Hotel holiday rentals in Madison

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Top-rated hotels in Madison

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Superhost

Resort in Wisconsin Dells

4.94 out of 5 average rating, 18 reviews

2BR 'Penthouse', River/Nature View, Resort Condo

WATERPARK PASSES INCLUDED WITH STAY! Luxury 2BR/2BA condo (sleeps 8), view of the Wisconsin River in Wisconsin Dells. Upscale throughout with granite counter tops, new carpet in '24, stainless steel appliances, two fireplaces, large BR's, area for entertaining & whirlpool. Chula Vista Resort offers outdoor waterparks, golf, restaurants, shopping/cinema/arcade, and a tunnel to indoor waterpark! No need to leave the resort! If you do, Downtown Dells, eats/attractions and lakes are minutes away!

Top Guest favourite

Private room in Baraboo

5 out of 5 average rating, 23 reviews

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.

Superhost

Resort in Delavan

5 out of 5 average rating, 3 reviews

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.

Superhost

Resort in Wisconsin Dells

4.89 out of 5 average rating, 9 reviews

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.

Guest favourite

Hotel room in Madison

4.91 out of 5 average rating, 274 reviews

Governor's Mansion Inn - twin rooms

Small room with 2 twin beds and full modern bathroom in our 8-room boutique hotel. We have 2 of these cozy, dorm-size former servants quarters rooms. The historic mansion was once home to 17 of Wisconsin's Governors. We are located in the Mansion Hill district on the shore of Lake Mendota. We provide complimentary scones, fruit, coffee and tea each morning in the dining room. Free onsite parking. Discounts are available at Governors Mansion Inn Madison.

Superhost

Hotel room in Juneau

4.94 out of 5 average rating, 36 reviews

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.

Guest favourite

Hotel room in Mineral Point

4.97 out of 5 average rating, 110 reviews

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.

Superhost

Hotel room in Darlington

4.83 out of 5 average rating, 24 reviews

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.

Superhost

Hotel room in Madison

4.77 out of 5 average rating, 13 reviews

Home Away From Home In Madison East | Indoor Pool

Plan a relaxing getaway to Fairfield Inn & Suites Madison East, a Property of the Year award-winning hotel in Wisconsin. Located off Interstate 90/94, our East Side hotel provides easy access to Dane County Regional Airport. In the morning, enjoy a complimentary hot breakfast buffet, then head to our 24-hour fitness center or indoor pool to stay on top of your workout routine. At Fairfield Inn & Suites Madison East, you’re our #1 priority.

Superhost

Hotel room in Williams Bay

4.65 out of 5 average rating, 31 reviews

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.

Superhost

Hotel room in Madison

5 out of 5 average rating, 3 reviews

Home Away From Home | In-Room Whirlpool. Pool

Stay at Courtyard Madison East and enjoy a convenient location and modern amenities. Our prominent East Side hotel is 5 miles from Dane County Regional Airport. Our restaurant is open for breakfast and dinner and serves evening cocktails along with healthy menu items. In your downtime, head to our fitness center with cardio equipment and free weights or swim a few laps in our indoor pool to keep up with your exercise routine.

Superhost

Hotel room in Wisconsin Dells

4.81 out of 5 average rating, 27 reviews

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.