Kenwood Holiday Rentals

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Our top choices for Kenwood holiday rentals

1. Casa Bella Estate in Wine Country w/ New Pool!

Casa Bella Estate in Wine Country w/ New Pool!
Kenwood
9.6 out of 10, Exceptional, (153 reviews)
"Our stay was fantastic! The room was incredibly clean, the host was welcoming and helpful. The kitchen was also well-equipped and convenient."
United States
Maitrayee s.
The price is HK$18,153
HK$31,661 total
includes taxes & fees
28 Nov - 29 Nov
Casa Bella Estate in Wine Country w/ New Pool!

2. Modern Organic 3BR Oasis w/ Creek&Near State Park

Modern Organic 3BR Oasis w/ Creek&Near State Park
Kenwood
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful home and a great location!"
United States
Samantha S.
The price is HK$1,675
HK$4,250 total
includes taxes & fees
9 Nov - 10 Nov
Modern Organic 3BR Oasis w/ Creek&Near State Park

3. Sonoma Creek Haven - Creekside Hot Tub Retreat

Sonoma Creek Haven - Creekside Hot Tub Retreat
Kenwood
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful setting and a wonderful host!"
United States
Kathryn J.
The price is HK$3,609
HK$6,652 total
includes taxes & fees
29 Nov - 30 Nov
Sonoma Creek Haven - Creekside Hot Tub Retreat

4. Base Camp

Base Camp
Kenwood
The price is HK$9,351
HK$28,506 total
includes taxes & fees
10 Nov - 11 Nov
Base Camp

5. The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!
Glen Ellen
9.8 out of 10, Exceptional, (139 reviews)
"Great home, hosts, and area. We loved everything about the trip and will be back in the fall. Thank you for the wonderful experience."
United States
Robert K.
The price is HK$2,079
HK$4,280 total
includes taxes & fees
19 Nov - 20 Nov
The Oak Haven! Private, Nature Retreat w/ Hot Tub in Wine Country!

6. Fireside Sips & Oak Dreams in Sonoma Valley

Fireside Sips & Oak Dreams in Sonoma Valley
Glen Ellen
10.0 out of 10, Exceptional, (11 reviews)
"We had a really pleasant stay here. Lots of personal touches and amenities provided which are very thoughtful. Nice location away from Sonoma and accessible to the more Northern areas of Sonoma County as well."
United States
Steve M.
Fireside Sips & Oak Dreams in Sonoma Valley

7. Glen Ellen Retreats Coastal Cottage

Glen Ellen Retreats Coastal Cottage
Glen Ellen
10.0 out of 10, Exceptional, (181 reviews)
"Awesome place to stay! "
United States
Amanda D.
The price is HK$2,236
HK$4,404 total
includes taxes & fees
12 Nov - 13 Nov
Glen Ellen Retreats Coastal Cottage

8. Glen Ellen Retreats Hot Tub Cottage

Glen Ellen Retreats Hot Tub Cottage
Glen Ellen
10.0 out of 10, Exceptional, (101 reviews)
"Enjoyed our stay! Walkable to restaurants, groceries, hiking trails. Well stocked kitchen for cooking. Beds and pillows extremely comfortable. The place was spotless and well maintained. Would stay here again and highly recommend!"
United States
Amy
The price is HK$2,459
HK$4,639 total
includes taxes & fees
8 Nov - 9 Nov
Glen Ellen Retreats Hot Tub Cottage

9. Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more
Glen Ellen
9.4 out of 10, Exceptional, (12 reviews)
" Comfortable home and great host. "
United States
Garrett B.
Glen Ellen Wine Country Retreat w/pool, hot tub, Bocce, tree-house & more

10. Glen Ellen Retreats Sunset Cottage

Glen Ellen Retreats Sunset Cottage
Glen Ellen
10.0 out of 10, Exceptional, (89 reviews)
"Great house and location. Very clean and comfortable. Perfect location as a base for visiting wineries. Highly recommend"
United States
patrick s.
The price is HK$2,236
HK$4,200 total
includes taxes & fees
8 Nov - 9 Nov
Glen Ellen Retreats Sunset Cottage

11. Cloud 9 - A Retreat for Bliss and Happiness

Cloud 9 - A Retreat for Bliss and Happiness
Glen Ellen
10.0 out of 10, Exceptional, (23 reviews)
"We loved our stay here, the spacious living space, gorgeous decor and lovely pool were the highlights. Can't wait to be back!"
United States
Amy M.
The price is HK$4,229
HK$10,266 total
includes taxes & fees
12 Nov - 13 Nov
Cloud 9 - A Retreat for Bliss and Happiness

12. Sky View: Heated Pool & Hot Tub, 5 Acres

Sky View: Heated Pool & Hot Tub, 5 Acres
Santa Rosa
9.8 out of 10, Exceptional, (40 reviews)
"This was a beautiful residence! The pool is the highlight of the whole package, and the view cannot be beat. My family had a great time! "
United States
Collette B.
Sky View: Heated Pool & Hot Tub, 5 Acres

13. 2 Hidden Wine Country Gem Upstairs Unit

2 Hidden Wine Country Gem Upstairs Unit
Scenic Brush Creek
9.8 out of 10, Exceptional, (32 reviews)
"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 HK$981
HK$2,102 total
includes taxes & fees
16 Nov - 17 Nov
2 Hidden Wine Country Gem Upstairs Unit

14. RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort
3.0 star property
Stonehouse
8.8 out of 10, Excellent, (1,554 reviews)
"Great place to stay"
United States
Waldemar.
The price is HK$817
HK$1,210 total
includes taxes & fees
9 Nov - 10 Nov
RiverPointe Napa Valley Resort

15. Cozy Wine Country Guesthouse with Private Pool & Yard

Cozy Wine Country Guesthouse with Private Pool & Yard
Santa Rosa
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful stay!"
United States
Adam C.
The price is HK$2,471
HK$2,667 total
includes taxes & fees
6 Nov - 7 Nov
Cozy Wine Country Guesthouse with Private Pool & Yard

16. Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

Wine Country Farmhouse on a Horse Ranch w/ Hot Tub
Santa Rosa
10.0 out of 10, Exceptional, (75 reviews)
"The property was beautiful and the beds were so comfy! The property manager was very friendly and responsive. "
United States
Abigail M.
The price is HK$1,828
HK$3,624 total
includes taxes & fees
9 Nov - 10 Nov
Wine Country Farmhouse on a Horse Ranch w/ Hot Tub

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

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
Downtown St. Helena
10.0 out of 10, Exceptional, (279 reviews)
"We had an amazing stay! The house was incredibly clean, neat, and comfortable. The location is perfect- just a short 10 minute walk to Beringer Winery. The host was also super responsive whenever we had a question. Highly recommend this place!"
United States
Juri A.
The price is HK$13,336
HK$17,235 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

18. Spacious 5BR/3BA Group Getaway, Pool & EV Charger

Spacious 5BR/3BA Group Getaway, Pool & EV Charger
Santa Rosa
10.0 out of 10, Exceptional, (13 reviews)
"This was a perfect place for our group. The home is beyond beautiful and felt very clean and homey. I would absolutely recommend this stay!"
United States
shea o.
Spacious 5BR/3BA Group Getaway, Pool & EV Charger

19. Hideaway Cottages

Hideaway Cottages
2.0 star property
Calistoga
The price is HK$1,961
HK$2,255 total
includes taxes & fees
8 Nov - 9 Nov
Hideaway Cottages

20. The Napa Residences

The Napa Residences
4.5 star property
Napa
8.8 out of 10, Excellent, (44 reviews)
"A very comfortable bed and beautiful pool setting in Napa Valley!"
United States
David
The price is HK$206
HK$3,584 total
includes taxes & fees
17 Nov - 18 Nov
The Napa Residences
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.

Find holiday rentals that suit your style

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Find out more about Kenwood

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

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Frequently Asked Questions

Can I find holiday rentals in Kenwood?

Yes, there are holiday rentals in Kenwood close to Robert Ferguson Observatory, or you can select a more secluded option if you're looking for a relaxing stay. The spas and wineries are several reasons why visitors like Kenwood. Make sure you have time to check out the gardens while you're in the area.

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

Casa Bella Estate in Wine Country w/ New Pool!: This highly rated holiday home rental in Kenwood offers a balcony, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Kenwood?

With 52 Expedia holiday rentals, you're guaranteed to find just the right place for your Kenwood stay.

What can I see and do in Kenwood?

While exploring the area, visit family-friendly sights like Robert Ferguson Observatory, or get outside and enjoy nature at Jack London State Historic Park. Other places in town to visit include VJB Vineyard & Cellars and Chateau St. Jean Winery.

What are holiday rentals like in Kenwood?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kenwood. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.