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Santa Rosa Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
219 rentals in Santa Rosa.
Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa
Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa
Wine Country Redwood Estate in the Heart of Wine Country, holiday rental in Santa Rosa

Wine Country Redwood Estate in the Heart of Wine Country

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Wine country suburban retreat—minutes to town, wineries, and the coast!, holiday rental in Santa Rosa
Wine country suburban retreat—minutes to town, wineries, and the coast!, holiday rental in Santa Rosa
Wine country suburban retreat—minutes to town, wineries, and the coast!, holiday rental in Santa Rosa

Wine country suburban retreat—minutes to town, wineries, and the coast!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Wine Country Harvest Vacation Home, holiday rental in Santa Rosa
Wine Country Harvest Vacation Home, holiday rental in Santa Rosa
Wine Country Harvest Vacation Home, holiday rental in Santa Rosa

Wine Country Harvest Vacation Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sky View: All-Season Heated Pool, 5 Acres, EV Charger, holiday rental in Santa Rosa
Sky View: All-Season Heated Pool, 5 Acres, EV Charger, holiday rental in Santa Rosa
Sky View: All-Season Heated Pool, 5 Acres, EV Charger, holiday rental in Santa Rosa

Sky View: All-Season Heated Pool, 5 Acres, EV Charger

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Garden Cottage, holiday rental in Santa Rosa
Wine Country Garden Cottage, holiday rental in Santa Rosa
Wine Country Garden Cottage, holiday rental in Santa Rosa

Wine Country Garden Cottage

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa
~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa, holiday rental in Santa Rosa

~AMITABHA~ Wine Country Cottage! Perfectly Located in Santa Rosa

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Malvasia by AvantStay | Luxe Wine Country Retreat, holiday rental in Santa Rosa
Malvasia by AvantStay | Luxe Wine Country Retreat, holiday rental in Santa Rosa
Malvasia by AvantStay | Luxe Wine Country Retreat, holiday rental in Santa Rosa

Malvasia by AvantStay | Luxe Wine Country Retreat

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Estate near Healdsburg in heart of wine country, holiday rental in Santa Rosa
Estate near Healdsburg in heart of wine country, holiday rental in Santa Rosa
Estate near Healdsburg in heart of wine country, holiday rental in Santa Rosa

Estate near Healdsburg in heart of wine country

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautifully Updated Home In The Wine Country with A/C!, holiday rental in Santa Rosa
Beautifully Updated Home In The Wine Country with A/C!, holiday rental in Santa Rosa
Beautifully Updated Home In The Wine Country with A/C!, holiday rental in Santa Rosa

Beautifully Updated Home In The Wine Country with A/C!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Carla's Casita in the Vineyard, holiday rental in Santa Rosa
Carla's Casita in the Vineyard, holiday rental in Santa Rosa
Carla's Casita in the Vineyard, holiday rental in Santa Rosa

Carla's Casita in the Vineyard

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tranquil Acres, Relaxing Wine Country Retreat with Game Room, holiday rental in Santa Rosa
Tranquil Acres, Relaxing Wine Country Retreat with Game Room, holiday rental in Santa Rosa
Tranquil Acres, Relaxing Wine Country Retreat with Game Room, holiday rental in Santa Rosa

Tranquil Acres, Relaxing Wine Country Retreat with Game Room

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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☀️Perfect home for family & friends in Wine country, holiday rental in Santa Rosa
☀️Perfect home for family & friends in Wine country, holiday rental in Santa Rosa
☀️Perfect home for family & friends in Wine country, holiday rental in Santa Rosa

☀️Perfect home for family & friends in Wine country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries, holiday rental in Santa Rosa
Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries, holiday rental in Santa Rosa
Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries, holiday rental in Santa Rosa

Updated & Sunny Sonoma 1950s Ranch Near Santa Rosa & Wineries

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa
Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa
Stylish vintage gem on one of Santa Rosa's prettiest streets!, holiday rental in Santa Rosa

Stylish vintage gem on one of Santa Rosa's prettiest streets!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bright & Cozy Apartment In Santa Rosa, holiday rental in Santa Rosa
Bright & Cozy Apartment In Santa Rosa, holiday rental in Santa Rosa
Bright & Cozy Apartment In Santa Rosa, holiday rental in Santa Rosa

Bright & Cozy Apartment In Santa Rosa

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mataro by AvantStay | Large & Elegant Home in Santa Rosa w/ Hot Tub & Games, holiday rental in Santa Rosa
Mataro by AvantStay | Large & Elegant Home in Santa Rosa w/ Hot Tub & Games, holiday rental in Santa Rosa
Mataro by AvantStay | Large & Elegant Home in Santa Rosa w/ Hot Tub & Games, holiday rental in Santa Rosa

Mataro by AvantStay | Large & Elegant Home in Santa Rosa w/ Hot Tub & Games

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Backyard Escape, holiday rental in Santa Rosa
Wine Country Backyard Escape, holiday rental in Santa Rosa
Wine Country Backyard Escape, holiday rental in Santa Rosa

Wine Country Backyard Escape

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private wine country getaway, holiday rental in Santa Rosa
Private wine country getaway, holiday rental in Santa Rosa
Private wine country getaway, holiday rental in Santa Rosa

Private wine country getaway

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Gorgeous, Private 5+ Acre Wine Country Property with Hot Tub, Pool, Bocce!, holiday rental in Santa Rosa
Gorgeous, Private 5+ Acre Wine Country Property with Hot Tub, Pool, Bocce!, holiday rental in Santa Rosa
Gorgeous, Private 5+ Acre Wine Country Property with Hot Tub, Pool, Bocce!, holiday rental in Santa Rosa

Gorgeous, Private 5+ Acre Wine Country Property with Hot Tub, Pool, Bocce!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WINE COUNTRY, COZY COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa
WINE COUNTRY, COZY COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa
WINE COUNTRY, COZY COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA, holiday rental in Santa Rosa

WINE COUNTRY, COZY COTTAGE - 5 MIN. WALK TO DOWNTOWN SANTA ROSA

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Home in the heart of wine country minutes from Downtown, holiday rental in Santa Rosa
Home in the heart of wine country minutes from Downtown, holiday rental in Santa Rosa
Home in the heart of wine country minutes from Downtown, holiday rental in Santa Rosa

Home in the heart of wine country minutes from Downtown

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful & Cozy Home  ~ Historic Cherry Street, holiday rental in Santa Rosa
Beautiful & Cozy Home  ~ Historic Cherry Street, holiday rental in Santa Rosa
Beautiful & Cozy Home  ~ Historic Cherry Street, holiday rental in Santa Rosa

Beautiful & Cozy Home ~ Historic Cherry Street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affiliated with FlipKey
Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa
Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa
Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck, holiday rental in Santa Rosa

Vino Blanco by AvantStay | Private Wine Country Home w/ Mtn Views & Deck

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious Studio in Sonoma wine country, holiday rental in Santa Rosa
Spacious Studio in Sonoma wine country, holiday rental in Santa Rosa
Spacious Studio in Sonoma wine country, holiday rental in Santa Rosa

Spacious Studio in Sonoma wine country

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Affiliated with FlipKey
WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa
WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa
WiLD Vines Winery and Farm Cottage, holiday rental in Santa Rosa

WiLD Vines Winery and Farm Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2 BD/1 BA Home- Wine Country Getaway, holiday rental in Santa Rosa
2 BD/1 BA Home- Wine Country Getaway, holiday rental in Santa Rosa
2 BD/1 BA Home- Wine Country Getaway, holiday rental in Santa Rosa

2 BD/1 BA Home- Wine Country Getaway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa
5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa
5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen, holiday rental in Santa Rosa

5 Bedroom Home Adjacent to Healdsburg/Kenwood With Pool, HotTub, Outdoor Kitchen

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa
Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa
Stunning Villa in the Heart of Sonoma County, holiday rental in Santa Rosa

Stunning Villa in the Heart of Sonoma County

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Home In the Taylor Mtn Foothills, firepit, organic garden, outdoor lounge space, holiday rental in Santa Rosa
Home In the Taylor Mtn Foothills, firepit, organic garden, outdoor lounge space, holiday rental in Santa Rosa
Home In the Taylor Mtn Foothills, firepit, organic garden, outdoor lounge space, holiday rental in Santa Rosa

Home In the Taylor Mtn Foothills, firepit, organic garden, outdoor lounge space

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Winemaker’s Sonoma Wine Country Home with VIP wine passes and a bottle of wine, holiday rental in Santa Rosa
Winemaker’s Sonoma Wine Country Home with VIP wine passes and a bottle of wine, holiday rental in Santa Rosa
Winemaker’s Sonoma Wine Country Home with VIP wine passes and a bottle of wine, holiday rental in Santa Rosa

Winemaker’s Sonoma Wine Country Home with VIP wine passes and a bottle of wine

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Private Pool & Spa, Billiards, Piano & 5k Acres of Hiking & Biking!, holiday rental in Santa Rosa
Private Pool & Spa, Billiards, Piano & 5k Acres of Hiking & Biking!, holiday rental in Santa Rosa
Private Pool & Spa, Billiards, Piano & 5k Acres of Hiking & Biking!, holiday rental in Santa Rosa

Private Pool & Spa, Billiards, Piano & 5k Acres of Hiking & Biking!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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3br Wine Country Retreat, holiday rental in Santa Rosa
3br Wine Country Retreat, holiday rental in Santa Rosa
3br Wine Country Retreat, holiday rental in Santa Rosa

3br Wine Country Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Home near Sonoma & Calistoga in heart of Wine Country, holiday rental in Santa Rosa
Home near Sonoma & Calistoga in heart of Wine Country, holiday rental in Santa Rosa
Home near Sonoma & Calistoga in heart of Wine Country, holiday rental in Santa Rosa

Home near Sonoma & Calistoga in heart of Wine Country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Where it's always sunny side up!, holiday rental in Santa Rosa
Where it's always sunny side up!, holiday rental in Santa Rosa
Where it's always sunny side up!, holiday rental in Santa Rosa

Where it's always sunny side up!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Santa Rosa Cottage -  New West Properties, holiday rental in Santa Rosa
Historic Santa Rosa Cottage -  New West Properties, holiday rental in Santa Rosa
Historic Santa Rosa Cottage -  New West Properties, holiday rental in Santa Rosa

Historic Santa Rosa Cottage - New West Properties

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Black Oak by AvantStay Modern & Chic Santa Rosa Hideaway with Pool Table, holiday rental in Santa Rosa
Black Oak by AvantStay Modern & Chic Santa Rosa Hideaway with Pool Table, holiday rental in Santa Rosa
Black Oak by AvantStay Modern & Chic Santa Rosa Hideaway with Pool Table, holiday rental in Santa Rosa

Black Oak by AvantStay Modern & Chic Santa Rosa Hideaway with Pool Table

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Warm & Welcoming Family Retreat in Wine Country, holiday rental in Santa Rosa
Warm & Welcoming Family Retreat in Wine Country, holiday rental in Santa Rosa
Warm & Welcoming Family Retreat in Wine Country, holiday rental in Santa Rosa

Warm & Welcoming Family Retreat in Wine Country

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Annadel House Retreat- Stunning Wine Country Luxe!, holiday rental in Santa Rosa
Annadel House Retreat- Stunning Wine Country Luxe!, holiday rental in Santa Rosa
Annadel House Retreat- Stunning Wine Country Luxe!, holiday rental in Santa Rosa

Annadel House Retreat- Stunning Wine Country Luxe!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Hidden WineCountry Gem, holiday rental in Santa Rosa
Hidden WineCountry Gem, holiday rental in Santa Rosa
Hidden WineCountry Gem, holiday rental in Santa Rosa

Hidden WineCountry Gem

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Wine Country Bungalow, holiday rental in Santa Rosa
Wine Country Bungalow, holiday rental in Santa Rosa
Wine Country Bungalow, holiday rental in Santa Rosa

Wine Country Bungalow

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard, holiday rental in Santa Rosa
Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard, holiday rental in Santa Rosa
Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard, holiday rental in Santa Rosa

Quiet & Charming Wine Country Home w/ Stylish Updates & Large Backyard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa
Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa
Little Old Cottage in Downtown Santa Rosa, holiday rental in Santa Rosa

Little Old Cottage in Downtown Santa Rosa

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Amazing Santa Rosa Wine Escape Home, holiday rental in Santa Rosa
Amazing Santa Rosa Wine Escape Home, holiday rental in Santa Rosa
Amazing Santa Rosa Wine Escape Home, holiday rental in Santa Rosa

Amazing Santa Rosa Wine Escape Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Estate at Sycamore- 4 Bedroom Sonoma Wine Country Retreat, holiday rental in Santa Rosa
The Estate at Sycamore- 4 Bedroom Sonoma Wine Country Retreat, holiday rental in Santa Rosa
The Estate at Sycamore- 4 Bedroom Sonoma Wine Country Retreat, holiday rental in Santa Rosa

The Estate at Sycamore- 4 Bedroom Sonoma Wine Country Retreat

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Sonoma Valley Wine Country Home, holiday rental in Santa Rosa
Sonoma Valley Wine Country Home, holiday rental in Santa Rosa
Sonoma Valley Wine Country Home, holiday rental in Santa Rosa

Sonoma Valley Wine Country Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa
Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa
Studio cottage retreat in a vineyard setting, holiday rental in Santa Rosa

Studio cottage retreat in a vineyard setting

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Centrally Located! Spacious Modern 3BR w/ Parking, holiday rental in Santa Rosa
Centrally Located! Spacious Modern 3BR w/ Parking, holiday rental in Santa Rosa
Centrally Located! Spacious Modern 3BR w/ Parking, holiday rental in Santa Rosa

Centrally Located! Spacious Modern 3BR w/ Parking

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming & Conveniently Located to Attractions!, holiday rental in Santa Rosa
Charming & Conveniently Located to Attractions!, holiday rental in Santa Rosa
Charming & Conveniently Located to Attractions!, holiday rental in Santa Rosa

Charming & Conveniently Located to Attractions!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Light-Filled 2BR Close to Downtown Core!, holiday rental in Santa Rosa
Historic Light-Filled 2BR Close to Downtown Core!, holiday rental in Santa Rosa
Historic Light-Filled 2BR Close to Downtown Core!, holiday rental in Santa Rosa

Historic Light-Filled 2BR Close to Downtown Core!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Affiliated with FlipKey
Downtown Retro Bungalow - New West Properties, holiday rental in Santa Rosa
Downtown Retro Bungalow - New West Properties, holiday rental in Santa Rosa
Downtown Retro Bungalow - New West Properties, holiday rental in Santa Rosa

Downtown Retro Bungalow - New West Properties

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-50 of 219
Frequently Asked Questions about Santa Rosa