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Bennett Valley Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Bennett Valley vacation rentals

Outdoor dining
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Vacation Home in Kenwood

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
10.0 out of 10, Exceptional, (243)
"Absolutely beautiful and fun getaway with family and friends. We can't wait to come back next year. "
United States
Judy W.
The price is ￥249,184
￥391,188 total
includes taxes & fees
Dec 29 - Dec 30
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Terrace/patio
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Cottage in Monte Rio

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
9.8 out of 10, Exceptional, (354)
"Lovely, comfortable getaway!"
United States
William H.
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!
Interior
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Vacation Home in St Helena

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (252)
"Wonderful home, perfect place for a family of all ages! "
United States
Anonymous traveler
The price is ￥241,397
￥310,779 total
includes taxes & fees
Dec 15 - Dec 16
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Outdoor dining
Historic Cuneo Cottage Downtown Sonoma

Vacation Home in Sonoma

Historic Cuneo Cottage Downtown Sonoma
9.4 out of 10, Exceptional, (92)
"Great location, huge backyard with lots of seating options!"
United States
Adrienne B.
The price is ￥47,650
￥96,275 total
includes taxes & fees
Dec 13 - Dec 14
Historic Cuneo Cottage Downtown Sonoma
Outdoor dining
Casa Bella Estate in Wine Country w/ New Pool!

Vacation Home in Kenwood

Casa Bella Estate in Wine Country w/ New Pool!
9.6 out of 10, Exceptional, (136)
"The home , pool, and the property are perfect for a Napa get together. We thoroughly enjoyed our time there and the area. "
United States
Kelley M.
Casa Bella Estate in Wine Country w/ New Pool!
Outdoor dining
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!

Vacation Home in Boyes Hot Springs

Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
9.8 out of 10, Exceptional, (400)
"Cozy and comfortable little cottage, great quiet and convenient location."
United States
Alberto
Wildlife Viewing Overlooking Sonoma Creek In The Heart Of The Wine Country!
Outdoor pool
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Vacation Home in Boyes Hot Springs

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA
9.8 out of 10, Exceptional, (118)
"Incredibly responsive and beautiful backyard! "
United States
Tina & Danny Mathan
The price is ￥124,592
￥216,323 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA
Outdoor spa tub
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

Vacation Home in Guerneville

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
10.0 out of 10, Exceptional, (146)
"Great location with good River access, clean and very well equipped with we all needed for in house use and river use. And most importantly, great host"
United States
Avi V.
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country
Exterior
Luxury Napa Estate With Pool/Hot-tub/Concierge

Villa in Calistoga

Luxury Napa Estate With Pool/Hot-tub/Concierge
10.0 out of 10, Exceptional, (50)
"Perfect location for a wine weekend. "
United States
John W.
The price is ￥204,409
￥338,366 total
includes taxes & fees
Dec 15 - Dec 16
Luxury Napa Estate With Pool/Hot-tub/Concierge
Terrace/patio
Escape to Wine County in your independant Cottage in Downtown Calistoga

Cottage in Calistoga

Escape to Wine County in your independant Cottage in Downtown Calistoga
9.6 out of 10, Exceptional, (30)
"Great place! Clean, and very close to everything!"
United States
Levi J.
The price is ￥42,829
￥57,106 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Escape to Wine County in your independant Cottage in Downtown Calistoga
Fridge, microwave, oven, stovetop
Estero Schoolhouse Guest Studio

Apartment in Valley Ford

Estero Schoolhouse Guest Studio
9.4 out of 10, Exceptional, (57)
"I came for quiet R&R with dog, Libby. Everything noted on description of VRBO website was exactly as it was."
United States
Chris B.
Estero Schoolhouse Guest Studio
Property grounds
Backyard Garden Oasis

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 ￥32,550
￥36,294 total
includes taxes & fees
Dec 13 - Dec 14
Backyard Garden Oasis
Outdoor dining
The Tiny Tipsy Turtle

Cabin in Guerneville

The Tiny Tipsy Turtle
2.0 star property
10.0 out of 10, Exceptional, (41)
"Great location to walk to town!"
United States
Brenda R.
The price is ￥15,368
￥30,385 total
includes taxes & fees
Dec 14 - Dec 15
The Tiny Tipsy Turtle
Interior
Sonoma Victorian in Heart of Sonoma

Vacation Home in Sonoma

Sonoma Victorian in Heart of Sonoma
10.0 out of 10, Exceptional, (23)
"The Bancroft Inn was lovely. It was a short walk in to downtown Sonoma. The management team was great to work with and we would recommend a stay here. "
United States
Jeanne S.
Sonoma Victorian in Heart of Sonoma
Interior
Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

Vacation Home in Sonoma

Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!
10.0 out of 10, Exceptional, (88)
"Beautiful home, peaceful surroundings!Super comfortable beds - amazing view!"
United States
Melissa G.
Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!
Outdoor spa tub
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~

Vacation Home in Guerneville

~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~
10.0 out of 10, Exceptional, (94)
"Always a great location and amenities!"
United States
John S.
~Riverfront 3 Bed 2 Bath w/Gas Fireplace Hot Tub Dock & Boats. 3/4 mile to town~
Outdoor dining
Luxury Sonoma Estate + Guest Cottage in Heart of Wine Country

Vacation Home in Sonoma

Luxury Sonoma Estate + Guest Cottage in Heart of Wine Country
9.8 out of 10, Exceptional, (9)
"The property was beautiful and spacious for all 7 of us. It was in a nice location. Not too far from town. We loved the outdoors. It was a great house."
United States
Ashley P.
Luxury Sonoma Estate + Guest Cottage in Heart of Wine Country
Terrace/patio
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.

Vacation Home in Sebastopol

Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.
10.0 out of 10, Exceptional, (116)
"Amazing property, you will find nothing else like it!"
United States
amos m.
Secluded Luxury Wine Country Home in the hills of west Sonoma County. Sleeps 10.
Outdoor pool, a heated pool
~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~

Vacation Home in Guerneville

~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~
9.8 out of 10, Exceptional, (47)
"My group of friends and I have stayed at Reflections several times before and keep returning to it because it's a great place!! The main house plus cottages works well for our group. The place has everything - hot tub, pool, good kitchen. The location is wonderful in a nice quiet neighborhood and only a mile from downtown Guerneville."
United States
Barbara G.
~ Home w/Gas Fireplace + 3 Cottages w/Baths + Hot Tub ~ Pool ~ Pet Friendly ~
Outdoor spa tub
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres

Vacation Home in Sonoma County

Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
10.0 out of 10, Exceptional, (142)
"Stunning property in a perfect location in Napa Valley! House and amenities were amazing, owner was incredibly thoughtful and responsive, and the setting is unbeatable. Will absolutely stay again."
United States
Jonathan B.
Casa Loma - Luxury estate with the Best Napa Valley Views - 35 acres
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

Hotel E

Hotel E

10/10 Excellent
"Lovely historic property, friendly staff, quiet and comfortable room, great bed. Plus I parked in a city lot one block away that cost me 50 cents for two nights! "
David John 2-night trip
Posted 2 days ago
Hotel E

Find out more about Bennett Valley

Search for holiday rentals in Bennett Valley on Expedia! You can easily find your home rentals, villas, holiday apartments in Bennett Valley using one of the methods below:

  • View our selection of featured holiday rentals in Bennett Valley
  • Use the map to find apartments and other holiday homes in the Bennett Valley neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bennett Valley while they last

Look no further and take a look at our great range of rental properties in Bennett Valley!

Frequently asked questions

Are there vacation rentals in Bennett Valley?

Yes, we give you a choice of vacation rentals close to the most popular sights in Bennett Valley, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental that Bennett Valley has to offer?

Casa Bella Estate in Wine Country w/ New Pool!: Visitors like this Bennett Valley vacation home rental. It is located in a rural location and has a fireplace, a hot tub, and a barbecue grill to put you at ease in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Bennett Valley?

Expedia has 6 vacation 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 Scandia Family Fun Center, or get out into nature at a spot like Spring Lake Park. In the larger area, you’ll find Sonoma County Fairgrounds and Bennett Valley Golf Course.

What are vacation rentals like in Bennett Valley?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Bennett Valley. Vacation rentals offer extras like WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.