Montecito-Happy Valley holiday lettings
We found 25 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Montecito-Happy Valley that are perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Montecito-Happy Valley

Waterfront home with King Bed, spacious, clean, pet friendly. Near SF, Napa
Sleeps 8 · 2 bedrooms · 2 bathrooms

Amazing 4-bedroom home with AC in downtown San Rafael
Sleeps 8 · 4 bedrooms · 3 bathrooms

Luxury Retreat 7Bed/6.5Bath/Pool/6k+sqft
Sleeps 16 · 7 bedrooms · 6+ bathrooms

4BD+Grand Room Marin Home w/ Hot Tub, Billiards, BBQ, VIEWS!
Sleeps 12 · 4 bedrooms · 2 bathrooms

Elegant Spacious 5BR Home in San Rafael, CA!
Sleeps 13 · 5 bedrooms · 4+ bathrooms

GORGEOUS BAYSIDE BUNGALOW WITH PRIVATE TERRACE
Sleeps 2 · 1 bedroom · 1 bathroom
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Montecito-Happy Valley?
Prices for holiday rentals in Montecito-Happy Valley vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Montecito-Happy Valley to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Montecito-Happy Valley holiday house rentals?
You can find great discounts on house rentals in Montecito-Happy Valley on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Montecito-Happy Valley holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Montecito-Happy Valley with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Montecito-Happy Valley?
A long-stay holiday rental in Montecito-Happy Valley is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Montecito-Happy Valley for a holiday rental?
The peak season for visiting Montecito-Happy Valley stretches from May to July, with July being the most popular month for travellers eager to soak up the sun in this picturesque Californian locale. During this period, visitors can enjoy outdoor activities such as hiking in the nearby Santa Barbara mountains and exploring the stunning beaches along the coast. The weather is typically warm, with daytime temperatures ranging from 20 to 30 degrees Celsius, creating a great backdrop for sightseeing and relaxation.For those seeking a quieter experience while still enjoying the region's beauty, December emerges as an excellent option. This low season presents a unique charm, with milder temperatures and fewer crowds. It's an ideal time to explore the local culture, indulge in seasonal festivities, or simply enjoy the breathtaking coastal views without the hustle and bustle of peak tourist traffic.Ultimately, your choice of when to visit should reflect your preferences for either vibrant summer activities or the serene ambiance of the off-peak season.
How early should I book a Montecito-Happy Valley holiday rental?
Book your Montecito-Happy Valley holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Montecito-Happy Valley home rental booking on Vrbo?
To find Montecito-Happy Valley holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Montecito-Happy Valley holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
