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Bennett Valley Holiday Rentals

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Our top choices for Bennett Valley holiday rentals

Cottage in Middletown

Backyard Garden Oasis
3.0 star property
9.6 out of 10, Exceptional, (51)
"Cute garden area, quiet, nice all inclusive spot"
United States
Jodi
The price is NZ$342
includes taxes & fees
26 Dec - 27 Dec
Backyard Garden Oasis
9.6 out of 10, Exceptional, (30)
"Great place! Clean, and very close to everything!"
United States
Levi J.
The price is NZ$634
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Wine County in your independant Cottage in Downtown Calistoga
9.0 out of 10, Wonderful, (2)
"This is a wonderful place to stay in Sebastopol. It is comfortable, cosy, quiet and well appointed - comparable to a suite in a nice hotel. There is good access, parking and a great location. Everything worked perfectly. The only issue is that entry to the room is via a spiral stair case that would be difficult for some people with disabilities. "
United States
Joe B.
The price is NZ$429
includes taxes & fees
4 Jan - 5 Jan 2026
Sebastopol Lux Walk toTown Guest Suite
10.0 out of 10, Exceptional, (2)
"Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️"
United States
Ronny
The price is NZ$627
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to Wine Country in your independant Cottage in Downtown Calistoga
10.0 out of 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
Rosa N.
The price is NZ$828
includes taxes & fees
4 Jan - 5 Jan 2026
Redwood Cabin w/ Hot Tub | Canyon View | Dogs OK
10.0 out of 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
Alex D.
The price is NZ$4,900
includes taxes & fees
11 Jan - 12 Jan 2026
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

Cabin in Guerneville

The Tiny Tipsy Turtle
2.0 star property
10.0 out of 10, Exceptional, (42)
"Great location to walk to town!"
United States
Brenda R.
The price is NZ$334
includes taxes & fees
12 Jan - 13 Jan 2026
The Tiny Tipsy Turtle

Holiday Home in Glen Ellen

Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (70)
"We thoroughly enjoyed our stay! Very nice home - very clean, comfortable and just as advertised. Wonderful back yard to enjoy as well. Very close to Sonoma and convenient to many areas. We would highly recommend this home and would definitely stay here again! "
United States
Larry B.
The price is NZ$733
includes taxes & fees
2 Jan - 3 Jan 2026
Glen Ellen Retreat #3 King Beds
10.0 out of 10, Exceptional, (11)
"Ideal for a relaxing time in wine country! The winery on property is fantastic and highly recommend it!"
United States
Paul H.
The price is NZ$859
includes taxes & fees
15 Jan - 16 Jan 2026
True Wine Country Living: 2BR Converted Milkbarn on Family Vineyard

Holiday Home in Northwest Santa Rosa

Winemaker's Delight: 3BD/3BA Russian River Valley
9.8 out of 10, Exceptional, (72)
"Comfortable beds and clean place. We enjoyed it"
United States
Amy F.
The price is NZ$754
includes taxes & fees
4 Jan - 5 Jan 2026
Winemaker's Delight: 3BD/3BA Russian River Valley
10.0 out of 10, Exceptional, (3)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveller
The price is NZ$634
includes taxes & fees
4 Jan - 5 Jan 2026
Escape to wine country in your independent cottage in downtown Calistoga
9.6 out of 10, Exceptional, (8)
"Beautiful property with immaculate accomodations. It is in a convenient location for wineries and provides a peaceful, comfortable stay. Would definitely stay again."
United States
melissa d.
The price is NZ$438
includes taxes & fees
9 Jan - 10 Jan 2026
1,400 sq ft apartment across the street from St. Francis Winery!
The price is NZ$485
includes taxes & fees
14 Jan - 15 Jan 2026
Modern Farmhouse on Vineyard w/ Deck, Bocce & Wine Country Views

Holiday Home in Scenic Brush Creek

2 Hidden Wine Country Gem Upstairs Unit
9.8 out of 10, Exceptional, (21)
"We enjoyed our stay and would certainly use this rental again if we're ever in the area. "
United States
Glen M.
The price is NZ$615
includes taxes & fees
28 Dec - 29 Dec
2 Hidden Wine Country Gem Upstairs Unit
9.8 out of 10, Exceptional, (49)
"The cottage was very well appointed, very clean and comfortable. we really enjoyed our 2 night stay!Communication, check in and out were a breeze!Thank you!!"
United States
Kevin T.
The price is NZ$743
includes taxes & fees
11 Jan - 12 Jan 2026
Comfort and Style in Our Queen Cottage
9.2 out of 10, Wonderful, (38)
"Impressed with how close it is in walking distance to the water really appreciated the gated parking area. "
United States
Sheree L.
The price is NZ$666
includes taxes & fees
4 Jan - 5 Jan 2026
Walk to Russian River - Casa Del Rio - Unit A
10.0 out of 10, Exceptional, (80)
"Very clean and excellent location."
United States
carrie k.
The price is NZ$835
includes taxes & fees
7 Jan - 8 Jan 2026
Glen Ellen Retreat #1 Hot Tub and King Beds

Holiday Home in Northwest Santa Rosa

Wineries & Wine: A Comforting Getaway in Wine Country
9.4 out of 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
Gayle C.
The price is NZ$634
includes taxes & fees
3 Jan - 4 Jan 2026
Wineries & Wine: A Comforting Getaway in Wine Country
9.8 out of 10, Exceptional, (62)
"Tim and Caroline’s cottage was perfect for our two night stay. We loved how close it was to the shops and restaurants in downtown Santa Rosa. Definitely recommend."
United States
Adam R.
The price is NZ$660
includes taxes & fees
4 Jan - 5 Jan 2026
Wine Country Cottage in downtown Santa Rosa, CA
3.0 star property
The price is NZ$768
includes taxes & fees
24 Dec - 25 Dec
Russian River Retreat! Woodsy Guerneville Bungalow
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.
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Top Bennett Valley Hotel Reviews

Find out more about Bennett Valley

Everything you need to know about Bennett Valley 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 Bennett Valley holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, 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 Bennett Valley holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Bennett Valley holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennett Valley. 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 Bennett Valley 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 Bennett Valley holiday rentals we have selected for you start as low as NZ$334 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennett Valley rentals

At Expedia, we put the best Bennett Valley 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 Bennett Valley 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 Bennett Valley 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 Bennett Valley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Bennett Valley?

Yes, there are holiday rentals close to the most popular sights in Bennett Valley, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bennett Valley has to offer?

Historic Cuneo Cottage Downtown Sonoma: This holiday home rental outside of Bennett Valley is located in the city centre, and offers a BBQ, WiFi and cable TV to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Bennett Valley?

Expedia has 6 holiday rentals for your stay in Bennett Valley.

What can I see and do in Bennett Valley?

Explore the area and family-friendly sights such as Redwood Empire Ice Arena, or get out into nature at a spot like Spring Lake Park. In the wider area, you’ll find Sonoma County Fairgrounds and Bennett Valley Golf Course.

What are holiday rentals like in Bennett Valley?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bennett Valley. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family trips or small group gatherings.