239+ Private Villas and Holiday Rentals in Ashland |
Ashland Holiday Rentals
10.0
Exceptional
(1 Review)
- Oakland
- Upper B Street
- 0.37 mi to center
1200 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
د.إ.1,348/Night
For 7 Nights د.إ.9,435
9.0
Exceptional
(4 Reviews)
538.2 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Spa
- Fireplace/Heating
- Parking
د.إ.404/Night
For 7 Nights د.إ.2,828
9.0
Exceptional
(1001 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Breakfast
د.إ.451/Night
For 7 Nights د.إ.3,158
10.0
Exceptional
(19 Reviews)
- Oakland
- Castro Valley
- 1.24 mi to center
1300 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,068/Night
For 7 Nights د.إ.7,477
8.2
Excellent
(6 Reviews)
- Oakland
- Castro Valley
- 1.16 mi to center
16 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- View
- Parking
- Air Conditioner
د.إ.2,367/Night
For 7 Nights د.إ.16,570
10.0
Exceptional
(6 Reviews)
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Kitchen
- Parking
- Internet
د.إ.1,369/Night
For 7 Nights د.إ.9,582
10.0
Exceptional
(5 Reviews)
- Oakland
- Castro Valley
- 1.47 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,098/Night
For 7 Nights د.إ.7,687
10.0
Exceptional
(4 Reviews)
- Oakland
- Cherryland
- 0.77 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.1,087/Night
For 7 Nights د.إ.7,609
10.0
Exceptional
(4 Reviews)
- Oakland
- Castro Valley
- 1.07 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.821/Night
For 7 Nights د.إ.5,744
Luxury Holiday Rentals in Ashland
Over 230+ Luxury Holiday Rentals in or Near Ashland
New
- Oakland
- Cherryland
- 0.47 mi to center
301.39 ft²
2 Bathrooms
Hotel
- Fireplace/Heating
- Parking
- Air Conditioner
د.إ.3,299/Night
For 7 Nights د.إ.23,089
New
- Oakland
- Castro Valley
- 1.66 mi to center
3000 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
د.إ.3,291/Night
For 7 Nights د.إ.23,034
10.0
Exceptional
(3 Reviews)
- Oakland
- Castro Valley
- 0.96 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Group Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
د.إ.3,183/Night
For 7 Nights د.إ.22,281
New
- Oakland
- Santa Clara
- 0.36 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.3,115/Night
For 7 Nights د.إ.21,807
New
2820 ft²
16 Guests
8 Bedrooms
8 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Internet
د.إ.2,831/Night
For 7 Nights د.إ.19,817
New
- Oakland
- San Leandro
- 1.15 mi to center
1 Guest
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Parking
- Internet
د.إ.2,754/Night
For 7 Nights د.إ.19,281
9.2
Exceptional
(12 Reviews)
- Oakland
- Castro Valley
- 1.05 mi to center
1800 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.2,501/Night
For 7 Nights د.إ.17,507
New
- Oakland
- Castro Valley
- 1.74 mi to center
2 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.2,353/Night
For 7 Nights د.إ.16,471
New
- Oakland
- Castro Valley
- 1.13 mi to center
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
د.إ.2,041/Night
For 7 Nights د.إ.14,286
Top-Rated Holiday Rentals with a Pool in Ashland
Over 37+ The Best Private Villas and Holiday Rentals in Ashland with a Pool
9.0
Exceptional
(388 Reviews)
1 Bathroom
Couples Retreat
Hotel
- Pool
- Breakfast
- Parking
د.إ.556/Night
For 7 Nights د.إ.3,897
9.0
Exceptional
(7 Reviews)
- Oakland
- Castro Valley
- 0.95 mi to center
5 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
د.إ.1,285/Night
For 7 Nights د.إ.8,998
8.6
Fabulous
(1004 Reviews)
- Oakland
- Castro Valley
- 0.12 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
د.إ.411/Night
For 7 Nights د.إ.2,876
8.6
Fabulous
(225 Reviews)
489.76 ft²
1 Bathroom
Family Friendly
Hotel
- Pool
- Parking
- Air Conditioner
د.إ.496/Night
For 7 Nights د.إ.3,471
8.5
Fabulous
(241 Reviews)
301.39 ft²
1 Bathroom
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
د.إ.426/Night
For 7 Nights د.إ.2,982
8.4
Excellent
(1210 Reviews)
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.406/Night
For 7 Nights د.إ.2,839
8.2
Excellent
(1003 Reviews)
- Oakland
- San Leandro
- 1.76 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
د.إ.433/Night
For 7 Nights د.إ.3,030
8.2
Excellent
(210 Reviews)
279.86 ft²
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
د.إ.555/Night
For 7 Nights د.إ.3,886
8.1
Excellent
(1098 Reviews)
361.67 ft²
5 Bathrooms
Hotel
- Hot Tub
- Pool
- Breakfast
د.إ.344/Night
For 7 Nights د.إ.2,405
Pet-Friendly Holiday Rentals in Ashland
Over 67+ Pet-Friendly Holiday Rentals in or Near Ashland
10.0
Exceptional
(3 Reviews)
- Oakland
- Cherryland
- 0.77 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.934/Night
For 7 Nights د.إ.6,541
8.0
Excellent
(1 Review)
- Oakland
- Castro Valley
- 1.07 mi to center
753.47 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Parking
د.إ.719/Night
For 7 Nights د.إ.5,035
7.0
Very Good
(2 Reviews)
- Oakland
- Cherryland
- 0.77 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.656/Night
For 7 Nights د.إ.4,594
7.0
Very Good
(1 Review)
- Oakland
- Castro Valley
- 1.73 mi to center
1097.92 ft²
3 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Spa
- Fireplace/Heating
- Pet Friendly
د.إ.919/Night
For 7 Nights د.إ.6,434
7.0
Very Good
(2 Reviews)
- Oakland
- Cherryland
- 0.76 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.551/Night
For 7 Nights د.إ.3,856
6.8
Good
(3 Reviews)
- Oakland
- Cherryland
- 0.81 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.597/Night
For 7 Nights د.إ.4,176
5.6
Average
(4 Reviews)
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Child Friendly
د.إ.1,067/Night
For 7 Nights د.إ.7,474
2.0
Average
(1 Review)
- Oakland
- Castro Valley
- 0.53 mi to center
430 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.502/Night
For 7 Nights د.إ.3,515
New
- Oakland
- Cherryland
- 0.78 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.688/Night
For 7 Nights د.إ.4,818
Large Holiday Rentals and Private Villas in Ashland
Over 13+ Large Holiday Rentals and Private Villas in or Near Ashland
New
- Oakland
- San Leandro
- 2.63 mi to center
10 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
د.إ.536/Night
For 7 Nights د.إ.3,753
6.6
Good
(7 Reviews)
10 Guests
63 Bedrooms
1 Bathroom
Free Cancellation
Cabin
- Hot Tub
- Fireplace/Heating
- Pet Friendly
د.إ.312/Night
For 7 Nights د.إ.2,185
10.0
Exceptional
(1 Review)
- Oakland
- Castro Valley
- 1.96 mi to center
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Spa
- Fireplace/Heating
د.إ.1,737/Night
For 7 Nights د.إ.12,160
8.0
Excellent
(4 Reviews)
- Oakland
- Upper B Street
- 0.64 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
د.إ.1,075/Night
For 7 Nights د.إ.7,525
New
- Oakland
- Castro Valley
- 1.46 mi to center
8 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Child Friendly
- Laundry
د.إ.1,285/Night
For 7 Nights د.إ.8,998
New
- Oakland
- Castro Valley
- 1.49 mi to center
2500 ft²
12 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.1,175/Night
For 7 Nights د.إ.8,226
New
- Oakland
- Castro Valley
- 0.88 mi to center
16 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Internet
د.إ.1,045/Night
For 7 Nights د.إ.7,319
8.0
Excellent
(2 Reviews)
- Oakland
- San Lorenzo
- 1.13 mi to center
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.872/Night
For 7 Nights د.إ.6,107
New
- Oakland
- Castro Valley
- 1.87 mi to center
2863 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.4,101/Night
For 7 Nights د.إ.28,708
Wheelchair Accessible Holiday Homes in Ashland
Over 28+ Wheelchair Accessible Holiday Homes in or Near Ashland
New
996 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.668/Night
For 7 Nights د.إ.4,679
8.7
Fabulous
(126 Reviews)
- Oakland
- Castro Valley
- 0.29 mi to center
355.21 ft²
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.521/Night
For 7 Nights د.إ.3,650
9.0
Exceptional
(693 Reviews)
- Oakland
- Castro Valley
- 0.29 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Spa
- Balcony/Terrace
د.إ.495/Night
For 7 Nights د.إ.3,463
New
785 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.595/Night
For 7 Nights د.إ.4,165
7.8
Very Good
(182 Reviews)
- Oakland
- San Leandro
- 1.74 mi to center
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Hot Tub
- Fireplace/Heating
د.إ.454/Night
For 7 Nights د.إ.3,180
New
996 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.551/Night
For 7 Nights د.إ.3,856
New
785 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.547/Night
For 7 Nights د.إ.3,830
New
996 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.533/Night
For 7 Nights د.إ.3,728
New
785 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.503/Night
For 7 Nights د.إ.3,522
Ashland Private Villas and Holiday Homes Under $200
Over 146+ Ashland Private Villas and Holiday Homes Under $200
10.0
Exceptional
(3 Reviews)
850 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.573/Night
For 7 Nights د.إ.4,014
1.0
Average
(1 Review)
- Oakland
- Castro Valley
- 0.53 mi to center
430.56 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
د.إ.517/Night
For 7 Nights د.إ.3,617
8.0
Excellent
(1003 Reviews)
1 Bathroom
Family Friendly
Hotel
- Kitchen
- Air Conditioner
- Internet
د.إ.362/Night
For 7 Nights د.إ.2,534
9.6
Exceptional
(4 Reviews)
534 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.549/Night
For 7 Nights د.إ.3,841
New
785.77 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Spa
- Fireplace/Heating
- Pet Friendly
د.إ.679/Night
For 7 Nights د.إ.4,756
9.2
Exceptional
(7 Reviews)
- Oakland
- Castro Valley
- 0.67 mi to center
220 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.498/Night
For 7 Nights د.إ.3,485
8.4
Excellent
(6 Reviews)
- Oakland
- Cherryland
- 0.68 mi to center
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
د.إ.725/Night
For 7 Nights د.إ.5,075
New
3 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
د.إ.682/Night
For 7 Nights د.إ.4,774
New
- Oakland
- Castro Valley
- 1.73 mi to center
1100 ft²
3 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.626/Night
For 7 Nights د.إ.4,381
Instantly Bookable Holiday Homes in Ashland
Over 105+ Instantly Bookable Holiday Homes in or Near Ashland
10.0
Exceptional
(1 Review)
- Oakland
- San Leandro
- 2.25 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,789/Night
For 7 Nights د.إ.12,523
New
- Oakland
- Castro Valley
- 0.62 mi to center
500 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
د.إ.701/Night
For 7 Nights د.إ.4,910
8.0
Excellent
(2 Reviews)
- Oakland
- San Leandro
- 0.83 mi to center
8 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,583/Night
For 7 Nights د.إ.11,084
New
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.747/Night
For 7 Nights د.إ.5,230
New
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
د.إ.747/Night
For 7 Nights د.إ.5,230
New
749 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
د.إ.593/Night
For 7 Nights د.إ.4,150
New
- Oakland
- Cherryland
- 0.78 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
د.إ.540/Night
For 7 Nights د.إ.3,779
New
785 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Pet Friendly
د.إ.485/Night
For 7 Nights د.إ.3,393
New
- Oakland
- San Leandro
- 2.78 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.473/Night
For 7 Nights د.إ.3,309
Book a Last Minute Place to Stay in Ashland
About Casai's Private Villas and Holiday Rentals in Ashland
Discover more than 239 vacation rentals available in Ashland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ashland.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ashland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ashland. On average, places to stay near Ashland offer 333.43 ft², with nightly prices averaging د.إ.727.
With Casai, finding and comparing holiday rentals in Ashland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Ashland
| Type | Count |
|---|---|
| Vacation Homes | 117 |
| Holiday Apartments | 70 |
| Cottages | 5 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Ashland
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Ashland.
Weather in Ashland, CA
View the weather forecast for Ashland before booking your Ashland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Frequently Asked Questions About Ashland?
What are the top holiday rentals in Ashland?
With numerous options available in Ashland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ashland:
- “The White House” You will have the best experience
- Spacious 3BR w/Large Backyard - Near SF & OAK
- City Lights and Sunset Views Stylish Condo with Free Parking and Wi-fi!
- Slice of Heaven with Gated Parking and Sunset Views
- Crest retreat home
- Tropical Modern Resort for Your Perfect Vacation
- Luna's Hosted Retreat - Private Family & Pet Friendly 2BR Suite
- Spacious 3 bedroom house, close to Oakland, San Francisco, & San Jose.
- Urban Oasis to Love, Near SF, Free Parking Onsite
- Bay Area Bliss: Cozy Family Condo in the Heart of Hayward Hills Close to CSUEB.
Which holiday homes in Ashland are best for families?
If you're searching for a family-friendly holiday home in Ashland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Ashland:
- Unbelievable Hayward 2BR w/Pool & Gym, near BART, by Blueground
- Castro Valley Home with Bay Area Views!
- Discovery Inn
How many Casai.ae holiday rentals are available in Ashland?
As of 2026, Casai boasts over 239 properties listed in the Ashland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ashland.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| Lower Bal Vacation Rentals in Oakland, California | 167 |
People Also Ask
Finding the best prices in Ashland
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