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5bd/4ba w/ Poolside Guest House - near Healdsburg

Top rated by guests

Backyard w/pool and spa

Open floor plan

Kitchen

Kitchen

Coffee

10.0Outstanding

(40 Ratings)

"Plenty of room for the 6 of us. More would still have been comfortable. Loved the location!"

Pamela H.

Don't miss out! Price and availability may change

10.0 / 10.0

Outstanding(40 Ratings)

House in Windsor, CA

8 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Escape to wine country, just 5 minutes to Healdsburg! This fully furnished 5 bedroom, 4 bathroom single level home is centrally located in Windsor on a peaceful, oversized lot. The spacious, open floor plan includes an updated kitchen, dining table for 8 and opens to a serene backyard with a Pool/Spa and mature Oak Trees. The well-designed floor plan also includes a detached poolside guest house (perfect for extended family), office, and laundry room. 2 car garage and circular driveway provide ample off-street parking.

The space
- Plenty of storage is available in 2 hallway closets, large walk-in closet (primary), walk-in closet (guest house) and guestroom closets.
- Private Pool + Spa (Pool heating optional for an additional fee).
- Sonoma County Airport is just 5 miles away
- Less than a mile to Windsor Town Green with Summer Concert series, weekly Farmers market and Thursday Live Concerts
- Less than a mile to Oliver's Market
- 2 miles to Foothill Regional Park for hundreds of acres of hiking trails or fishing
- 5 miles to downtown Healdsburg with world class wineries and culinary cuisine, art galleries, museums, walking and hiking trails and shopping.
- For guests with mobility issues, there is a wheelchair, walker and toilet safety rail available for you to use.
- For families with young children, we have a pack n' play, highchair, baby changing pad, baby bath tub, and children's plates, bowls, cups and utensils.

Amenities at 5bd/4ba w/ Poolside Guest House - near Healdsburg

Pets allowed

Family friendly

Map of Windsor, CA

city location on map

Nearby attractions

Armstrong Redwoods State Natural Reserve

Goat Rock State Beach - Sonoma Coast State Park

Trione-Annadel State Park

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

$$$$

Top rated by guests

10.0Outstanding

(40 Ratings)

"Plenty of room for the 6 of us. More would still have been comfortable. Loved the location!"

Pamela H.

Don't miss out! Price and availability may change

$$$$

10.0 / 10.0

Outstanding(40 Ratings)

House in Windsor, CA

8 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating

High-end valueWell priced for this area

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

Map of Windsor, CA

city location on map

Nearby attractions

Armstrong Redwoods State Natural Reserve

Goat Rock State Beach - Sonoma Coast State Park

Trione-Annadel State Park

About this house rental

Escape to wine country, just 5 minutes to Healdsburg! This fully furnished 5 bedroom, 4 bathroom single level home is centrally located in Windsor on a peaceful, oversized lot. The spacious, open floor plan includes an updated kitchen, dining table for 8 and opens to a serene backyard with a Pool/Spa and mature Oak Trees. The well-designed floor plan also includes a detached poolside guest house (perfect for extended family), office, and laundry room. 2 car garage and circular driveway provide ample off-street parking.

The space
- Plenty of storage is available in 2 hallway closets, large walk-in closet (primary), walk-in closet (guest house) and guestroom closets.
- Private Pool + Spa (Pool heating optional for an additional fee).
- Sonoma County Airport is just 5 miles away
- Less than a mile to Windsor Town Green with Summer Concert series, weekly Farmers market and Thursday Live Concerts
- Less than a mile to Oliver's Market
- 2 miles to Foothill Regional Park for hundreds of acres of hiking trails or fishing
- 5 miles to downtown Healdsburg with world class wineries and culinary cuisine, art galleries, museums, walking and hiking trails and shopping.
- For guests with mobility issues, there is a wheelchair, walker and toilet safety rail available for you to use.
- For families with young children, we have a pack n' play, highchair, baby changing pad, baby bath tub, and children's plates, bowls, cups and utensils.

Amenities

Pets allowed

Family friendly

Things to know

Additional fees to expect

Cleaning & other feesWe include all stay related fees in the Cleaning Fee line, which may include cleaning, property manager, resort, tourism and other stay related fees. All Vrbo properties are professionally cleaned after each stay.

Booking feeNo booking fees, easy credit card payments.

Service feeThis helps Vrbo provide a safer and more secure booking experience.

TaxesTaxes on accommodation such as Occupancy Tax, VAT, or GST. May also include tourism fees.

Customer support

Customer support is handled by our partner Vrbo

Ratings and reviews

10.0 / 10.0

Outstanding(40 Ratings)

10.0 / 10.0

Plenty of room for the 6 of us. More would still have been comfortable. Loved the location!

10.0 / 10.0

The home was so comfortable and beautiful. The backyard pool and hot tub was perfect! We did not want to leave! We loved the whole home and can’t wait to go back again.

10.0 / 10.0

House is very nice and clean and had everything we needed. Beds were super comfortable. Communication with the property manager was seamless. House is close to downtown Healdsburg and many great wineries. Would definitely stay here again.

10.0 / 10.0

This was the perfect property for our party of 10 for a recent wedding. The house was clean, spacious, and exactly as described. Jeff and Sarah were very responsive and flexible to accommodate our earlier than expected arrival. I would absolutely return and recommend to anyone traveling with a big group.

10.0 / 10.0

House was large and had plenty of rooms and bathrooms for our family. The guest house was nice but definitely separated from main house. The least favorite area was the guest bedroom area that you had to enter through the garage. The house was clean with exception of bedroom off of garage and outdoor area - lots of spider webs. The hosts were friendly and attentive.

10.0 / 10.0

We had a great experience at the Oak House. Great communication from the hosts, comfortable and spacious home for our group of 6 adults and 6 children. The pool/spa was perfect for the kids and adults. We would definitely stay here again!

10.0 / 10.0

This was a perfect place for me and my friends to spend my 60th Birthday!! Close enough to tube down the Russian River, plenty of room for the 10 of us with a great open floor plan for lots of festivities! We also enjoyed hanging out in the backyard lounging by the pool and relaxing in the hot tub! If you’re looking for a luxurious vacation with a big group, I would highly recommend this place!

10.0 / 10.0

I love this property and would definitely come back. It is worth noting that there is not air conditioning in the pool house which 99% of the time wouldn't be an issue, but the first two days we were there it was unusually hot and hard to sleep for the first few hours. I reached out prior to booking and was told that the pool house had a split mini unit. It does, but it doesn't work. Other than that, the pool house is a wonderful space for those of us who need alone time. The pool and hot tub are awesome, the living space is large and open, and the neighborhood is walkable to restaurants, a grocery store, and Starbucks.

10.0 / 10.0

Very comfortable home. Nice, big living room with great light. The pool and hot tub are excellent. The bedrooms are spacious and the beds are comfy.

10.0 / 10.0

We celebrated a friend's birthday in Napa. The house was perfect for our group! We went wine tasting in the morning, escaped the extreme afternoon heat in the pool, and enjoyed a 4th of July BBQ at night! We look forward to returning for another stay!

10.0 / 10.0

We loved every feature of this elegant home. It was perfect for our family. The beds were so comfortable! The towels and linens were good quality. The house was VERY clean. The garden was just beautiful and well kept and we loved the pool. Sarah and Jeff are fantastic hosts and communicated with us quickly. Perfect location too! We will definitely be returning to this gem.

10.0 / 10.0

This home is spacious, well-appointed, warm, and a perfect location! We were a family of 10: 2 grandparents, 2 married children, and 4 grandchildren. Sarah and Jeff have thought of everything that a family might need for an easy and delightful stay! The beds are extremely comfortable and the home offers lots of privacy in addition to a large area for family dining. The pool is an added plus! Our grandchildren loved swimming at the end of an active day. The area is perfect for families: near Santa Rosa children’s museum, Safari West, bowling, and more. I highly recommend staying at this Windsor, CA VRBO!!

10.0 / 10.0

We picked this place to stay when a few friends were in town for a weekend. Plenty of room for everyone, close to wineries, and a beautiful place to hang out in while we recovered!

10.0 / 10.0

Great place - highly recommend it especially for a larger group. Host were fantastic and very responsive

10.0 / 10.0

Stayed here with multiple family members for a bike ride and wine touring. The house was in a great location, lots of room for everyone, and very comfortable. Thank you for a great stay.

10.0 / 10.0

Wonderful property, owners and great location!

10.0 / 10.0

Super close to healdsburg. The host reaches out to you with instructions and is very helpful. Would stay again!

10.0 / 10.0

We had 5 couples staying in the house that had plenty of room to accommodate us all. Very clean and a fabulous location to wine tasting within the area. The owner was a very good communicator and we had no problems with the house. Plenty of parking areas, large kitchen and great backyard. Would definitely come back to this property.

10.0 / 10.0

This home is spacious even better than pictured. The location couldn’t have been better. We had a work team meeting, it was perfect for gathering around the great room and kitchen has everything you need. We all had privacy with the spacious living space. The backyard is perfect. We are looking forward to staying here again.

10.0 / 10.0

Ideal property and location for friends gathering. Sonoma valley corridor and short drive from coastal shores. Property comfortably accommodated 3 couples with rooms to spare, large kitchen and seating, and beautiful private yard. This property is a great find and one to keep on the list for a return stay.

10.0 / 10.0

This delightful spot was just what we needed to gather with 6 long-time girlfriends to explore the Healdsburg/Windsor area. Hosts were very responsive. The house & yard were lovely and well maintained.

10.0 / 10.0

Highly recommend this beautiful, well furnished clean, home with private yard yet close to town, country and vineyards. Would love to stay here again. Very helpful and caring owners!

10.0 / 10.0

We had an excellent stay at the Heritage Oak House ! It suited my family beautifully, lots of room, comfortable seating, big kitchen, and of course the pool and spa. Although the house is in a neighborhood, it’s a big yard, and you don’t feel intrusive to the neighbors. Location near market and stores is very convenient. Pristine clean, comfortable bedding, and well maintained. We will stay here again!

10.0 / 10.0

This home fit all our needs and was perfect for our work retreat. The home was clean and well furnished. Communication was great with the property manager, they responded very promptly to any questions and were understanding when we had to return later with the key. Thank you for a good experience.

10.0 / 10.0

We rented this home for my 40th birthday- it was 5 couples. We each had a comfortable room and lots of great space for cooking, eating and lounging. It’s a great house for a big group! The pool and jacuzzi were very clean and the lot was well maintained. The big oak trees in the backyard are beautiful! I have stayed at many VRBO places and this one was the most accommodating, allowing for an early checkin in, among other small requests. They answered me promptly and professionally. It’s in a great neighborhood and so close to nearby towns- Healdsburg, Santa Rosa and 25-30 min from Calistoga and St. Helena. We would absolutely stay again!

10.0 / 10.0

We had a group of 10 (5 couples) and everything was great. House and property were great. Even walked the neighborhood early in the morning as was a safe area. Would definitely stay again.

10.0 / 10.0

We were able to make great memories with the pool, spa, bbq and the rest of the amenities of this beautiful property. We took a day trip to Lake Sonoma, biked roads nearby, visited the Russian River brewery among other attractions. Our contact person to this home was so kind, responsive, and exceeded our every expectation. Our family had the best time and we can’t wait to return again to this home and make more memories. My entire family loves this home!

10.0 / 10.0

That house overall was fabulous for our group of 10 and having the pool house was wonderful although it would’ve been helpful if I had air conditioning because it was we were there two days where it was over 100°, so it was kind of tough even with the windows open to cool it all down. The kitchen had tons of amenities, which we liked. However, we also would have liked to have had some cling wrap/aluminum foil, napkins, and ziplock bags. In the end, we had a wonderful time. It was great at the little ones went to bed that the adults could sit around the pool in the pool in the hot tub in and enjoy that time as well as being at the table outside when it was cooler to play games of the house was so spacious we weren’t bumping into each other which was fabulous so thank you very much for a wonderful experience.

10.0 / 10.0

This place was perfect for our large family. More than enough room for the 8 of us! Love the location and will definitely be staying here again.

10.0 / 10.0

Exceptionally clean, well maintained, spacious, a haven away from home, majestic oak trees, beautifully landscaped, elegant interior design, refreshing pool, quiet neighborhood, convenient to community’s amenities, our new preferred destination when traveling to Sonoma County.

10.0 / 10.0

We loved our stay at the Oak House. The house is spacious, well stocked and beautiful. Plenty of space for us to be together and to have quiet time when needed. The backyard was exactly what we were looking for. We played badminton, croquet, and laser tag on the lawn but the biggest draw was the pool. Could hardly get the grandchildren out of it! Pool is large. A nice depth with good shallow end for younger kids. The hosts, Jeff and Sarah, were attentive and responded promptly when I contacted them. They clearly wanted us to enjoy our time at the house. I am very grateful to them for raising pool temperature on a cooler day so my grandchildren could swim. The house is easy to find, in a peaceful neighborhood but also close to everything you need. Shopping and lovely downtown Windsor are about five minutes(maybe less) from house. Kitchen/house well stocked with everything we needed. Comfortable beds with awesome bedding. I highly recommend this house for family/friends to spend quality time together.

10.0 / 10.0

Awesome location and property for a group. We were very happy and the property managers were very responsive.

10.0 / 10.0

There were six women in this 5 bedroom home for an 80th birthday celebration and it really was perfect. Bedrooms and bathrooms updated and lovely, living room spacious and accommodating, kitchen clean and updated. Wish it had been warm enough for the pool, next visit will be when weather is warmer. Thanks for giving us all great memories........

10.0 / 10.0

Great quiet neighborhood location, bright and airy large home with nice yard, pool and hot tub! Highly recommended.

10.0 / 10.0

This house was perfect for our wine weekend getaway. It had plenty of space for everyone and was in a great location. The living spaces are open and there was seating for everyone at the table. We loved the decor. We also enjoyed the heated spa each night, which was a nice nightcap after wine tasting. Overall, would recommend for a large group and hope to be back!

10.0 / 10.0

Clean and spacious, accommodated 10 people easily, nice backyard and quiet neighborhood. Would return to this house if situation presents itself.

10.0 / 10.0

My extended family and I had a great time at this gorgeous home. It had everything we needed and was beautifully decorated. The hot tub was easy to use, and the beds were comfortable. Jeff and Sarah were very responsive, kind, and generous. We really couldn't have asked for more. Super kid friendly, and impressively quiet. We will be very happy to stay there again.

10.0 / 10.0

Great property to rent for our extended family of 10. Perfectly located, about 8 minutes to Healdsburg, 2 minutes to downtown Windsor, 45 minutes to Bodega Bay. Great open floor plan, perfect for families. Lots of bedrooms, pool house was perfect for the kids to disappear to. Great communication with super responsive owners. They were even kind enough to heat up the spa remotely while we drove back from a Bodega Bay hike so the kids could get in straight away when we got home. Kitchen perfectly appointed. Just a perfect 2 night stay, much thanks!

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