Search Guest Houses in Chalk Hill from CA $104

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Browse Select Chalk Hill Guest Houses

Escape to a serene workspace amidst lush greenery and a tranquil atmosphere.

"nice fireplace and the breakfast was super."

CA $388 total

includes taxes & fees

Aug 17 - Aug 18

Escape to a serene golf course surrounded by tall trees, perfect for a round of golf or nature walk.

"Al was great to work with, very flexible and accommodating. Sweet room, comfy bed and amazing library!"

CA $391 total

includes taxes & fees

Aug 31 - Sep 1

Enjoy dining al fresco in this serene outdoor space surrounded by lush greenery and beautifully manicured hedges.

"Lovely historic house, conveniently located close to the square. The staff was very helpful and the breakfast was delicious."

CA $369 total

includes taxes & fees

Aug 10 - Aug 11

Traditional architecture meets serene gardens, featuring a central entrance, windows, and a decorative fountain.

"Great location! Property needs updating. Manager needs better customer service. "

CA $1,760 total

includes taxes & fees

Sep 3 - Sep 4

Set amidst lush greenery, this two-story lodge features a traditional design with a prominent front staircase.

"Very clean and comfortable. Enchanting garden. Would definitely stay again!"

CA $429 total

includes taxes & fees

Aug 27 - Aug 28

Relax in a spacious hot tub surrounded by lush greenery and a sauna.

"Had a great stay at Bruce’s. Nice place for 2 people. Located close to everything. Hot Tub is a plus. Would definitely stay again."

Relax in a serene garden setting surrounded by lush greenery and a charming windmill.

"The little one bedroom house was perfect for us. A great location, very comfy bed and lovely property. Wish the weather had been a little warmer so we could have enjoyed the outdoor space. Would have liked to have a traditional coffee maker."

Relax by the fire pit surrounded by lush greenery and comfortable wicker furniture.

"We stayed here to celebrate our 6 year anniversary. It’s a beautiful property and had a wonderful time. The hot tub was a great addition. The kitchen was very helpful to make our own dinner & grilled our steaks outside. Would definitely stay here again! 10/10 experience."

CA $617 total

includes taxes & fees

Sep 1 - Sep 2

Cozy retreat with a four-poster bed, nightstand, and comfortable seating area.

"Love the location of this home. Had everything we needed. Will be back"

CA $2,373 total

includes taxes & fees

Aug 13 - Aug 14

Enjoy a peaceful retreat in this serene outdoor space with a round table and comfortable seating for two.

"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. "

CA $769 total

includes taxes & fees

Aug 17 - Aug 18

Relax by the pool surrounded by comfortable seating and lush greenery.

"The property was perfect for the five couples that were part of our group, including, for example, en suite bathrooms for each bedroom. Also, outdoor access for the two lower-level bedrooms was helpful and utilized frequently. The pool area is amazing as well as the outdoor seating and deck spaces. Everyone enjoyed the chickens and the fresh eggs every morning, what a treat. The location of the property is ideal being in close proximity to Saint Helena, making it easy to get to other areas of...

"Natural light, high ceilings, ac, good WiFi and tv, great location, thoughtful host. "

CA $278 total

includes taxes & fees

Sep 2 - Sep 3

Relax in this serene bedroom with a large window, plush rug, and comfortable sofa.

"Great property located on the West side. Very convenient to everything. Very quiet and nice too."

Relax in serene surroundings under the shade of a large tree, surrounded by a well-maintained garden.

"We had a lovely stay at the Bunkhouse! It was perfect for my husband and I for a long weekend. Sue was an amazing host! The property is so cute! It’s very central to the square and walkable to a few wineries. We would definitely stay again!"

Relax by the serene stone-lined pool surrounded by lush plants and flowers.

"A quiet lovely guesthouse with a large backyard, pool and spa. Perfect for couples or a single who want a quiet spot that is also conveniently located."