Wine Country Vacation Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Wine Country Vacation Homes

Mendo Bungalow

3.0 star property
9.4 out of 10, Exceptional, (114)
"This is a great place - it looks very simple from the outside, but you get there and the rooms are awesome and the rooms with patios (not all have) have fantastic sunset views. A real gem for a reasonable price!"
The price is CA $653
CA $725 total
includes taxes & fees
Nov 28 - Nov 29
Mendo Bungalow

Point Arena Lighthouse

3.0 star property
9.6 out of 10, Exceptional, (93)
"Exactly as we expected. Peaceful, quiet, (foggy a lot) and many trails around the coast to appreciate."
The price is CA $234
CA $302 total
includes taxes & fees
Nov 24 - Nov 25
Point Arena Lighthouse

Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

10.0 out of 10, Exceptional, (228)
"We had an amazing stay at this house! The location was ideal—close to everything in town, making it so convenient to explore. The house itself was spotless, beautifully maintained and stocked with everything you could possibly need. It felt like a true home away from home. The property manager was incredibly responsive and thorough, making the entire experience seamless and stress-free. We couldn’t recommend this place more—it’s perfect for anyone looking for a comfortable, well-equipped and...
Healdsburg Wine Country Getaway with Panoramic Valley Views -5 min from downtown

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (219)
"The house was great and the location is super! The sound system in the house was a little challenging for us "old folks", but we made it work!! Would go back again for sure!"
The price is CA $2,306
CA $2,924 total
includes taxes & fees
Nov 25 - Nov 26
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Sweeping ocean views nestled in exquisite private garden

10.0 out of 10, Exceptional, (455)
"We loved the location, the view and the privacy. The tower is quite unique. "
Sweeping ocean views nestled in exquisite private garden

KampCasa Rustic-Lux Sonoma-County Wine Country Unique Private Home Property

2.0 star property
8.8 out of 10, Excellent, (6)
"KampCasa was really fun. The set up of the property with all the seating lounge and play areas is so awesome! We loved the room with the pool table and the record player, the trampoline, the swings, the hammocks, the big bathtubs and the hot tub. A few things to be aware of - it is a rustic experience. While beautiful there were several things on the property that seemed unfinished or in progress. The host said a pig party had just left before us that had done some damage - so hopefully all...
The price is CA $414
CA $1,130 total
includes taxes & fees
Dec 1 - Dec 2
KampCasa Rustic-Lux Sonoma-County Wine Country Unique Private Home Property

The Corner Cottage ~ Downtown out your door with Private Vineyard

10.0 out of 10, Exceptional, (209)
"Such a convenient location, plenty of space, & a great host!"
The Corner Cottage ~ Downtown out your door with Private Vineyard

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (232)
"Such a great location to wind down after a day exploring wine country! Secluded, peaceful, and accommodating. With all of the glass, it felt like you we immersed in nature while being cradled in creature comforts. "
New Modern House in Sonoma Valley's Best Area

Contemporary coastal home with private hot tub, shared pool, & ocean views

8.4 out of 10, Very good, (107)
"great for two couples or small family. Hiking along cliffs is awesome "
Contemporary coastal home with private hot tub, shared pool, & ocean views

Beautiful 3,000 SF Castle in the Vineyards

9.8 out of 10, Exceptional, (200)
"What a wonderful place to get away. Michael, the host was so friendly and told us the history of the castle. This was a four day getaway with friends and we would love to go back as soon as possible. The home was warm and cozy very unique. The amenities were perfect. first class beddings something you would expect in a five star hotel. Great kitchen with everything you can possibly need to prepare a meal.. We can’t wait to go back!"
Beautiful 3,000 SF Castle in the Vineyards

1 Block To St. Helena Main Street Shops-Restaurants! Avail Dec 2-5, 8-12 Jan 2-5

10.0 out of 10, Exceptional, (242)
"Close to restaurants & property is lovely. Beautiful backyard!"
1 Block To St. Helena Main Street Shops-Restaurants! Avail Dec 2-5, 8-12 Jan 2-5

Amazing cottage with private hot tub - dog-friendly, fireplace & washer/dryer

9.2 out of 10, Wonderful, (10)
"We loved our stay! The house is awesome and the deck is even nicer. Our dog loved exploring and checking out the smells and had ample space to roam. We were able to use the deck for relaxing, grilling and enjoying the hot tub. Would absolutely stay here again!"
Amazing cottage with private hot tub - dog-friendly, fireplace & washer/dryer

Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

10.0 out of 10, Exceptional, (230)
"Just like the pictures. Grounds were gorgeous & the stay was very relaxing. My family had a wonderful time. "
Beautiful Coop Cottage overlooking vineyards. Three minutes from downtown!

Beautiful Home in Northwest Napa

10.0 out of 10, Exceptional, (21)
"Excellent house in safe neighborhood, near major roads to explore the Napa/Sonoma region."
Beautiful Home in Northwest Napa

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

10.0 out of 10, Exceptional, (181)
"We had the best time at this cute rental property. It was comfortable, cute and felt private. This place is perfect for a group and is equipped with anything you might need. We cooked in the kitchen one evening and were in a good spot to tour Healdsburg one day and wineries in Sonoma the next. Would stay again and recommend to friends and family. "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Secluded Ocean View Mid-Century Modern Retreat

9.0 out of 10, Wonderful, (70)
"Beautiful ocean view. Love the deck and patio with the fire pit. Tiny kitchen limited food options. TV remote did not work. We look forward to returning."
The price is CA $252
CA $451 total
includes taxes & fees
Dec 9 - Dec 10
Secluded Ocean View Mid-Century Modern Retreat

Elegance & Charm 2 blocks to Sonoma Square, from 249 off season

9.8 out of 10, Exceptional, (192)
"Everything from first communication to condition of the rental was great. Restaurant recommendations were appreciated; if you stay here don’t miss Salumeria Ovello 2 doors down. It’s amazing! Not having to drive into the square is worth it in spades. Can’t miss with this rental just be aware that light switches are not intuitive 😉"
Elegance & Charm 2 blocks to Sonoma Square, from 249 off season

Lovely Home - Awesome Location!

9.8 out of 10, Exceptional, (171)
"This place was so perfect and very well maintained. Had a wonderful time."
Lovely Home - Awesome Location!

Elegant Penthouse 2 blocks from Sonoma Plaza.

9.8 out of 10, Exceptional, (198)
"Really enjoyed the apartment, was spacious and charming. Very walkable to downtown Sonoma restaurants and tasting rooms. Nice kitchen and bathroom. Very good rental!"
Elegant Penthouse 2 blocks from Sonoma Plaza.

Serene & Relaxing Coastal Home w/ Free WiFi, Deck, Enclosed Yard, & Ocean Views

9.0 out of 10, Wonderful, (37)
"Enjoyed the view and location to town. "
Serene & Relaxing Coastal Home w/ Free WiFi, Deck, Enclosed Yard, & Ocean Views
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.
Don't see what you're looking for?
See all available properties in Wine Country
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Wine Country

Mendo Bungalow

3.0 star property
9.4 out of 10, Exceptional, (114)
"This is a great place - it looks very simple from the outside, but you get there and the rooms are awesome and the rooms with patios (not all have) have fantastic sunset views. A real gem for a reasonable price!"
The price is CA $653
CA $725 total
includes taxes & fees
Nov 28 - Nov 29
Mendo Bungalow

Sweetwater Inn and Spa

3.5 star property
8.8 out of 10, Excellent, (120)
"Sweetwater Inn and Spa is a lovely, large, comfortable, cozy studio apartment. A full sofa neatly separates the bed/living area from the kitchen/dining area. The round dining table comfortably fits 3 people. The full kitchen is well supplied with pots, pans, etc. They deliver breakfast muffins every day. A gas fireplace cozily drives away the evening ocean chill. A large screen TV accesses lots of channels. The queen bed is comfortable. Good quality linens. We have free access to sauna and hot...
Sweetwater Inn and Spa

Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!

10.0 out of 10, Exceptional, (335)
"...and it was as enjoyable as the previous two. It's an ideal place to recharge for busy folks like us. Next year we are planning to come again for the fourth time."
Incredibly Beautiful, Private, Unique Home Perched On The Bluff At Ocean's Edge!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.