Holiday Rentals in Kenwood

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Holiday Rentals in Kenwood

New Modern House in Sonoma Valley's Best Area
10.0 out of 10, Exceptional, (213)
"This experience exceeded my expectations. I think this may be the best STR experience that I’ve had. when we walked in the door (after plugging in my EV in the garage area - a nice plus). We were greeted with a bottle of local red wine, which was exquisite. all the amenities that you can imagine were there including a full kitchen, washer and dryer and a beautiful outdoor deck with windows floor to ceiling in the living room and board games. We will return."
New Modern House in Sonoma Valley's Best Area
Stunning retreat with private hot tub, firepit & 1 acre of country charm
9.2 out of 10, Wonderful, (65)
"Wonderful house and location. It was very private but easy access to wineries and restaurants. We did have a few small issues with things like the door entry system not functioning properly and the firepit gas running out, but overall it was a very nice rental!"
Stunning retreat with private hot tub, firepit & 1 acre of country charm
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries
8.6 out of 10, Excellent, (65)
"We booked this vrbo for the location and hot tub. When we arrived the yard was very overgrown and almost unrecognizable from the pictures provided online. The hot tub was dirty and not functioning. After we booked the listing was updated removing it but it’s still heavily discussed in the reviews. Very disappointed in this. The only tv is in the master bedroom and has 2 chairs to be used during viewing. Very poor lighting in master bath. Loud chicken farm next door. Other than that the...
Elegant five-acre estate with mountain view, W/D, & pond - close to wineries
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Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
10.0 out of 10, Exceptional, (201)
"Beautiful home and perfect space for our group of 6. Multiple seating areas inside, large kitchen well-equipped to cook up fabulous dinners and the overall house layout was great! The pickleball/tennis court, corn ball set up and ping pong ended up being a highlight! The property management company and owner were very responsive. The drive up to the property is windy, but well worth it given the amazing views. Bird watching incredible! The house could use some updating, but overall we had a...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N
Year-Round Heated Pool , Hot Tub, Fire Pit, Lawn, Luxury Villa
10.0 out of 10, Exceptional, (22)
"Perfect spot for 7 women for a wine trip. Plenty of space for all of us to be comfortable and the property was beautiful in a convenient area. A few things we found ourselves needing were: full length mirrors (there is not 1 in the house), a pizza cutter, and better quality knives as they were extremely hard to cut with and we cooked a majority of our meals. Otherwise, we were very happy with our stay and would recommend to others. Thanks!"
The price is €1,754
includes taxes & fees
28 Jun - 29 Jun
Year-Round Heated Pool , Hot Tub, Fire Pit, Lawn, Luxury Villa
RiverPointe Napa Valley Resort
3.0 star property
8.6 out of 10, Excellent, (1129)
"Cute and clean! Would stay here again. "
The price is €161
includes taxes & fees
30 Jun - 1 Jul
RiverPointe Napa Valley Resort
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
10.0 out of 10, Exceptional, (51)
"Had an amazing visit with to Villa Montebella to celebrate daughter’s college graduation. We had multiple generations with us ranging in age from 19 to 89. Worked with with both Randy and his wife Sheryl. They checked in multiple times during our visit to be sure all was ok. Would highly recommend Villa Montebella!"
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
10.0 out of 10, Exceptional, (15)
"12 of us traveled to Napa for my 40th birthday and we had THE BEST trip ever. The accommodations were lovely, spacious, clean and luxurious. The concierge was so responsive and helpful. The chefs were fantastic. I'd highly recommend this property. As a frequent traveler, I've stayed in many luxury rentals and this was by far my favorite."
St Helena ~ Best Views Over Both Famous Valleys ~ Blair Spangler Design Group
Safari West
2.0 star property
9.4 out of 10, Exceptional, (220)
"Great experience with a great staff "
The price is €505
includes taxes & fees
1 Jul - 2 Jul
Safari West
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
10.0 out of 10, Exceptional, (200)
"This is the perfect house to stay in with a large group! The hosts are great and very responsive. The house is beautiful and has plenty of bedrooms and bathrooms for everyone! The location could not be better and is right off the main road. Overall an amazing experience and would recommend to everyone!"
The price is €2,026
includes taxes & fees
30 Jun - 1 Jul
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021
The Corner Cottage ~ Downtown out your door with Private Vineyard
10.0 out of 10, Exceptional, (195)
"We rented the Corner Cottage for a girlfriends 50th birthday celebration and we could not have been more impressed or more happy with our stay. The property was as described and was perfect for our home base. Tons of food, tasting rooms, and shopping options within walking distance and a fantastic Saturday farmers market right across the street. There was plenty of space for the 5 of us and no unpleasant surprises. On the contrary, so many bonuses that we never would have got at a hotel. The...
The Corner Cottage ~ Downtown out your door with Private Vineyard
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
10.0 out of 10, Exceptional, (212)
"I stayed at Jim’s house during my wedding weekend with a few of my groomsmen and their partners. Big weekend for me obviously, and this house certainly contributed to it living up to the hype. We were welcomed with some snacks, wine, and a fridge full of beverages to our surprise—thanks again Jim! The property itself is beautiful, with great views of the vineyards and tons of areas to sit and lounge outside. The wraparound porch was awesome for hanging out too when we got bit too toasty...
The St. Helena House - Within Walking Distance To Downtown. Permit # PL23-018
Spacious Home Near Downtown Napa
9.8 out of 10, Exceptional, (99)
"Super easy to check in. Lots of space for a group. Extremely clean and well stocked with kitchen and bath items. Great gas stove if you like to cook. Only negative is street noise with front bedrooms. And, not to seem picky but it really needs a professional sprayer for the kitchen sink."
Spacious Home Near Downtown Napa
Romantic Getaway
10.0 out of 10, Exceptional, (62)
"I've been all over the world and stayed at dozens of VRBO's and I will say that this is at the top of the list. Perfect location if you want to do the best winery exploring. Near everything. The cottage itself is immaculate and has everything that you would possibly need. I had a late flight on my way out and the host was gracious enough to let me stay a few hours extra. The absolute best!"
Romantic Getaway
Sonoma's Best Cottages
3.5 star property
9.6 out of 10, Exceptional, (53)
"Very cute and clean environment"
Sonoma's Best Cottages
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
9.6 out of 10, Exceptional, (70)
"Absolutely loved our stay at this Silverado condo! The condo was beautifully furnished, clean, and had everything we needed for a comfortable stay. The property itself is stunning, with lush surroundings and a relaxing atmosphere. We enjoyed exploring the Napa during the day and coming back to this peaceful retreat in the evenings. The check-in process was smooth and our host was incredibly responsive. Overall, a fantastic experience – we can't wait to return! Highly recommend for anyone looking...
The price is €385
includes taxes & fees
30 Jun - 1 Jul
Relaxing & Romantic 1 bedroom Condo, in the Heart of Wine Country
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
10.0 out of 10, Exceptional, (47)
"It was such a great place for our family of 6 to stay at the property and enjoyed our Thanksgiving holiday. The property is beautiful and has a lot to offer for everyone. We had such a wonderful time! We look forward to come back and visit again soon. Hopefully in the summer time, so we will get to enjoy the pool. The hosts were very friendly and responsive, we are really thankful for the whole experience! JC"
Lovely 6 acre property near charming Sonoma Square, Napa Valley and all wineries
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
9.6 out of 10, Exceptional, (247)
"My husband and I really enjoyed our stay on Barbara’s property. Very clean apartment with nice amenities. Location was perfect. 5 minutes from downtown and close to a lot of wineries!"
Cozy Retreat, Studio Apartment, City Permit VR09-0038.
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
9.8 out of 10, Exceptional, (176)
"This weekend was great for my big group of friends visiting and celebrating in the Sonoma and Napa. The hot tub was always warm, the house was stocked and the hosts were very accommodating!"
The price is €1,087
includes taxes & fees
8 Jul - 9 Jul
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2
Luxury Napa Valley Estate Surrounded by Vineyards
9.8 out of 10, Exceptional, (24)
"Blown away with this home and property. Couldn’t have imagined how beautiful and spacious it was. The grounds were gorgeous"
Luxury Napa Valley Estate Surrounded by Vineyards
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See all available properties in Kenwood
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.

Other types of properties in Kenwood you may be interested in

Silverado Resort
4.0 star property
8.4 out of 10, Very good, (1004)
"Wonderful grounds and great service. Well appointed room, spacious and comfortable. "
The price is €306
includes taxes & fees
30 Jun - 1 Jul
Silverado Resort
Napa Winery Inn
3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice location. The renovations are great and the staff was very friendly!"
The price is €165
includes taxes & fees
8 Jul - 9 Jul
Napa Winery Inn
Archer Hotel Napa
4.5 star property
9.4 out of 10, Exceptional, (1002)
"Wonderful stay and great location !"
The price is €319
includes taxes & fees
3 Jul - 4 Jul
Archer Hotel Napa
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.

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

Kenwood holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kenwood. 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 Kenwood 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 Kenwood holiday rentals we have selected for you start as low as €161 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kenwood rentals

At Expedia, we put the best Kenwood 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 Kenwood 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 Kenwood 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 Kenwood. 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

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?

New Modern House in Sonoma Valley's Best Area: This highly rated holiday home rental in Kenwood is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Kenwood?

With 35 Expedia holiday rentals, you're guaranteed to find just the right place for your Kenwood stay.

What can I see and do in Kenwood?

Sugarloaf Ridge State Park and Trione-Annadel State Park are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Robert Ferguson Observatory. Other places in town to visit include Chateau St. Jean Winery and Ledson Winery and Vineyards.

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.

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