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Hotel holiday rentals in Madison

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Top-rated hotel rentals in Madison

Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

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Guest favourite

Resort in Wisconsin Dells

5 out of 5 average rating, 17 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, stainless steel appliances, two fireplaces, large BR's and area for entertaining, & whirlpool tub. Chula Vista Resort offers outdoor waterparks, golf, spa, several restaurants, shopping/cinema/arcade, and a tunnel to indoor waterparks! No need to leave the resort! If you do, Downtown Dells, eats/attractions and lakes are minutes away!

Guest favourite

Private room in Baraboo

5 out of 5 average rating, 21 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.

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.

Resort in Wisconsin Dells

4.88 out of 5 average rating, 8 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, 270 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.

Guest favourite

Hotel room in Juneau

4.94 out of 5 average rating, 35 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.

Hotel room in Fontana-on-Geneva Lake

4.92 out of 5 average rating, 135 reviews

Private Suite, 3 acre site w/ lake view, unit 4

It's the view, the incredible 7 mile long view of Lake Geneva, WI. Relax in these newly renovated, historic, 1940's attached cottages, set against the magnificent backdrop of Fontana. In this idyllic setting, hear the church bells ringing, breathe the fresh lake air, and enjoy all the seasonal pleasures this area has to offer. This guest suite has new flooring, fresh paint & linens, high speed internet, 55" Smart TV's in each room. Keyless, remote entry.

Guest favourite

Hotel room in Mineral Point

4.98 out of 5 average rating, 101 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.

Hotel room in Darlington

4.83 out of 5 average rating, 23 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.

Hotel room in Wisconsin Dells

4.56 out of 5 average rating, 18 reviews

Cute 1 Bedroom Townhouse at Christmas Mnt. Village

Bluegreen Christmas Mountain Village is a premier destination to immerse oneself into the beauty of nature. Driving to the resort itself will feel like it's own adventure, with winding roads and panoramic views of luscious greens. The magical ambiance at this relaxing resort will easily aid in the creation of wonderful memories with your guests! With 1,200 acres of family friendly resort, there may be no need to venture out of the resort!

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.

Hotel room in Wisconsin Dells

4.74 out of 5 average rating, 19 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.

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Popular amenities for hotel rentals in Madison

Free parking on premises

Air conditioning

Family-friendly hotel rentals

Resort in Galena

5 out of 5 average rating, 4 reviews

Beautiful, clean 1 BR Suite w/ amenities

Hotel room in Blanchardville

4.65 out of 5 average rating, 17 reviews

Hotel Blanchard Room 1

Hotel room in madison

4.57 out of 5 average rating, 7 reviews

One Bedroom Serviced Apartment in Central Madison

Resort in Galena

4.89 out of 5 average rating, 9 reviews

WorldMark Galena One-Bedroom Condo

Hotel room in Madison

4.71 out of 5 average rating, 24 reviews

Corporate Furnished 2 BR Apt in Heart of Madison

Hotel room in Madison

4.55 out of 5 average rating, 29 reviews

Corporate Furnished Duplex in the Heart of Madison

Hotel room in Blanchardville

3.9 out of 5 average rating, 10 reviews

Hotel Blanchard Room 2

Hotel room in Madison

4.59 out of 5 average rating, 39 reviews

Corporate Furnished 2 BR Apt in Heart of Madison

Hotel rentals with a pool

Resort in Delavan

4.83 out of 5 average rating, 6 reviews

121- Cheerful 2 Bedroom Lake View Condo w/Patio

Hotel room in Galena

4.73 out of 5 average rating, 40 reviews

Studio room w/access to pool/hot/fitness room

Resort in Delavan

5 out of 5 average rating, 8 reviews

129- Cozy & Comfy One Bedroom Condo Suite

Resort in Delavan

4.61 out of 5 average rating, 31 reviews

331- Beautifully Updated 2 Bedroom/2 Level Suite

Resort in Delavan

4.76 out of 5 average rating, 17 reviews

325- Two Bedroom Condo w/Water Views from Balcony

Resort in Delavan

4.91 out of 5 average rating, 11 reviews

201- Beautifully Renovated One Bedroom Condo Suite

Resort in Delavan

4.33 out of 5 average rating, 3 reviews

313- 2 Bed/2 Bath Lake View Condo Suite

Hotel rentals with a patio

Resort in Wisconsin Dells

5 out of 5 average rating, 3 reviews

2br 2ba Penthouse at Chula Vista, hot tub inside!

Hotel room in Wisconsin Dells

New place to stay

Newly Renovated Wisconsin Dells Studio

Hotel room in Wisconsin Dells

4.83 out of 5 average rating, 60 reviews

Two queen beds - Amazing Hotel!

Hotel room in Delavan

5 out of 5 average rating, 4 reviews

Belfry House Hotel- Deluxe Room #2

Hotel room in Wisconsin Dells

5 out of 5 average rating, 4 reviews

Double Queen Mini Suite-Lakeside

Hotel room in Wisconsin Dells

5 out of 5 average rating, 4 reviews

Aloha Beach-2 Room Suite Balcony

Casa particular in Wisconsin Dells

4.4 out of 5 average rating, 15 reviews

Enchanting Cozy Villa! Water Park Passes Included!

Quick stats about hotel rentals in Madison

Total rentals
30 properties
Nightly prices starting at
₹7,800 before taxes and fees
Total number of reviews
1.1K reviews
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore