Holiday Rentals in The Oaks

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in The Oaks

Very serene gated home on hill

9.4 out of 10, Exceptional, (6)
"I recently rented this beautiful home for a small gathering of close family and friends for a one-night stay, and it exceeded our expectations! The house was spacious, and full of charm—inside and out. There were three beds, a smart TV, multiple bathrooms, and a great shower setup, which made it super convenient for our group.The kitchen was one of the highlights! It came fully stocked with everything we needed, including brand new appliances and cutlery, which made cooking and enjoying meals...
The price is €211
includes taxes & fees
18 Jul - 19 Jul
Very serene gated home on hill

*Mountain View in Highly desired Russian River Estate

8.8 out of 10, Excellent, (12)
"In the area for a wedding. This location is on a beautiful area. The house was comfortable & had all we needed. Its rustic but very nice."
The price is €730
includes taxes & fees
17 Aug - 18 Aug
*Mountain View in Highly desired Russian River Estate

Spacious wine country retreat; Sauna, hot tub, gym in charming Cloverdale.

9.2 out of 10, Wonderful, (7)
"Great place to stay at home owner supper nice and was helpful"
Spacious wine country retreat; Sauna, hot tub, gym in charming Cloverdale.

Spacious 5-bedroom wine country retreat in downtown Cloverdale

Spacious 5-bedroom wine country retreat in downtown Cloverdale

The Crows Nest at Dancing Crow Winery

The price is €303
includes taxes & fees
19 Jul - 20 Jul
The Crows Nest at Dancing Crow Winery

Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit

10.0 out of 10, Exceptional, (34)
"We loved our stay and special attention to detail along with fully stocked amenities and snacks!"
The price is €185
includes taxes & fees
29 Jul - 30 Jul
Luxurious Downtown Guest Cottage / 2 Beds / Garden Oasis w/Firepit

NEW! 3 BED 2 BATH Utopian Ukiah

9.2 out of 10, Wonderful, (34)
"Was as advertised and close to many things downtown. Would have liked to know in advance that no shoes were allowed inside, preferred slippers. Otherwise, very nice and great location. Host was very responsive. "
The price is €451
includes taxes & fees
21 Jul - 22 Jul
NEW! 3 BED 2 BATH Utopian Ukiah

Newly renovated home walkable to Downtown/Restaurants/Park

9.2 out of 10, Wonderful, (11)
"It was okay"
The price is €461
includes taxes & fees
27 Jul - 28 Jul
Newly renovated home walkable to Downtown/Restaurants/Park
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.
Save an average of 15% on thousands of hotels when you're signed in

Frequently asked questions

Are there holiday rentals in The Oaks?

Yes, there are holiday rentals close to the most popular sights in The Oaks, 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 The Oaks has to offer?

Sunny Home. Hot Tub. Walk to 2 Beaches, Rec Center, Bluff Trail and the Lodge.: This holiday home rental outside of The Oaks is located in the mountains, 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. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

What’s there to see and do in The Oaks?

Explore the area and family-friendly sights such as Anderson Valley Chamber of Commerce, or get out into nature at a spot like Mailliard Redwoods State Natural Reserve. In the wider area, you’ll find Maple Creek Winery and Milano Family Winery.

What’s a holiday rental in The Oaks like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in The Oaks. Holiday rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for family gatherings.