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Holiday homes in Healdsburg You’ll Love

Top-Rated Healdsburg Holiday homes for Every Budget and Style!

Looking for a holiday home in Healdsburg (California)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Healdsburg.

We found 31 Holiday-homes in Healdsburg and the surrounding area (within 20 miles)

Estrella by AvantStay Secluded Spanish-Style Estate on 7 Acres of Vineyards in Windsor, USA

Estrella by AvantStay Secluded Spanish-S...

Villa in Windsor near Healdsburg, California
Estrella by AvantStay Secluded Spanish-Style Estate on 7 Acres of Vineyards offers accommodations in Windsor, 16 miles from Petrified Forest and 22 mi...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $83.00 Show details »

Secluded Vineyard Estate Healdsburg in Healdsburg, USA

Secluded Vineyard Estate Healdsburg

Villa in Healdsburg, California , 2954 Mill Creek Road
Featuring a garden, Secluded Vineyard Estate Healdsburg provides accommodations in Healdsburg.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Fabulous 1 Reviews 9.0

from $1.169.10 Show details »

Ivy House Healdsburg in Healdsburg, USA

Ivy House Healdsburg

Villa in Healdsburg, California , 243 Center Street
11 miles from Luther Burbank Center for the Arts in Healdsburg, Ivy House Healdsburg features accommodations with access to spa facilities.
  • Parking
  • Bar
  • Family rooms

no reviews

from $63.00 Show details »

Magnum in a Wine Glass in Healdsburg, USA

Magnum in a Wine Glass

Villa in Healdsburg, California , 1630 Healdsburg Avenue
Magnum in a Wine Glass is located in Healdsburg, just 14 miles from Luther Burbank Center for the Arts and 21 miles from Old Faithful Geyser of Califo...
  • Parking
  • Swimming Pool

no reviews

from $79.00 Show details »

Modern Wine Country Home on 10 acres with vineyard in Healdsburg, USA

Modern Wine Country Home on 10 acres wit...

Villa in Healdsburg, California , 1715 Lytton Springs Road
Modern Wine Country Home on 10 acres with vineyard offers accommodations in Healdsburg, 15 miles from Luther Burbank Center for the Arts and 22 miles ...
  • Parking

no reviews

from $1.007.19 Show details »

The Sanctuary on Lytton in Geyserville, USA

The Sanctuary on Lytton

Villa in Geyserville near Healdsburg, California , 95 Lytton Station Rd
The Sanctuary on Lytton offers accommodations in Geyserville, 15 miles from Luther Burbank Center for the Arts and 20 miles from Old Faithful Geyser o...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Exceptional 2 Reviews 9.5

from $2.643.05 Show details »

Wine Country Hideaway in Windsor, USA

Wine Country Hideaway

Holiday home in Windsor near Healdsburg, California
Wine Country Hideaway is located in Windsor, just 31 miles from Mission San Francisco Solano and 6.1 miles from Luther Burbank Center for the Arts.
  • Parking
  • Pets allowed

Very good 1 Reviews 8.0

from $85.00 Show details »

Herb Retreat in Windsor, USA

Herb Retreat

Holiday home in Windsor near Healdsburg, California
Herb Retreat is located in Windsor, just 16 miles from Safari West and 17 miles from Petrified Forest.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Fabulous 1 Reviews 9.0

from $1.086.97 Show details »

Swanky Cottage Perfect for 1 to 2 Guests in Healdsburg, USA

Swanky Cottage Perfect for 1 to 2 Guests

Holiday home in Healdsburg, California , 10946 Eastside Road
Swanky Cottage Perfect for 1 to 2 Guests is located in Healdsburg, just 8.5 miles from Luther Burbank Center for the Arts and 17 miles from Safari Wes...
  • Pets allowed

no reviews

from $63.00 Show details »

Farm to Table Hideaway in Healdsburg in Healdsburg, USA

Farm to Table Hideaway in Healdsburg

Holiday home in Healdsburg, California , 752 milk barn rd
Farm to Table Hideaway in Healdsburg is located in Healdsburg, just 8.7 miles from Luther Burbank Center for the Arts and 17 miles from Safari West.
  • Swimming pool
  • Swimming Pool

no reviews

from $61.00 Show details »

The Dragonfly- Healdsburg Oasis With Infinity Pool in Healdsburg, USA

The Dragonfly- Healdsburg Oasis With Inf...

Holiday home in Healdsburg, California , 848 Dragonfly Lane
The Dragonfly- Healdsburg Oasis With Infinity Pool offers accommodations in Healdsburg, 8.9 miles from Luther Burbank Center for the Arts and 18 miles...
  • Parking
  • Fitness centre
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $1.304.29 Show details »

Relax Amongst The Vines Only 5 Minutes From The Plaza! in Healdsburg, USA

Relax Amongst The Vines Only 5 Minutes F...

Holiday home in Healdsburg, California , 787 Dragonfly Ln
Relax Amongst The Vines Only 5 Minutes From The Plaza! is located in Healdsburg, just 8.8 miles from Luther Burbank Center for the Arts and 18 miles f...
  • Parking

no reviews

from $89.00 Show details »

Xanadu Healdsburg in Healdsburg, USA

Xanadu Healdsburg

Holiday home in Healdsburg, California , 519 Horse Barn Rd
Xanadu Healdsburg offers accommodations in Healdsburg, 8.8 miles from Luther Burbank Center for the Arts and 18 miles from Safari West.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $2.199.08 Show details »

Magnolia Escape in Healdsburg, USA

Magnolia Escape

Holiday home in Healdsburg, California
Magnolia Escape is located in Healdsburg, just 21 miles from Safari West and 22 miles from Petrified Forest.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $133.00 Show details »

Mill Creek by AvantStay Modern Design Patio Hot Tub in Healdsburg, USA

Mill Creek by AvantStay Modern Design Pa...

Holiday home in Healdsburg, California
Mill Creek by AvantStay Modern Design Patio Hot Tub offers accommodations in Healdsburg, 14 miles from Luther Burbank Center for the Arts and 23 miles...
  • Parking
  • Sauna
  • Swimming pool
  • Swimming Pool

no reviews

from $493.66 Show details »

Heavenly Hideaway on the Healdsburg Plaza in Healdsburg, USA

Heavenly Hideaway on the Healdsburg Plaz...

Holiday home in Healdsburg, California , 114 Fitch Street
Heavenly Hideaway on the Healdsburg Plaza offers accommodations in Healdsburg, 20 miles from Safari West and 21 miles from Petrified Forest.
  • Parking
  • Pets allowed

no reviews

from $54.00 Show details »

Vineyard Vue in Healdsburg, USA

Vineyard Vue

Holiday home in Healdsburg, California , 372 West North Street
Vineyard Vue offers accommodations in Healdsburg, 12 miles from Luther Burbank Center for the Arts and 20 miles from Safari West.
  • Parking

Exceptional 1 Reviews 10.0

from $1.156.73 Show details »

Private Vineyard Haven in Healdsburg, USA

Private Vineyard Haven

Holiday home in Healdsburg, California , 336 W North Street
Private Vineyard Haven is located in Healdsburg, just 12 miles from Luther Burbank Center for the Arts and 20 miles from Safari West.
  • Parking
  • Swimming pool
  • Swimming Pool

no reviews

from $1.496.86 Show details »

Modern Wine Country Charmer in Healdsburg, USA

Modern Wine Country Charmer

Holiday home in Healdsburg, California
Modern Wine Country Charmer offers accommodations in Healdsburg, 12 miles from Luther Burbank Center for the Arts and 20 miles from Safari West.
  • Parking

no reviews

from $54.00 Show details »

Fitch St Escape in Healdsburg, USA

Fitch St Escape

Holiday home in Healdsburg, California , 524 Fitch St
Fitch St Escape offers accommodations in Healdsburg, 12 miles from Luther Burbank Center for the Arts and 20 miles from Safari West.
  • Pets allowed

Exceptional 1 Reviews 10.0

from $90.00 Show details »

Fitch Mountain Cabin in Healdsburg, USA

Fitch Mountain Cabin

Holiday home in Healdsburg, California
Fitch Mountain Cabin is located in Healdsburg, just 22 miles from Safari West and 23 miles from Petrified Forest.
  • Parking

no reviews

from $78.00 Show details »

Rooster Cottage in Healdsburg, USA

Rooster Cottage

Holiday home in Healdsburg, California
Rooster Cottage offers accommodations in Healdsburg, 13 miles from Luther Burbank Center for the Arts and 22 miles from Safari West.
  • Parking

no reviews

from $84.00 Show details »

Dragon Cottage in Healdsburg, USA

Dragon Cottage

Holiday home in Healdsburg, California
Dragon Cottage offers accommodations in Healdsburg, 13 miles from Luther Burbank Center for the Arts and 22 miles from Safari West.
  • Parking

no reviews

from $93.00 Show details »

Downtown Healdsburg Cottage in Healdsburg, USA

Downtown Healdsburg Cottage

Holiday home in Healdsburg, California , 433 Lincoln St
Downtown Healdsburg Cottage is located in Healdsburg, just 12 miles from Luther Burbank Center for the Arts and 21 miles from Safari West.

no reviews

from $78.00 Show details »

Vine Haven in Healdsburg, USA

Vine Haven

Holiday home in Healdsburg, California
Vine Haven is located in Healdsburg, just 13 miles from Luther Burbank Center for the Arts and 21 miles from Safari West.
  • Parking
  • Pets allowed

no reviews

from $69.00 Show details »

Number of Holiday homes in Healdsburg 31
Number of guest ratings 2,884
Average price per night $361.00
Lowest price per night $50,00
Highest price per night $4.488,40

Top 10 Cheapest Holiday-homes in Healdsburg

Discover the Cheapest Holiday-homes in Healdsburg – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Holiday-homes in Healdsburg

Check out the Most Booked Holiday-homes in Healdsburg – Based on Guest Popularity.

Holiday homes in Healdsburg (California), comfortable and familiar

Staying in a holiday or vacation home in Healdsburg can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Healdsburg for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Healdsburg should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com