Vacation Rentals in Railroad Square Historic District, CA: Compare 10+ Sites & Save

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  5.  Santa Rosa
  6.  Railroad Square Historic District

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236 Best Vacation Rentals in Railroad Square Historic District (Starting from $116)

Downtown Urban Flat - close to SMART Station
Downtown Urban Flat - close to SMART Station
Apartment
Santa Rosa, CA, USA
0.3k from Railroad Square Historic District center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
10.0

Exceptional

7 reviews

$169
Average price / night
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Cannery Loft @ Railroad Square Top Floor Views
Cannery Loft @ Railroad Square Top Floor Views
Apartment
Santa Rosa, CA, 95401, United States
0.3k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$151
Average price / night
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Cannery Loft @ Railroad Square
Cannery Loft @ Railroad Square
Apartment
Santa Rosa, CA, USA
0.3k from Railroad Square Historic District center

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

4 Bedrooms8 Guests
9.2

Superb

9 reviews

$121
Average price / night
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1 Bedroom Cottage Walking Distance to Down Town
1 Bedroom Cottage Walking Distance to Down Town
Cottage
Santa Rosa, CA, 95401, United States
0.3k from Railroad Square Historic District center

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

2 Bedrooms3 Guests
10.0

Exceptional

64 reviews

$227
Average price / night
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Historic House - Two units in one large home.
Historic House - Two units in one large home.
House
Santa Rosa, CA, USA
0.3k from Railroad Square Historic District center

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

3 Bedrooms8 Guests
New to Booking
$245
Average price / night
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Charming Wine Country Home w/Hot Tub near Downtown
Charming Wine Country Home w/Hot Tub near Downtown
House
Santa Rosa, CA, 95401, United States
1.2k from Railroad Square Historic District center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

4 Bedrooms8 Guests
9.6

Exceptional

15 reviews

$544
Average price / night
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Historic Santa Rosa Cottage
Historic Santa Rosa Cottage
House
Santa Rosa, CA, USA
0.5k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
9.0

Fabulous

6 reviews

$125
Average price / night
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Craftsman 2 blocks from Russian River Brewery!
Craftsman 2 blocks from Russian River Brewery!
House
Santa Rosa, CA, 95404, United States
1.2k from Railroad Square Historic District center

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

10.0

Exceptional

3 reviews

$387
Average price / night
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West End Neighborhood Cottage
West End Neighborhood Cottage
House
Santa Rosa, CA, USA
0.5k from Railroad Square Historic District center

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

1 Bedroom2 Guests
8.8

Fabulous

7 reviews

$150
Average price / night
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Wine Country Cottage in downtown Santa Rosa, CA
Wine Country Cottage in downtown Santa Rosa, CA
Cottage
Santa Rosa, CA, 95404, United States
1.2k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
9.6

Exceptional

72 reviews

$419
Average price / night
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Retro Bungalow
Retro Bungalow
House
Santa Rosa, CA, USA
0.6k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
9.3

Superb

16 reviews

$145
Average price / night
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LUXURY 2 STORY BRAND NEW HOUSE NEAR DOWNTOWN
LUXURY 2 STORY BRAND NEW HOUSE NEAR DOWNTOWN
House
Santa Rosa, CA, 95407, United States
1.2k from Railroad Square Historic District center

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

3 Bedrooms4 Guests
New to Booking
$210
Average price / night
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Garys Place
Garys Place
House
Santa Rosa, CA, USA
1.2k from Railroad Square Historic District center

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

4 Bedrooms8 Guests
9.5

Superb

2 reviews

$365
Average price / night
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Downtown Santa Rosa Walk to Russian River Brewery
Downtown Santa Rosa Walk to Russian River Brewery
House
Santa Rosa, CA, 95404, United States
1.3k from Railroad Square Historic District center

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

3 Bedrooms6 Guests
9.6

Exceptional

9 reviews

$318
Average price / night
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James House
James House
House
Railroad Square Historic District, Santa Rosa, California, USA
2.6k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
9.5

Superb

8 reviews

$268
Average price / night
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Walk to Downtown & Russian River Brewery
Walk to Downtown & Russian River Brewery
House
Santa Rosa, CA, 95404, United States
1.3k from Railroad Square Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$441
Average price / night
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Jewell Dreams
Jewell Dreams
House
Santa Rosa, CA, USA
2.8k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
8.4

Very Good

6 reviews

$258
Average price / night
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Charming bungalow: near downtown, bonus breakfast room, gardens, & patio
Charming bungalow: near downtown, bonus breakfast room, gardens, & patio
House
Santa Rosa, CA, 95404, United States
1.3k from Railroad Square Historic District center

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

2 Bedrooms2 Guests
New to Booking
$126
Average price / night
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Santa Rosa Gem
Santa Rosa Gem
House
Santa Rosa, CA, USA
2.8k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
New to Booking
$162
Average price / night
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1940's Metropolitan in the wine country
1940's Metropolitan in the wine country
House
Santa Rosa, CA, 95401, United States
1.4k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$416
Average price / night
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Adorable 1 BD 1 BA in one of SR's best neighborhoods!
Adorable 1 BD 1 BA in one of SR's best neighborhoods!
Cottage
Santa Rosa, CA, 95404, United States
1.5k from Railroad Square Historic District center

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

1 Bedroom2 Guests
10.0

Exceptional

11 reviews

$265
Average price / night
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Spanish Wine Country Cottage with Hot Tub!
Spanish Wine Country Cottage with Hot Tub!
House
Santa Rosa, CA, 95404, United States
1.6k from Railroad Square Historic District center

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

2 Bedrooms4 Guests
9.8

Exceptional

6 reviews

$589
Average price / night
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Amazing Wine Country Zen Home with spectacular grounds & gardens. New to VRBO
Amazing Wine Country Zen Home with spectacular grounds & gardens. New to VRBO
House
Santa Rosa, CA, 95404, United States
2.0k from Railroad Square Historic District center

AC, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Laundry, Microwave

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$385
Average price / night
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Cutest Little 1 Bedroom/Huge Yard You Ever Did See
Cutest Little 1 Bedroom/Huge Yard You Ever Did See
House
Santa Rosa, CA, 95404, United States
2.0k from Railroad Square Historic District center

AC, Heater, Laundry, No Smoking

1 Bedroom2 Guests
New to Booking
$116
Average price / night
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Escape to Wine Country with Friends & Family
Escape to Wine Country with Friends & Family
House
Santa Rosa, CA, 95401, United States
2.1k from Railroad Square Historic District center

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

3 Bedrooms6 Guests
9.8

Exceptional

37 reviews

$449
Average price / night
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Freshly Remodeled Four Bedroom Home in Wine Country-Pet Friendly!
Freshly Remodeled Four Bedroom Home in Wine Country-Pet Friendly!
House
Santa Rosa, CA, 95404, United States
2.1k from Railroad Square Historic District center

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

4 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$166
Average price / night
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Centrally Located in the Heart of Wine Country!
Centrally Located in the Heart of Wine Country!
House
Santa Rosa, CA, 95404, United States
2.2k from Railroad Square Historic District center

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

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$194
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 Railroad Square Historic District.

Where to stay in Railroad Square Historic District? Best neighborhoods & areas

Railroad Square Historic District Vacation Rentals on the Map

Frequently Asked Questions

You can explore 236 verified vacation rentals in Railroad Square Historic District. 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 Railroad Square Historic District vary depending on the season, property size, and location. Rates typically start from around $116 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 Railroad Square Historic District 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 Railroad Square Historic District welcome pets. Currently, 47 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 Railroad Square Historic District often include amenities such as Fireplace/Heating, Laundry, and Internet. 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.