Search Guest Houses in Oakville from CA $246

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Browse Select Oakville Guest Houses

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

"The bed was very comfortable and they offered a very nice continental breakfast. "

CA $388 total

includes taxes & fees

Aug 11 - Aug 12

Relax on the patio surrounded by lush greenery and enjoy the warm ambiance.

"Great location and the property was even better in person than the photos. "

"This charming property is ideally located just steps from Sonoma Square. Each morning, they deliver two fresh pastries right to your door—a delightful touch! It’s the perfect spot for exploring, with restaurants, tasting rooms, and shops all within walking distance. A wonderful place to stay for a relaxing and convenient getaway."

CA $379 total

includes taxes & fees

Aug 4 - Aug 5

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 $612 total

includes taxes & fees

Sep 1 - Sep 2

Enjoy cooking in this well-equipped kitchen with an oven, microwave, and refrigerator.

"This was our second visit to this property. Wonderful amenities and great location in relation to downtown Napa and the Napa Valley wineries. We will not hesitate in booking this property again when returning to Napa."

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 $1,765 total

includes taxes & fees

Aug 4 - Aug 5

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 $779 total

includes taxes & fees

Aug 4 - Aug 5

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 $2,368 total

includes taxes & fees

Aug 5 - Aug 6

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...

Relax in a cozy patio area with wicker sofas and chairs, a central table, and a stone fireplace.

"Nice property, well maintained, courteous hosts."

CA $431 total

includes taxes & fees

Aug 13 - Aug 14

Relax in a serene garden setting surrounded by lush trees and a tranquil atmosphere.

"Wonderful spot to stay especially if you value being able to easily walk to tasting rooms, restaurants & shopping while still enjoying a huge yard, trees and birds. The path from the backyard provides a safe and peaceful walk to town. The place was clean and comfortable and the hosts are friendly and helpful. Would definitely stay here again."

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 a serene backyard oasis with a lawn, tree, and pool.

"Great property, perfect for our long weekend running the Wine Country half marathon. Hosts are very responsive, and were able to answer our questions even while they were out of town. Highly recommended!"

Enjoy cooking in this well-equipped kitchen with a granite countertop, stainless steel appliances, and ample cabinetry.

"We had a wonderful stay in Flat at the Cork Oak. The place was very clean, quiet, and comfortable. It had everything we needed to cook if we wanted and close to many great restaurants when we didn’t feel like cooking. There are many beautiful things to do and see within an hour drive."

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."

Garden area with lush plants, trees, and a wooden fence offering a view of the surrounding neighborhood.

"The accommodations were spacious and clean Host was personable and gracious The quiet was probably the most apparent and high point of my stay Dining was not a problem as there were plenty of eateries within walking distance Overall it was marvelous"