Vacation rentals in Cherry Valley

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Top-rated vacation rentals in Cherry Valley

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Cottage in Rockton
Country Farm Cottage
Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead
Sep. 3 – 10
$254 CAD per night
4.96 out of 5 average rating, 182 reviews
Guest favourite
Farm stay in Caledonia
Country Guesthouse at Wind Ridge Herb Farm
Welcome to Wind Ridge Herb Farm. Enjoy the peace and tranquility of this beautiful historic, Victorian farm. Just minutes from Rockford, Machesney Park and Beloit, the guesthouse is ideal for couples, friends, families or professionals seeking safe, private and quiet accommodations. Conveniently located near I90, Pierce Lake and Rock Cut State Park, great golf courses and biking, restaurants and shopping, Anderson Japanese Gardens, Nicholas Conservatory and Hard Rock Casino are all nearby.
Sep. 8 – 15
$215 CAD per night
4.89 out of 5 average rating, 103 reviews
Guest favourite
Farm stay in Cherry Valley
Bed and Breakfast with Horse Hotel at VRR
Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.
May 4 – 11
$147 CAD per night
4.97 out of 5 average rating, 266 reviews

Popular amenities for Cherry Valley vacation rentals

Stay near Cherry Valley's top sights

CherryVale Mall9 locals recommend
Machine Shed Restaurant Rockford3 locals recommend
AMC Showplace Rockford 1610 locals recommend
Six Flags Magic Waters Waterpark16 locals recommend
Baumann Park3 locals recommend
7559 Walton St - Van Galder Terminal station3 locals recommend

Other great vacation rentals in Cherry Valley

Guest favourite
Home in Cherry Valley
Cozy house in Cherry Valley
Feb. 11 – 18
$140 CAD per night
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Cherry Valley
Boutique Folk-Victorian Home on Village Brick Road
Dec. 4 – 11
$262 CAD per night
4.87 out of 5 average rating, 23 reviews
Guest favourite
Condo in Rockford
Large and beautiful Townhouse
Nov. 11 – 18
$185 CAD per night
4.91 out of 5 average rating, 23 reviews
Guest favourite
Home in Rockford
Bright at Home
Aug. 5 – 12
$211 CAD per night
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Rockford
Golfer's Retreat *hot tub* *arcade* *spa*
Jun. 27 – Jul. 4
$913 CAD per night
5.0 out of 5 average rating, 35 reviews
Guest favourite
Home in Cherry Valley
Upper apartment in the heart of Cherry Valley!
Dec. 12 – 19
$168 CAD per night
5.0 out of 5 average rating, 22 reviews
Guest favourite
Cottage in Machesney Park
Charming Cottage!
Oct. 2 – 9
$182 CAD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Home in Rockford
Spacious Cabin-style home w/ Gameroom + Gym!
Jan. 18 – 25
$440 CAD per night
4.84 out of 5 average rating, 69 reviews
Guest favourite
Home in Rockford
“Cozy gem in the city”
Sep. 11 – 18
$359 CAD per night
4.93 out of 5 average rating, 41 reviews
Guest favourite
Home in Rockford
NEW! Adults Only Riverfront home with "Red Room"
Jan. 31 – Feb. 7
$388 CAD per night
5.0 out of 5 average rating, 22 reviews
Guest favourite
Home in Rockford
Comfy 3-bedroom home backed by a forest preserve
Oct. 27 – Nov. 3
$257 CAD per night
4.98 out of 5 average rating, 45 reviews
Guest favourite
Home in Rockford
Historical Riverfront Mansion: Serenity+Location
Aug. 11 – 18
$734 CAD per night
4.94 out of 5 average rating, 69 reviews

Destinations to explore