Book Holiday Homes in Glen Ellen

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Glen Ellen

New Modern House in Sonoma Valley's Best Area

New Modern House in Sonoma Valley's Best Area

Kenwood
Located in Kenwood, this vacation home is in a rural location, a 1-minute drive from Trione-Annadel State Park and 6 minutes from Morton's Warm Springs.
New Modern House in Sonoma Valley's Best Area
Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms

Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms

Napa, California, 94559
With a stay at this vacation home in Napa (Central Napa), you'll be within a 5-minute drive of Napa Valley Wine Train and JaM Cellars.
Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa

The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa

Napa
With a stay at this vacation home, you'll be centrally located in Napa, within a 5-minute drive of Napa Valley Wine Train and JaM Cellars.
The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa
Save an average of 15% on thousands of hotels when you're signed in
Glen Ellen Retreat #2 King Beds

Glen Ellen Retreat #2 King Beds

Glen Ellen
The price is AU$715 per night from 30 Mar to 31 Mar
AU$715
includes taxes & fees
30 Mar - 31 Mar
With a stay at this vacation home in Glen Ellen, you'll be a 4-minute walk from Sonoma Valley Regional Park and within a 5-minute drive of Jack London ...
Glen Ellen Retreat #2 King Beds
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries

Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries

Sonoma
With a stay at this vacation home in Sonoma (Fetters Hot Springs-Agua Caliente), you'll be within a 10-minute drive of Sonoma Plaza and Sonoma Golf Club.
Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries
Secluded Napa 3BD Wine Country Escape w/Hot Tub

Secluded Napa 3BD Wine Country Escape w/Hot Tub

Napa
With a stay at this vacation home in Napa (Browns Valley), you'll be within a 5-minute drive of Napa Valley Wine Train and Napa Premium Outlets.
Secluded Napa 3BD Wine Country Escape w/Hot Tub
Wine Country Harvest Vacation Home

Wine Country Harvest Vacation Home

Santa Rosa
The price is AU$1,796 per night from 26 Apr to 27 Apr
AU$1,796
includes taxes & fees
26 Apr - 27 Apr
With a stay at this vacation home in Santa Rosa (Scenic Brush Creek), you'll be within a 15-minute drive of Graton Resort and Casino and Spring Lake Park.
Wine Country Harvest Vacation Home
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

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

Kenwood
Located in Kenwood, this vacation home is in a rural location, within a 5-minute drive of VJB Vineyard & Cellars and Chateau St. Jean Winery.
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...

Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...

sonoma
With a stay at this vacation home in Sonoma, you'll be within a 10-minute drive of Sonoma Plaza and B.R. Cohn Winery.
Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...
Don't see what you're looking for?
See all available properties in Glen Ellen
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Glen Ellen Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Glen Ellen vacation homes are the perfect way for you to wing it.

Holiday houses in Glen Ellen let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Glen Ellen in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Glen Ellen adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Glen Ellen with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Glen Ellen vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Glen Ellen Holiday Homes essential information

Accommodation
940 Holiday Homes
Lowest Price
AU$226
Highest Price
AU$1,796
Popular accommodation
New Modern House in Sonoma Valley's Best Area, Beautiful Renovated House in the Heart of Napa 6 beds 4 bedrooms 2 bathrooms, The Banks House, Upscale 3BD/3BA Home,10 Min Walk to World Class Downtown Napa, Glen Ellen Retreat #2 King Beds, Pool, Spa, Huge Backyard, 3 Miles from Sonoma Square and 1 mile from Wineries, Secluded Napa 3BD Wine Country Escape w/Hot Tub, Wine Country Harvest Vacation Home, Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N, Blissful Comfort close to town w/Pool, Hot Tub, Bikes, Fire pit, and more...

Top trending hotels in Glen Ellen

The Jack London Lodge

The Jack London Lodge

2.5 out of 5
13740 Arnold Drive, Glen Ellen, CA
Fully refundableReserve now, pay when you stay
The price is AU$226 per night from 30 Mar to 31 Mar
AU$226
includes taxes & fees
30 Mar - 31 Mar
Located in Glen Ellen, The Jack London Lodge is in a rural location, within a 5-minute drive of Quarryhill Botanical Garden and Benziger Family Winery.
The Jack London Lodge
Kenwood Inn and Spa

Kenwood Inn and Spa

4 out of 5
10400 Sonoma Highway, Glen Ellen, CA
Fully refundableReserve now, pay when you stay
The price is AU$588 per night from 31 Mar to 1 Apr
AU$588
includes taxes & fees
31 Mar - 1 Apr
Located in Glen Ellen, Kenwood Inn and Spa is in a rural location, within a 5-minute drive of VJB Vineyard & Cellars and Chateau St. Jean Winery.
Kenwood Inn and Spa
Gaige House

Gaige House

4.5 out of 5
13540 Arnold Drive, Glen Ellen, CA
Fully refundableReserve now, pay when you stay
The price is AU$495 per night from 31 Mar to 1 Apr
AU$495
includes taxes & fees
31 Mar - 1 Apr
Located in Glen Ellen, Gaige House is in a rural location, within a 5-minute drive of Sonoma Valley Regional Park and Quarryhill Botanical Garden.
Gaige House
Save an average of 15% on thousands of hotels when you're signed in
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Glen Ellen
Located in Glen Ellen, this vacation home is in the mountains, a 4-minute drive from Morton's Warm Springs and 6 minutes from Sonoma Valley Regional Park.
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Don't see what you're looking for?
See all available properties in Glen Ellen
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.