Cottage Romance - Vacation Rentals in Castle Rock

River's Edge Cabin, LLC From US $179
         

10.0 (84 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Amish-Built Cabin in the Driftless Area From US $138
         

10.0 (80 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Crooked Creek - Serenity Cabin From US $194
         

10.0 (14 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Ridge top Cabin/House From US $356
         

10.0 (5 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cheese Wedge Cabin Idyllic Farm From US $226
         

10.0 (1 Review)
Cabin
  • Parking
  • Balcony/Terrace
  • Security/Safety
Crooked Creek - Relaxation Cabin From US $153
         

9.8 (11 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Castle Rock

Over 28+ Luxury Places to Stay in or Near Castle Rock
Spacious Cabin on the Wisconsin River! From US $690
         

9.6 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
SANDS MOTEL From US $499
         

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6.7 (37 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly From US $492
         

Serenity awaits at this secluded riverfront property From US $375
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Relax with beautiful views overlooking the Wisconsin River From US $310
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Castle Rock

Over 2+ Top-Rated Vacation Rentals with a Pool in or Near Castle Rock
Driiftless Cottage From US $115
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
AmericInn by Wyndham Boscobel From US $109
         

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8.8 (496 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Castle Rock

Over 4+ Pet-Friendly Vacation Rentals in or Near Castle Rock
AmericInn by Wyndham Boscobel From US $115
         

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7.9 (77 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • TV
Silver Birch Retreat. Spacious, pet friendly country home From US $211
         

10.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
River Road Getaway From US $241
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Crooked Creek - Rustic Cabin From US $168
         

9.6 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Castle Rock

Over 1+ Large Vacation Homes & Villas in or Near Castle Rock
Wildwood Retreat From US $163
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Castle Rock

Over 1+ Wheelchair Accessible Vacation Homes in or Near Castle Rock
Unwind at Driftless Pines - NEW From US $175
         

5.0 (2 Reviews)
Cabin
  • Air Conditioner
  • Wheelchair Accessible
  • Bedding/Linens

Castle Rock Vacation Rentals and Airbnb Places to Stay Under $200

Over 5+ Castle Rock Vacation Rentals and Airbnb Places to Stay Under $200
Fenway House Hotel From US $113
         

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8.8 (115 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Fenway House Hotel From US $124
         

9.4 (85 Reviews)
Hotel
  • Air Conditioner
  • Designated Smoking Area
  • Balcony/Terrace
Charming 3-bedroom upstairs apartment in welcoming Fennimore. From US $126
         

Napps Motel From US $75
         

7.2 (39 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Security/Safety
Quaint & Quiet 2 bed 1 bath From US $132
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Instantly Bookable Vacation Homes in Castle Rock

Over 2+ Instantly Bookable Vacation Homes in or Near Castle Rock
Highland: Driftless Fun Awaits From US $227
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
Riverside Chalet, LLC From US $211
         

9.8 (58 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • TV

About Castle Rock Vacation Rentals

With more than 14 Castle Rock vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cottageromance and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Castle Rock.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Cottageromance Castle Rock, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Castle Rock. Places to stay near Castle Rock are 338.43 ft² on average, with prices averaging US $199 a night.

Cottageromance makes it easy and safe to find and compare vacation rentals in Castle Rock with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Castle Rock

Type Count
Cabin Rentals 13
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Castle Rock

Pro Tip: Cottageromance makes it easy to compare the best listings on Cottageromance homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Cottageromance homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Castle Rock.

Weather in Castle Rock

View the weather forecast for Castle Rock before booking your Castle Rock Vacation Rentals to confirm your best time to go.

December - February
High 38°F       Low 11°F
March - May
High 65°F       Low 22°F
June - August
High 81°F       Low 55°F
September - November
High 75°F       Low 24°F

Other Places to Stay Near Castle Rock, WI


Castle Rock Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Castle Rock?
How many vacation rentals are available in Castle Rock?

Currently, the total number of properties listed in 2026 is over 14 in the Castle Rock area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Castle Rock.