Hotel holiday rentals in Madison

Pinehaven Room near Devil’s Lake, Baraboo WI Dells

Pinehaven Country Inn is your destination for rest and relaxation! The PInehaven Room is charmingly furnished in country decor and features two twin size beds, ensuite bathroom, mini-fridge, seating and a desk. Enjoy the serenity of our country setting and view of the pond from the deck. This room is located in the guest wing attached to the main house but with a separate entrance. Enjoy complimentary coffee or tea in the common lounge area reserved for guests. The kitchen is private.

301 - Nautical 2 Bedroom/2 Level Condo Suite

“Nautical 2 Level Retreat.” Nautically themed 2 bed/2 bath condo. This recently redone unit is on the top floor & features partial lake views from the private balcony. The master bed/bath are located on the main level with a queen size bed. The second bedroom (king) & bath are on the upper level of this unit. You are cordially invited to enjoy everything that our resort property has to offer, making it perfect for your family’s weekend retreat or an exciting, romantic getaway.

2BR/2BA Chula Vista Condo w/FREE Water Park Passes

Beautiful, gigantic resort condo. 2 bedroom/2 bath. Sleeps 8 comfortably (there is a fee per guest/per night after 6 guests). Full kitchen with all utensils provided. Hot tub in living room. Many restaurants, bars, shops on site. 18-hole golf course. Phenomenal Indoor/Outdoor water parks (passes included in room rate). Check in 4:00 pm/Check out 10:30 am. A Wisconsin Dells Rooming Tax (5.5%) & a $29.99/Day resort fee is collected at Check-In. Factor this into budget.

Shane Acres Bed and Breakfast - Garden View King

Cozy, quiet room overlooking the gardens. You’ll climb up to sink down into your king-size bed with extra-thick pillow-top mattress. You’ll feel right at home with a gliding rocker with footstool, antique pub table, chest of drawers, night stands, clock radio, ice bucket and glasses with your choice of chilled beverage, air conditioned, electric heat, with flat-screen TV with more than 100 channels of DirecTV, in a private corner upstairs, next to the library.

Spend the night at a brewery! (no cleaning fee)

Spend the night at the Commerce Street Brewery! We have been welcoming guests to our brewpub and luxurious guestrooms since 1998. Built in a restored 1854 mining warehouse, history and charm abound. All of the guest rooms in my home (above the brewery) feature air conditioning and private bathrooms, luxury bedding, linens, and bath amenities, fireplaces, oversized whirlpool bathtubs, and free fast internet, parking, cable tv, and continental breakfast.

Driver Hotel, Room #1 - Newly Redesigned

This is a quaint 5 bedroom hotel built in the late 1800's. Totally updated to include an en suite bathroom in each room. These rooms are on the second floor, so it may not work for you if you have mobility issues. Each room has an antique wrought iron bed and immaculate sheets and bedding. We are within walking distance to eateries and across the street from the Tri-County ATV Trail. Parking available for trucks and trailers across the street.

Corner Cabin on Geneva Lake/Pet Friendly

A unique location in the Village of Williams Bay on Lake Geneva. 1000 feet from the Lake front! We are part of the Harbor View Motel/Cabins property in Williams Bay, while these Cabins share a roof top with each other, they are separate from one another, so no common walls. Our shared wooded, spacious grounds, picnic tables, deck, and open fire pit are perfect for families, friends and reunions. There is a $80 per Pet per stay fee.

Room w/Balcony at Chula Vista Resort-Pet Friendly!

You’ll love this charming spot for the perfect time at the Wisconsin Dells! This beautiful space sleeps 4 and includes two queen beds with a full bath and balcony facing the river. Room includes use of outdoor condo pools (open seasonally) as well as sand volleyball court and bocce ball courts (bring your own ball). Located at Chula Vista Resort, room is privately owned and operated.

The Dylin | Two Bedroom Apartment

Perfect for families or groups, this two-bedroom apartment features two private bedrooms, a fully equipped kitchen, in-unit laundry, and a spacious living area. Each bedroom is furnished with a Tuft & Needle mattress and Bokser bedding. ● Size: 645 SQFT ● Guests: 4 Guests ● Bed: 2 Queen Beds