Cherry Valley Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Cherry Valley vacation rentals

A spacious log cabin interior with a leather sofa, a wooden coffee table, and a dining area with a large table and chairs.

1. Cozy Cabin With River Views & Hot Tub

Cozy Cabin With River Views & Hot Tub
Cherry Valley
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property, responsive and friendly host."
United States
Aaron B.
The price is CA $334
CA $752 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Cabin With River Views & Hot Tub
A hotel entrance with a stone facade, a large arched entrance, and a hanging light fixture.

2. King Studio Suite w/ Pool & Free Breakfast

King Studio Suite w/ Pool & Free Breakfast
Rockford
10.0 out of 10, Exceptional, (1 review)
"yes they were. only thing they were out of water lol. not a big deal. had a wonderful time. "
Canada
Tami B.
The price is CA $228
CA $272 total
includes taxes & fees
Nov 8 - Nov 9
King Studio Suite w/ Pool & Free Breakfast
A modern living room with a sofa, coffee table, and TV.

3. Cozy Pet-Friendly Retreat in Rockford

Cozy Pet-Friendly Retreat in Rockford
Rockford
9.4 out of 10, Exceptional, (23 reviews)
"Great property, ideal for our trip back to Rockford for a memorial service. Loved sitting out in the mornings with a cup of tea in the spacious backyard. Everything was just as described and checking in was a breeze. The location was ideal, close to numerous restaurants and grocery stores.( highly recommend Giordano’s!) I wouldn’t hesitate to stay here again if we return to Rockford in the future."
United States
Sheila M.
The price is CA $236
CA $528 total
includes taxes & fees
Dec 6 - Dec 7
Cozy Pet-Friendly Retreat in Rockford
A hotel entrance with a stone facade, a large arched entrance, and a hanging light fixture.

4. Pool. Free Breakfast. Near Midway Village Museum!

Pool. Free Breakfast. Near Midway Village Museum!
Rockford
10.0 out of 10, Exceptional, (1 review)
"Cant see what I am typing!!!!"
United States
Michael J.
The price is CA $247
CA $296 total
includes taxes & fees
Nov 15 - Nov 16
Pool. Free Breakfast. Near Midway Village Museum!
A house with a stone pathway leading to the entrance, surrounded by trees and decorated with lights and a Christmas tree.

5. Hidden Gem SLEEPS 10+! Children & Pets welcomed!

Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Rockford
10.0 out of 10, Exceptional, (186 reviews)
"Well organized, stocked, and decorated. Fabulous, fun house to spend time away in!!"
United States
Michelle R.
The price is CA $406
CA $677 total
includes taxes & fees
Nov 22 - Nov 23
Hidden Gem SLEEPS 10+! Children & Pets welcomed!
Private kitchen

6. TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games

TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games
Rockford
10.0 out of 10, Exceptional, (1 review)
"Great spot for us to film for our corporate work! The home is conveniently located in Rockford too."
United States
Joe P.
The price is CA $247
CA $804 total
includes taxes & fees
Nov 16 - Nov 17
TheCreekHouse: 5BR Sanctuary w/ Sunroom & Games
A modern interior with a dining area, a sofa, and a coffee table.

7. Stylish 3BD w/ firepit & big backyard TV Room

Stylish 3BD w/ firepit & big backyard TV Room
Rockford
6.0 out of 10, (2 reviews)
"Great place to stay. Everything was as advertised"
United States
Michael S.
The price is CA $233
CA $703 total
includes taxes & fees
Nov 12 - Nov 13
Stylish 3BD w/ firepit & big backyard TV Room
A poolside area with lounge chairs, umbrellas, and a pergola.

8. Hacienda 5BR• Hot Tub• Theater•Game Rm + Sauna

Hacienda 5BR• Hot Tub• Theater•Game Rm + Sauna
Rockford
The price is CA $786
CA $1,722 total
includes taxes & fees
Nov 8 - Nov 9
Hacienda 5BR• Hot Tub• Theater•Game Rm + Sauna
A wooden pergola with a seating area, a pond, and a wooden deck.

9. Historic Oasis with a Sauna - just blocks from downtown Rockford

Historic Oasis with a Sauna - just blocks from downtown Rockford
Rockford
10.0 out of 10, Exceptional, (12 reviews)
"Great place and convenient to all of Rockford and Loves Park. The place is comfortable and offered great amenities, which made my week long stay even better. Would highly recommend"
United States
Stacey H.
The price is CA $329
CA $425 total
includes taxes & fees
Nov 8 - Nov 9
Historic Oasis with a Sauna - just blocks from downtown Rockford
A wooden deck with wicker furniture and a railing.

10. Elegant, charming, serene, & delightful home with huge fenced yard close to I90!

Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
Loves Park
9.2 out of 10, Wonderful, (20 reviews)
"Great stay!"
United States
Laura H.
The price is CA $391
CA $734 total
includes taxes & fees
Nov 8 - Nov 9
Elegant, charming, serene, & delightful home with huge fenced yard close to I90!
A modern living room with a grey sofa, yellow armchair, and a flat-screen TV mounted on the wall.

11. Cozy home in Rockford Sleeps 8

Cozy home in Rockford Sleeps 8
Rockford
8.8 out of 10, Excellent, (31 reviews)
"Glad it was dog friendly that helped a lot and available for more days as needed."
United States
Mary P.
The price is CA $223
CA $434 total
includes taxes & fees
Nov 29 - Nov 30
Cozy home in Rockford Sleeps 8
A wooden staircase leading to an upper floor, a fireplace, and a seating area with a rug and chairs.

12. Cumberland Cottage in Historic Edgewater — Cozy 3BR w/Fire Pit

Cumberland Cottage in Historic Edgewater — Cozy 3BR w/Fire Pit
Edgewater
10.0 out of 10, Exceptional, (1 review)
"So many wonderful things to say about this VRBO! Host was extremely accommodating and the property is amazing! The attention to detail to make a rental feel like home. The house was extremely clean and the special touches from a smores kit, sweet treats, coffee selection, and even a personalized note to us! My wife has a bad back and beds are always an issue for her at rentals. Not here!! Comfortable beds with soft sheets. We will definitely come back. If your in Rockford this is the...
United States
Greg P.
The price is CA $370
CA $489 total
includes taxes & fees
Nov 8 - Nov 9
Cumberland Cottage in Historic Edgewater — Cozy 3BR w/Fire Pit
A wooden deck with a view of a lake, trees, and a gazebo.

13. Peaceful Cottage Getaway Sleeps 6 on Scenic Rock River in Rockford Area

Peaceful Cottage Getaway Sleeps 6 on Scenic Rock River in Rockford Area
Machesney Park
10.0 out of 10, Exceptional, (38 reviews)
"Fantastic stay and the river view is beautiful will most definitely book again."
United States
Maurice T.
The price is CA $297
CA $431 total
includes taxes & fees
Nov 8 - Nov 9
Peaceful Cottage Getaway Sleeps 6 on Scenic Rock River in Rockford Area
A modern house with a hot tub and a hammock chair on the patio.

14. Wembley Place Estate/Indoor Pool/Hot Tub/Game Room

Wembley Place Estate/Indoor Pool/Hot Tub/Game Room
Rockford
10.0 out of 10, Exceptional, (8 reviews)
"Everything was great! "
United States
Yesenia P.
Wembley Place Estate/Indoor Pool/Hot Tub/Game Room
A hammock in a grassy area with a lake and trees in the background.

15. Riverfront cabin on Rock River

Riverfront cabin on Rock River
Rockford
10.0 out of 10, Exceptional, (233 reviews)
"Very Nice, Host was very helpful in all aspects. Great fishing and very relaxing Place was very clean and well organized and furnished. Would definitely stay here again."
United States
Dan L.
The price is CA $280
CA $401 total
includes taxes & fees
Nov 9 - Nov 10
Riverfront cabin on Rock River
A kitchen with granite countertops, stainless steel appliances, and white cabinetry.

16. Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area

Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area
Rockton
10.0 out of 10, Exceptional, (1 review)
"With this being our first experience using a VRBO, it was very positive! Todd was very easy to communicate with and we didn't encounter any issues."
United States
Chris C.
The price is CA $174
CA $569 total
includes taxes & fees
Dec 7 - Dec 8
Wooded retreat on golf course with rec path. Modern decor w amazing outdoor area
A modern kitchen with white cabinets, a stainless steel dishwasher, and a granite countertop.

17. Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
South Beloit
7.0 out of 10, Good, (2 reviews)
"Very clean property and great communication from the host"
United States
Darrin W.
The price is CA $135
CA $331 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony
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 Cherry Valley Hotel Reviews

A modern lobby with a reception desk, green seating, a fireplace, and a patterned carpet.
Fairfield Inn & Suites by Marriott Rockford

Fairfield Inn & Suites by Marriott Rockford

Fairfield Inn & Suites by Marriott Rockford
Rockford

10/10 Excellent

Front desk staff was amazing and the hotel was so clean
Canada
Courtney
Reviewed July 18, 2026
Fairfield Inn & Suites by Marriott Rockford

Find out more about Cherry Valley

Everything you need to know about Cherry Valley vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Valley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cherry Valley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cherry Valley vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherry Valley. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cherry Valley vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cherry Valley vacation rentals we have selected for you start as low as CA $134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cherry Valley rentals

At Expedia, we put the best Cherry Valley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cherry Valley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cherry Valley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cherry Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there vacation rentals in Cherry Valley?

Yes, we give you a choice of vacation rentals in Cherry Valley close to Hurricane Harbor Rockford, or you can go with a secluded option if you're looking for a relaxing stay. Cherry Valley is known for its golf courses and festivals. Make sure you have time to check out the entertainment choices and parks during your trip.

What are some of the best vacation home rentals that Cherry Valley has to offer?

Riverfront cabin on Rock River: This vacation home rental outside of Cherry Valley is located on a river and has a patio, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What can I see and do in Cherry Valley?

Family-friendly attractions include Hurricane Harbor Rockford and The Cherry Bowl, whereas Butler Park and Fisher Park are a couple of great spots to enjoy the outdoors. Other places in town to visit include CherryVale Mall and Newburg Village Golf Course - 9 Hole.

What are vacation rentals like in Cherry Valley?

Vacation rentals are privately owned properties you can stay in for several days or more in Cherry Valley. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip.