Raymond Holiday Rentals

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Holiday Rentals in Raymond

Fridge, microwave, oven, stovetop
Route 66 house; Litchfield IL; Pets welcome
10.0 out of 10, Exceptional, (11)
"My wife and I needed a place there in town that was close to where my Grandmother was living in a ALF facility. We were able to stay close aand visit with her while we were in town. They are very responsive and have a guest guide in the home. It was awesome and affordable. Thanks for everything. God bless you both."
Route 66 house; Litchfield IL; Pets welcome
Interior
Luxurious Otter Pointe
10.0 out of 10, Exceptional, (16)
"This met all my expectations and more! We had a wedding to attend at the Rustic Venue, and were looking for a space to share with family & friends. A large kitchen was a must have, and this was just perfect. Huge fully stocked kitchen with a massive island, plenty of indoor seating, tons of outdoor space, a garage space with ping pong and other games, huge televisions with Dish in every common space. It checked off all the boxes. The neighbor's cows even came to visit!! We had a great time....
Luxurious Otter Pointe
Pool
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
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Outdoor dining
Home is on the original 1926-1930 Route 66 alignment
10.0 out of 10, Exceptional, (67)
"Fantastic A great place to relax, sleep and enjoy life. The place is so user friendly that no time is spent wondering. My 3rd visit and I am looking forward to a 4th. Love the house and our time spent there."
The price is NZ$254
per night
30 May - 31 May
Home is on the original 1926-1930 Route 66 alignment
Exterior
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 NZ$293
per night
30 May - 31 May
Harrison House; Litchfield, IL; Pets welcome
Exterior
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
10.0 out of 10, Exceptional, (2)
"Very relaxing fun place to stay!"
Walk Me Out in the “Morning Dew”. Secluded A-Frame Cabin on Pond with 3 decks
Fridge, microwave, oven, stovetop
Cozy loft in a small town; walking distance to the popular restaurant BG’s!
10.0 out of 10, Exceptional, (1)
"Came to Bunker Hill to visit family and needed a little more room. Cozy spot near family and restaurants. Very well stocked and comfy bed and pillows."
The price is NZ$211
per night
3 Jun - 4 Jun
Cozy loft in a small town; walking distance to the popular restaurant BG’s!
Fridge, microwave, oven, stovetop
The Carlinville Cottage
10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated home with everything you could possibly need. Date of the art appliances and furnishings, beautifully decorated and so comfortable. We were visiting parents and family and everyone thoroughly enjoyed being together in such a great house! We will be back"
The Carlinville Cottage
Fridge, microwave, oven, stovetop
Jackson House; Pets Welcome
10.0 out of 10, Exceptional, (6)
"We were there for a wedding--home was roomy and comfortable. Would stay there again."
The price is NZ$279
per night
13 Jun - 14 Jun
Jackson House; Pets Welcome
1 bedroom, iron/ironing board, WiFi, bed sheets
Edwards House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (11)
"I stayed here with two large dogs while traveling daily to Springfield for an agility competition. The backyard is large and has a chain link fence. No fancy landscaping or anything that dogs could mess up, haha! There is a dog next door behind a stockade fence -- never saw it, just heard it a few times. It was not a problem for my dogs. House is perfect for one or two people. Cute and comfy. Tons of utensils and cookware in the kitchen, and condiments and water in the fridge, as well as frosty...
The price is NZ$264
per night
9 Jun - 10 Jun
Edwards House; Litchfield, IL; Pets welcome
Fridge, microwave, oven, stovetop
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 NZ$277
per night
2 Jun - 3 Jun
Chestnut House; Litchfield, IL; Pets Welcome
Exterior
Lincoln House; Litchfield, IL; Pets welcome
10.0 out of 10, Exceptional, (13)
"Proprty was well stocked for everything we could possibl y need during our stay. Clean comfortible accommodations. Host is very attentive to guests."
Lincoln House; Litchfield, IL; Pets welcome
4 bedrooms, desk, iron/ironing board, travel cot
Victorian Carlinville home on Rt. 66
10.0 out of 10, Exceptional, (7)
"Awesome place for a group of friends to relax and unwind for a few days after a particularly difficult holiday season!"
Victorian Carlinville home on Rt. 66
Fridge, microwave, oven, stovetop
Kirkham Train House; PETS WELCOME
Kirkham Train House; PETS WELCOME
Terrace/patio
Spacious modernized historic home located in downtown Hillsboro.
The price is NZ$371
per night
2 Jun - 3 Jun
Spacious modernized historic home located in downtown Hillsboro.
In-room safe, iron/ironing board, bed sheets, wheelchair access
Lake House off Route 66
Lake House off Route 66
Smart TV, table football
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
New Minglewood is our Cozy 3-bedroom cabin with WiFi, AC in lovely Irving
Exterior
COTTAGE SLEEPS 6 IN QUIET COUNTRY ATMOSPHERE ON 1.5 ACRES. 49 MILES TO ST LOUIS
COTTAGE SLEEPS 6 IN QUIET COUNTRY ATMOSPHERE ON 1.5 ACRES. 49 MILES TO ST LOUIS
Exterior
Historic Blackman-Evans Home
Historic Blackman-Evans Home
Fridge, microwave, oven, stovetop
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
Historic Home near Blackburn and Square - two king beds, washer/dryer, spacious
Don't see what you're looking for?
See all available properties in Raymond
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.

Other types of properties in Raymond you may be interested in

Property grounds
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
Indoor pool, open 9:00 AM to 10:00 PM, pool loungers
Baymont by Wyndham Litchfield
2.5 star property
8.4 out of 10, Very good, (978)
"We usually stay at this property twice a year and it's been pleasant as always. The hotel as well as our room was clean, the service was very friendly, and the location is very convenient "
The price is NZ$181
per night
7 Jun - 8 Jun
Baymont by Wyndham Litchfield
Lobby
Super 8 by Wyndham Staunton
2.0 star property
8.6 out of 10, Excellent, (646)
"Safe and quiet area. "
The price is NZ$136
per night
30 May - 31 May
Super 8 by Wyndham Staunton
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Raymond holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Raymond. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Raymond. Seeing all the best attractions is bound to make you fall in love with Raymond. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Raymond short-term rentals, that won’t be hard to do.

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.

Recent reviews of Raymond properties
Expedia verified reviews