Title: Holiday Rentals Healdsburg from £50: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Healdsburg](https://expedia.co.uk/Healdsburg-Hotels.d8322.Travel-Guide-Hotels)[Flights to Healdsburg](https://expedia.co.uk/Cheap-Flights-To-Healdsburg.d8322.Travel-Guide-Flights)[Healdsburg Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Healdsburg.d8322.Car-Hire-Guide)[Healdsburg Holidays](https://expedia.co.uk/Healdsburg.d8322.Holidays-City-Breaks) ![8339 W Dry Creek Rd Healdsburg, CA 95448 (Trover says Sonoma County, Ca) The intimate bungalow-style tasting room is filled with memorabilia from Raymond Burr's acting career, notably his Emmy awards and 14 vintage issues of TV Guide with his photo on the cover. The space is cozy, so unless the weather is dismal, visitors are able to take their glasses onto the patio, where they can be served in the shade of an ancient oak tree and take in the sweeping vistas sitting at rustic picnic tables.](https://images.trvl-media.com/place/8322/6c4eb21b-7773-4538-b661-44dcaa91d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Ardilla Mexicano # Search Holiday Rentals in Healdsburg - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Tonight [8 Jan - 9 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=8322&startDate=2026-01-08&endDate=2026-01-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [9 Jan - 10 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=8322&startDate=2026-01-09&endDate=2026-01-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=8322&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [16 Jan - 18 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=8322&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Healdsburg holiday rentals ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/c0747a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/80302267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/a4a6e788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/119000000/118270000/118266100/118266061/972d5046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK [](https://www.expedia.co.uk/Guerneville-Hotels-Redwood-Cabin-W-Hot-Tub-Canyon-View-Dogs-OK.h118266061.Hotel-Information) Guerneville 10/10 Exceptional (1) "Our stay was fantastic! The cabin was everything we needed for a few days; cozy, and quiet. The outdoor spaces were great and the hot tub was perfect at the end of the day. The host was super helpful and responded to my questions almost immediately. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosa N. £362 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Guerneville-Hotels-Redwood-Cabin-W-Hot-Tub-Canyon-View-Dogs-OK.h118266061.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/94e5f214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/a6b02e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/9f3ad204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67550000/67543500/67543442/c9f0f8f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg [](https://www.expedia.co.uk/Healdsburg-Hotels-Spectacular-Views.h67543442.Hotel-Information) Healdsburg 10/10 Exceptional (66) "This place was beautiful and we had such a lovely stay. Would recommend and also stay here again! Hosts were communicative and Andy at the property’s winery (Limerick) was an absolute gem! 🥹" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex D. £1,618 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Healdsburg-Hotels-Spectacular-Views.h67543442.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/02add2b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/533c0def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/c482f3cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19120000/19118300/19118244/3be61048.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard [](https://www.expedia.co.uk/Healdsburg-Hotels-Healdsburg-Quintessential-Wine-Country-Cottage.h19118244.Hotel-Information) Forestville 10/10 Exceptional (11) "Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. £374 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Healdsburg-Hotels-Healdsburg-Quintessential-Wine-Country-Cottage.h19118244.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/c252ab53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/3e6684a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/9ab4e41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/64000000/63190000/63183500/63183461/00c373b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wineries & Wine: A Comforting Getaway in Wine Country [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Charming-1-Bd-Granny-Unit-Amid-Wineries.h63183461.Hotel-Information) Northwest Santa Rosa 9.4/10 Exceptional (22) "This is a great location, and comfortable space for us to tour wine country! We enjoyed the condo, it was quite and clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gayle C. £272 includes taxes & fees 12 Jan - 13 Jan [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Charming-1-Bd-Granny-Unit-Amid-Wineries.h63183461.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/008556b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/f89bfe4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/86c3b1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/1ca326c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winemaker's Delight: 3BD/3BA Russian River Valley [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information) Northwest Santa Rosa 9.8/10 Exceptional (72) "Comfortable beds and clean place. We enjoyed it" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy F. £375 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/c73373b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/70096a24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/8072241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/110000000/109790000/109780300/109780233/6db00b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Riverfront Cabin - Beach Access & Wood Stove [](https://www.expedia.co.uk/Guerneville-Hotels-Cozy-Riverfront-Cabin.h109780233.Hotel-Information) Guerneville 9.8/10 Exceptional (13) "Wonderful location and had everything we needed! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maryrose H. £375 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Guerneville-Hotels-Cozy-Riverfront-Cabin.h109780233.Hotel-Information) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/2a44a328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Exterior](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/b2627fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/3e037135.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 6 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/123000000/122900000/122893300/122893213/1ff5361e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adventure Alexander Valley Lodge With Pool & Hot Tub 6 Bedroom Villa [](https://www.expedia.co.uk/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) Geyserville £848 includes taxes & fees 20 Jan - 21 Jan [](https://www.expedia.co.uk/Geyserville-Hotels-Adventure-Alexander-Valley-Lodge-With-Pool-Hot-Tub-6-Bedroom-Villa.h122893213.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/492cbb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/423ffdcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/564e75ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382830/9ed71a0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enchanting Retreat in the heart of Redwoods [](https://www.expedia.co.uk/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information) Guerneville 8.8/10 Excellent (12) "Beautiful, clean house nestled in the woods. Loved the hot tub and the fire pit in the AM. Super comfortable mattresses." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer H. £242 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Guerneville-Hotels-Enchanting-Retreat-In-The-Heart-Of-Redwoods.h100382830.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/da7e8eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/7cb83823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/b9e31119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111910000/111903100/111903019/71e8ccf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Oasis: Luxury Home in the Heart of Sonoma. [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.Hotel-Information) Healdsburg 10/10 Exceptional (8) "Kitchen was great, easy area for our dog.." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brad G. £303 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Vineyard-Oasis-Luxury-Home-In-The-Heart-Of-Sonoma.h111903019.Hotel-Information) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/0bfc22c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/d6dde1c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/1099c736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114890000/114888700/114888605/f46950e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Cabin Retreat w/ Swim Spa, Hot Tub & A/C [](https://www.expedia.co.uk/Forestville-Hotels-Modern-Cabin-Retreat-W-Swim-Spa.h114888605.Hotel-Information) Forestville £439 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Forestville-Hotels-Modern-Cabin-Retreat-W-Swim-Spa.h114888605.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/e1521b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/9d354476.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/bab3cc8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63200000/63194700/63194688/86e36bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Russian River Brew-cation Home [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Russian-River-Brew-Cation-Home.h63194688.Hotel-Information) Northwest Santa Rosa 10/10 Exceptional (55) "The house was great! We enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Warren M. £394 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Russian-River-Brew-Cation-Home.h63194688.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/f90d5ced.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/w1169h878x0y175-8cca402b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/034f3c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/109000000/108980000/108971500/108971402/a0f13399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Alexander Valley Lodge w/ Pool, Hot tub, Waterfall, Pool table and Tiki Bar [](https://www.expedia.co.uk/Geyserville-Hotels-Alexander-Valley-Lodge-W-Pool.h108971402.Hotel-Information) Geyserville 9.2/10 Wonderful (14) "Fabulous property perfect for our needs. Family was able to stay together eat meals together in the big kitchen enjoy fantastic outdoor time together - really nice ambience and breathtaking views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margo R. £925 includes taxes & fees 26 Jan - 27 Jan [](https://www.expedia.co.uk/Geyserville-Hotels-Alexander-Valley-Lodge-W-Pool.h108971402.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/2aa1598b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/d2a3e5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/2fefc0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119210000/119207000/119206974/657454d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Contemporary Guest-Suite by Robaire in Guerneville/Rio Nido/Russian River [](https://www.expedia.co.uk/Guerneville-Hotels-NEW-Contemporary-Guest-Suite-By-Robaire-In-GuernevilleRio-Nido.h119206974.Hotel-Information) Guerneville 9.0/10 Wonderful (4) "This was a beautiful, quiet and lovely spot.It was very clean and comfortable and private." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl P. £246 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Guerneville-Hotels-NEW-Contemporary-Guest-Suite-By-Robaire-In-GuernevilleRio-Nido.h119206974.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/c25035f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/7081573b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/7f017186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/64000000/63190000/63182300/63182300/539b3f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonoma Getaway: Winemaker’s Home with Modern Amenities [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Fabulous-Sonoma-Wine-Country-Home.h63182300.Hotel-Information) Northwest Santa Rosa 10/10 Exceptional (77) "The house was very clean and cozy in a cute neighborhood. Very nice backyard space and interior, would definitely recommend and stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gary R. £397 includes taxes & fees 15 Jan - 16 Jan [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Fabulous-Sonoma-Wine-Country-Home.h63182300.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/c51650d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/b6b57502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/4fe30ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, music library](https://images.trvl-media.com/lodging/35000000/34120000/34110800/34110780/6d8a0c5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Private Estate at Zoella Vineyards in the heart of Wine Country [](https://www.expedia.co.uk/Healdsburg-Hotels-Luxury-Private-Estate-At-Zoella-VineyardPOOLSPAGAMEROOM.h34110780.Hotel-Information) Healdsburg 9.6/10 Exceptional (64) "This property is fantastic and the photos/listing don’t do it justice! It’s a little slice of heaven in wine country. On a small picturesque vineyard, the backdrop is already set for a perfect stay in wine country. The landscaping in the back yard is gorgeous. The house is very clean and comfortable, and had ample space for our group. It’s located a stone’s throw away from many great wineries in Healdsburg, making tastings super convenient. The host was kind and gracious and sent all the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin S. £1,448 includes taxes & fees 9 Jan - 10 Jan [](https://www.expedia.co.uk/Healdsburg-Hotels-Luxury-Private-Estate-At-Zoella-VineyardPOOLSPAGAMEROOM.h34110780.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/abbea1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/810082dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6 [](https://www.expedia.co.uk/Windsor-Hotels-Sip.h34274712.Hotel-Information) Windsor 9.2/10 Wonderful (43) "Check-in was a little difficult, but the condo itself was convenient and a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SB L. £284 includes taxes & fees 11 Jan - 12 Jan [](https://www.expedia.co.uk/Windsor-Hotels-Sip.h34274712.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/a3b508bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, ping pong, books](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/829df365.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/e26c88e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99240000/99230200/99230158/5c4715f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farpoint: Heated Infinity Pool, Mountain Views [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Farpoint-Heated-Infinity-Pool.h99230158.Hotel-Information) Santa Rosa 9.8/10 Exceptional (8) "Great location with lots of amenities. Very calming atmosphere. Very attentive staff. Can’t wait to go back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy £645 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Farpoint-Heated-Infinity-Pool.h99230158.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/3d0a16e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/e518274e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/7820a75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/9262173b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Vineyard Living at a Private Wine Country Estate [](https://www.expedia.co.uk/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information) Windsor 8.0/10 Very good (5) "Beautiful home and property. Great location, close to so many vineyards and other places we wanted to visit. Cynthia was so great to work with! Would definitely stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise F. £956 includes taxes & fees 3 Feb - 4 Feb [](https://www.expedia.co.uk/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/dd7350db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/c8638503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d6b7e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d381a987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Under the Redwoods [](https://www.expedia.co.uk/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information) Guerneville 9.8/10 Exceptional (17) "Very enjoyable stay at this place. Very cute and charming and had everything we needed. Close to restaurants and shopping. I'd definitely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £258 includes taxes & fees 13 Jan - 14 Jan [](https://www.expedia.co.uk/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-01-22&endDate=2026-01-23®ionId=8322&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=VILLA) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CONDO) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CABIN) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Healdsburg%2C+California%2C+United+States+of+America®ionId=8322&latLong=38.610466%2C-122.869163&adults=2&startDate=2026-04-08&d1=2026-04-08&endDate=2026-04-11&d2=2026-04-11&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Holiday-Rentals.d8322.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHealdsburg-Holiday-Rentals.d8322.Travel-Guide-HolidayRentals) ## Top Healdsburg Hotel Reviews ![The Lodge at Healdsburg, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/84000000/83700000/83691500/83691429/540cf294_y.jpg) ### The Lodge at Healdsburg, Tapestry Collection by Hilton 10/10 Excellent "Beautiful property Well maintained Spacious room with fireplace " [](https://expedia.co.uk/Healdsburg-Hotels-The-Lodge-At-Healdsburg.h83691429.Hotel-Information) ![Healdsburg Inn on the Plaza, A Four Sisters Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937700/2937684/aab76a75_y.jpg) ### Healdsburg Inn on the Plaza, A Four Sisters Inn 10/10 Excellent "Fabulous stay!" [](https://expedia.co.uk/Healdsburg-Hotels-Healdsburg-Inn-On-The-Plaza.h2937684.Hotel-Information) ![Hotel Trio Healdsburg](https://images.trvl-media.com/lodging/24000000/23260000/23251300/23251292/b5cf89bc_y.jpg) ### Hotel Trio Healdsburg 10/10 Excellent "Excelente hotel " [](https://expedia.co.uk/Healdsburg-Hotels-Hotel-Trio-Healdsburg.h23251292.Hotel-Information) ![The Ruse](https://images.trvl-media.com/lodging/90000000/89180000/89177200/89177143/5b83d9ce_y.jpg) ### The Ruse 10/10 Excellent "concierge was very friendly, room was perfect, amenities were never busy and we put them to good use" [](https://expedia.co.uk/Healdsburg-Hotels-The-Ruse.h89177143.Hotel-Information) ![H2Hotel](https://images.trvl-media.com/lodging/4000000/3620000/3618400/3618334/92a67a3e_y.jpg) ### H2Hotel 10/10 Excellent "Friendly service " [](https://expedia.co.uk/Healdsburg-Hotels-H2hotel.h3618334.Hotel-Information) ![Hotel Vinea, a Travelodge by Wyndham](https://images.trvl-media.com/lodging/1000000/130000/126600/126590/b9d4555c_y.jpg) ### Hotel Vinea, a Travelodge by Wyndham 10/10 Excellent "Great place! Clean, good water pressure and nice towels!! " [](https://expedia.co.uk/Healdsburg-Hotels-Hotel-Vinea.h126590.Hotel-Information) ![Fairview Inn and Suites](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111427/55aee5ca_y.jpg) ### Fairview Inn and Suites 10/10 Excellent "Room was spotless and the staff was excellent. " [](https://expedia.co.uk/Healdsburg-Hotels-Fairview-Inn-And-Suites.h1111427.Hotel-Information) ![Appellation Healdsburg](https://images.trvl-media.com/lodging/119000000/118740000/118739000/118738917/4fc40d21_y.jpg) ### Appellation Healdsburg 10/10 Excellent "All around fantastic stay. Super new and clean. Very calm. The fitness center was amazing. Staff were always super helpful, kind, and down-to-earth. The pour-over coffee station in the room was a hit, and so was the design and aesthetic on every turn. We will be back!" [](https://expedia.co.uk/Healdsburg-Hotels-Appellation-Healdsburg.h118738917.Hotel-Information) ![Calderwood Inn](https://images.trvl-media.com/lodging/7000000/6950000/6948800/6948795/a77aa9d4_y.jpg) ### Calderwood Inn 10/10 Excellent "House and room were cute, and main part of the house was decorated for the holidays. Walkable distance to the main Square and bike/walking path on same block to town. Excellent breakfast in the morning. It was nice to go to Healdsburg during the off-season And this was definitely a nice place to stay." [](https://expedia.co.uk/Healdsburg-Hotels-Calderwood-Inn.h6948795.Hotel-Information) ## Find out more about Healdsburg **Everything you need to know about** **Healdsburg** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Healdsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Healdsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Healdsburg holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Healdsburg. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Healdsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Healdsburg holiday rentals we have selected for you start as low as £50 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Healdsburg rentals** At Expedia, we put the best Healdsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Healdsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Healdsburg holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Healdsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk - All accommodation types in Healdsburg ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) - [Farmstay in Healdsburg ](https://expedia.co.uk/Healdsburg-Agritourism.d8322-aaAgritourism.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there holiday rentals in Healdsburg? 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