Middletown Holiday Rentals from €150: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Middletown has to offer?

Modern Bungalow Home with Mid-Century Flair : This holiday home rental outside of Middletown is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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Holiday Rentals in Middletown

Kitchen area with a central island, stainless steel appliances, and a light-colored countertop.

"Great location. Close to downtown, restaurants, and the state fair and pet friendly too."

includes taxes & fees

12 Jul - 13 Jul

Stately Victorian house with a corner turret and ornate front porch, surrounded by a well-maintained lawn and metal fence.

"Great hosts and accommodations!"

includes taxes & fees

23 Jul - 24 Jul

Enjoy cooking in this well-lit kitchen with a sleek stove, stainless steel appliances, and granite countertop.

"Had a great time in this beautiful 2BR/2BA. It is in a great location and has everything you need for your stay, and plenty of extras as well! "

Stunning two-story home with a charming red front door and lush green surroundings.

"Nice and quiet"

Enjoy cooking in this kitchen with utensil storage, coffee maker, and toaster.

"Host was easy to work with and property was nice! "

includes taxes & fees

27 Jul - 28 Jul

Stunning interior with a grand staircase, plush armchairs, and a large mirror.

"Tons of character, wonderfully taken care of, great hosts, Aubrey is super easy to work with and very accommodating. Loved the flexibility to host our wedding in a unique way that fit us!"

Stroll up to this charming two-story home, featuring a spacious front porch and balcony, perfect for taking in the surroundings.

"Wayne was a great host and his property is in a great location and neighborhood. Would definitely look to stay again if we’re back in the area!"

Fully equipped kitchen with a microwave, oven, coffee maker, and toaster.

"Clean placeLet us grill outsideSpacious and comfy for what we needed"

Compact kitchen with microwave, stainless steel sink, and coffee maker.

"The outcome was better than photos. Didn't spend much time their throughout the afternoon but over all experience was great. Really appreciated the extra condiments and kitchen items I didn't have to go out and buy extra things. Easy and fast contact response"

Enjoy cooking in this well-equipped kitchen with a central island, oven, and microwave.

"Lots of space and great location central to all of the sites!"

Enjoy casual dining and socializing in this rustic bar with a long bar counter, high stools, and a wooden table.

"This is our second stay at this property.We love the location.This is a fun place to stay,we love the speakeasy theme "

Relax on the porch with a bench and table, surrounded by trees and a lush lawn.

"Lincoln has some great local shops and cafes. This house is conveniently located and has wonderful decor. "

includes taxes & fees

14 Jul - 15 Jul

Stately Victorian house with a prominent corner turret and ornate entrance, set amidst a beautifully manicured lawn.

"Clean charming place to stay. On a girls trip we felt safe and the girls loved the big bedroom in the house!"

includes taxes & fees

23 Jul - 24 Jul

Relax in a stylish living area with a comfortable sofa, armchair, and coffee table, surrounded by books and decorative items.

"My family and I truly enjoyed our stay. The historical townhouse was spacious and afforded us space to spread out but also spaces to gather. We loved the period details and appliances. The one drawback was the train noise at various hours, but the noise didn’t ruin our sleep. The access to Idle Hour and Guest House was particularly enjoyable. We would all gladly stay here again!"

Enjoy cooking in this well-equipped kitchen with a central island, sink, and bar area, featuring modern appliances and ample cabinetry.

"Great place, pond and fishing was great. Big pool, nice hot tub with many things to do. We will rent again. Thanks"

Compact kitchen with a classic design, featuring a stove, microwave, and refrigerator.

"Dislikes: Chairs provided were not comfortable, couch would have been better suitable. Bathroom sink was clogged and did not drain, leaving other guests hair behind. Bathroom door did not shut. Only one towel provided for entire stay per guest. Choice of soaps provided were less than desirable. Lamps provided did not work along with various outlets. Several times had to call office due to being locked out of main building. Likes: Location ideal for downtown commute. Washer and dryer...

includes taxes & fees

4 Aug - 5 Aug

Stroll through the serene garden, surrounded by lush greenery and vibrant plants.

Step out onto the covered porch and enjoy the view of the surrounding neighborhood.

"Clean, convenient location and easy access. Really enjoyed our stay! Would return to this property in the future "

Cozy room with a dining table, desk, and large window, perfect for a relaxing stay.

"Beautiful place to stay. Aubrey was an excellent host."

Stroll up to the charming front porch and enter through the small entryway door.

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Find out more about Middletown

Everything you need to know about Middletown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middletown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middletown holiday rentals we have selected for you start as low as €150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Middletown properties

State House Inn, Trademark Collection by Wyndham

5/5 Excellent

Will be going back for sure

"Clean room, comfortable bed "

A verified traveller stayed at State House Inn, Trademark Collection by Wyndham

Posted 1 day ago

Northfield Inn, Suites & Conference Center

5/5 Excellent

Bottom line: the staff cares

"Best Hotel I’ve booked for years. Bottom line: they care. We found new towels and washcloths every evening and those were so appreciated after hot dirty days. Staff was friendly and kind. Room was clean, fresh and welcoming. "

A verified traveller stayed at Northfield Inn, Suites & Conference Center

Posted 4 days ago

5/5 Excellent

"When checking in the room needed a bit of extra prep work so the receptionist accommodated free drinks and an appetizer at the local brewery owned by the establishment as well. Upon arrival back the room was well stocked and cleaned to perfection. Local papers and travel maps were provided to navigate around the locations near the establishment. Fresh Baked Cookies were dropped off after a bit of travel around town and morning breakfast was top notch. If I were to stay anywhere local again I would definitely look for availability here."

A verified traveller stayed at Inn at 835 Boutique Hotel

Posted 5 days ago

Frequently asked questions

Can I find a holiday rental in Middletown?

Yes, there are holiday rentals close to the most popular sights in Middletown, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middletown has to offer?

Modern Bungalow Home with Mid-Century Flair: This holiday home rental outside of Middletown is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Middletown?

While exploring the area, visit the sights like Lincoln Speedway, Lincoln's New Salem State Historic Site and Camp Butler National Cemetery. In the wider area, you’ll find Illinois State Fairgrounds and Lincoln's Tomb.

What are holiday rentals like in Middletown?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middletown. Holiday rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.

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Holiday Rentals in Middletown

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Holiday Rentals in Middletown

Modern Bungalow Home with Mid-Century Flair

Grand Historic Retreat | 3BR Suite | Modern Comfort & Classic Charm

Lovely 2-Bedroom Unit in Springfield

Historic Bungalow: For Groups & Families Sleeps 11

Tranquil 2-bedroom house with a massage chair and a multi-purpose 3rd room

Three Pines Petersburg - Luxurious 10 Bedroom Home in Historic Petersburg

Modern Like New LUXURY 3,200 SQ FT Home In An Awesome Location! Sleeps 12!

New remodel three bedroom house in pleasant Springfield

Cozy retreat

Lovely 2-Bedroom Unit in Springfriend

Lincoln’s Loft - Speakeasy Suite

Wednesday’s Lair - Lincoln, Il

Charming Downtown Stay | Victorian Beauty & Modern Comfort

Historical Mid Century Modern Home Designed By Robert Lloyd Buckles

Beautiful Country Setting with Heated Inground Pool and Stocked Pond

Old Aristocracy Hill 1BR Quiet Apartment Downtown!

Whitt’s End -- a spacious private lodging in a historic Springfield neighborhood

Charming Springfield Home: 2 Mi to Downtown

Holly & Matt Suite @ Three Pines Petersburg

Newly-renovated 2-bedroom House with a Luxurious Massage Chair

Find out more about Middletown

Recent reviews of Middletown properties

State House Inn, Trademark Collection by Wyndham

Comfort Suites near Route 66

Ramada by Wyndham Springfield North

Holiday Inn Express Lincoln

Super 8 by Wyndham Springfield East

Northfield Inn, Suites & Conference Center

Carpenter Street Hotel

President Abraham Lincoln Springfield - DoubleTree by Hilton

Inn at 835 Boutique Hotel

Frequently asked questions