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The best holiday rentals in Midwest

Check out our pick of great holiday rentals in Midwest

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Set in Sioux Falls in the South Dakota region, Blue House 2 features a garden. This villa provides free private parking and full-day security.

With free WiFi, this 2-bedroom villa offers a flat-screen TV and a kitchen with a dishwasher and oven. Towels and bed linen are featured in the villa. For added privacy, the accommodation features a private entrance. I loved that there was a grab bar by bathtub to help to get in and out of tub. The set of pictures in livingroom were also great! Love the artist's work! The place was very spacious for our needs. Appreciated labels around the place. It was close enough to store and restaurants so nice to walk there after being in a car all day.

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9.3
Superb
111 reviews
Price from
US$115.60
per night

Otter Creek Eau Claire Altoona in Altoona provides adults-only accommodation with a garden, a bar and a shared lounge. This bed and breakfast provides free private parking and a shared kitchen. The property offers allergy-free units and is located 5 km from University Of Wisconsin-Eau Claire. Peaceful. Nicely appointed. Excellent breakfast.

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9.4
Superb
102 reviews
Price from
US$106.61
per night

Situated just 37 km from Indianapolis Motor Speedway, Luxury on the lake features accommodation in Indianapolis with access to a bar, barbecue facilities, as well as private check-in and check-out. This property offers access to a patio, a pool table, free private parking and free WiFi. The property is non-smoking and is set 31 km from Lucas Oil Stadium. This was the most perfect location on the lake! We went to a concert at the Ruoff center & this was so very close.

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9.6
Exceptional
113 reviews
Price from
US$135
per night

The spacious holiday home is fitted with 3 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with cable channels, a dining area, a fully equipped kitchen, and a patio with garden views. A private entrance leads guests into the holiday home, where they can enjoy some wine or champagne and chocolates or cookies. The property has an outdoor dining area. Mike was incredible. We were on the road non stop for hours and coming to his place felt like a much needed break. Stoked up fridge that he offered and a bunch of food and snacks. The house is impeccably clean and has everything you might need. Lovely instructions with incredible amount of detail and thoughtfulness. This was hands down the best experience I’ve had with booking an entire house. AMAZING!!

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10
Exceptional
118 reviews
Price from
US$359.10
per night

Offering a fitness centre and city view, Luxéry Stay Chicago - Themed Units! Close to Downtown, McCormick Place & Wintrust Arena is situated in Chicago, 2.4 km from Field Museum Of Natural History and 2.8 km from Grant Park. There is a private entrance at the apartment for the convenience of those who stay. Free WiFi is available and private parking can be arranged at an extra charge. Really cool apartment and easy to access. All ameneties for a comfort. Outdoor area was brilliant!

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9
Superb
213 reviews
Price from
US$175
per night

Located in Delphos, The Victorian Guesthouse features accommodation with seating area. Featuring a shared kitchen, this property also provides guests with a terrace. The guest house provides garden views, a picnic area, and free WiFi is available throughout the property. Didnt have breakfast at the house , i love old houses so it was amazing to see one in such beautiful condition. We enjoyed everything about the house!

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9.7
Exceptional
106 reviews
Price from
US$55
per night

An aparthotel nestled in the centre of Cleveland, ROOST Cleveland has parking on-site, free WiFi, a fitness centre and free bikes. The property is ideally located a short distance from Quicken Loans Arena and Progressive Field. Boasting a 24-hour front desk, this property also provides guests with a sun terrace. The aparthotel features family rooms and facilities for disabled guests. 2 bedroom apartment was very spacious and comfortable and well equipped.

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9.1
Superb
422 reviews
Price from
US$139
per night

Boasting a garden and views of city, Spearfish Cottages is a recently renovated guest house situated in Spearfish, 25 km from Adams Museum. There is a private entrance at the guest house for the convenience of those who stay. The guest house features rooms with air conditioning, free private parking and free WiFi. Clean, upgraded, homey, beautiful backyard

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9.2
Superb
127 reviews
Price from
US$125.18
per night

The holiday home features 1 bedroom, a flat-screen TV with satellite channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with a walk-in shower. Towels and bed linen are provided in the holiday home. The property has an outdoor dining area. We liked everything about the place

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9.5
Exceptional
102 reviews
Price from
US$136.50
per night

Monroe Manor Inn offers air-conditioned rooms in South Haven. Both free WiFi and parking on-site are available at the bed and breakfast free of charge. On clear days, guests can head outside to enjoy the bed and breakfast's outdoor fireplace. Unique location with a friendly host. The house offers a interesting history which invites to explore. We had a very relaxing stay and can highly recommend!

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9.6
Exceptional
100 reviews

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