Cottage Romance - Vacation Rentals in Castro Street

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From US $505

         

10.0 (9 Reviews)

Cottage

Beautiful Cottage, hot tub, in great neighborhood

• Pet Friendly
• TV
• Balcony/Terrace

• San Francisco
• Eureka Valley

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From US $350

         

9.5 (7 Reviews)

House

Beautiful Cottage, hot tub, in great neighborhood

• Parking
• Pet Friendly
• View

• San Francisco
• Dolores Heights

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From US $285

         

9.6 (8 Reviews)

Cabin

Charming Private Room in beautiful San Francisco

• Air Conditioner
• TV
• Security/Safety

• San Francisco
• Lower Nob Hill

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From US $458

         

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9.2 (18 Reviews)

House

Charming 2BR Cottage with Bay and City Views-Gated Luxury Private Place

• Balcony/Terrace
• Security/Safety
• Child Friendly

• San Francisco
• Russian Hill

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From US $693

         

9.4 (3 Reviews)

Cottage

Iconic 2BR, Bay Views, Walk to SF Landmarks- Detached Cottage, at the Park

• TV
• Balcony/Terrace
• Security/Safety

• San Francisco
• Financial District

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From US $2,356

         

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New

Villa

Exceptional Hilltop View Villa

• Parking
• View
• Balcony/Terrace

• San Francisco
• Forest Knolls

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New

From US $2,300

         

New

Villa

2BR Ritz-Carlton Residence – Luxury Suite – Super Bowl Week 2026

• Air Conditioner
• Security/Safety
• Bedding/Linens

• San Francisco
• Union Square

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From US $150

         

New

Cabin

Marilyn Monroe Suite, Private Room in beautiful San Francisco

• Air Conditioner
• Security/Safety
• Bedding/Linens

• San Francisco
• Nob Hill

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From US $122

         

New

Cabin

Audrey Hepburn Suite, Charming Private Room in enchanting San Francisco.

• Air Conditioner
• Security/Safety
• Bedding/Linens

• San Francisco
• Nob Hill

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From US $265

         

10.0 (20 Reviews)

Cottage

Best Central San Francisco Hidden Gem Luxury Cottage, Superb Location/Amenities

• Parking
• TV
• Balcony/Terrace

• San Francisco
• Pacific Heights

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From US $271

         

10.0 (4 Reviews)

Cottage

Spacious 1BR/2BA Scenic Garden Home in Central SF with Private Entrance

• Air Conditioner
• TV
• Balcony/Terrace

• San Francisco
• Buena Vista

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From US $174

         

9.6 (31 Reviews)

Cottage

Newly Remodeled Private Garden Cottage

• Parking
• TV
• Security/Safety

• San Francisco
• Ingleside

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From US $393

         

9.4 (3 Reviews)

Cottage

Secret cottage - with parking

• Parking
• Pet Friendly
• TV

• San Francisco
• North of the Panhandle

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From US $205

         

New

Cabin

Tony Bennett Suite, Charming Private Suite with balcony in lovely San Francisco

• Air Conditioner
• Security/Safety
• Bedding/Linens

• San Francisco
• Downtown San Francisco

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From US $185

         

New

Cottage

Private oasis with gorgeous city views, large deck.

• TV
• Balcony/Terrace
• Security/Safety

• San Francisco
• Noe Valley

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From US $147

         

New

Cottage

The “Treehouse” centrally-located quaint Cottage w/views!

• Pet Friendly
• Security/Safety
• Bedding/Linens

• San Francisco
• Eureka Valley

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From US $181

         

9.0 (11 Reviews)

Cottage

Garden Cottage 1 block from Golden Gate Park

• Parking
• View
• Ocean View

• San Francisco
• Richmond District

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From US $2,005

         

New

Villa

Summer 2025 at The Ritz-Carlton Club,San Francisco-2 Bedroom-July 11-17

• Security/Safety
• Wellness Facilities
• Child Friendly

• San Francisco
• Union Square

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From US $390

         

New

Villa

Family hideout in the hearth of San Francisco

• Parking
• TV
• Balcony/Terrace

• San Francisco
• Miraloma Park

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From US $183

         

New

Cottage

Gorgeous SF 2-Bedroom 2-Bathroom Cottage, 2-Car Garage, Sun Deck & Patio in SoMa

• Pet Friendly
• Security/Safety
• Bedding/Linens

• San Francisco
• South of Market

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From US $182

         

New

Cabin

Dreamy Minimalist 1BR Cottage in Eureka Valley

• TV
• Security/Safety
• Wellness Facilities

• San Francisco
• Dolores Heights

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From US $124

         

New

Cottage

Inner Mission Cottage. Close to Tartine!

• Pet Friendly
• Security/Safety
• Guest Services

• San Francisco
• Mission District

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From US $161

         

10.0 (2 Reviews)

Cottage

Cozy 1br Cottage: Quiet, Stocked, Pet-Friendly

• Parking
• Pet Friendly
• TV

• San Francisco
• Dolores Heights

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New

From US $4,455

         

New

Villa

Travive San Francisco

• San Francisco
• Pacific Heights

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