Accommodations in Caddy Shack Square, OH: Compare 10+ Sites & Save

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126 Best Accommodations in Caddy Shack Square (Starting from $171)

On Island Time at Kelleys Island Condo!
On Island Time at Kelleys Island Condo!
House
Kelleys Island, OH, USA
0.2k from Caddy Shack Square center

Internet, Fireplace/Heating, Parking, Air Conditioner, Pool, Security/Safety, Child Friendly

2 Bedrooms6 Guests
New to Booking
$556
Average price / night
Check Availability
Quarry's Edge with pool - 2 Bdrms 2 Bths
Quarry's Edge with pool - 2 Bdrms 2 Bths
House
Kelleys Island, OH, 43438, United States
0.2k from Caddy Shack Square center

AC, Internet, No Smoking, Washer

2 Bedrooms6 Guests
New to Booking
$404
Average price / night
Check Availability
New! Kelleys Island Condo
New! Kelleys Island Condo
House
Kelleys Island, OH, USA
0.2k from Caddy Shack Square center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms8 Guests
9.0

Fabulous

4 reviews

$642
Average price / night
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Upper Deck-Downtown, Walk to Everything, Sleeps 10
Upper Deck-Downtown, Walk to Everything, Sleeps 10
House
Kelleys Island, OH, 43438, United States
0.2k from Caddy Shack Square center

AC, Barbecue, Internet, Microwave, No Smoking, Washer

3 Bedrooms10 Guests
New to Booking
$777
Average price / night
Check Availability
Beck Lake House
Beck Lake House
House
Kelleys Island, OH, USA
1.5k from Caddy Shack Square center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom10 Guests
New to Booking
$551
Average price / night
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Downtown Unique House w/2 Apartments-5bdrms/4bths
Downtown Unique House w/2 Apartments-5bdrms/4bths
House
Kelleys Island, OH, 43438, United States
0.2k from Caddy Shack Square center

AC, Balcony, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking

5 Bedrooms16 Guests
New to Booking
$1263
Average price / night
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Walk to Lake Kelleys Island Gem with Deck!
Walk to Lake Kelleys Island Gem with Deck!
House
Kelleys Island, OH, USA
2.6k from Caddy Shack Square center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$425
Average price / night
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Destination Downtown Condo w/ pool-2 Bdrms 2 Bths
Destination Downtown Condo w/ pool-2 Bdrms 2 Bths
House
Kelleys Island, OH, 43438, United States
0.2k from Caddy Shack Square center

AC, Barbecue, Internet, Microwave, No Smoking, Pool, Washer

2 Bedrooms6 Guests
New to Booking
$415
Average price / night
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Spacious Lakeside Cottage - 2 Miles to Marblehead!
Spacious Lakeside Cottage - 2 Miles to Marblehead!
House
Lakeside, OH, USA
6.3k from Caddy Shack Square center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms12 Guests
7.5

Good

2 reviews

$244
Average price / night
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Kelleys Island Modern Condo
Kelleys Island Modern Condo
Apartment
Kelleys Island, OH, 43438, United States
0.6k from Caddy Shack Square center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$378
Average price / night
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Walk to Lake Historic Lakeside Marblehead Cottage
Walk to Lake Historic Lakeside Marblehead Cottage
House
Caddy Shack Square, Kelleys Island, Ohio, USA
6.6k from Caddy Shack Square center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Pet-friendly, Lodgings

3 Bedrooms7 Guests
New to Booking
$267
Average price / night
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 Charming cottage - New in 2024 with AC and Golf cart on peaceful Kelleys Island
Charming cottage - New in 2024 with AC and Golf cart on peaceful Kelleys Island
House
Kelleys Island, OH, 43438, United States
0.7k from Caddy Shack Square center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$447
Average price / night
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South Beach Resort Hotel
South Beach Resort Hotel
Resort
Marblehead, OH, USA
7.8k from Caddy Shack Square center

Accommodations, Pools, Resorts, Parking, 4-star, Lodgings, Beach, Hot tubs, Places to stay

40 Bedrooms12 Guests
7.9

Good

288 reviews

$189
Average price / night
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Home on the shore. 2 person Studio amazing view
Home on the shore. 2 person Studio amazing view
House
Kelleys Island, OH, 43438, United States
0.8k from Caddy Shack Square center

AC, Heater, Internet, No Smoking

1 Bedroom2 Guests
New to Booking
$356
Average price / night
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Little Ted's Cottages
Little Ted's Cottages
House
Marblehead, OH, USA
8.4k from Caddy Shack Square center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Pet-friendly, Lodgings

31 Bedrooms38 Guests
8.5

Very Good

55 reviews

$171
Average price / night
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\"Kelleys Island Escape\" is a short walk from downtown Kelleys Island & sleeps 6.
\"Kelleys Island Escape\" is a short walk from downtown Kelleys Island & sleeps 6.
House
Kelleys Island, OH, 43438, United States
0.8k from Caddy Shack Square center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

100 reviews

$311
Average price / night
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Lakeside Marblehead Home with Screened Patio!
Lakeside Marblehead Home with Screened Patio!
House
Mineyahta-on-the Bay, OH, USA
8.7k from Caddy Shack Square center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms9 Guests
New to Booking
$331
Average price / night
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Lake view apartment w/ amazing views & centrally located in the heart of Kelleys
Lake view apartment w/ amazing views & centrally located in the heart of Kelleys
Apartment
Kelleys Island, OH, 43438, United States
0.9k from Caddy Shack Square center

AC, Heater, Internet, No Smoking

1 Bedroom4 Guests
New to Booking
$249
Average price / night
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Furnished Screened Porch Baypoint Resort Home!
Furnished Screened Porch Baypoint Resort Home!
House
Marblehead, OH, USA
8.7k from Caddy Shack Square center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$327
Average price / night
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Limestone Landing - Pool, firepit, covered patio, & more!
Limestone Landing - Pool, firepit, covered patio, & more!
House
Kelleys Island, OH, 43438, United States
0.9k from Caddy Shack Square center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
New to Booking
$567
Average price / night
Check Availability
Kelleys Island Walk To Downtown
Kelleys Island Walk To Downtown
House
Kelleys Island, OH, 43438, United States
1.0k from Caddy Shack Square center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms8 Guests
New to Booking
$532
Average price / night
Check Availability
Quarry Vista Kelleys Island, 3 Bedroom, Golf Cart, Hot Tub
Quarry Vista Kelleys Island, 3 Bedroom, Golf Cart, Hot Tub
House
Kelleys Island, OH, 43438, United States
1.0k from Caddy Shack Square center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms10 Guests
10.0

Exceptional

55 reviews

$503
Average price / night
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Charming lake front apartment in the heart of Kelleys Island.
Charming lake front apartment in the heart of Kelleys Island.
Apartment
Kelleys Island, OH, 43438, United States
1.1k from Caddy Shack Square center

AC, Barbecue, Free Parking, Heater, Internet, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$275
Average price / night
Check Availability
One room studio for the couple who wants a porch on Lake Erie and fire pit
One room studio for the couple who wants a porch on Lake Erie and fire pit
House
Kelleys Island, OH, 43438, United States
1.1k from Caddy Shack Square center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom2 Guests
New to Booking
$356
Average price / night
Check Availability
Simply Kelleys Resort -Lakeview Lower- Charming and renovated 2-bed apartment!
Simply Kelleys Resort -Lakeview Lower- Charming and renovated 2-bed apartment!
Apartment
Kelleys Island, OH, 43438, United States
1.1k from Caddy Shack Square center

AC, Barbecue, Heater, Internet, Microwave, No Smoking

1 Bedroom4 Guests
8.0

Good

1 reviews

$416
Average price / night
Check Availability
New Construction for 2023. Lake Home with Quarry Views.
New Construction for 2023. Lake Home with Quarry Views.
House
Kelleys Island, OH, 43438, United States
1.1k from Caddy Shack Square center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$666
Average price / night
Check Availability
Bacaways Lakeview Island House
Bacaways Lakeview Island House
House
Kelleys Island, OH, 43438, United States
1.2k from Caddy Shack Square center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$635
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Caddy Shack Square.

Caddy Shack Square Accommodations on the Map

Frequently Asked Questions

You can explore 126 verified accommodations in Caddy Shack Square, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Caddy Shack Square vary based on property type, location, and travel dates. Rates typically start from around $171 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Caddy Shack Square.

Yes, Caddy Shack Square offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 17 listings in Caddy Shack Square are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Caddy Shack Square, booking several months ahead can help secure your preferred property.

Accommodations in Caddy Shack Square commonly include amenities such as Fireplace/Heating, Kitchen, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Caddy Shack Square focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Caddy Shack Square.