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Our top choices for Wine Country guest houses

Vineyard Country Inn

Vineyard Country Inn
3.5 star property
St. Helena
9.2 out of 10, Wonderful, (729)
"Breakfast was ok and parking was good. Bed was comfortable and room was clean "
United States
Darlene
The price is AED 606
AED 697 total
includes taxes & fees
5 Jan - 6 January 2026
Vineyard Country Inn

An Inn 2 Remember

An Inn 2 Remember
3.5 star property
Sonoma
9.0 out of 10, Wonderful, (106)
"The breakfasts were wonderful."
United States
Lou
The price is AED 694
AED 798 total
includes taxes & fees
14 Dec - 15 Dec
An Inn 2 Remember

The Well House with outdoor seating and loft!

The Well House with outdoor seating and loft!
Middletown
"I didn't see it explicitly stated that the bedroom and kitchen-bathroom areas are separated by a shaded porch. It may not be a big deal to some, but we stayed during 100F weather, so having to step out of the air-conditioned space was not ideal. Additionally, the kitchen-bathroom area is not air-conditioned, so it was like an oven in there while trying to cook meals. Finally, the water pressure in the shower was very low. I rated the surrounding area as OK because it was really hot and dusty. It...
United States
Sunshine
The price is AED 305
AED 676 total
includes taxes & fees
12 Dec - 13 Dec
The Well House with outdoor seating and loft!

Love Shack private retreat

Love Shack private retreat
Middletown
9.0 out of 10, Wonderful, (2)
"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "
United States
Gretchen F.
The price is AED 342
AED 782 total
includes taxes & fees
7 Jan - 8 January 2026
Love Shack private retreat

Calderwood Inn

Calderwood Inn
3.5 star property
Healdsburg
9.0 out of 10, Wonderful, (249)
"Great front porch sitting area. Cookies. Wine in living room. "
United States
Donald
The price is AED 584
AED 677 total
includes taxes & fees
14 Dec - 15 Dec
Calderwood Inn

Guerneville Lodge

Guerneville Lodge
3.0 star property
Guerneville
8.4 out of 10, Very Good, (331)
"The room could use new bed linens and pillows. They were very worn and the pillows were super flat. One chair in the room was not sufficient. More seating would be great. There was space for it. The staff was non-existent. I had to call the owner to check in. "
United States
Steve
The price is AED 547
AED 624 total
includes taxes & fees
18 Dec - 19 Dec
Guerneville Lodge

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

Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit
Ukiah
10.0 out of 10, Exceptional, (40)
"We enjoyed our stay immensely. "
United States
LeRoy L.
The price is AED 474
AED 827 total
includes taxes & fees
31 Dec - 1 January 2026
Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit

Carriage House at Main Street Farmhouse!

Carriage House at Main Street Farmhouse!
McPherson
10.0 out of 10, Exceptional, (21)
"A gorgeous oasis!!!"
United States
Decie W.
The price is AED 643
AED 1,142 total
includes taxes & fees
8 Jan - 9 January 2026
Carriage House at Main Street Farmhouse!

Charming guest house near Sonoma

Charming guest house near Sonoma
Santa Rosa
9.6 out of 10, Exceptional, (29)
"Nicely appointed, quiet, great location!"
United States
Maria B.
The price is AED 643
AED 1,298 total
includes taxes & fees
5 Jan - 6 January 2026
Charming guest house near Sonoma

Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit

Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit
Guerneville
10.0 out of 10, Exceptional, (23)
"Clean & comfortable beds; good location. "
United States
Jaclyn S.
The price is AED 511
AED 1,028 total
includes taxes & fees
14 Dec - 15 Dec
Quiet, Cozy, Russian River Retreat in the Redwoods. Private Garden View Unit

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Saint Helena
10.0 out of 10, Exceptional, (21)
"We had an outstanding time staying in St Helena am most importantly in this beautiful villa at the Inn of St Helena. Totally private and serene. This was a perfect place to stay to kick off my birthday trip. I hope we can come back. "
United States
Maureen C.
The price is AED 1,083
AED 2,115 total
includes taxes & fees
4 Jan - 5 January 2026
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

Historic Bed & Breakfast Whole House Rental w Breakfast Included

Historic Bed & Breakfast Whole House Rental w Breakfast Included
Saint Helena
9.8 out of 10, Exceptional, (27)
"Welcoming and comfortable "
United States
Jill K.
The price is AED 3,673
AED 6,301 total
includes taxes & fees
14 Dec - 15 Dec
Historic Bed & Breakfast Whole House Rental w Breakfast Included

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
St. Helena
9.6 out of 10, Exceptional, (25)
"Great location and amenities for a weekend stay. Walking distance to town and Patrice the Inn keeper is lovely!! Will stay again in the future!"
United States
Lisa S.
The price is AED 2,410
AED 4,485 total
includes taxes & fees
7 Jan - 8 January 2026
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

Unique private access studio with outdoor spa in paradise.

Unique private access studio with outdoor spa in paradise.
Nicasio
9.2 out of 10, Wonderful, (53)
"really lovely stay"
United States
Kristen F.
The price is AED 474
AED 911 total
includes taxes & fees
14 Dec - 15 Dec
Unique private access studio with outdoor spa in paradise.

Hillside Oasis between San Francisco & Napa. Big Views + Pool!

Hillside Oasis between San Francisco & Napa. Big Views + Pool!
Bret Harte
10.0 out of 10, Exceptional, (7)
"An ideal getaway. So quiet and serene. The pool is delightful. Clean and comfortable. Thank you for having us! We hope to return!"
United States
monica v.
The price is AED 628
AED 1,126 total
includes taxes & fees
12 Dec - 13 Dec
Hillside Oasis between San Francisco & Napa. Big Views + Pool!

5 min to DWTN, BART & Park| Private Deck w/ View

5 min to DWTN, BART & Park| Private Deck w/ View
Concord
The price is AED 433
AED 988 total
includes taxes & fees
15 Dec - 16 Dec
5 min to DWTN, BART & Park| Private Deck w/ View

Carriage house waterfront on Tomales Bay with dock

Carriage house waterfront on Tomales Bay with dock
2.0 star property
Marshall
9.6 out of 10, Exceptional, (9)
"My girlfriend our golden doodle and I had a great time. Absolutely beautiful, we will definitely be back"
United States
Robert B.
The price is AED 1,000
AED 1,966 total
includes taxes & fees
12 Dec - 13 Dec
Carriage house waterfront on Tomales Bay with dock

Limantour Lodge-Laguna House-Perfect for Families!

Limantour Lodge-Laguna House-Perfect for Families!
Point Reyes Station
The price is AED 2,957
AED 3,727 total
includes taxes & fees
15 Dec - 16 Dec
Limantour Lodge-Laguna House-Perfect for Families!
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.
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Top Wine Country Hotel Reviews