Santa Rosa holiday rentals

We found 1,247 holiday rentals — enter your dates for availability
Select from 244 houses, 31 apartments and other holiday rentals to find the perfect place for your stay in Santa Rosa. Holiday rentals provide the best amenities for your family, friends or furry companion, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Santa Rosa

Showing deals for:27 Nov - 4 Dec

Enjoy the quiet serenity  around the pool and take in the lush landscape.
Dining room.
Cheers!
Living room.
Exceptional
(148 reviews)

Amazing Get-Away! Enjoy the Views! Relax on Deck or by Pool. Minutes to Plaza.

Sonoma

8% off
S$7,074
for 7 nights, 1 home
S$1,011 per night
includes taxes & fees
Amazing Get-Away! Enjoy the Views! Relax on Deck or by Pool. Minutes to Plaza.
Master Bedroom, with Twin size pull out chair
Outdoor dining
Living area
36" fridge, ice maker, filtered water, counter top seats 4.
Exceptional
(214 reviews)

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Sonoma

8% off
S$7,017
for 7 nights, 1 home
S$1,002 per night
includes taxes & fees
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
50'x18' Infinity Pool
High ceiling livingroom with fireplace, 50" TV, Sonos music speakers, views.
Upper deck seating area with fire pit.
Primary bath with  sunken jacuzzi tub with quartz accent wall.
Exceptional
(17 reviews)

Resort-like Villa, 50' Infinity Edge Pool, Garden, Peaceful, Luxurious

Sonoma

8% off
S$14,371
for 7 nights, 1 villa
S$2,053 per night
includes taxes & fees
Resort-like Villa, 50' Infinity Edge Pool, Garden, Peaceful, Luxurious
Tasting room patio
Dining table
Tasting room
Interior
Exceptional
(70 reviews)

Green Valley, Sonoma County Vacation Rental at a Working Winery.

Sebastopol

7% off
S$4,544
for 7 nights, 1 home
S$649 per night
includes taxes & fees
Green Valley, Sonoma County Vacation Rental at a Working Winery.
Exterior
Outdoor dining
Dining
Private kitchen
Exceptional
(233 reviews)

Historic Saint Helena farm house one block from Main Street

St. Helena

12% off
S$13,625
for 7 nights, 1 home
S$1,946 per night
includes taxes & fees
Historic Saint Helena farm house one block from Main Street
Romantic room for sure
Property grounds
Looking out the French doors - room with a view
Interior
Exceptional
(34 reviews)

Sonoma Country Cottage, On 50 Acre Ranch - Big Views, A Magical Spot.

Petaluma

8% off
S$1,600
for 7 nights, 1 cottage
S$229 per night
includes taxes & fees
Sonoma Country Cottage, On 50 Acre Ranch - Big Views, A Magical Spot.
Interior
Property grounds
Exterior
Pool
Exceptional
(64 reviews)

Wine Country Retreat between Sonoma & Napa Valleys

Glen Ellen

8% off
S$10,472
for 7 nights, 1 home
S$1,496 per night
includes taxes & fees
Wine Country Retreat between Sonoma & Napa Valleys
King bed and full bathroom attached
Outdoor dining
Interior
Pool
Exceptional
(27 reviews)

Sonoma Country Club Wine Country w/ pool

Sonoma

7% off
S$9,052
for 7 nights, 1 home
S$1,293 per night
includes taxes & fees
Sonoma Country Club Wine Country w/ pool
Pool
Exterior
Property grounds
Private kitchen
Exceptional
(22 reviews)

Sonoma Masseria, Solar heated Pool and A/C

Sonoma

8% off
S$7,247
for 7 nights, 1 home
S$1,035 per night
includes taxes & fees
Sonoma Masseria, Solar heated Pool and A/C
Dining area
Pool
outdoor seating under walnut tree
front door
Exceptional
(167 reviews)

A Stylish Getaway In The Heart Of Sonoma Wine Country

Kenwood

8% off
S$8,483
for 7 nights, 1 home
S$1,212 per night
includes taxes & fees
A Stylish Getaway In The Heart Of Sonoma Wine Country
Outdoor spa tub
Living area
Private kitchen
Room
Exceptional
(11 reviews)

Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub

Glen Ellen

8% off
S$10,502
for 7 nights, 1 home
S$1,500 per night
includes taxes & fees
Oakden Oasis: Secluded Charm in the Heart of Sonoma with Pool and Hot Tub
Upstairs game room in the back house - great views of the vineyard and pool
Stunning evening sunsets.
The property is adjacent to Beringer Vineyard's St. Helena Home Vineyard.
Formal dining room opens to outdoor living space.
Exceptional
(119 reviews)

St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001

St. Helena

8% off
S$27,551
for 7 nights, 1 home
S$3,936 per night
includes taxes & fees
St. Helena, walk to town, pool, one acre/vineyard-replanting, Permit STR25-001
Large patio in front under the Lazy Oak Tree!
View out the Kitchen window
Bathroom
Kitchen is bright and cheery!
Exceptional
(252 reviews)

Wine Country Getaway under the Oak

Sonoma

8% off
S$2,263
for 7 nights, 1 home
S$323 per night
includes taxes & fees
Wine Country Getaway under the Oak
Brown Shingled Cottage
Outdoor dining
Kitchen has all you need to prepare a meal for 6.
Living room with slider to shady deck
Exceptional
(177 reviews)

Comfortable Two Bedroom Two Bath shingled cottage in the West Sonoma wine region

Sebastopol

5% off
S$2,409
for 7 nights, 1 home
S$344 per night
includes taxes & fees
Comfortable Two Bedroom Two Bath shingled cottage in the West Sonoma wine region
Living area
Dining
Room
Living area
Exceptional
(21 reviews)

Your wine country getaway!

Sonoma

12% off
S$8,326
for 7 nights, 1 home
S$1,189 per night
includes taxes & fees
Your wine country getaway!
Private kitchen
Private kitchen
Room
Interior
Exceptional
(22 reviews)

Charming & Conveniently Located to Attractions!

Santa Rosa

8% off
S$4,333
for 7 nights, 1 home
S$619 per night
includes taxes & fees
Charming & Conveniently Located to Attractions!
Spacious master bedroom.
Comfortable sofa in the backyard.
Open area next to kitchen and the backyard.
Tall ceiling with light from the beautiful backyard.
Exceptional
(162 reviews)

Sonoma Family Retreat & Workspace • Near Plaza & 30+ Wineries • Parking • Wi-Fi

Sonoma

10% off
S$3,660
for 7 nights, 1 home
S$523 per night
includes taxes & fees
Sonoma Family Retreat & Workspace • Near Plaza & 30+ Wineries • Parking • Wi-Fi
Sweet dreams are made of this! Sink into our cozy linens and drift off into dreamland in style.
Sit, Sip, and Savor with Vineyard Views - Perfect Outdoor Seating!
Get cooking in style! Check out our chef's kitchen and cozy kitchen seating area.
Centrally located with designer features and a view lounge over the vineyards, you will have a very memorable stay in wine country!
Exceptional
(6 reviews)

Vineyard View: Spa | Fire-pit | Dog Friendly

Sebastopol

8% off
S$8,402
for 7 nights, 1 home
S$1,200 per night
includes taxes & fees
Vineyard View: Spa | Fire-pit | Dog Friendly
Livingroom
Kicthen
More views from the deck
View from the dock area
Exceptional
(87 reviews)

Robin's Hood on the River w/ Spectacular Views, near vineyards & coastal beaches

Guerneville

19% off
S$3,718
for 7 nights, 1 home
S$531 per night
includes taxes & fees
Robin's Hood on the River w/ Spectacular Views, near vineyards & coastal beaches
Private kitchen
Follow the charming path to your front door –Welcome to English Hill Getaway!
Dining
Stay at this stunning property in Western Sonoma County with a phenomenal chef’s kitchen, open concept, and completely private from any neighbors.
Exceptional
(14 reviews)

Sebastopol Estate: Pool | Spa | Firepit | EV Char.

Sebastopol

8% off
S$8,122
for 7 nights, 1 home
S$1,160 per night
includes taxes & fees
Sebastopol Estate: Pool | Spa | Firepit | EV Char.
Private kitchen
Pool
Interior
Exterior
Wonderful
(5 reviews)

Eastside Eden - Pool, Hot Tub and Tastings Included

Windsor

7% off
S$9,444
for 7 nights, 1 home
S$1,349 per night
includes taxes & fees
Eastside Eden - Pool, Hot Tub and Tastings Included
Master bath double sinks and shower and soaking tub
Backyard canopy by large majestic oak tree
Bedroom 2 with Queen Bed
Updated kitchen opens to a living room space
Exceptional
(18 reviews)

Outdoor Sonoma Escape with Hot Tub and Large Yard

Sonoma

9% off
S$4,246
for 7 nights, 1 home
S$607 per night
includes taxes & fees
Outdoor Sonoma Escape with Hot Tub and Large Yard
Front Yard
Back Yard Deck
Kitchen
Front
Exceptional
(82 reviews)

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

Kenwood

9% off
S$3,795
for 7 nights, 1 home
S$542 per night
includes taxes & fees
Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries
Property grounds

Outdoor seating area with barbecue 
and umbrella
Dining
 Coffee and tea bar
 in the bedroom
Exceptional
(12 reviews)

Stay in Glen Ellen in the heart of Sonoma best wineries.

Glen Ellen

9% off
S$2,420
for 7 nights, 1 cottage
S$346 per night
includes taxes & fees
Stay in Glen Ellen in the heart of Sonoma best wineries.
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Head to the arty city of Santa Rosa

Come and experience Santa Rosa and its wineries, festivals and art galleries. Renowned for its shopping, restaurants and gardens, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around Santa Rosa

Are you looking for things to do in the city? Venture out of your holiday home and check out everything that Santa Rosa has to offer. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Napa Valley Wine Train (25.2 mi / 40.6 km)
  • Sonoma County Fairgrounds (1 mi / 1.5 km)
  • Bennett Valley Golf Course (3.1 mi / 5 km)
  • Kendall-Jackson Wine Estate and Gardens (5.3 mi / 8.6 km)
  • Oakmont Golf Club (6.6 mi / 10.6 km)
  • Russian River Vineyard (9.3 mi / 15 km)

Exploring the gardens and other natural features in Santa Rosa

Whether you're an active traveller or just want to spend some time taking in the scenery, Santa Rosa is a great spot to appreciate mother nature. These are some of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Old Courthouse Square (0.1 mi / 0.1 km)
  • Spring Lake Park (3.4 mi / 5.5 km)
  • Kendall-Jackson Wine Estate and Gardens (5.3 mi / 8.6 km)
  • Safari West (8.1 mi / 13 km)
  • Petrified Forest (8.9 mi / 14.3 km)
  • Russian River (10.8 mi / 17.4 km)

Travelling to and around Santa Rosa

Fly into Santa Rosa, CA (STS-Sonoma County), the closest airport, located 6.9 mi (11.1 km) from the city centre.

If you're travelling by train, you can make your way to Santa Rosa Station.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Santa Rosa?
Based on our data, houses are the most sought-after type of holiday rental in Santa Rosa. But as you know, everyone's idea of an awesome trip differs. Vrbo has holiday rentals of all shapes, sizes and budgets, so you're bound to find the perfect match.
How much does it cost to rent a holiday rental in Santa Rosa?
A number of factors can influence what you'll pay for your holiday rental in Santa Rosa, like the length of stay, season and type of property. However, all of our holiday homes have one thing in common — unbeatable value. Simply enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Santa Rosa?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Click on your Santa Rosa travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to choose the features and amenities you want in your rental.
Are there pet-friendly holiday rentals in Santa Rosa?
Yes. There are. You'll have your pick of 68 holiday rentals that cater to pets in Santa Rosa. Plenty of our pet-friendly holiday rentals have space outdoors for your furry friend to have fun in, special dog beds, complimentary treats and proximity to parks and green space. Apply the "Pets allowed" filter to find a pad that'll set tails wagging on Vrbo.
Can I rent a house with a pool in Santa Rosa?
Tick the "pool" box in our handy filter tool and choose from 22 houses with private pools in Santa Rosa on Vrbo. Lazy soak or races and ball games? Downtime is up to you when your holiday property has its own swimming pool.
What are popular rental amenities in Santa Rosa?
Tennis, mountain views and an electric car charging station head the list of most popular rental amenities in Santa Rosa. Whether you plan to travel solo, with your spouse or a group of friends, Vrbo can help you find a holiday rental that suits your tastes with all the features you need.
Are there large group holiday rentals in Santa Rosa?
Santa Rosa has 14 holiday homes that can host 10 or more people. These properties come with the space you need to share good times with friends and family.
Are there holiday rentals in Santa Rosa that welcome kids?
With 68 family-friendly holiday properties available in Santa Rosa, now is an awesome time to introduce the kiddos to the wonders of travel. Click on our "Properties good for families" filter box to locate stays packed with amenities perfect for families on the move, such as living rooms, swimming pools, hot tubs and entertainment areas.
What are the top attractions for families in Santa Rosa?
Keeping the kids amused during your stay in Santa Rosa is a cinch with these awesome family-friendly attractions:
  • Safari West
  • Scandia Family Fun Centre
  • Sonoma County Museum
Are there one-bedroom holiday rentals in Santa Rosa?
You can choose from six one-bedroom rentals in Santa Rosa. Whether you'd prefer a cosy chalet or a fancy condo, Vrbo's one-bedroom properties are perfect if you don't need a lot of space. One of the major perks of having your own pad? You won't ever have to share your trip with strangers.
Can I find two-bedroom holiday rentals in Santa Rosa?
Gather your family and enjoy a relaxing escape in one of the 16 two-bedroom holiday properties Santa Rosa has to offer.
Are there holiday rentals with WiFi in Santa Rosa?
Santa Rosa has 34 holiday rentals with WiFi, so you'll be able to stay connected while you're away. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movie blockbusters to sending emails, these Vrbo homes will keep you online.
How can I find holiday rentals with air conditioning in Santa Rosa?
Pick from 50 Vrbo holiday rentals with air conditioning in Santa Rosa giving you that cooling breeze and extra bit of comfort. Just enter your preferred travel dates and then use our handy filter tool to locate stays with air conditioning.
How old do you have to be to rent a holiday rental in Santa Rosa?
The minimum required age is usually 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your chosen Santa Rosa holiday rental before booking your stay.
How long can I rent a holiday rental in Santa Rosa for?
The amount of time you can rent a Santa Rosa holiday home for depends on the property. Simply enter your preferred travel dates to see options that offer extended stays. They feature the things you need to make your extended break more comfortable such as laundries and air conditioning. Some properties might also offer discounted weekly or monthly prices, so you can stick around for longer for less.

More holiday ideas