5 average rating, 148 reviews

NEW! Cozy Downtown Farmhouse, 5BR 3 BA Sleeps 15!!

Our gorgeous home is set in the heart of downtown Lake Geneva. 5 bedroom, 3 bathroom home that is two blocks from the lake and a few blocks from downtown shopping and restaurants. We just completed an extensive renovation of the home and it is now ready for you to stay for your dream vacation. Our homes are fully licensed and legal for short term rentals. We also rent the home two doors down and another in nearby Williams Bay!

Guest favourite

Home

4.92 out of 5 average rating, 219 reviews

The Field House @ Dells Vacay | Amazing 4 BR Home | Game Room | Downtown Wisconsin Dells | Basketball

***DISCOUNTED ATTRACTION TICKETS AVAILABLE*** PERFECT LOCATION - a short walk off Broadway in Downtown WI Dells, close to dining, shopping, entertainment & Just a Game Fieldhouse. GAME ROOM - Detached heated garage has ping pong table, foosball, arcade games, card table & flat screen TV. Perfect for friends, family or corporate getaways! OUTDOOR SPACES - Patio w/ table, gas grill & sport court w/ basketball hoop!