Holiday Homes in Wine Country

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Wine Country and around

Point Arena Lighthouse

3.0 star property
9.6 out of 10, Exceptional, (106)
"The 2 bedroom house was newly remodeled. Very comfortable. Our window overlooked the ocean, front and back and the lighthouse."
The price is €196
includes taxes & fees
16 Sept - 17 Sept
Point Arena Lighthouse

Mendo Bungalow

3.0 star property
9.4 out of 10, Exceptional, (182)
"Had a lovely stay! Very nice room with great beach access"
Mendo Bungalow

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (20)
"Perfect place to stay, nice and cozy!"
The price is €128
includes taxes & fees
19 Aug - 20 Aug
Cobb Mountain Chalet King Size Suite

Silverado Napa Breath Taking Remodel 3 bed 2 bath

2.0 star property
10.0 out of 10, Exceptional, (6)
"My husband and i booked this space to share with my parents. It was perfect for all of us with each room having its own bathroom. "
The price is €390
includes taxes & fees
26 Aug - 27 Aug
Silverado Napa Breath Taking Remodel 3 bed 2 bath

Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit

10.0 out of 10, Exceptional, (35)
"We loved our stay and special attention to detail along with fully stocked amenities and snacks!"
The price is €193
includes taxes & fees
20 Aug - 21 Aug
Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit

Love Shack private retreat

9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
The price is €195
includes taxes & fees
19 Aug - 20 Aug
Love Shack private retreat

Glen Ellen Retreat #3 King Beds

10.0 out of 10, Exceptional, (58)
"This was a wonderful place to stay and I highly recommend!"
Glen Ellen Retreat #3 King Beds

Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

3.0 star property
The price is €409
includes taxes & fees
25 Aug - 26 Aug
Lakeside Retreat With Private Boat Ramp 3 Bedroom Home by RedAwning

Creekside Cozy 2BR 1BA + 2 Acres

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was well set up. Enjoyed the stay very much. "
The price is €420
includes taxes & fees
19 Aug - 20 Aug
Creekside Cozy 2BR 1BA + 2 Acres

Garden house with gas fireplace

10.0 out of 10, Exceptional, (1)
"We were not originally planning on staying in Middletown but were pleasantly surprised on arrival. The Garden House is very comfortable and convenient to many things in town. Linda, our host had special little touches that made the stay relaxing. Number one the shower is amazing! I looked forward to it every evening the pressure and hot water is perfect and the quality shampoos and soaps provides smelled wonderful! The kitchen is well stocked if you are cooking during your stay. And there is...
The price is €195
includes taxes & fees
19 Aug - 20 Aug
Garden house with gas fireplace

Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

9.6 out of 10, Exceptional, (55)
"So relaxing and peaceful place my family loved it unfortunately was for a short time but next time definitely will stay longer no doubt about booking it again "
The price is €377
includes taxes & fees
2 Sept - 3 Sept
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

Private Lofted Downtown Studio

10.0 out of 10, Exceptional, (39)
"My wife and I very much enjoyed our 2 night stay. Property was beautifully appointed, well maintained and in a quiet neighborhood close to restaurants, stores and the Barlow. Communications with owner and check-in/check-out process were effortless. We really loved it and would absolutely stay here again! "
The price is €350
includes taxes & fees
19 Aug - 20 Aug
Private Lofted Downtown Studio

2 Hidden Wine Country Gem Upstairs Unit

9.6 out of 10, Exceptional, (19)
"Lovely home, great location, helpful property manager. Would definitely book again."
The price is €302
includes taxes & fees
19 Aug - 20 Aug
2 Hidden Wine Country Gem Upstairs Unit

Glen Ellen Retreat #2 King Beds

10.0 out of 10, Exceptional, (144)
"The place was great! Great location, nicely decorated, everything was wonderful-no complaints. "
Glen Ellen Retreat #2 King Beds

Zegarra Estate

5.0 star property
The price is €2,151
includes taxes & fees
19 Aug - 20 Aug
Zegarra Estate

Hot Tub/2 King Beds/Coffee Bar/Free EV Charger - Family & Infant Friendly

10.0 out of 10, Exceptional, (27)
"My wife and I stayed at this wonderful property for 4 nights and had a great time. To start, the architecture and layout is very pleasant. The windows throughout provide tranquil views and the access to Irish Beach is a major plus. Philip (Owner) made checking in a breeze, and was always available to communicate with during our stay. There are too many things to like about it to name. I would highly recommend if you're looking for a beach getaway with modern updates in a unique location, and...
The price is €378
includes taxes & fees
24 Aug - 25 Aug
Hot Tub/2 King Beds/Coffee Bar/Free EV Charger - Family & Infant Friendly

Lovely Russian River Bungalow-2BR 1 BA New Remodel

10.0 out of 10, Exceptional, (1)
"Great accommodations and convenient location to Santa Rosa, Sebastopol, etc. Impeccably clean and completely remodeled. Nice outdoor area with grill, fire pit, ping pong table and seating for end of day chilling. All kitchen amenities including coffee for am wake-up. Water pressure in shower was amazing. Road up to house is a bit gnarly the first time up before you get your bearings. All check in information available a day in advance. Would definitely be back for another stay."
The price is €359
includes taxes & fees
16 Sept - 17 Sept
Lovely Russian River Bungalow-2BR 1 BA New Remodel

Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a cozy house with a short walk to downtown or a quick drive to Hwy 29.The bed and pillows were very comfy and the house has a lot of charm. We enjoyed our stay and will try to book this house again on our next trip to Napa Valley."
Downtown Napa HOT TUB Retreat - 3 Bed l 2 bath

Cozy Cottage: Panoramic Lake Views, WiFi, Deck

8.0 out of 10, Very good, (3)
"Beautiful view and comfy beds. "
Cozy Cottage: Panoramic Lake Views, WiFi, Deck

Zoë Creekside-Tranquil Redwoods-20 wineries 3 mi

The price is €572
includes taxes & fees
17 Sept - 18 Sept
Zoë Creekside-Tranquil Redwoods-20 wineries 3 mi
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wine Country Hotel Reviews