Cottages in Healdsburg
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92 rentals in Healdsburg.
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Cabin In An Old Vine Zinfandel Vineyard. Dry Creek Valley. Five Miles To Plaza.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Healdsburg - Chalk Hill Wine Country Cottage
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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4 BR/4 BA Vineyard Retreat - Solar Heated Pool, Spa, Views
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Wooded Restful Retreat, with broad scenic views, outdoor dining
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hilltop Hideaway: Bright, Fresh, Modern, Views And Only 2 Miles To Plaza
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Healdsburg River Front Oasis Retreat.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Secluded Valley Retreat
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Yea, The Outdoor Kitchen is a Little Crazy (and pool, hot tub, firepit & views)
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Dry Creek Farm--Vineyard, Pool and Spa with Stunning View, Dog friendly
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Healdsburg Cottage Walk to the Plaza, Workspace
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tanda Tula, Wine Country Sanctuary
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Superb Healdsburg Location, Spectacular Views, Minutes to Town
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Beautiful Studio Getaway in the Heart of Wine Country
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Healdsburg Bliss House-Sonoma Wine Country Sweeping Panoramic Vineyard Views
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Casa Chiquita - 3 Bedroom, 3 bath newly remodeled home with spa and pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Modern, newly built 5 BR home with beautiful views and 50 acres of privacy
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Dry Creek Cottage - Healdsburg
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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WINE COUNTRY RIVERFRONT RETREAT WITH SPA & VIEWS
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Modern Sophisticated Private Luxurious W/Views & Hot Tub
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Enjoy a Slice Of Country--Two miles to Downtown Healdsburg - Pets Welcome
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary Designer Cottage, Garden View, 3 Blocks From From The Plaza
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Modern country cottage: swimming pool, privacy, vineyard & 5 min. to Healdsburg
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Mountain Top retreat less than 10 mins from downtown Healdsburg!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Top Of The World Dry Creek Views With Hot Tub, POOL and new Tesla charger!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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4,700 ft 4 bed & 4 bath ranch, 120 acres all to yourself with a lake and farm.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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luxuriously appointed new large guest suite in a landmark Victorian
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Luxury Wine Country Home in the Heart of Healdsburg with a Private Pool.
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Updated cabin, right on Russian River, amazing views & location!
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Dog Friendly Vineyard Estate Cottage with Lap Pool and Incredible Views
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Safe Retreat: Bicyclists, Birders, Wine Lovers, River Revelers Welcome!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Views, Hot Tub, Fireplace, Semi-Private Beach Close By , Pet-Friendly
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Creek Front Vineyard, West Dry Creek Healdsburg CA
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Bunkhouse at Side Road Farm charming one bedroom cottage
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Listed 4BR/4.5BA Gorgeous 17 Acre Estate/Pool/Hot Tub/5 mins - Hburg Plaza
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Views! Dry Creek Valley Retreat with Deck & Pool, 5 min to Healdsburg
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Close to Plaza/15 Acre Estate/swiming Pool and Bocce Ball
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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New Contemporary Home in the Heart of Sonoma Wine Country.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely Healdsburg Vineyard Home - 3br/2ba (up to 8 guests, children welcome)
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Dry Creek Valley Home and Vineyard
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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*LImited Time Discount* Healdsburg Riverside Cottage - Beautiful River Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fabulous Wine Country Retreat On Russian River - 2 Miles To Healdsburg Plaza
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Rendezvous Under the Oaks-Pool & hot Spa
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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VineHaven- Spa, Gardens, & Spectacular Vineyard Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vineyard Guest House
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunset Magazine Meets Healdsburg - Foodies & Wine Lovers
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Stunning, contemporary, eco-friendly home on 2.5 acres | Heated Pool & Spa
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private 3 Bed + Cottage Wine Country Estate With Pool And More
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Updated Healdsburg River Cottage: Minutes from Plaza, Tasting Rooms & Vineyards
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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12
Frequently Asked Questions about Healdsburg
- Yes, here are some popular holiday rentals in Healdsburg that have a pool:\n
- \n
- Healdsburg, 5BR/5.5BA Estate, Pool, Hot tub, Fire pit, Games \n
- Tanda Tula, Wine Country Sanctuary \n
- Secluded Valley Retreat \n
- Yes, here are some popular holiday rentals in Healdsburg that have internet access:\n
- \n
- Healdsburg, Jimtown, 3BR/2BA, hot tub, Internet, BBQ, Gardens \n
- Kenya's Kastle \n
- Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views \n
- The best pet friendly rentals in Healdsburg are:\n
- \n
- Healdsburg, Jimtown, 3BR/2BA, hot tub, Internet, BBQ, Gardens \n
- Kenya's Kastle \n
- Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views \n
- Some of the most popular kid friendly rentals in Healdsburg are:\n
- \n
- Healdsburg, Jimtown, 3BR/2BA, hot tub, Internet, BBQ, Gardens \n
- Kenya's Kastle \n
- Healdsburg, 4BR/3BA, Hot tub, Fire pit, Vineyard views \n