Search Guest Houses in Oakville from CA $158

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Browse Select Oakville Guest Houses

Vineyard Country Inn
Property grounds

Vineyard Country Inn

3.5 star property
9.2 out of 10, Wonderful, (578)
"Cozy and quiet. Very clean!"
The price is CA $177
CA $203 total
includes taxes & fees
Jan 21 - Jan 22, 2025
Vineyard Country Inn
Bungalows 313
Courtyard

Bungalows 313

3.5 star property
9.2 out of 10, Wonderful, (30)
"Beautiful facility just blocks off the main Sonoma square. Very walkable and a great courtyard feel for each of the cottages. Perfect cozy escape after a day of winery’s, shopping and walking. Will definitely be back again! Loved the extra touch of local coffee and wine waiting for our arrival. "
Bungalows 313
An Inn 2 Remember
Front of property

An Inn 2 Remember

3.5 star property
9.0 out of 10, Wonderful, (105)
"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."
The price is CA $221
CA $254 total
includes taxes & fees
Jan 1 - Jan 2, 2025
An Inn 2 Remember
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Outdoor dining

Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen

10.0 out of 10, Exceptional, (20)
"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. "
The price is CA $398
CA $794 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Spacious Honeymoon Suite w/ 2 Beds & Private Kitchen
Historic Bed & Breakfast Whole House Rental w Breakfast Included
5 bedrooms, iron/ironing board, travel crib, WiFi

Historic Bed & Breakfast Whole House Rental w Breakfast Included

9.6 out of 10, Exceptional, (25)
"pcomfy and coffee, fridge etc were appreciated. We c"
The price is CA $1,543
CA $2,638 total
includes taxes & fees
Dec 30 - Dec 31
Historic Bed & Breakfast Whole House Rental w Breakfast Included
Sonoma County stunner near wineries & parks with hot tub & garden - walkable
Outdoor spa tub

Sonoma County stunner near wineries & parks with hot tub & garden - walkable

9.0 out of 10, Wonderful, (82)
"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."
Sonoma County stunner near wineries & parks with hot tub & garden - walkable
Vignoble House St. Helena/Napa Valley
Outdoor pool, a heated pool

Vignoble House St. Helena/Napa Valley

9.8 out of 10, Exceptional, (17)
"Great house in all the important ways but a few annoying glitches. The instruction book had 8 pages on the rules of bocce ball and zero on how to use the TV (which we never figured out how to use) or how to use the coffee machine (also never figured that out). Basketball hoop was a big plus for my son-in-law but all the basketballs were flat and we were told to find the pump (which we never found). Nice to have a peloton bike but it wasn’t connected to the internet. Little annoying stuff like...
Vignoble House St. Helena/Napa Valley
Charming Cottage / Guest House 2 miles from Downtown Napa
Fridge, microwave, oven, stovetop

Charming Cottage / Guest House 2 miles from Downtown Napa

10.0 out of 10, Exceptional, (59)
"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."
Charming Cottage / Guest House 2 miles from Downtown Napa
Charming guest house near Sonoma
Terrace/patio

Charming guest house near Sonoma

9.6 out of 10, Exceptional, (19)
"This was a perfect house for a quiet getaway! "
The price is CA $252
CA $506 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Charming guest house near Sonoma
Carriage House at Main Street Farmhouse
Outdoor dining

Carriage House at Main Street Farmhouse

9.8 out of 10, Exceptional, (19)
"Beautiful property in a beautiful neighborhood. The hosts are wonderful, they went out of their way to help us and directed us to great places to visit in Napa. It felt like home away from home! We will absolutely be back again!"
The price is CA $259
CA $438 total
includes taxes & fees
Jan 13 - Jan 14, 2025
Carriage House at Main Street Farmhouse
Dedicated Patio, Roku & Self Check-In
1 bedroom, desk, WiFi

Dedicated Patio, Roku & Self Check-In

8.4 out of 10, Very good, (11)
"This is the second time that I Stayed at the Ridley suites. it is convenient , clean And the property manager responds quickly"
The price is CA $158
CA $277 total
includes taxes & fees
Jan 15 - Jan 16, 2025
Dedicated Patio, Roku & Self Check-In
Getaway Suite at Silverado in Napa
Iron/ironing board, internet, bed sheets

Getaway Suite at Silverado in Napa

7.8 out of 10, Good, (8)
"This is the tiniest space. It’s a bed in a box. You want to turn around? You’d better do it outside. Extremely overpriced for a space smaller than ANY hotel room I’ve ever experienced. The circa 1982 fixtures just set the whole thing off. There is a fridge. No mini microwave. So bring back a leftover, but you’re eating it cold. We regularly go to Napa. We will never stay here again."
Getaway Suite at Silverado in Napa
High-end Getaway Suite at Silverado
Iron/ironing board, internet, bed sheets

High-end Getaway Suite at Silverado

8.4 out of 10, Very good, (50)
"The room was good and is the resort. There was apparantly some issue sith parking that we were never given instructions for. The coffee maker is absolutely ridiculous! It must have cost about $5 20 years ago. The paper filters provided did not fit the machine snd the coffee provided was terrible. Considering the price of this rental I would have expected at least a Keurig. They only cost about $40 these days. "
High-end Getaway Suite at Silverado
Wine Country In-law Unit with Patio
Outdoor dining

Wine Country In-law Unit with Patio

9.4 out of 10, Exceptional, (11)
"Nice property clean host is accessible and personable quiet property is a nice setting only thing you could add to it is score and a hot springs running right through the property"
Wine Country In-law Unit with Patio
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
Exterior

Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)

9.6 out of 10, Exceptional, (23)
"Lovely shabby chic vibe in the most charming setting possible, loved each moment!"
The price is CA $1,281
CA $2,284 total
includes taxes & fees
Jan 12 - Jan 13, 2025
Delightful Downtown Cottage House with Modern Amenities (Breakfast Possible)
Flat at the Cork Oak · Sunny, central, quiet flat + yard
Fridge, microwave, oven, stovetop

Flat at the Cork Oak · Sunny, central, quiet flat + yard

3.5 star property
10.0 out of 10, Exceptional, (1)
"Excellent "
Flat at the Cork Oak · Sunny, central, quiet flat + yard
Casa Bella
Outdoor spa tub

Casa Bella

3.0 star property
9.8 out of 10, Exceptional, (24)
"Great Bed and Breakfast, friendly staff"
Casa Bella
Napa Marriott & SPA near BOTTLEROCK
Outdoor pool, a heated pool

Napa Marriott & SPA near BOTTLEROCK

Napa Marriott & SPA near BOTTLEROCK
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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Other property types in Oakville

RiverPointe Napa Valley Resort
Outdoor pool

RiverPointe Napa Valley Resort

3.0 star property
8.6 out of 10, Excellent, (1223)
"The house is overall charming but has several issues that need attention: - There was an unpleasant smell in the bathroom. - The bathroom wasn't cleaned properly, as the tub had black hair. - The thermostat was challenging to figure out, and it was cold inside. - Equipment noises could be heard coming from the attic. - There were no power outlets near the nightstands in the bedroom to charge phones. - The TVs were outdated, making it impossible to watch YouTube. - There was no lighting above...
RiverPointe Napa Valley Resort
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (59)
"Villa Montebella is a wonderful place for a large group. Our families stayed at the Villa over the Thanksgiving Holiday week to celebrate our Daughter’s Napa Wedding. The pictures are accurate, but do not do the property justice. The place is Stunning! There are many comfortable and secluded bedrooms and facilities. The wine cave was amazing and we hired Chef Adair for a special rehearsal dinner there. We have an active group and took advantage of the many amenities. The media room was perfect...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
The Corner Cottage ~ Downtown out your door with Private Vineyard
Terrace/patio

The Corner Cottage ~ Downtown out your door with Private Vineyard

10.0 out of 10, Exceptional, (211)
"We loved the corner cottage and Susan was extremely helpful, knowledgeable, and kind! This place had everything we could possibly need. We plan to be back!! "
The Corner Cottage ~ Downtown out your door with Private Vineyard
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.