Castle In Hawaii - Vacation Rentals in Windsor Heights

Oglebay Resort From US $149
         

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8.5 (758 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Oglebay Resort From US $144
         

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8.8 (1003 Reviews)
Resort
  • Parking
  • Pool
  • TV
South York Luxury From US $155
         

New
Villa
  • Air Conditioner
  • Parking
  • Security/Safety

Luxury Places to Stay in Windsor Heights

Over 107+ Luxury Places to Stay in or Near Windsor Heights
Wheeling Feeling From US $639
         

10.0 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming Wheeling Island Home From US $417
         

New
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
The Historic Berry Loft From US $384
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Per Month Single Family Executive Furnished Home From US $317
         

New
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Huge Reunion House near Oglebay Park, pet-friendly From US $314
         

9.6 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Windsor Heights

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Windsor Heights
Hampton Inn Wheeling From US $134
         

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9.6 (1006 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Wheeling-The Highlands From US $118
         

9.0 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Express & Suites Wheeling by IHG From US $137
         

9.0 (543 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn & Suites Wheeling - The Highlands From US $138
         

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8.8 (147 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Holiday Inn Express and Suites Wheeling by IHG From US $140
         

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8.8 (115 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Comfort Inn & Suites Triadelphia - Wheeling From US $89
         

8.2 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Windsor Heights

Over 25+ Pet-Friendly Vacation Rentals in or Near Windsor Heights
Marina house From US $90
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Econo Lodge Inn & Suites Triadelphia - Wheeling From US $62
         

7.0 (815 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Dog-friendly Tinyhouse-Pond, Kayak, Grill, Firepit From US $161
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
The Oculus Tinyhouse at Innisfree Farms From US $138
         

8.0 (1 Review)
Cabin
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Windsor Heights

Over 14+ Large Vacation Homes & Villas in or Near Windsor Heights
Cozy home ready for comfy stay! Walking distance to Franciscan, shops, etc. From US $180
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sunset views & stylish confort From US $91
         

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4.5 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Windsor Heights

Over 36+ Wheelchair Accessible Vacation Homes in or Near Windsor Heights
Hampton Inn Wheeling From US $210
         

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9.4 (462 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hawthorn Suites by Wyndham Wheeling at the Highlands From US $160
         

Windsor Heights Vacation Rentals and Airbnb Places to Stay Under $200

Over 54+ Windsor Heights Vacation Rentals and Airbnb Places to Stay Under $200
The Cedar House From US $146
         

9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Tranquil Retreat in the heart of Bethany From US $200
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Microtel Inn & Suites by Wyndham Wheeling at Highlands From US $89
         

9.2 (1110 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Cozy home away from home. Located in Steubenville. From US $126
         

9.2 (40 Reviews)
House
  • Air Conditioner
  • Designated Smoking Area
  • TV
Cozy little Castle. Warm & welcoming. From US $94
         

9.2 (35 Reviews)
House
  • TV
  • Security/Safety
  • Bedding/Linens
Quiet and comfortable fully furnished 1 bedroom apartment. From US $54
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Sherwood Cottage - Renovated From US $184
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Instantly Bookable Vacation Homes in Windsor Heights

Over 31+ Instantly Bookable Vacation Homes in or Near Windsor Heights
Historic Market Plaza Overlook From US $202
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Luxurious Cabin Retreat near Oglebay Park From US $233
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • View
Relaxing one bedroom cottage backs up to OH River From US $236
         

About Windsor Heights Vacation Rentals

With more than 4 Windsor Heights vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Castleinhawaii 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 Windsor Heights.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Windsor Heights, 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 Windsor Heights. Places to stay near Windsor Heights are 1655.78 ft² on average, with prices averaging US $191 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Windsor Heights 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 Windsor Heights

Type Count
Resorts 2
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Windsor Heights

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii 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 Windsor Heights.

Weather in Windsor Heights

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Windsor Heights Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Windsor Heights?

Currently, the total number of properties listed in 2026 is over 4 in the Windsor Heights area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windsor Heights.