Raymond Holiday Rentals

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Holiday Rentals in Raymond

Luxurious Otter Pointe
10.0 out of 10, Exceptional, (22)
"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
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (8)
"We rent homes in one of two categories: Indulgence or Value. Indulgence we expect to pay north of $300 a night with the expectation of added amenities such as a pool, game room, luxury rooms, gorgeous view or exceptional location. The Jackson House is a value rental where our goal is to keep costs under $150 a night and the focus is on clean beds, bathrooms and decent kitchen. This house is all the above, plus it is in a quiet neighborhood, excellent TV amenities, well stocked kitchen and...
The price is AU$282
includes taxes & fees
16 Dec - 17 Dec
Jackson House; Pets Welcome
Home is on the original 1926-1930 Route 66 alignment
10.0 out of 10, Exceptional, (77)
"This was the perfect place for us to stay for a family wedding at The Rustic Venues. Great location. Easy check-in. Great communication with the hosts. "
The price is AU$243
includes taxes & fees
17 Nov - 18 Nov
Home is on the original 1926-1930 Route 66 alignment
Private country setting with large indoor pool
9.4 out of 10, Exceptional, (14)
"It’s nothing fancy but a great place for families to get a way with things to do right in the building"
Private country setting with large indoor pool
Cozy studio located in small town America, Bunker Hill, IL.
10.0 out of 10, Exceptional, (6)
"Great location, felt like it was home "
The price is AU$172
includes taxes & fees
2 Dec - 3 Dec
Cozy studio located in small town America, Bunker Hill, IL.
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
9.2 out of 10, Wonderful, (7)
"This property was so amazing we wanted to give it a bad review to keep it to ourselves. Angie and Steve under promised and over delivered. What a fantastic weekend of memories in a little slice of God’s Country. Cannot say enough. Our group is planning on making this an annual trip as long as the hosts keep it available. Just WOW!"
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Lake House off Route 66
10.0 out of 10, Exceptional, (1)
"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!"
Lake House off Route 66
The Carlinville Cottage
10.0 out of 10, Exceptional, (6)
"Loved the accommodations. It was great. Would definitely try to stay there again."
The price is AU$735
includes taxes & fees
21 Nov - 22 Nov
The Carlinville Cottage
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (15)
"It was exactly as the pictures showed and the host was so quick to respond to any questions. Large backyard for our fur baby and fenced in. The neighborhood was quiet. Local restaurants were really good. Looking forward to our next stay."
The price is AU$262
includes taxes & fees
16 Dec - 17 Dec
Edwards House; Litchfield, IL; Pets welcome
Route 66 house; Litchfield IL; Pets welcome
10.0 out of 10, Exceptional, (12)
"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$253
includes taxes & fees
21 Nov - 22 Nov
Route 66 house; Litchfield IL; Pets welcome
Chestnut House; Litchfield, IL; Pets Welcome
9.0 out of 10, Wonderful, (2)
"The house was very nice and we had a relaxing stay. We will definitely consider staying here again if we stay in the area."
The price is AU$272
includes taxes & fees
16 Dec - 17 Dec
Chestnut House; Litchfield, IL; Pets Welcome
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
10.0 out of 10, Exceptional, (2)
"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!"
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Harrison House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (10)
"Ultra clean, very cutely decorated, and furnished with waters, clean utensils, wonderful beds, and a comfy living room arrangement. We were in town for Mother's Day and we were the envy of the family in this home! It was a lot of fun, normally a place to stay out of town is kind of a wash, you always compromise on something, but not here! If you're staying in Litchfield for whatever reason, give this house a look! Especially for the Picker's Market, every second Sunday, it's right up the road!...
The price is AU$281
includes taxes & fees
16 Dec - 17 Dec
Harrison House; Litchfield, IL; Pets welcome
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
Kirkham Train House; PETS WELCOME
Kirkham Train House; PETS WELCOME
Plainview Vineyard Retreat Sleeps 8
2.0 star property
The price is AU$635
includes taxes & fees
26 Nov - 27 Nov
Plainview Vineyard Retreat Sleeps 8
Charming Hillsboro Home < 1 Mi to Downtown!
3.0 star property
Charming Hillsboro Home < 1 Mi to Downtown!
Charming Hillsboro Home < 1 Mi to Downtown!
2.0 star property
Charming Hillsboro Home < 1 Mi to Downtown!
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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Other types of properties in Raymond you may be interested in

Magnuson Grand Hotel And Conference Center
3.0 star property
8.2 out of 10, Very good, (241)
"We reserved a nonsmoking room and they put us in a smoking room. Thankfully they switched us the next day. Our new room was comfortable but there was mold in the bathroom and noticeable water damage throughout the room. Beautiful property and affordable prices but I will not stay there again. The staff was pleasant other than the young gentleman at the front desk."
Magnuson Grand Hotel And Conference Center
Baymont by Wyndham Litchfield
2.5 star property
8.4 out of 10, Very good, (1000)
"It’s a very nice place, but I was a little caught off guard when checking in and they asked for a $100 cash deposit. I’ve travelled all over the world and never been asked to do that before. When I told her that I don’t carry that much cash, she promptly pointed me to an atm. The deposit was refunded to me at checkout so every thing was fine. It just seemed odd to me to do that when you already have my credit card on file. But it was a nice stay overall. "
The price is AU$155
includes taxes & fees
17 Nov - 18 Nov
Baymont by Wyndham Litchfield
Holiday Inn Express & Suites Litchfield West, an IHG Hotel
2.5 star property
9.4 out of 10, Exceptional, (475)
"Beds were lumpy, should be replaced. Other than that very nice!"
The price is AU$172
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Litchfield West, an IHG Hotel
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.

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?

Route 66 house; Litchfield IL; Pets welcome: This holiday home rental outside of Raymond offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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.