Raymond Holiday Rentals

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Holiday Rentals in Raymond

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

9.4 out of 10, Exceptional, (9)
"Very relaxing fun place to stay!"
The price is AU$574
includes taxes & fees
30 July - 31 July
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks

Home is on the original 1926-1930 Route 66 alignment

10.0 out of 10, Exceptional, (89)
"Great Stay with family a couple of blocks away"
The price is AU$250
includes taxes & fees
5 Aug - 6 Aug
Home is on the original 1926-1930 Route 66 alignment

Private country setting with large indoor pool

9.4 out of 10, Exceptional, (16)
"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"
Private country setting with large indoor pool

Victorian Carlinville home on Rt. 66

10.0 out of 10, Exceptional, (8)
"We will stay there again if we're in the area."
Victorian Carlinville home on Rt. 66

Lake House off Route 66

9.0 out of 10, Wonderful, (2)
"The home itself was fantastic—clean, well-maintained, and exactly as pictured. The host was responsive and friendly, and the location right on the lake made for a relaxing stay. The only downside, and the reason I’m giving 4 stars instead of 5, is that there’s a camper in the front yard with people staying in it. This wasn’t disclosed in the listing, and it made the experience feel a bit less private and more awkward than expected. If that had been communicated up front, it would’ve helped set...
The price is AU$346
includes taxes & fees
2 Aug - 3 Aug
Lake House off Route 66

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

10.0 out of 10, Exceptional, (3)
"This was our second time staying here and it didn't dissapoint. "
The price is AU$574
includes taxes & fees
2 Aug - 3 Aug
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving

Luxurious Otter Pointe

10.0 out of 10, Exceptional, (23)
"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!"
Luxurious Otter Pointe

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

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

Jackson House; Pets Welcome

10.0 out of 10, Exceptional, (13)
"Overflow holiday guests stayed at this cute, clean, comfortable home. A wonderful experience with exceptionally kind, engaged, owners! "
The price is AU$279
includes taxes & fees
17 Aug - 18 Aug
Jackson House; Pets Welcome

The Carlinville Cottage

10.0 out of 10, Exceptional, (11)
"This was a fantastic stay in a wonderfully clean space! We really enjoyed Carlinville cottage ans would stay again!"
The price is AU$772
includes taxes & fees
29 July - 30 July
The Carlinville Cottage

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

10.0 out of 10, Exceptional, (10)
"Great location, felt like it was home "
The price is AU$181
includes taxes & fees
2 Aug - 3 Aug
Cozy studio located in small town America, Bunker Hill, IL.

Harrison House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (11)
"We loved the house, plenty of space and it was furnished with everything we could need. Highly recommend!"
The price is AU$285
includes taxes & fees
3 Aug - 4 Aug
Harrison House; Litchfield, IL; Pets welcome

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

10.0 out of 10, Exceptional, (6)
"Even cuter in person! It was the perfect stay for 4 girls traveling from various states. The house was clean, owners were communicative, and check out process was easy. We would stay here again. "
The price is AU$337
includes taxes & fees
30 July - 31 July
State Street House; 3-br house; PETS WELCOME; Litchfield

Route 66 house; Litchfield IL; Pets welcome

10.0 out of 10, Exceptional, (15)
"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."
The price is AU$259
includes taxes & fees
17 Aug - 18 Aug
Route 66 house; Litchfield IL; Pets welcome

Chestnut House; Litchfield, IL; Pets Welcome

9.0 out of 10, Wonderful, (7)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
Chestnut House; Litchfield, IL; Pets Welcome

Plainview Vineyard Retreat by StayLage

2.0 star property
10.0 out of 10, Exceptional, (1)
"Quiet place to relax after a long day. Clean and will rent again if given the choice. "
The price is AU$704
includes taxes & fees
29 July - 30 July
Plainview Vineyard Retreat by StayLage

Charming Hillsboro Home < 1 Mi to Downtown!

2.0 star property
Charming Hillsboro Home < 1 Mi to Downtown!

Charming Hillsboro Home < 1 Mi to Downtown!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Much nicer then a motel room."
Charming Hillsboro Home < 1 Mi to Downtown!

Edwards House; Litchfield, IL; Pets welcome

10.0 out of 10, Exceptional, (17)
"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!"
The price is AU$259
includes taxes & fees
2 Aug - 3 Aug
Edwards House; Litchfield, IL; Pets welcome

Kirkham Train House; PETS WELCOME

Kirkham Train House; PETS WELCOME
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Raymond Hotel Reviews

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 Piney Creek Ravine - State Natural Area 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.