4bd/3ba w/ Poolside Guest House - near Healdsburg

5.0

Outstanding(38 Reviews)

House in Windsor, CA

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsGarden, Pool, Pets allowed and more

About this house rental

Escape to wine country, just 5 minutes to Healdsburg! This fully furnished 4 bedroom, 3 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.

*There is an additional 1BD/1BA Studio off the garage that is rented out separately. It has its own private entrance and no shared space with the main house. Please reach out if you would like pricing.

Amenities

Pool

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Fireplace

Parking

Laundry

Balcony or Patio

Dishwasher

Hot tub or spa

Wheelchair accessible

Garden

Family friendly

Map of Windsor, CA

Nearby attractions

Armstrong Redwoods State Natural Reserve

16.2 mi

Howarth Park

17.5 mi

Goat Rock State Beach - Sonoma Coast State Park

29.4 mi

Trione-Annadel State Park

21.3 mi

4bd/3ba w/ Poolside Guest House - near Healdsburg

5.0

Outstanding(38 Reviews)

House in Windsor, CA

8 guests · 4 bedrooms · 3 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsGarden, Pool, Pets allowed and more

About this house rental

Amenities

Pool

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Fireplace

Parking

Laundry

Balcony or Patio

Dishwasher

Hot tub or spa

Wheelchair accessible

Garden

Family friendly

Map of Windsor, CA

Nearby attractions

Armstrong Redwoods State Natural Reserve

16.2 mi

Howarth Park

17.5 mi

Goat Rock State Beach - Sonoma Coast State Park

29.4 mi

Trione-Annadel State Park

21.3 mi

Reviews

5.0

Outstanding(38 Reviews)

5.0

Aug 2024

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.

5.0

Jul 2024

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!

5.0

Jul 2024

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.

5.0

May 2024

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!!

5.0

May 2024

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!

5.0

Apr 2024

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

5.0

Apr 2024

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.

5.0

Apr 2024

Wonderful property, owners and great location!

5.0

Mar 2024

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

5.0

Mar 2024

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.

5.0

Jan 2024

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.

5.0

Nov 2023

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.

5.0

Nov 2023

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.

5.0

Oct 2023

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!

5.0

Oct 2023

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!

5.0

Oct 2023

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.

5.0

Sep 2023

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!

5.0

Sep 2023

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.

5.0

Aug 2023

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!

5.0

Jul 2023

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.

5.0

Jul 2023

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.

5.0

Jul 2023

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.

5.0

Jun 2023

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.

5.0

Apr 2023

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

5.0

Apr 2023

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........

5.0

Mar 2023

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

5.0

Mar 2023

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!

5.0

Mar 2023

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

5.0

Jan 2023

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.

5.0

Dec 2022

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!

FAQs

How much does this house cost compared to others in Windsor?

The average price for a rental in Windsor is R 5,488 per night. This rental is R 2,880 less expensive than the average.

Is parking included with this house?

Yes, parking is listed as an amenity at 4bd/3ba w/ Poolside Guest House - near Healdsburg. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at 4bd/3ba w/ Poolside Guest House - near Healdsburg. Enjoy the water!

Is 4bd/3ba w/ Poolside Guest House - near Healdsburg pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at 4bd/3ba w/ Poolside Guest House - near Healdsburg?

We found 15 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.

Explore similar vacation rentals in Windsor

Explore all rentals in Windsor

4.1

Excellent(141 Reviews)

Holiday Inn Windsor - Wine Country, an IHG Hotel

Hotel

in Windsor

3star

1 king bed

Kitchen or Kitchenette · Air conditioner · Internet / Wifi

The best choice in Windsor for Hotel, for R 1,959 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

RRRR

4bd/3ba w/ Poolside Guest House - near Healdsburg

House in Windsor, CA

Reasons to book

About this house rental

Amenities

Map of Windsor, CA

Nearby attractions

4bd/3ba w/ Poolside Guest House - near Healdsburg

House in Windsor, CA

Reasons to book

About this house rental

Amenities

Map of Windsor, CA

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Windsor?

Is parking included with this house?

Is there a pool at this house?

Is 4bd/3ba w/ Poolside Guest House - near Healdsburg pet friendly?

What amenities are available at 4bd/3ba w/ Poolside Guest House - near Healdsburg?

Explore similar vacation rentals in Windsor

Windsor travel inspiration

Related vacation destinations