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Chain of Rocks Holiday Rentals

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Our top choices for Chain of Rocks holiday rentals

1. Wentzville King Bed Walk to Downtown!

Wentzville King Bed Walk to Downtown!
Wentzville
9.0 out of 10, Wonderful, (2 reviews)
"Most everything was good. I do recommend correcting the upward slope on the top of the step from the living area to the bedroom area. As you approach from the kitchen, the slight rise in the floor throws off your balance going down the step. Wrenched my back and legs when awkwardly hitting the lower level."
United States
Alan G.
The price is NZ$628
includes taxes & fees
19 Oct - 20 Oct
Wentzville King Bed Walk to Downtown!

2. Studio Condo on the Water @ Innsbrook

Studio Condo on the Water @ Innsbrook
Wright City
10.0 out of 10, Exceptional, (72 reviews)
"everything was clean and really beautiful, we enjoyed the stay "
United States
Vanessa O.
The price is NZ$354
includes taxes & fees
19 Oct - 20 Oct
Studio Condo on the Water @ Innsbrook

3. Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters

Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters
St. Peters
10.0 out of 10, Exceptional, (20 reviews)
"Excellent place to stay while visiting. Pet friendly a HUGE plus. The host was very pleasant to work with and the place really is thoughtfully outfitted. Would definitely stay here again"
United States
Chris B.
The price is NZ$490
includes taxes & fees
18 Oct - 19 Oct
Private Entry Basement Suite • Pond & Farm View • Dog Friendly • St Peters

4. Aspen Sights by Innsbrook Vacations!

Aspen Sights by Innsbrook Vacations!
Innsbrook
9.6 out of 10, Exceptional, (16 reviews)
"Lovely weekend- enjoyed checking out Innsbrook"
United States
Denise L.
Aspen Sights by Innsbrook Vacations!

5. Stylish1BRStudioCleanQuietandCozy

Stylish1BRStudioCleanQuietandCozy
Saint Charles
10.0 out of 10, Exceptional, (3 reviews)
"Room was very clean with little to no issues at all. Host was super easy to work with and get information from. This spot is within 15-20minutes OR LESS to anything you’d need to do in the ofallon and surrounding areas. I’d book it again if I needed to."
United States
Mike S.
The price is NZ$470
includes taxes & fees
19 Oct - 20 Oct
Stylish1BRStudioCleanQuietandCozy

6. Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi
Moscow Mills
10.0 out of 10, Exceptional, (14 reviews)
"Great place, nice neighborhood. "
United States
Julie L.
The price is NZ$462
includes taxes & fees
9 Nov - 10 Nov
Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

7. 1 Bedroom | Pool & Gym. Free Breakfast

1 Bedroom | Pool & Gym. Free Breakfast
O'Fallon
8.4 out of 10, Very good, (5 reviews)
"It’s a suite hotel - rooms were very spacious. It’s in a great location. Staff is welcoming and kind. It was exactly what we needed for a last minute trip to check on family."
United States
Melinda C.
The price is NZ$280
includes taxes & fees
18 Oct - 19 Oct
1 Bedroom | Pool & Gym. Free Breakfast

8. The Nest, unplug& reconnect with that special someone in our charming birdhouse!

The Nest, unplug& reconnect with that special someone in our charming birdhouse!
Troy
9.4 out of 10, Exceptional, (55 reviews)
"The property was amazing perfect for a couple or a individual how wants to unplug."
United States
Jess H.
The price is NZ$361
includes taxes & fees
26 Oct - 27 Oct
The Nest, unplug& reconnect with that special someone in our charming birdhouse!

9. Lakefront Studio Condo

Lakefront Studio Condo
Wright City
9.8 out of 10, Exceptional, (35 reviews)
"The room was clean and beautiful, we really enjoyed the stay "
United States
Vanessa O.
The price is NZ$448
includes taxes & fees
20 Oct - 21 Oct
Lakefront Studio Condo

10. The Cozy Family Retreat

The Cozy Family Retreat
O'Fallon
7.8 out of 10, Good, (27 reviews)
"Location was great, potential was unabated. Execution was absolutely terrible. "
United States
clint a.
The price is NZ$544
includes taxes & fees
2 Nov - 3 Nov
The Cozy Family Retreat

11. Cozy 1-bedroom studio in tranquil Moscow Mills with AC

Cozy 1-bedroom studio in tranquil Moscow Mills with AC
Moscow Mills
The price is NZ$369
includes taxes & fees
26 Oct - 27 Oct
Cozy 1-bedroom studio in tranquil Moscow Mills with AC

12. The Great Room - fully cozy & private Townhome

The Great Room - fully cozy & private Townhome
Saint Charles
10.0 out of 10, Exceptional, (1 review)
"The place was beautiful and decorated well. Our experience was great and i recommend this rental. Would be nice if they honored military discount as I am a veteran. "
United States
Rodney M.
The Great Room - fully cozy & private Townhome

13. Great for Business Travelers! Pool + Gym

Great for Business Travelers! Pool + Gym
O'Fallon
4.0 out of 10, (1 review)
"Property was dirty, kitchen hadn’t been cleaned. Microwave had food spilled all over inside. Place felt grimy."
United States
Jenny D.
The price is NZ$280
includes taxes & fees
18 Oct - 19 Oct
Great for Business Travelers! Pool + Gym

14. Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio

Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio
Troy
10.0 out of 10, Exceptional, (1 review)
"We came in town for the fair and this place was a very beautiful place. Very clean and very well decorated. It was the perfect place to stay in Troy. The host was very nice and could be reached instantly if we had any issues."
United States
Unspecified B.
The price is NZ$673
includes taxes & fees
15 Nov - 16 Nov
Historic 2BR Home in Downtown Troy - King Bed, Fire Table & Patio

15. Spacious 4BR Home for Families & Pets

Spacious 4BR Home for Families & Pets
Wentzville
9.0 out of 10, Wonderful, (8 reviews)
"Amazing for attending the fireworks festivals nearby. Great shops walking distance for coffee and food"
United States
Tom K.
The price is NZ$881
includes taxes & fees
26 Oct - 27 Oct
Spacious 4BR Home for Families & Pets

16. Private Basement - Two King Beds and Hot Tub

Private Basement - Two King Beds and Hot Tub
Saint Charles
9.6 out of 10, Exceptional, (5 reviews)
"This property is the perfect get-away. Quite relaxing. The beds are super comfy the outside sitting area is quiet and relaxing. The interior is fully furnished very nice quality everything. And you are within 10 minutes of shopping and tons of restaurants. I hated to leave.Hope I can return."
United States
JoAnn C.
The price is NZ$599
includes taxes & fees
1 Nov - 2 Nov
Private Basement - Two King Beds and Hot Tub

17. Renovated 5BR | Group Space + Large Yard

Renovated 5BR | Group Space + Large Yard
Wentzville
10.0 out of 10, Exceptional, (17 reviews)
"Great location, clean and well prepared property!"
United States
Jeff M.
The price is NZ$1,029
includes taxes & fees
18 Oct - 19 Oct
Renovated 5BR | Group Space + Large Yard

18. 3BR Close to Historic Main Street-Low Cleaning Fee

3BR Close to Historic Main Street-Low Cleaning Fee
Saint Charles
The price is NZ$472
includes taxes & fees
18 Oct - 19 Oct
3BR Close to Historic Main Street-Low Cleaning Fee
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 Chain of Rocks Hotel Reviews

Find out more about Chain of Rocks

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 Chain of Rocks 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 Chain of Rocks. 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 Chain of Rocks. Seeing all the best attractions is bound to make you fall in love with Chain of Rocks. 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 Chain of Rocks short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Chain of Rocks?

Yes, there are holiday rentals close to the most popular sights in Chain of Rocks, or you can select a more secluded option if you're looking for a relaxing stay.

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

Spacious 5-bedroom house in serene O'Fallon with AC: This holiday home rental outside of Chain of Rocks is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay.

What’s there to see and do in Chain of Rocks?

While exploring the area, visit family-friendly sights like Alligator Creek Aquatic Center, or get outside and enjoy nature at August A. Busch Memorial Conservation Area. In the wider area, you’ll find Bear Creek Golf Club and CarShield Field.

What’s a holiday rental in Chain of Rocks like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chain of Rocks. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.