Raymond Holiday Rentals from €104: Search Short-Term Rentals

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

Home is on the original 1926-1930 Route 66 alignment : This holiday home rental outside of Raymond is located next to a golf course, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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Holiday Rentals in Raymond

"A weekend stay at the Madison House is like a step back in time. The cute and cozy furnishings offer a comforting nostalgia nestled in a quiet neighborhood. The location was perfect for the purpose of our visit. Thanks for the sweet little time warp!"

includes taxes & fees

14 Jul - 15 Jul

"Greatly enjoyed the property for our holiday get together for family from different directions. The kids especially enjoyed the pool and game room (also the sound system)!One mention would be that the kitchen could use new cooking items, particularly pans and cookie sheets. The bedrooms and bathrooms were quite satisfactory. Overall, it was a great place for our family! Thank you"

"We will stay there again if we're in the area."

"We loved the open indoor kitchen and living room space for gathering. The kids and adults enjoyed the various games in the gameroom and loft. It was also lovely to sit on the back porch in the morning and evening. Jason’s place is well-stocked and beautiful!"

includes taxes & fees

9 Aug - 10 Aug

"We really enjoyed our stay! The Lake House was very clean and met our needs perfectly for our weekend getaway. The property manager was always very responsive! Our dog LOVED the doggy door and the fenced area!"

includes taxes & fees

21 Jul - 22 Jul

"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"

includes taxes & fees

22 Jul - 23 Jul

"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "

includes taxes & fees

27 Jul - 28 Jul

"My daughters, son-in-law and I found ourselves needing to stay near Hillsboro for my Grandmother’s funeral. Mike and Amy were gracious hosts. We truly felt the love they have for the home. It’s a great location, a quick walk to downtown Litchfield. I highly recommend!"

includes taxes & fees

17 Jul - 18 Jul

"Great location, felt like it was home "

includes taxes & fees

14 Jul - 15 Jul

"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."

includes taxes & fees

16 Jul - 17 Jul

"Cute little place we were visiting our grandchildren who live in the area and we all had a great time the house is well decorated so cute and everything you need is there. We will check to see if this place is available every time we visit the grandchildren."

"This cabin and grounds are so beautiful! It was a wonderful weekend stay for our family. The cabin was very clean and cozy and the grounds were like our own personal campground. We are already planning another stay next year!"

"Much nicer then a motel room."

"We loved the house, plenty of space and it was furnished with everything we could need. Highly recommend!"

includes taxes & fees

13 Jul - 14 Jul

1 bedroom, iron/ironing board, WiFi, bed sheets

"Mike and Amy have a beautiful cozy place to stay. My partner and I had a wonderful time and were super comfy during our stay!"

includes taxes & fees

27 Jul - 28 Jul

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Find out more about Raymond

Everything you need to know about Raymond 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 Raymond 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 Raymond holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Raymond holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Raymond. 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 Raymond 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 Raymond holiday rentals we have selected for you start as low as €104 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Raymond rentals

At Expedia, we put the best Raymond 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 Raymond 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 Raymond 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 Raymond. 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 Raymond properties

5/5 Excellent

"Wonderful hospitality "

A verified traveller stayed at Baymont by Wyndham Litchfield

Posted 3 days ago

5/5 Excellent

"The people here are super nice! The room is nice and looks newer. The bathroom could be updated a little. It looks like they had a flood on the 2nd floor at some point and it came through to the first floor. Still clean though! Just looks a little rough! Ive stayed here several times now amd am not disappointed. I will continue to stay here on my trips to hillsboro"

A verified traveller stayed at Motel 6 Litchfield, IL

Posted 3 weeks ago

5/5 Excellent

"We were in town for my daughters wedding, it was only 4 minutes away from them, perfect location. Everything was nice and clean, loved the master bathroom double shower and the ac had me sleeping like a baby!! Neighbors were friendly, one even stopped and asked my husband if he needed help when he was struggling with a box. Great place to stay in Carlinville. "

A verified traveller stayed at The Carlinville Cottage

Posted 3 weeks ago

5/5 Excellent

A Perfect Stay – Would Absolutely Rent Again!

"We had a truly wonderful experience at this property! The space was open, welcoming, and incredibly comfortable—perfect for our family gathering. Its location was ideal, especially being so close to the wedding venue we were attending, which made logistics a breeze.What really stood out was the expansive outdoor area. It offered a peaceful retreat where we could relax under the stars and enjoy the quiet serenity of the surroundings. The openness of the property gave everyone plenty of room to spread out, while still feeling connected.Jason, the host, was exceptional. He reached out ahead of time to ensure we had everything we needed and went above and beyond to keep the home stocked with thoughtful touches and essentials—truly above and beyond what you’d expect.This rental offered the perfect combination of comfort, convenience, and tranquility. We’d definitely stay here again without hesitation. Highly recommend!"

A verified traveller stayed at Luxurious Otter Pointe

Posted 2 months ago

Frequently asked questions

Can I find a holiday rental in Raymond?

Yes, there are holiday rentals close to the most popular sights in Raymond, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Raymond has a good selection of bars. Make sure you have time to check out the golf courses and lake views during your trip.

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

Home is on the original 1926-1930 Route 66 alignment: This holiday home rental outside of Raymond is located next to a golf course, and has a patio, a private garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Raymond?

While you're exploring the area, Lake Lou Yeager and Madison Park are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Raymond Shoal Creek Golf Course and Litchfield Museum and Route 66 Welcome Center.

What are holiday rentals like in Raymond?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Raymond. Holiday rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.

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Holiday Rentals in Raymond

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Holiday Rentals in Raymond

Home is on the original 1926-1930 Route 66 alignment

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Lake House off Route 66

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Loft Living - Small Town Charm 3-bedroom loft in beautiful Downtown Litchfield

Find out more about Raymond

Recent reviews of Raymond properties

Baymont by Wyndham Litchfield

Hampton Inn by Hilton Litchfield

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Motel 6 Litchfield, IL

The Carlinville Cottage

Quality Inn Litchfield Route 66

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Memorable Family experiences at The Castle of Palmyra.

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Frequently asked questions