Villa vacation rentals in Healdsburg

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Top-rated villa rentals in Healdsburg

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Guest favorite

Villa in Novato

4.91 out of 5 average rating, 234 reviews

The Blue Heron

Amazing creekside listing in vacation-ready Bel Marin Keys! Completely remodeled villa featuring stunning open space views! Come experience our beautiful sunrises and sunsets in a private and comfortable location for your family/group! Spacious Mediterranean interior with beautiful bamboo floors and stainless steel appliances! Kayak off your own private dock and explore the Novato Creek to the San Pablo Bay! Bird watch and spot a blue heron! Enjoy your hot tub on the deck! Coffee pods included!

Guest favorite

Villa in Sonoma

4.98 out of 5 average rating, 183 reviews

Twin Oaks • Pool, Garden, Terrace, Bocce & Hot tub

3-BR/2-BA Main house + Private Cottage with Bathroom Spanish style home located on a quiet lane surrounded by rolling hills of vines. The inside features an open floor plan with gourmet and fully equipped kitchen, living room, TV Room, spacious bedrooms, hardwood floors and designer furniture. The outside area has a covered terrace ideal for dining and lounging. Expansive garden with many trees and a pool under majestic oaks. Minutes (by car) from Sonoma, Glen Ellen, Restaurants and vineyards.

Guest favorite

Villa in Santa Rosa

5.0 out of 5 average rating, 36 reviews

Modern Farmhouse Villa with Captivating Views

Newly renovated modern farmhouse villa on 11 acres of private property. With expansive decks surrounding the house, you can view both sunsets and sunrises while enjoying serene unobstructed views of Mount Helena. Perfectly situated between cities of Calistoga (15 mins away), Healdsburg (20 mins away), and surrounded by wineries, this is the perfect place for you and your friends/families to decompress. Brimming with natural light and 360 degree views, this cheerful home will leave you in awe!

Guest favorite

Villa in Santa Rosa

4.96 out of 5 average rating, 68 reviews

Private 1+ acre, Bocce, New Heated Pool & Hot Tub

With over 1 acre of flat wooded land, this private gated country estate is still just a few minutes from conveniences like Whole Foods and Safeway. And with a full-size bocce court, pool table, and dining pavilion, you might not want to leave. Our new saltwater pool and spa are gas-heated to be comfortable all year, at no extra charge. A rock river and pool waterfall add to the sound of rushing water. The house is a few minutes from downtown, and within 20 minutes of the highlights of Sonoma.

Guest favorite

Villa in Napa

4.95 out of 5 average rating, 107 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Superhost

Villa in Lagunitas

4.95 out of 5 average rating, 200 reviews

Idyllic NatureEstate:Pool,Jacuzi,PuttGreen,Gardens

Mountaintop gated 1 acre nature estate, serene, private, 2300 sq' home; 2500 sq' expansive decks & patios. Solar heated swimming pool. Sun! Enormous forest views. 4BD,3 BA; (4th BD is large family room w/ exc American Leather queen sofabed, twin bed, pool table). Living room fireplace; high speed wi-fi; 65"tv; prem cable pkg. Jacuzzi ($150 min. charge), WeberBBQ & outdoor sink. Putting green. Huge garden, patios, carpeted child's play area. Parties or events not allowed during Covid.

Guest favorite

Villa in Jenner

4.97 out of 5 average rating, 140 reviews

Villa Vista, The Absolute Jewel of Jenner

A tri-level apartment with stunning water views from each floor. A private deck off the master bedroom overlooking the Russian River and the Pacific OceanBreathtaking views of the Russian River & the Pacific from this private suite. A short stroll down the hill brings you to kayak rentals & Cafe Aquatica for best coffee, sandwiches, pastries, & live music on the weekends. A short stroll uphill brings you to the Jenner Headlands gate which you can enter with our proprietary code.

Superhost

Villa in Cazadero

4.95 out of 5 average rating, 210 reviews

Luxury in Redwoods w/ Hot Tub and Fire Pit

Elements is a sophisticated estate compound set on landscaped acres, hidden amongst redwood groves. Your friends & family will find privacy and seclusion while being close to all that wine country has to offer. A variety of unique amenities will make your stay unforgettable: a jetted hot tub in a circle of redwoods, several decks & lounge areas, a yoga/exercise studio, an outdoor shower, a board game collection, fast internet and 150+ channels of sports/movies

Superhost

Villa in Healdsburg

4.94 out of 5 average rating, 118 reviews

Hilltop Vista Villa

Set on an Acre by Fitch Mountain Park and Open Space Preserve, Hilltop Vista Villa offers a quiet private setting, spectacular views of world class vineyards, private access to hiking trails and proximity to the Russian River beach. This inviting single level retreat has an open floor plan with lots of sunshine. The open kitchen features stainless steel appliances, custom cabinetry, and a granite topped island. The Master Suite includes a custom soaking tub.

Superhost

Villa in Sebastopol

4.96 out of 5 average rating, 67 reviews

Green Valley Retreat - Luxury Home in Wine Country

Green Valley Retreat is a wine county gem near renowned restaurants and wineries. You can pick fresh produce from the massive guest garden and orchard and then enjoy it inside or out. The large back deck has an in-line gas BBQ and guests love cooking outside. The backyard contains a meadow of native bunch grasses along with a stand of redwood trees, oodles of flowers and one of our favorite built-in propane fire pits. BYOM (Bring Your Own Marshmallows).

Superhost

Villa in San Rafael

4.91 out of 5 average rating, 231 reviews

Tranquil Waterfront Retreat Haven

Explore profound relaxation or supercharged team building relaxation at this 4 bedroom haven with an authentic Finnish sauna with canal views, jacuzzi consciousness, paddle board, a kayak, and replete comfy zones to lazily exchange conversation. The tranquility of the canal will replace all Debbie downer thoughts with a symphony of luminous relaxation, bound to bedazzle wary minds and hearts. Guests will have the full first floor of the house.

Guest favorite

Villa in Santa Rosa

4.91 out of 5 average rating, 75 reviews

Spacious wine country villa with pool

Relax with your whole family in this spacious Sonoma wine country villa, with beautiful greenery all around, scenic vistas, and easy short drives from great family-friendly wineries, hiking trails and conveniences. No matter your preference - either a relaxed stay far away from civilization, or a roomy place for family get-togethers, this place has it all. Pool is heated from June - September only. TOT #3719N