Raymond Holiday Rentals: Short-Term Accommodations for Rent

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

Stroll through the beautifully maintained garden, surrounded by a variety of flowering plants and lush greenery.

"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!"

HK$1,201 total

includes taxes & fees

21 Jul - 22 Jul

Relax by the indoor pool surrounded by comfortable seating and natural light.

"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"

Relax on the classic porch with two comfortable chairs and a small table, surrounded by lush greenery and a charming door.

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

Stunning staircase leads to an upper level with a door and wooden paneling.

"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!"

Cozy cabin nestled among trees, offering a peaceful retreat with a porch and large windows.

"Very relaxing fun place to stay!"

HK$2,562 total

includes taxes & fees

15 Jul - 16 Jul

Welcome to this charming home, featuring a cozy porch with a decorative glass door and a serene garden area.

"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!"

HK$1,753 total

includes taxes & fees

14 Jul - 15 Jul

Enjoy cooking in the well-equipped kitchen with stainless steel appliances and ample counter space, plus a convenient island for extra workspace and seating.

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

HK$3,929 total

includes taxes & fees

22 Jul - 23 Jul

Detached garage with a small porch area and a wooden staircase leading to a deck.

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

HK$1,453 total

includes taxes & fees

14 Jul - 15 Jul

Situated in a lush garden, this charming birdhouse features a pointed roof and circular entrance hole.

"Great location, felt like it was home "

HK$918 total

includes taxes & fees

14 Jul - 15 Jul

Kitchen features a central island with a stove and oven, flanked by cabinetry with gold handles.

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

Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, wooden countertop, and dark backsplash.

"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!"

HK$1,731 total

includes taxes & fees

17 Jul - 18 Jul

Enjoy cooking in this well-equipped kitchen with microwave and oven, stainless steel sink, and ample cabinetry.

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

HK$1,360 total

includes taxes & fees

21 Jul - 22 Jul

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

"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."

Relax in a spacious room with a high ceiling, stone wall, and large window offering a forest view. Enjoy a comfortable seating area with a sofa, coffee table, and TV, plus a fireplace for warmth.

"This was our second time staying here and it didn't dissapoint. "

HK$2,920 total

includes taxes & fees

18 Jul - 19 Jul

Welcome to the charming Fasting Room of Plainview Vineyard, featuring a traditional design with a cozy porch and a unique wine bottle sculpture.

HK$3,586 total

includes taxes & fees

15 Jul - 16 Jul

"Much nicer then a motel room."

Enjoy cooking in this kitchen with a gas stove, microwave, and stainless steel refrigerator.

Cozy retreat with a neatly made bed, two bedside tables, and a light-colored rug.

"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!"

HK$1,318 total

includes taxes & fees

27 Jul - 28 Jul

Kitchen area with a refrigerator, oven, and coffee maker.

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Find out more about Raymond

Search for holiday rentals in Raymond on Expedia! You can easily find your home rentals, villas, holiday apartments in Raymond using one of the methods below:

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Look no further and take a look at our great range of rental properties in Raymond!

Recent reviews of Raymond properties

5/5 Excellent

"Clean is my biggest thing and we definitely got that."

A verified traveller stayed at Baymont by Wyndham Litchfield

Posted 2 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 1 month 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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Raymond Holiday Rentals

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Holiday Rentals in Raymond

Home is on the original 1926-1930 Route 66 alignment

Private country setting with large indoor pool

Victorian Carlinville home on Rt. 66

Luxurious Otter Pointe

Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

Lake House off Route 66

The Carlinville Cottage

Harrison House; Litchfield, IL; Pets welcome

Cozy studio located in small town America, Bunker Hill, IL.

Jackson House; Pets Welcome

State Street House; 3-br house; PETS WELCOME; Litchfield

Chestnut House; Litchfield, IL; Pets Welcome

Route 66 house; Litchfield IL; Pets welcome

New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

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

Plainview Vineyard Retreat by StayLage

Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

Edwards House; Litchfield, IL; Pets welcome

Kirkham Train House; PETS WELCOME

Find out more about Raymond

Recent reviews of Raymond properties

Baymont by Wyndham Litchfield

Home is on the original 1926-1930 Route 66 alignment

Hampton Inn by Hilton Litchfield

Holiday Inn Express & Suites Litchfield West by IHG

Motel 6 Litchfield, IL

The Carlinville Cottage

Quality Inn Litchfield Route 66

Super 8 by Wyndham Staunton

Memorable Family experiences at The Castle of Palmyra.

Frequently asked questions