Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.
About this house rental
***FOR MORE THAN 4 GUESTS, WE CHARGE $75/night FOR EACH ADDITIONAL GUEST.*** Nestled on 5+ acres at the end of a secluded country lane and shaded by a canopy of majestic oaks, Oak Leaf Retreat is a stunning, 3300 sq. ft., 2-story, luxury 4 bedroom, 3 1/2 bath custom home with a wrap around porch, abundant spectacular features, and gorgeous amenities. This elegant country Retreat offers the best of the two worlds of country and town, where you can enjoy the peace and serenity of a pastoral and vineyard setting that is only a 10 minute drive to the town square of charming and historic Healdsburg, the ‘crown jewel’ of Sonoma County’s Wine Country. Oak Leaf Retreat is located near over 100 wineries in the Dry Creek Valley, Alexander Valley and Russian River Valley appellations. Naturally, there are dozens of fine restaurants within 15 minutes of Oak Leaf Retreat. This special home, in the ‘Tuscany’ of Northern California, has a fabulous gourmet kitchen, the heart of this very special retreat. The main level entry hall leads you to the expansive well-equipped kitchen, on your left, which opens to the dining and living areas, all with high ceilings, custom lighting, abundant windows and doors opening to the 3-sided porch and back patio, and the well designed flowing floor plan makes for nearly effortless transitions from room to room. With everything your ‘chef’ will want or need, this kitchen is truly heavenly and includes abundant custom lighting, marvelous maple cabinets, a large island with a 5-burner gas cook top and prep sink, appliances including a built-in oven, stainless steel fridge-over-freezer, dishwasher, microwave, and a large stainless steel sink. The lovely dining area conveniently awaits service of your culinary delights, just adjacent to the kitchen, with a rustic dining table, 8 high backed chairs and windows all around to let the splendor of nature ‘join’ you as you enjoy sipping, supping, and good conversation. From the kitchen/dining area, you can ‘flow’ into the large living and entertaining room with plenty of comfy seating for all including a large and small sofas, 2 leather chairs, and an ottoman. The Retreat’s main level is completed with 2 lovely bedrooms with full baths and a convenient laundry room. Situated to the left and right of the entry, the bedroom suites are on opposite sides allowing for maximum privacy. The bedroom suite on the left has a comfy Queen bed, a full glass door to the side porch, and the private en-suite bath is well-appointed with a shower over tub and pedestal sink. Also, WiFi delivers high-speed internet connection that reaches throughout the Retreat and outdoors. On the right front side of the home, ‘lives’ the second bedroom suite with a King bed, peaceful décor, and full glass door, leading to the back deck and spa. A well appointed second en-suite bathroom features a huge walk-in, fully tiled shower with 2 showering stations with wands and a teak ‘in shower’ bench. Additionally, there is a private water closet, vanity, small dresser, and mirrored wall which completes this roomy and efficient ‘getting ready’ station. Finally, on the main level you'll find an additional half bath and a laundry with large washer and dryer, sink, and another full glass door to the side porch. But wait! Climb the staircase to the upper level of this very special home to the expansive 1400+ sq. ft. multi-use Great Room suite. A private family retreat unto itself, this beautiful space creates a relaxing environment full of amenities and opportunities for play, watching TV or a movie, or a rejuvenating, restful sleep. Enter the upstairs expansive living entertainment area with sofa and loveseat and a 72” HD TV with DVD player. One bedroom has a King bed and the other bedroom a Queen bed. There are also a desk/work station and a wet bar. Spa inspired, the suite's bathroom is grand, and features a private bath and shower room that includes a jetted Jacuzzi soaking tub and a large free standing shower with wand. Also, adjoining is a private water closet, and a private vanity with mirrored wall. Considering the splendor of it all and spectacular and abundant amenities and features of this magnificent Retreat, you may never want to leave and may have to be ‘pried’ out to enjoy the beauty of Mother Nature and the many adventures to be enjoyed in Healdsburg, Windsor and the surrounding areas. The outdoor features of the Retreat include a 3-sided wrap-around porch, back deck with 2 tables with umbrellas and chairs for 8, a 6-person hydrotherapy spa, a gas grill for your BBQing pleasure, the shaded canopy of 100 year old oaks, and the glorious sunsets over the vineyard. Finally, there is a covered grape arbor with a round table and 8 chairs for outdoor dining. During the early morning hours of the ballooning season, you may also enjoy balloons overhead and, if you listen carefully, you'll hear distant conversations from above.
Amenities
Air conditioner
Pets allowed
Kitchen / Kitchenette
Internet / Wifi
Parking
Laundry
Balcony / Patio
Dishwasher
Hot Tub / Spa
TV
Wheelchair accessible
Garden
Family friendly
Map of Windsor, CA
House in Windsor, CA
Reasons to book
People love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for pets
$$$$
Reviews
5.0/5.0
Outstanding(99 Reviews)
10.0
We had a fantastic stay here with our two daughters and grandparents. It’s a very comfortable spot in a beautiful setting close to the sweet city of Healdsburg. Highly recommend for families. Thank you!
5.0
My daughter, son, and his wife and I stayed for 8 days and we had the most amazing stay. Waking up each morning to the views out the window was delightful. The sunsets were spectacular. I didn't know it would be so beautiful everywhere I looked.
From the meals we cooked in the beautiful kitchen, to the adventures to the coast, the redwoods, and local hikes, to the hot tub, to walks in the neighborhood, we had the most wonderful time.
Andrew was super responsive and concerned when we had a glitch. He and Bonnie recommended the most delicious restaurants.
If you are looking for a beautiful adventure and comfortable time with friends and family, this is the place.
5.0
The kitchen had everything we needed the house was clean, spacious and the beds were comfortable. The wrap around patio and views from the kitchen and living room are lovely. It was quiet and peaceful. Check in was easy and my few questions were answered promptly. We would definitely stay again. We did wish there had been a TV downstairs.
5.0
This property was excellent for us. As a party of 6, we wanted a comfortable gathering place for all of us, enough space to spread out, and a kitchen designed for people who enjoy cooking. It is well located just outside of Windsor, and we were delighted to find such a well provisioned home that exceeded our expectations. Thank you for sharing your home.
5.0
We LOVED this stay. It immersed us in the Sonoma County countryside, surrounded with vineyards and live oak trees. The huge, well-laid out home had everything we might need for a stay. And then, magically, we could drive 4 minutes and be in the village of Windsor to shop at an outstanding grocery store (Oliver's), or eat at dozens of restaurants. Five minutes further away was Healdsburg, the cosmic center of Sonoma County wine life. The owners, Andrew and Bonnie, are gems. Everything was totally terrific, delightfully beyond expectations. Highly recommended!!! We'll be back.
5.0
Andrew's VRBO was a very pleasant stay! Absolutely gorgeous house located in the heart of Sonoma County wine country! The space was easy to access, comfortable, clean, perfect for families, the view of the vineyard was beautiful. We spent each morning enjoying breakfast outside and a sunset dinner! The area was peaceful and private. Much appreciation for the large kitchen! Will definitely come back for our wine getaways! Thank you for accommodating us.
5.0
Excellent
5.0
The house was everything we needed and more. The kitchen was fully equipped and we enjoyed the hot tub every night. The gardens were beautiful and you can't beat the vineyard view. Would definitely visit again!
5.0
This house is spacious and well-appointed. The kitchen has everything you need. We will be back at some point.
5.0
The house and amenities were perfect for our group of 4. We loved it so much we already booked again for next year!
5.0
The house was spacious, beautiful, nicely decorated, comfortable, and overlooking the vineyards from the porch was surreal. You have all the amenities you need for a wonderful stay.
5.0
The location in Windsor is top notch with vineyards all around, a wonderful pergola, and lots of quiet time to reflect. We loved being so close to Healdsburg too!! A couple of suggestions would be to change the carpeting to wood flooring and get a new bed in the master, but overall I’d give this property 5 stars. Andrew was great and very responsive.
5.0
Comfortable places to lounge and chat. We had a great time! So close to Healdsburg and wineries. Windsor has some nice restaurants very close to the property.
5.0
The best VRBO I’ve ever stayed at. Every bedroom has a bathroom and a wonderfully calming and magical view. The acoustics of the house are such that you can’t hear anything between floors so the youngsters can be as noisy as they want while othered sleep soundly. The wrap around porch, barbecue, hot tub, and starry nights top this off as the perfect getaway.
5.0
Great location, plenty of space, with all of the little details (ie. soaps, towels, kitchen utensils, spices, etc) that make for an easy, stress-free stay. Would definitely stay there again!
5.0
This Windsor home is spacious, nicely decorated and equipped with most everything a family requires. We had 7 adults and 1 toddler. There is plenty of room to enjoy being together as well as room for separate activities. The large lawn is a great play area. We enjoyed the location on the outskirts of Windsor as it was more rural and lovely - yet close to town and wineries. The owner, Andrew, was very responsive to my questions before and during the stay. In fairness, there was 1 or 2 things that needed attention but nothing we could not work around. We would definitely stay here again.
5.0
We had a nice time staying at Oak Leaf Retreat. The kitchen has anything you could possibly need and the bedrooms are spacious. We stayed here for a ladies trip and it was a great base for wine tasting as well as going to Healdsburg for dinner. The backyard was very peaceful to just sit outside and drink wine. There was a family of quails that would spend time in the yard in the morning that was fun to watch. We would definitely stay here again.
5.0
Look no further for an immersive wine country stay. Saunter across the lawn, open the gate, and walk amongst the vines. Stock up on the delicious offerings at Oliver's grocery store in Windsor. Short drive into Healdsburg for fabulous food and shopping. So many wineries close by you can taste to your heart's content.
But the best part of your stay could be hanging at the house and enjoying its many spaces in which to gather. Fantastic all around. I'll be back! Thank you Andrew and Bonnie for sharing your special place.
5.0
Beautiful property with all the comforts of home. Beware Waze takes you the wrong way to the house, use another mapping app.
5.0
Our stay was lovely. The property was stunning and check in was easy. Thank you!!
5.0
This was exactly what our family needed for our visit to Wine Country. Kitchen was well equipped, the bedding was like sleeping in a cloud. The outdoor space was stunning, bring your suits and enjoy the hot tub while star gazing. The hosts were always communicating with us and made sure we were comfortable in their home. So many memories were made during our short visit and we already want to stay there next time we come to Sonoma.
5.0
Beautiful home for a girls trip to wine country! Quiet and serene. Lovely property!
5.0
The house was beautiful and comfortable. We had a great time hanging outside. The house is well stocked. It’s close to many winerys and other activities and while feeling rural it is also a convenient location.
4.0
It was great staying here. It was very quiet and nice. A little concerned that we were going to be too loud since the property manager lives very close to the house and gave me a feeling that we were being watch. Other than that it was good. Nice place.
5.0
Easy, easy booking. Great location just outside town. Great views, porch was perfect for morning coffee. House has all that you need and then some.
5.0
Wonderful location, despite the rain. Beautiful kitchen, amazing hosts and space.
5.0
House was conveniently located with short trips for meals and wine tasting. Very comfortable home with beautiful views. Very quiet as well. Would stay there again!
4.0
What a beautiful property!! Would Definitely stay again! Exactly what we were looking for and it did not disappoint!
5.0
Beautifully equipped and decorated. A wonderful place for a family reunion.
5.0
Wonderful weekend
We were four couples in the area for a wedding, and had a wonderful time at this beautiful house. The setting is lovely, with a huge lawn surrounded by vineyards. The house was comfortable and clean, and had everything we could ask for. Perfect for a family and/or friends weekend in the wine country.
Andrew was very accommodating, letting us check in early so we could make the most of our time there.
We would love to return to this house!
5.0
Great property and location. If you are looking for a wine country feel this is the place for you!
5.0
Wine country gem
Great property and location. If you are looking for a wine country feel this is the place for you!
5.0
Quiet, spacious and convenient location!
We really recently stayed in this spacious home just south of Healdsburg and north of Santa Rosa. We were three couples and one of the husbands competed in the Iron Man triathlon in the area. The location was perfect for us and there was more than enough room. The house next-door had the cutest goats and another nearby house we looked upon had horses and rolling hills. We cooked in the wonderful kitchen several times and it was well stocked with everything we needed.
5.0
Great home base for a family and friends wine country experience!
Photos are accurate. Very private setting on three sides of the property.
5.0
Great location!
There are so many wonderful places in Sonoma and Napa that are about an hour's drive from this house. It also turned out to be a great location for our bicycling group. Great wines, cheese, restaurants, beer, scenery, - it's all here. And Andrew McGuire is a wonderful host.
5.0
Perfect for a wonderful weekend
Thank you Andrew for providing a beautiful clean house, exactly as described on VRBO. We all had a wonderful time. Fabulous views, nice walks and of course, wine tasting close by. Everything we needed was easy to find and easy to get to. We loved our stay in your inviting home. Wonderful host!
5.0
Perfect Weekend Getaway
Situated in a beautiful country setting, this home was clean and spacious. Well-stocked kitchen, nice linens, and comfortable beds. We especially enjoyed morning coffee and sunsets on the back deck. Andrew was great to work with. I would definitely come back again!
5.0
Gorgeous place!
The place was amazing! So quiet and plenty of beautiful sites to enjoy!
5.0
Great fun for a group of 8
The house had everything we needed for a fun weekend. Its 10 mins from town, the setting is beautiful, and the house is spacious. Loved the large kitchen table to play games on. We cooked dinner both nights. Everything worked and the kitchen is fully stocked. The hot tub was great but the deck was slippery (it was raining all weekend but it needs an outdoor no slip rug or something). Also, the carpet downstairs is a little worn but we didn't care. Andrew is a very accommodating host. We had a great weekend.
5.0
Comfortable house in a gorgeous spot.
Andrew took good care of us. Great getaway
FAQs
How much does this house cost compared to others in Windsor?
The average price for a rental in Windsor is $253 per night. This rental is $342 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.
Is Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful. 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 Oak Leaf Retreat - 5 Acres, Spa & Vineyards! Peaceful.?
We found 13 amenities for this rental. This includes air conditioner, pets allowed, kitchen / kitchenette, internet / wifi, and parking.
Windsor travel inspiration
Read our blogGuides
Ski Trip Packing List: What to Bring Skiing or Snowboarding
Trends
VacationRenter Holiday Travel Trends 2023
Featured Rentals
Architectural Vacation Rentals: Experience the Beauty of Unique Properties
Featured Rentals
Sustainable and Eco-Friendly Vacation Rentals Around the World
Featured Rentals
Our Favorite Vacation Rentals With Unique Experiences
Featured Rentals
Amazing Cabin Rentals Across the Globe
Featured Rentals
Have You Ever Wanted to Stay in a Dome Rental? Now You Can
Featured Rentals
Jaw Dropping Treehouse Rentals All Over the World
Keep exploring
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals