Compare Windsor Vacation Rentals

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Windsor Rentals

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

11.47 mi from city center
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This cottage also has barbecue grills.
Hot Tub
Kitchen
The Ranch at Lake Sonoma

The Ranch at Lake Sonoma

1 out of 5
100 Marina Rd, Geyserville, CA
Free Cancellation
Reserve now, pay when you stay
15.18 mi from city center
$59 nightly
The price is $68 total per night
$68 total
Oct 6 - Oct 7
Total with taxes and fees
The Ranch at Lake Sonoma features free WiFi in public areas, meeting rooms, and a conference center. A stay here includes free parking. Additional amenities include express check-in and express check-out.
Pet friendly
Parking included
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

18.24 mi from city center
This cabin features a hot tub and a garden.
Hot Tub
Kitchen
Oceanfront - Hot Tub - Newly Remodeled Cottage

Oceanfront - Hot Tub - Newly Remodeled Cottage

18.26 mi from city center
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden.
Hot Tub
Kitchen
Luxe Surf Shack | Rooftop Hot Tub, Games + Near Beach

Luxe Surf Shack | Rooftop Hot Tub, Games + Near Beach

19.03 mi from city center
This vacation home features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this family-friendly vacation home include barbecue grills and a garden.
Hot Tub
Kitchen
Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

Bright Home 800 Feet from Salmon Creek Beach w/ Wood Stove & Pool Table

19.16 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Kitchen
Washer
COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

COZY—Dog-Friendly—Perfect for Couples!!! 2025 DISCOUNT for 5-10 days—ASK!!!

19.39 mi from city center
Guests of this vacation home have access to designated smoking areas.
Kitchen
Pet friendly
Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

19.41 mi from city center
$500 nightly
The price is $553 total per night
$553 total
Oct 7 - Oct 8
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

ON A BLUFF WITH 180 DEGREE CLOSE WATER VIEWS SHORT WALK TO THE BEACH

19.78 mi from city center
$712 nightly
The price is $787 total per night
$787 total
Oct 9 - Oct 10
Total with taxes and fees
At this vacation home, guests have access to a hot tub, an arcade/game room, and laundry facilities. This smoke-free vacation home also has barbecue grills.
Hot Tub
Kitchen
7 Bedroom Oceanfront in Dillon Beach with spa

7 Bedroom Oceanfront in Dillon Beach with spa

21.7 mi from city center
$1,957 nightly
The price is $2,197 total per night
$2,197 total
Oct 6 - Oct 7
Total with taxes and fees
This vacation home features a hot tub, an arcade/game room, and laundry facilities. This beach vacation home also has barbecue grills.
Hot Tub
Kitchen
Panoramic Ocean View--3 Min Walk To Beach

Panoramic Ocean View--3 Min Walk To Beach

22.01 mi from city center
Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and barbecue grills.
Kitchen
Washer
Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

Romantic, Dramatic Views! Full calendar https://www.vrbo.com/81742?dateless=true

22 mi from city center
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
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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.

Windsor Large Group Rentals

How to Book Vacation Rentals in Windsor



🏠 What is the best price for Windsor vacation rentals?

Windsor vacation rentals range in price, starting at $68 per night.


🏠 What types of vacation rentals in Windsor can I rent?

Orbitz offers a wide range of Windsor rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Windsor condo rentals.


🏠 Is it free to cancel my Windsor vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Windsor vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Windsor. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Windsor?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Windsor apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Windsor?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Windsor package deals will get you even more savings.

More to Explore

More to Explore