Oceanfront Rentals in Cape Windsor, DE: Compare 10+ Sites & Save

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4359 Best Oceanfront Rentals in Cape Windsor (Starting from $97)

Fire Pit and Views Canal-Front Fenwick Island Home
Fire Pit and Views Canal-Front Fenwick Island Home
House
Selbyville, DE, USA
0.3k from Cape Windsor center

Accommodations, Pools, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals

3 Bedrooms10 Guests
New to Booking
$383
Average price / night
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Upscale Waterfront Home with Elevator, Solar Powered
Upscale Waterfront Home with Elevator, Solar Powered
House
Selbyville, DE, 19975, United States
0.1k from Cape Windsor center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Extra Bed, Fireplace, Free Parking

5 Bedrooms12 Guests
9.8

Exceptional

154 reviews

$759
Average price / night
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Near Beaches and Shops Canal-Front Selbyville Home
Near Beaches and Shops Canal-Front Selbyville Home
House
Selbyville, DE, USA
0.4k from Cape Windsor center

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

3 Bedrooms6 Guests
New to Booking
$592
Average price / night
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Bay Front Luxury Home 7 Bed 6.5 Baths 4200sq Sleeps 14
Bay Front Luxury Home 7 Bed 6.5 Baths 4200sq Sleeps 14
House
Selbyville, DE, 19975, United States
0.1k from Cape Windsor center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Internet

7 Bedrooms14 Guests
10.0

Exceptional

62 reviews

$795
Average price / night
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1 Mi to Beach Fenwick Island Home with Boat Ramp
1 Mi to Beach Fenwick Island Home with Boat Ramp
House
Selbyville, DE, USA
0.5k from Cape Windsor center

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

3 Bedrooms8 Guests
New to Booking
$507
Average price / night
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Gorgeous Sunsets on Bay in Beautiful 7 BR Home 1.5 Mi to Beach
Gorgeous Sunsets on Bay in Beautiful 7 BR Home 1.5 Mi to Beach
House
Selbyville, DE, 19975, United States
0.2k from Cape Windsor center

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

7 Bedrooms17 Guests
10.0

Exceptional

18 reviews

$1617
Average price / night
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Pop Pop's Place
Pop Pop's Place
House
Ocean City, MD, USA
1.3k from Cape Windsor center

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

3 Bedrooms7 Guests
9.5

Superb

15 reviews

$308
Average price / night
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Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways
Waterfront w/Multiple Masters Great for Family Gatherings Golf Outings, Getaways
House
Selbyville, DE, 19975, United States
0.3k from Cape Windsor center

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

5 Bedrooms14 Guests
10.0

Exceptional

78 reviews

$674
Average price / night
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half Mi to Maryland Beach Family Condo with Balcony
half Mi to Maryland Beach Family Condo with Balcony
Apartment
Ocean City, MD, USA
1.4k from Cape Windsor center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms8 Guests
9.8

Exceptional

5 reviews

$218
Average price / night
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Fire Pit + Views: Canal-Front Fenwick Island Home
Fire Pit + Views: Canal-Front Fenwick Island Home
House
Selbyville, DE, 19975, United States
0.3k from Cape Windsor center

AC, Arcade, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Kitchen, Laundry

3 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$566
Average price / night
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Ocean City Condo with Pool Access Walk to Beach!
Ocean City Condo with Pool Access Walk to Beach!
Apartment
Ocean City, MD, USA
1.5k from Cape Windsor center

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

2 Bedrooms4 Guests
6.0

Review score

1 reviews

$253
Average price / night
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Beautiful Waterfront 5 Bedroom 3.5 bath, 2 Master Suites, Boat Dock, Pool, Kayak
Beautiful Waterfront 5 Bedroom 3.5 bath, 2 Master Suites, Boat Dock, Pool, Kayak
House
Selbyville, DE, 19975, United States
0.4k from Cape Windsor center

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

5 Bedrooms13 Guests
10.0

Exceptional

41 reviews

$662
Average price / night
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Charming Family Home 7 mins to Beach Dog Friendly
Charming Family Home 7 mins to Beach Dog Friendly
House
Ocean City, MD, USA
1.6k from Cape Windsor center

Security/Safety, Oceanfront, Balcony/Terrace, Ocean View, View, Entertainment, Pet Friendly

4 Bedrooms12 Guests
9.6

Exceptional

22 reviews

$97
Average price / night
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CAPE GETAWAY - Waterfront Home with Private Dock  4BR -  3BA Sleeps 10
CAPE GETAWAY - Waterfront Home with Private Dock 4BR - 3BA Sleeps 10
House
Selbyville, DE, 19975, United States
0.4k from Cape Windsor center

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

4 Bedrooms10 Guests
10.0

Exceptional

63 reviews

$643
Average price / night
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Sandyhill Sun
Sandyhill Sun
House
Ocean City, MD, USA
1.7k from Cape Windsor center

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

3 Bedrooms6 Guests
6.0

Review score

2 reviews

$247
Average price / night
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Seaside Sanctuary @ Stone Harbor
Seaside Sanctuary @ Stone Harbor
House
Ocean City, MD, 21842, United States
0.5k from Cape Windsor center

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

4 Bedrooms10 Guests
10.0

Exceptional

6 reviews

$846
Average price / night
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Walk to the Beach at the Blue House! EV Cgr, Pets!
Walk to the Beach at the Blue House! EV Cgr, Pets!
Villa
Ocean City, MD, USA
1.7k from Cape Windsor center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms8 Guests
9.6

Exceptional

6 reviews

$252
Average price / night
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1 Mi to Maryland Beach: Ocean City Retreat w/ Deck
1 Mi to Maryland Beach: Ocean City Retreat w/ Deck
House
Ocean City, MD, 21842, United States
0.5k from Cape Windsor center

AC, Dryer, Fireplace, Free Parking, Heater, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$336
Average price / night
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Anchors Away, Your Dream Getaway!
Anchors Away, Your Dream Getaway!
House
Selbyville, DE, USA
2.0k from Cape Windsor center

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

5 Bedrooms13 Guests
10.0

Exceptional

2 reviews

$618
Average price / night
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Charming canal front home, quiet neighborhood, one mile from ocean, Prof. Clean.
Charming canal front home, quiet neighborhood, one mile from ocean, Prof. Clean.
House
Selbyville, DE, 19975, United States
0.5k from Cape Windsor center

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

3 Bedrooms8 Guests
10.0

Exceptional

112 reviews

$281
Average price / night
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On canal 50ft dock, Bay view, 1 mile to the beach
On canal 50ft dock, Bay view, 1 mile to the beach
House
Selbyville, DE, 19975, United States
0.5k from Cape Windsor center

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

6 Bedrooms16 Guests
9.4

Superb

13 reviews

$1024
Average price / night
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Inviting, waterfront retreat with fast WiFi, central AC, washer/dryer, & deck
Inviting, waterfront retreat with fast WiFi, central AC, washer/dryer, & deck
House
Ocean City, MD, 21842, United States
0.5k from Cape Windsor center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.2

Superb

5 reviews

$223
Average price / night
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Large 5 BR 4 BA Home is Ready for Family Fun!
Large 5 BR 4 BA Home is Ready for Family Fun!
House
Ocean City, MD, 21842, United States
0.6k from Cape Windsor center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
9.8

Exceptional

24 reviews

$356
Average price / night
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Canal Waterfront,Sunset view,Boat or kayak,Walk to popular eats, 1mi to beach
Canal Waterfront,Sunset view,Boat or kayak,Walk to popular eats, 1mi to beach
House
Selbyville, DE, 19975, United States
0.6k from Cape Windsor center

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

3 Bedrooms10 Guests
8.0

Good

2 reviews

$439
Average price / night
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Edgewater Acres dog friendly house w/private hot tub, pool table, deck
Edgewater Acres dog friendly house w/private hot tub, pool table, deck
House
Selbyville, DE, 19975, United States
0.6k from Cape Windsor center

AC, Arcade, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub

6 Bedrooms17 Guests
9.4

Superb

53 reviews

$559
Average price / night
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Large bayside property on the canal minutes from area beaches
Large bayside property on the canal minutes from area beaches
House
Selbyville, DE, 19975, United States
0.6k from Cape Windsor center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.4

Superb

13 reviews

$524
Average price / night
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West Fenwick waterfront dream with stunning rooftop deck views, dock & firepit
West Fenwick waterfront dream with stunning rooftop deck views, dock & firepit
House
Selbyville, DE, 19975, United States
0.6k from Cape Windsor center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Heater, Kitchen, Laundry

5 Bedrooms12 Guests
9.4

Superb

16 reviews

$597
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 Oceanfront Rentals in Cape Windsor.

Where to stay in Cape Windsor? Best neighborhoods & areas

Cape Windsor Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 4359 verified oceanfront rentals in Cape Windsor. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Cape Windsor vary depending on the property size, exact beachfront location, and season. Rates typically start from around $97 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Cape Windsor offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Cape Windsor welcome pets. Currently, 14 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Cape Windsor often include features designed for a comfortable coastal stay, such as View, Oceanfront, and Ocean View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.