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Holiday Apartments in Kenwood

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5 km
51 rentals in Kenwood.
Charming Country Home Nestled In Kenwood Village the heart of the wine country., holiday rental in Kenwood
Charming Country Home Nestled In Kenwood Village the heart of the wine country., holiday rental in Kenwood
Charming Country Home Nestled In Kenwood Village the heart of the wine country., holiday rental in Kenwood

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N, holiday rental in Kenwood
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N, holiday rental in Kenwood
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N, holiday rental in Kenwood

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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New Modern House in Sonoma Valley's Best Area, holiday rental in Kenwood
New Modern House in Sonoma Valley's Best Area, holiday rental in Kenwood
New Modern House in Sonoma Valley's Best Area, holiday rental in Kenwood

New Modern House in Sonoma Valley's Best Area

Holiday Rental House
1 bedroom
3 bathrooms
Sleeps 4
Match: Sleeps
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Amazing Wine Country Views in Kenwood, holiday rental in Kenwood
Amazing Wine Country Views in Kenwood, holiday rental in Kenwood
Amazing Wine Country Views in Kenwood, holiday rental in Kenwood

Amazing Wine Country Views in Kenwood

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Kenwood House, a Place to Stay, holiday rental in Kenwood
The Kenwood House, a Place to Stay, holiday rental in Kenwood
The Kenwood House, a Place to Stay, holiday rental in Kenwood

The Kenwood House, a Place to Stay

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, Bikes Included, holiday rental in Kenwood
Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, Bikes Included, holiday rental in Kenwood
Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, Bikes Included, holiday rental in Kenwood

Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, Bikes Included

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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New! Modern Luxury | Heated Pool | Hot Tub | Fire Pit, holiday rental in Kenwood
New! Modern Luxury | Heated Pool | Hot Tub | Fire Pit, holiday rental in Kenwood
New! Modern Luxury | Heated Pool | Hot Tub | Fire Pit, holiday rental in Kenwood

New! Modern Luxury | Heated Pool | Hot Tub | Fire Pit

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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A Stylish Getaway In The Heart Of Sonoma Wine Country, holiday rental in Kenwood
A Stylish Getaway In The Heart Of Sonoma Wine Country, holiday rental in Kenwood
A Stylish Getaway In The Heart Of Sonoma Wine Country, holiday rental in Kenwood

A Stylish Getaway In The Heart Of Sonoma Wine Country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Wine Country Farmhouse with pool in heart of Sonoma Wine Country, holiday rental in Kenwood
Wine Country Farmhouse with pool in heart of Sonoma Wine Country, holiday rental in Kenwood
Wine Country Farmhouse with pool in heart of Sonoma Wine Country, holiday rental in Kenwood

Wine Country Farmhouse with pool in heart of Sonoma Wine Country

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Custom vineyard home within WALKING distance to 9 wineries! This is the place., holiday rental in Kenwood
Custom vineyard home within WALKING distance to 9 wineries! This is the place., holiday rental in Kenwood
Custom vineyard home within WALKING distance to 9 wineries! This is the place., holiday rental in Kenwood

Custom vineyard home within WALKING distance to 9 wineries! This is the place.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern home with enclosed yard, central AC & washer/dryer - near wineries, holiday rental in Kenwood
Modern home with enclosed yard, central AC & washer/dryer - near wineries, holiday rental in Kenwood
Modern home with enclosed yard, central AC & washer/dryer - near wineries, holiday rental in Kenwood

Modern home with enclosed yard, central AC & washer/dryer - near wineries

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Elegant five-acre estate with mountain view, W/D, & pond - close to wineries, holiday rental in Kenwood
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries, holiday rental in Kenwood
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries, holiday rental in Kenwood

Elegant five-acre estate with mountain view, W/D, & pond - close to wineries

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lavish wine country estate with pool, hot tub, & vineyard in backyard oasis, holiday rental in Kenwood
Lavish wine country estate with pool, hot tub, & vineyard in backyard oasis, holiday rental in Kenwood
Lavish wine country estate with pool, hot tub, & vineyard in backyard oasis, holiday rental in Kenwood

Lavish wine country estate with pool, hot tub, & vineyard in backyard oasis

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brambleberry - Private, Idyllic Estate: Views, Pool, Spa, Bocce, Location!, holiday rental in Kenwood
Brambleberry - Private, Idyllic Estate: Views, Pool, Spa, Bocce, Location!, holiday rental in Kenwood
Brambleberry - Private, Idyllic Estate: Views, Pool, Spa, Bocce, Location!, holiday rental in Kenwood

Brambleberry - Private, Idyllic Estate: Views, Pool, Spa, Bocce, Location!

Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Executive or Vacation Rental in Kenwood, holiday rental in Kenwood
Luxury Executive or Vacation Rental in Kenwood, holiday rental in Kenwood
Luxury Executive or Vacation Rental in Kenwood, holiday rental in Kenwood

Luxury Executive or Vacation Rental in Kenwood

Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous hilltop estate with heated pool in Kenwood, holiday rental in Kenwood
Gorgeous hilltop estate with heated pool in Kenwood, holiday rental in Kenwood
Gorgeous hilltop estate with heated pool in Kenwood, holiday rental in Kenwood

Gorgeous hilltop estate with heated pool in Kenwood

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sonoma Rosso: Poolside Luxury for 2, holiday rental in Kenwood
Sonoma Rosso: Poolside Luxury for 2, holiday rental in Kenwood
Sonoma Rosso: Poolside Luxury for 2, holiday rental in Kenwood

Sonoma Rosso: Poolside Luxury for 2

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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★ Sonoma Valley Cottage★Clean and Modern★Fast Internet★, holiday rental in Kenwood
★ Sonoma Valley Cottage★Clean and Modern★Fast Internet★, holiday rental in Kenwood
★ Sonoma Valley Cottage★Clean and Modern★Fast Internet★, holiday rental in Kenwood

★ Sonoma Valley Cottage★Clean and Modern★Fast Internet★

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views, holiday rental in Kenwood
Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views, holiday rental in Kenwood
Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views, holiday rental in Kenwood

Country Cottage w/ Hot Tub, Pool, Vineyard & Valley Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stay 31 days or more at the Big Red Barn, aka "Long-term" rental opportunity!, holiday rental in Kenwood
Stay 31 days or more at the Big Red Barn, aka "Long-term" rental opportunity!, holiday rental in Kenwood
Stay 31 days or more at the Big Red Barn, aka "Long-term" rental opportunity!, holiday rental in Kenwood

Stay 31 days or more at the Big Red Barn, aka "Long-term" rental opportunity!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary Luxury in Wine Country - Walkable to 9 tasting rooms!, holiday rental in Kenwood
Contemporary Luxury in Wine Country - Walkable to 9 tasting rooms!, holiday rental in Kenwood
Contemporary Luxury in Wine Country - Walkable to 9 tasting rooms!, holiday rental in Kenwood

Contemporary Luxury in Wine Country - Walkable to 9 tasting rooms!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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French Country Cottage & Vineyard w/ Hot Tub - Sonoma, holiday rental in Kenwood
French Country Cottage & Vineyard w/ Hot Tub - Sonoma, holiday rental in Kenwood
French Country Cottage & Vineyard w/ Hot Tub - Sonoma, holiday rental in Kenwood

French Country Cottage & Vineyard w/ Hot Tub - Sonoma

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sonoma Valley vineyard-view cottage with loft, hot tub, & on-site pool, holiday rental in Kenwood
Sonoma Valley vineyard-view cottage with loft, hot tub, & on-site pool, holiday rental in Kenwood
Sonoma Valley vineyard-view cottage with loft, hot tub, & on-site pool, holiday rental in Kenwood

Sonoma Valley vineyard-view cottage with loft, hot tub, & on-site pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Wine Country Retreat - Elegant & Comfortable Home, holiday rental in Kenwood
Wine Country Retreat - Elegant & Comfortable Home, holiday rental in Kenwood
Wine Country Retreat - Elegant & Comfortable Home, holiday rental in Kenwood

Wine Country Retreat - Elegant & Comfortable Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sonoma Farmstay Experience in Wine Country, holiday rental in Kenwood
Sonoma Farmstay Experience in Wine Country, holiday rental in Kenwood
Sonoma Farmstay Experience in Wine Country, holiday rental in Kenwood

Sonoma Farmstay Experience in Wine Country

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Kenwood Cottage-Canyon & Creek Setting, NO cleaning Fee, Tesla EV Charger, holiday rental in Kenwood
Kenwood Cottage-Canyon & Creek Setting, NO cleaning Fee, Tesla EV Charger, holiday rental in Kenwood
Kenwood Cottage-Canyon & Creek Setting, NO cleaning Fee, Tesla EV Charger, holiday rental in Kenwood

Kenwood Cottage-Canyon & Creek Setting, NO cleaning Fee, Tesla EV Charger

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Sonoma Creek Retreat (Extended Stay-31+days)- with Pool & Spa, holiday rental in Kenwood
Sonoma Creek Retreat (Extended Stay-31+days)- with Pool & Spa, holiday rental in Kenwood
Sonoma Creek Retreat (Extended Stay-31+days)- with Pool & Spa, holiday rental in Kenwood

Sonoma Creek Retreat (Extended Stay-31+days)- with Pool & Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury wine country home walking distance from amazing wineries, holiday rental in Kenwood
Luxury wine country home walking distance from amazing wineries, holiday rental in Kenwood
Luxury wine country home walking distance from amazing wineries, holiday rental in Kenwood

Luxury wine country home walking distance from amazing wineries

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Secluded Mountain Wine Country Retreat, holiday rental in Kenwood
Secluded Mountain Wine Country Retreat, holiday rental in Kenwood
Secluded Mountain Wine Country Retreat, holiday rental in Kenwood

Secluded Mountain Wine Country Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private 8 Acre Ranch in Sonoma Valley with Pool, holiday rental in Kenwood
Private 8 Acre Ranch in Sonoma Valley with Pool, holiday rental in Kenwood
Private 8 Acre Ranch in Sonoma Valley with Pool, holiday rental in Kenwood

Private 8 Acre Ranch in Sonoma Valley with Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Idyllic 7-acre private retreat with vineyard views, pool & deck, holiday rental in Kenwood
Idyllic 7-acre private retreat with vineyard views, pool & deck, holiday rental in Kenwood
Idyllic 7-acre private retreat with vineyard views, pool & deck, holiday rental in Kenwood

Idyllic 7-acre private retreat with vineyard views, pool & deck

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sonoma Valley Getaway, holiday rental in Kenwood
Sonoma Valley Getaway, holiday rental in Kenwood
Sonoma Valley Getaway, holiday rental in Kenwood

Sonoma Valley Getaway

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Himmel House- Enchanting home away from home for a relaxing getaway, holiday rental in Kenwood
Himmel House- Enchanting home away from home for a relaxing getaway, holiday rental in Kenwood
Himmel House- Enchanting home away from home for a relaxing getaway, holiday rental in Kenwood

Himmel House- Enchanting home away from home for a relaxing getaway

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Wine Country Retreat - perfect for indoor / outdoor getaways, holiday rental in Kenwood
Spacious Wine Country Retreat - perfect for indoor / outdoor getaways, holiday rental in Kenwood
Spacious Wine Country Retreat - perfect for indoor / outdoor getaways, holiday rental in Kenwood

Spacious Wine Country Retreat - perfect for indoor / outdoor getaways

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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KENWOOD STAR FARMHOUSE! New Custom Wine Country Farmhouse on 3 acres., holiday rental in Kenwood
KENWOOD STAR FARMHOUSE! New Custom Wine Country Farmhouse on 3 acres., holiday rental in Kenwood
KENWOOD STAR FARMHOUSE! New Custom Wine Country Farmhouse on 3 acres., holiday rental in Kenwood

KENWOOD STAR FARMHOUSE! New Custom Wine Country Farmhouse on 3 acres.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly, holiday rental in Kenwood
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly, holiday rental in Kenwood
Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly, holiday rental in Kenwood

Locanda Winery estate with Olympic-size pool & Starlink WiFi - dog-friendly

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Private Kenwood Estate, Lots of Privacy - Stunning views- 20% Discount 1st Month, holiday rental in Kenwood
Private Kenwood Estate, Lots of Privacy - Stunning views- 20% Discount 1st Month, holiday rental in Kenwood
Private Kenwood Estate, Lots of Privacy - Stunning views- 20% Discount 1st Month, holiday rental in Kenwood

Private Kenwood Estate, Lots of Privacy - Stunning views- 20% Discount 1st Month

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 2
Match: Sleeps
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SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood
SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood
SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood

SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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High Above It All In Wine Country!, holiday rental in Kenwood
High Above It All In Wine Country!, holiday rental in Kenwood
High Above It All In Wine Country!, holiday rental in Kenwood

High Above It All In Wine Country!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood
SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood
SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger, holiday rental in Kenwood

SONOMA CREEK VILLA heated pool, hot tub, lawn, bikes, bocce, gated, EV Charger

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Egg Farm Ranch with wine country pool, holiday rental in Kenwood
Egg Farm Ranch with wine country pool, holiday rental in Kenwood
Egg Farm Ranch with wine country pool, holiday rental in Kenwood

Egg Farm Ranch with wine country pool

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning retreat with private hot tub, firepit & 1 acre of country charm, holiday rental in Kenwood
Stunning retreat with private hot tub, firepit & 1 acre of country charm, holiday rental in Kenwood
Stunning retreat with private hot tub, firepit & 1 acre of country charm, holiday rental in Kenwood

Stunning retreat with private hot tub, firepit & 1 acre of country charm

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Five Star Private home in Sonoma Wine Country, holiday rental in Kenwood
Five Star Private home in Sonoma Wine Country, holiday rental in Kenwood
Five Star Private home in Sonoma Wine Country, holiday rental in Kenwood

Five Star Private home in Sonoma Wine Country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Farm House on 3.5 Acres - Sonoma HWY, holiday rental in Kenwood
Luxury Farm House on 3.5 Acres - Sonoma HWY, holiday rental in Kenwood
Luxury Farm House on 3.5 Acres - Sonoma HWY, holiday rental in Kenwood

Luxury Farm House on 3.5 Acres - Sonoma HWY

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful dog-friendly vineyard estate with private pool, hot tub, & bocce ball, holiday rental in Kenwood
Beautiful dog-friendly vineyard estate with private pool, hot tub, & bocce ball, holiday rental in Kenwood
Beautiful dog-friendly vineyard estate with private pool, hot tub, & bocce ball, holiday rental in Kenwood

Beautiful dog-friendly vineyard estate with private pool, hot tub, & bocce ball

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WALK to Wineries from this Gorgeous Designer Home!, holiday rental in Kenwood
WALK to Wineries from this Gorgeous Designer Home!, holiday rental in Kenwood
WALK to Wineries from this Gorgeous Designer Home!, holiday rental in Kenwood

WALK to Wineries from this Gorgeous Designer Home!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Kenwood Lodge a Luxury Vacation Rental | Blair Spangler The Collection, holiday rental in Kenwood
Kenwood Lodge a Luxury Vacation Rental | Blair Spangler The Collection, holiday rental in Kenwood
Kenwood Lodge a Luxury Vacation Rental | Blair Spangler The Collection, holiday rental in Kenwood

Kenwood Lodge a Luxury Vacation Rental | Blair Spangler The Collection

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, holiday rental in Kenwood
Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, holiday rental in Kenwood
Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries, holiday rental in Kenwood

Spa, Bocce, Bbq Kitchen, Walk or Bike to Wineries

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Stone Lodge in Kenwood ~ 5 bedroom/5 bath, holiday rental in Kenwood
The Stone Lodge in Kenwood ~ 5 bedroom/5 bath, holiday rental in Kenwood
The Stone Lodge in Kenwood ~ 5 bedroom/5 bath, holiday rental in Kenwood

The Stone Lodge in Kenwood ~ 5 bedroom/5 bath

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Villa LaFleur Sonoma, holiday rental in Kenwood
Villa LaFleur Sonoma, holiday rental in Kenwood
Villa LaFleur Sonoma, holiday rental in Kenwood

Villa LaFleur Sonoma

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 51
Frequently Asked Questions about Kenwood