Cottage holiday rentals in Healdsburg

Find and book unique cottages on Airbnb

Top-rated cottage rentals in Healdsburg

Guests agree: these cottages are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Guest favourite
A wooden porch extends from the cabin, featuring a natural stone pathway and a hammock nestled between trees. The warm wood tones of the cabin contrast with the lush greenery surrounding it, creating a peaceful entrance to the retreat.
Cottage in Sebastopol
4.91 out of 5 average rating, 443 reviews

Stunning Sauna Cottage Retreat on Private Vineyard

Welcome to our private, renovated, personal spa in the woods. Including a large wood-burning Finnish sauna, it features a picturesque deck with hot/cold plunge over breathtaking untouched forest with fire pit vineyard-side. This all-cedar cottage is nested below Halleck Vineyard, one of Sonoma County’s prestigious wineries. A perfect retreat, you are centrally located for the best Sonoma has to offer Sonoma County Wine Tastings (0-20 mins) Bodega Bay (20 mins) Armstrong Giant Redwoods (30 mins)

Guest favourite
A spacious living area is highlighted by large windows offering scenic views of the vineyards. Comfy seating arrangements of light blue armchairs and a teal couch are positioned around a round coffee table, set on a colorful area rug. Wooden beams accentuate the high ceiling.
Cottage in Healdsburg
4.92 out of 5 average rating, 251 reviews

❤The Elegant: A Healdsburg Winery Abode! Hot Tub!❤

❤New! Welcome to the "The Elegant Barn", our newly built stylish Barn Cottage in the HEART of wine country! Our *INSTAWORTHY* barn cottage boasts a HOT TUB, panoramic vineyard VIEWS, comfy furnishings & convertible glass indoor/outdoor doors to bring the outdoors inside! LOCATION, LOCATION, LOCATION! Set on a historic vineyard property on Dry Creek Road, the location of Healdsburg's most famous wineries, and an easy walk, bike ride or drive to many of the best wineries in the area! PETS OK!❤

Guest favourite
A modern living area features a high wood-beam ceiling with large windows offering lush outdoor views. A round dining table is surrounded by chairs, while a cozy seating arrangement includes a dark sofa and coffee table. A wood stove adds warmth to the space.
Cottage in Forestville
4.95 out of 5 average rating, 524 reviews

Cosmo Beach: Riverfront Sanctuary

Riverfront dog friendly 1.5 acre oasis on the Russian River. The property is private, lush, serene & sunny, with access to a huge private beach. The house is modern yet rustic & is fully equipped. It has gorgeous river valley/redwood/bridge views, decks, spa, boats, fireplace, serious kitchen, fruit trees, grapevines & wildlife. Centrally located between Healdsburg, Sebastopol & the Sonoma Coast. Fantastic wineries, trails & redwoods are minutes away. 3 beaches & river park are only steps away

Guest favourite
A private hot tub is situated on a wooden deck, with views of the calm water and distant hills. Two wooden chairs are positioned nearby, inviting relaxation while enjoying the serene landscape.
Cottage in Marshall
4.91 out of 5 average rating, 265 reviews

Rustic Beach Cottage with Hot Tub on Tomales Bay

Riley Beach Cottage sits on stilts just a few feet above the east shore of Tomales Bay. The great room, master bedroom, hot tub and northwest facing redwood decks all provide land's end views of Point Reyes National Seashore across this pristine estuary. With its own beach for launching kayaks or just doing nothing, this cottage has been a favorite due to its proximity to the water, front-row views of nature and simplicity. For more space, also book our Family Beach Cottage right next door.

Guest favourite
A private deck features a hot tub surrounded by trees and greenery. Wooden planters with plants are placed along the railing, and a bench positioned nearby offers a space to relax and enjoy the natural surroundings.
Cottage in Petaluma
4.84 out of 5 average rating, 994 reviews

Swallowtail Historic Art Studios

Antique Indonesian teakwood cottage, private deck with hot tub and very special, large, artistic bathroom/sitting room, private for cottage guests only.. Beautifully rural, yet just 6 minutes from historic downtown Petaluma and fine restaurants and shops. A short trip to the Pacific coast and the fabulous Pt. Reyes National Seashore, Tomales and Bodega Bays and towns, excellent vineyards and breweries, and San Francisco! WE FOLLOW THE CLEANING AND DISINFECTING GUIDELINES ISSUED BY AIRBNB.

Top guest favourite
A light-filled living area features a comfortable gray sofa, accented by a textured throw and cushions. Natural wood beams and a skylight enhance the airy atmosphere. Two windows invite sunshine, while a dining area with a wooden table and four chairs is visible in the background.
Cottage in Sebastopol
4.99 out of 5 average rating, 256 reviews

Designer Wine Country Cottage in Perfect Location

Welcome to your wine country home, with every detail carefully designed to be the perfect luxury retreat. A 2 bed, 1 bath, 800 sq ft cottage on a private half acre garden. Walking distance to two tasting rooms, a sunny cafe, late-night gastropub, and nature trail. A ten minute drive to 18 more tasting rooms. 25 minutes to the coast. With a fully-stocked kitchen, outdoor barbecue, visiting chickens, and luxury linens and towels, this is the perfect base to explore the best of wine country.

Top guest favourite
A spacious living area is highlighted by large picture windows, offering views of Salmon Creek and the ocean. Cozy seating includes a circular chair and two armchairs. A wood stove stands on a wooden floor, with a decorative coffee table positioned in the center.
Cottage in Bodega Bay
4.99 out of 5 average rating, 1,023 reviews

Knix's Cabin at Salmon Creek

Our cabin has large picture windows providing views of Salmon Creek and the whitewater of the ocean. Our cabin is a cozy retreat for your getaway. Beachfront Access: A short and pleasant stroll from the cabin TOT tax ID is 1186N. Your stay supports the local community and complies with all regulations. Quiet Hours: 9:00pm to 7:00am Vacation Rental License No LIC25-0038 3075 Lucille Ave., Bodega Bay Property Owner: Lawler-Knickerbocker Certified Property Manager: Mary Lawler

Top guest favourite
A charming cottage exterior is surrounded by towering Redwoods, featuring a spacious patio area with Adirondack chairs and a stone pathway. Soft lights hang overhead, creating a cozy ambiance in the tranquil garden, complemented by natural greenery throughout the setting.
Cottage in Monte Rio
4.98 out of 5 average rating, 120 reviews

Cottage C - Comfy and Cozy 1 bed 1 bath cottage

Tucked away among Monte Rio’s majestic Redwoods, Cottage C is a peaceful & thoughtfully designed escape, perfect for relaxation & nature lovers. This charming getaway features a private hot tub under the trees, a cozy wood-burning stove, & a beautifully designed interior with everything you need for a rejuvenating stay. Once inside the gated yard, you’ll feel like you’re in a world of your own, surrounded by Redwoods & the soothing sounds of a seasonal creek.

Top guest favourite
A rustic wooden gate partially opens to reveal a lush garden adorned with vibrant pink roses. The surrounding foliage features a blend of greenery, framing a glimpse of a quaint structure in the background. Sunlight filters through the leaves, enhancing the serene atmosphere.
Cottage in Santa Rosa
4.97 out of 5 average rating, 252 reviews

Wine Country Farmhouse with Hot Tub

Cozy Wine Country Farmhouse: Hot Tub, Fireplace & Views Escape to a serene 3-bedroom farmhouse in Sonoma wine country! Perfect for families and friends, this pet-friendly retreat features a hot tub, fireplace, and a private fenced garden. Surrounded by oaks and an heirloom orchard, it offers rustic elegance with modern comforts like high-speed internet and an EV charger. Enjoy easy access to both Sonoma and Napa wineries for an unforgettable getaway.

Top guest favourite
Cottage in Penngrove
4.97 out of 5 average rating, 501 reviews

Sonoma Mountain Retreat - Jaw Dropping Views

The views here are the reason people book—and guests often say they’re even more breathtaking in person. Perched atop Sonoma Mountain on 10 private acres, this peaceful retreat overlooks vineyards, olive trees, rolling hills, Mt. Tamalpais, and the distant ocean horizon. Quiet yet central to Sonoma County wine country, the cottage blends artistic warmth, outdoor living, and a uniquely creative ranch atmosphere.

Guest favourite
A secluded deck is surrounded by lush greenery, featuring a private hot tub. The wooden railing complements the natural setting, creating a serene outdoor space. Sunlight filters through the trees, enhancing the tranquil atmosphere of this retreat.
Cottage in Forestville
4.93 out of 5 average rating, 460 reviews

Nestled in Nature

A modern retreat in the Sonoma redwoods. The modest cottage is tucked away in the charming town of Forestville. Beneath the majestic redwoods, fir-covered hills, and the Russian river meandering toward Pacific shores. Forestville provides a wide variety of artisanal food, award winning restaurants and vineyards alike. An endless amount of outdoor activities from kayaking to hiking are nearly steps away.

Guest favourite
Cottage in Bodega Bay
4.85 out of 5 average rating, 334 reviews

Surfscape Beach House, Beach & Ocean views

Surfscape Beach House 2 Bedroom 2 Bathroom With Secluded Beach. Welcome to our beach house for the 'Ultimate Pacific Coast Surf Experience'. Perched atop a cliff overlooking the Pacific approximately 4 miles north of Bodega Bay. The photo's will depict views from the actual property and the beautiful coastal inspired interior. You will have your own private stairs down to a sheltered, secluded beach.

Popular amenities for cottage rentals in Healdsburg

Quick stats about cottage rentals in Healdsburg

  • Nightly prices starting at

    Healdsburg holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 660 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Healdsburg rentals

  • 4.9 Average rating

    Healdsburg stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

  1. Airbnb
  2. United States
  3. California
  4. Sonoma County
  5. Healdsburg
  6. Cottage rentals