Vacation Rentals in Caine Woods, MD: Compare 10+ Sites & Save

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3692 Best Vacation Rentals in Caine Woods (Starting from $130)

Tiburon 10A
Tiburon 10A
Apartment
Ocean City, MD, USA
0.0k from Caine Woods center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms8 Guests
6.5

Good

2 reviews

$130
Average price / night
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Spacious - fully equipped family home, with full kitchen, AC & private deck
Spacious - fully equipped family home, with full kitchen, AC & private deck
House
Ocean City, MD, 21842, United States
0.1k from Caine Woods center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms8 Guests
New to Booking
$265
Average price / night
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Tiburon 1B
Tiburon 1B
Apartment
Ocean City, MD, USA
0.0k from Caine Woods center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$148
Average price / night
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WHEN SIZE MATTERS THIS IS THE PLACE
WHEN SIZE MATTERS THIS IS THE PLACE
House
Ocean City, MD, 21842, United States
0.1k from Caine Woods center

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

6 Bedrooms18 Guests
9.8

Exceptional

73 reviews

$522
Average price / night
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Near Beach Family-Friendly Home in Ocean City
Near Beach Family-Friendly Home in Ocean City
House
Ocean City, MD, USA
0.1k from Caine Woods center

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

4 Bedrooms12 Guests
New to Booking
$644
Average price / night
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Private 3 Bed 2 Bath Beach House. Remodeled, short walk to beach, wifi & laundry
Private 3 Bed 2 Bath Beach House. Remodeled, short walk to beach, wifi & laundry
House
Ocean City, MD, 21842, United States
0.1k from Caine Woods center

AC, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

17 reviews

$511
Average price / night
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416 - 141st St
416 - 141st St
House
Ocean City, MD, USA
0.1k from Caine Woods center

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

3 Bedrooms8 Guests
New to Booking
$380
Average price / night
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Whispering Woods #26
Whispering Woods #26
Apartment
Ocean City, MD, USA
0.2k from Caine Woods center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$369
Average price / night
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Sun-filled coastal retreat near beaches with waterfront views
Sun-filled coastal retreat near beaches with waterfront views
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

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

3 Bedrooms8 Guests
7.2

Good

7 reviews

$394
Average price / night
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Nanticoke Square 207B townhouse
Nanticoke Square 207B townhouse
House
Ocean City, MD, USA
0.2k from Caine Woods center

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

2 Bedrooms7 Guests
10.0

Exceptional

1 reviews

$298
Average price / night
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New for 2025! Perfect blend of comfort and convenience at this charming house
New for 2025! Perfect blend of comfort and convenience at this charming house
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

AC, Dryer, Free Parking, Laundry, Microwave, No Smoking, TV, Washer

3 Bedrooms8 Guests
8.0

Good

1 reviews

$391
Average price / night
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Ocean City Townhome by Beach Bayside
Ocean City Townhome by Beach Bayside
Apartment
Ocean City, MD, USA
0.2k from Caine Woods center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

2 Bedrooms4 Guests
9.0

Fabulous

27 reviews

$287
Average price / night
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Tiburon Tide Retreat
Tiburon Tide Retreat
Apartment
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms8 Guests
8.0

Good

1 reviews

$317
Average price / night
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The Sea Captain's Sanctuary
The Sea Captain's Sanctuary
House
Ocean City, MD, USA
0.2k from Caine Woods center

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

3 Bedrooms8 Guests
New to Booking
$643
Average price / night
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The Escape at the Beach
The Escape at the Beach
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$259
Average price / night
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Walkable Condo with Pool Access in Ocean City!
Walkable Condo with Pool Access in Ocean City!
Apartment
Ocean City, MD, USA
0.2k from Caine Woods center

View, Fireplace/Heating, Accessibility, Security/Safety, Internet, Parking, Pool

2 Bedrooms6 Guests
New to Booking
$472
Average price / night
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401 142nd Street
401 142nd Street
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

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

2 Bedrooms6 Guests
10.0

Exceptional

23 reviews

$232
Average price / night
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Nautical North
Nautical North
House
Ocean City, MD, USA
0.2k from Caine Woods center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Family

3 Bedrooms8 Guests
9.0

Fabulous

8 reviews

$451
Average price / night
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North Ocean City Home on Tunnel Ave
North Ocean City Home on Tunnel Ave
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

AC, Balcony, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$375
Average price / night
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Serenity on Sailing Rd
Serenity on Sailing Rd
House
Caine Woods, Ocean City, Maryland, USA
0.2k from Caine Woods center

Balcony/Terrace, Laundry, Pet Friendly, Internet, Parking, Air Conditioner, Child Friendly

5 Bedrooms10 Guests
9.5

Superb

2 reviews

$598
Average price / night
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Charming Renovated Home w/Private Outdoor Space
Charming Renovated Home w/Private Outdoor Space
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

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

3 Bedrooms8 Guests
10.0

Exceptional

88 reviews

$329
Average price / night
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Cozy Home 3 Blocks From Beach w/Central AC, Deck, Private Washer/Dryer, WiFi
Cozy Home 3 Blocks From Beach w/Central AC, Deck, Private Washer/Dryer, WiFi
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

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

3 Bedrooms8 Guests
8.4

Very Good

20 reviews

$189
Average price / night
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Nanticoke Square 207B-Bayside 142nd St, Pool, W/D, AC, Free WIFI
Nanticoke Square 207B-Bayside 142nd St, Pool, W/D, AC, Free WIFI
House
Ocean City, MD, 21842, United States
0.2k from Caine Woods center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
New to Booking
$289
Average price / night
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Bayside Tiki Summary:
Bayside Tiki Summary:
House
Ocean City, MD, 21842, United States
0.3k from Caine Woods center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet

3 Bedrooms8 Guests
New to Booking
$309
Average price / night
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SHORT WALK TO BEACH, QUIET RESIDENTIAL NEIGHBORHOOD
SHORT WALK TO BEACH, QUIET RESIDENTIAL NEIGHBORHOOD
House
Ocean City, MD, 21842, United States
0.3k from Caine Woods center

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

3 Bedrooms8 Guests
8.8

Fabulous

3 reviews

$385
Average price / night
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New modern beach home, walk to the beach!
New modern beach home, walk to the beach!
House
Ocean City, MD, 21842, United States
0.3k from Caine Woods center

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

4 Bedrooms10 Guests
9.0

Fabulous

4 reviews

$577
Average price / night
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Stunning dog friendly home - w/deck, AC & short walk to beach and Restaurants
Stunning dog friendly home - w/deck, AC & short walk to beach and Restaurants
House
Ocean City, MD, 21842, United States
0.3k from Caine Woods center

AC, Dryer, Free Parking, Heater, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$273
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 Vacation Rentals in Caine Woods.

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Frequently Asked Questions

You can explore 3692 verified vacation rentals in Caine Woods. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Caine Woods vary depending on the season, property size, and location. Rates typically start from around $130 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Caine Woods include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Caine Woods welcome pets. Currently, 30 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Caine Woods often include amenities such as Fireplace/Heating, Laundry, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.