Vacation Rentals in Tradewinds Charters, OR: Compare 10+ Sites & Save

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415 Best Vacation Rentals in Tradewinds Charters (Starting from $64)

Depoe Bay Delight
Depoe Bay Delight
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

2 Bedrooms4 Guests
6.0

Review score

5 reviews

$93
Average price / night
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Depoe Bay Coastal Breeze Cottage * Dog Friendly
Depoe Bay Coastal Breeze Cottage * Dog Friendly
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

Dryer, Fireplace, Heater, Internet, Microwave, No Smoking, Toys, TV, Washer

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$329
Average price / night
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Coastal Breeze
Coastal Breeze
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$64
Average price / night
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Depoe Bay Delight Dog-Friendly Ocean View
Depoe Bay Delight Dog-Friendly Ocean View
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

Balcony, Fireplace, Hot Tub, Internet, Kitchen, Microwave, No Smoking, Patio, TV

2 Bedrooms4 Guests
9.6

Exceptional

11 reviews

$369
Average price / night
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Gardner Family House #1
Gardner Family House #1
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

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

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$331
Average price / night
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Whales and Outstanding Rocky Surf Views from this Depoe Bay Oceanfront Perch!
Whales and Outstanding Rocky Surf Views from this Depoe Bay Oceanfront Perch!
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

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

2 Bedrooms6 Guests
9.4

Superb

74 reviews

$557
Average price / night
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Gardner Family House #2
Gardner Family House #2
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

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

1 Bedroom5 Guests
1.0

Review score

1 reviews

$262
Average price / night
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Walk Out Your Door to a Spectacular, Panoramic Oceanfront View of Depoe Bay!
Walk Out Your Door to a Spectacular, Panoramic Oceanfront View of Depoe Bay!
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms5 Guests
8.8

Fabulous

86 reviews

$367
Average price / night
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Bay Echo
Bay Echo
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

Internet, Parking, Security/Safety, Child Friendly

2 Bedrooms8 Guests
8.4

Very Good

17 reviews

$281
Average price / night
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Experience this beautifully modern condo with great views of Depoe Bay!
Experience this beautifully modern condo with great views of Depoe Bay!
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

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

2 Bedrooms8 Guests
9.8

Exceptional

102 reviews

$293
Average price / night
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SeaQuell
SeaQuell
House
Depoe Bay, OR, USA
0.2k from Tradewinds Charters center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms8 Guests
9.8

Exceptional

16 reviews

$174
Average price / night
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The Captains Lookout  Sleeps 6, Hot Tub, Pet Friendly, Ocean View
The Captains Lookout Sleeps 6, Hot Tub, Pet Friendly, Ocean View
House
Depoe Bay, OR, 97341, United States
0.2k from Tradewinds Charters center

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

3 Bedrooms6 Guests
10.0

Exceptional

26 reviews

$481
Average price / night
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Captain's Quarters and Cabins
Captain's Quarters and Cabins
Apartment
Depoe Bay, OR, USA
0.3k from Tradewinds Charters center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Hot tubs, Places to stay

6 Bedrooms14 Guests
5.0

Review score

1 reviews

$702
Average price / night
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Bay Suites – Studio A | Modern Coastal Escape in the Heart of Depoe Bay
Bay Suites – Studio A | Modern Coastal Escape in the Heart of Depoe Bay
Apartment
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Dryer, Fireplace, Free Parking, Heater, Internet, Living Area, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$312
Average price / night
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Spectacular Ocean Views! Spouting Horn Two
Spectacular Ocean Views! Spouting Horn Two
Apartment
Depoe Bay, OR, USA
0.3k from Tradewinds Charters center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family

1 Bedroom3 Guests
9.0

Fabulous

3 reviews

$227
Average price / night
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2 Story Dog Friendly Aparthotel with Deck Gas Fireplace Ocean Views Beach Access
2 Story Dog Friendly Aparthotel with Deck Gas Fireplace Ocean Views Beach Access
House
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

6 Bedrooms14 Guests
New to Booking
$860
Average price / night
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Ocean View & Whale Watching! Spouting Horn Three
Ocean View & Whale Watching! Spouting Horn Three
Apartment
Depoe Bay, OR, USA
0.3k from Tradewinds Charters center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$251
Average price / night
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Beach View Dog Friendly Home with Gas Fireplace Deck Beach Access and Free WiFi
Beach View Dog Friendly Home with Gas Fireplace Deck Beach Access and Free WiFi
House
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms8 Guests
New to Booking
$218
Average price / night
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Whale Watching From This Studio In Depoe Bay -Spouting Horn One
Whale Watching From This Studio In Depoe Bay -Spouting Horn One
Apartment
Depoe Bay, OR, USA
0.3k from Tradewinds Charters center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$227
Average price / night
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Ocean view cabin with deck and beach access dog friendly
Ocean view cabin with deck and beach access dog friendly
Cabin
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
2.0

Review score

1 reviews

$99
Average price / night
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Captain's Quarters - Blue Lagoon Cabin
Captain's Quarters - Blue Lagoon Cabin
House
Depoe Bay, OR, USA
0.3k from Tradewinds Charters center

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

1 Bedroom2 Guests
6.0

Review score

2 reviews

$154
Average price / night
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Dog friendly ocean view cabin with fireplace kitchenette deck and beach access
Dog friendly ocean view cabin with fireplace kitchenette deck and beach access
Cabin
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.0

Fabulous

4 reviews

$113
Average price / night
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Dog Friendly Cabin near the Beach with Deck Gas Fireplace Kitchenette Free WiFi
Dog Friendly Cabin near the Beach with Deck Gas Fireplace Kitchenette Free WiFi
House
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Fireplace, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
8.0

Good

1 reviews

$103
Average price / night
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Whale Watching Has Never Been Easier At This Studio In Depoe Bay!
Whale Watching Has Never Been Easier At This Studio In Depoe Bay!
Apartment
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

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

1 Bedroom4 Guests
9.8

Exceptional

155 reviews

$304
Average price / night
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T01 - Anchor@ Trollers Lodge
T01 - Anchor@ Trollers Lodge
Apartment
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Barbecue, Extra Bed, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking, Outdoor Space

2 Bedrooms6 Guests
9.4

Superb

34 reviews

$141
Average price / night
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T05 - Dinghy @ Trollers Lodge
T05 - Dinghy @ Trollers Lodge
Apartment
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Barbecue, Extra Bed, Heater, Internet, Living Area, Microwave, No Smoking, TV

1 Bedroom3 Guests
9.4

Superb

8 reviews

$123
Average price / night
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T11 - Trawler @ Trollers Lodge
T11 - Trawler @ Trollers Lodge
Apartment
Depoe Bay, OR, 97341, United States
0.3k from Tradewinds Charters center

Barbecue, Heater, Internet, Microwave, No Smoking, TV

1 Bedroom2 Guests
9.2

Superb

27 reviews

$114
Average price / night
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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 Tradewinds Charters.

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Frequently Asked Questions

You can explore 415 verified vacation rentals in Tradewinds Charters. 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 Tradewinds Charters vary depending on the season, property size, and location. Rates typically start from around $64 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 Tradewinds Charters 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 Tradewinds Charters welcome pets. Currently, 78 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 Tradewinds Charters often include amenities such as Fireplace/Heating, Pet Friendly, and View. 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.