A vineyard with rows of grapevines on a hillside under a clear sky.

Glen Ellen holiday lettings

We found 730 holiday rentals — enter your dates for availability

Select from 87 homes, 12 cottages and other holiday rentals in Glen Ellen to find one that's perfect for your trip. Holiday rentals offer the best amenities for your stay with friends, family or just your pet, such as parking and air conditioning. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Glen Ellen

Showing deals for:12 Feb - 19 Feb

Luxury Vineyard Creek Ranch Sonoma

Pool

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

North facing deck

Stunning Private Wine Country Estate - Epic Views - Pool - Hot Tub - Sunsets!

Propane firepit outdoor seating for 14 guests

Wine Country Retreat between Sonoma & Napa Valleys

Property grounds

Modern Sonoma Farmhouse, Hot Tub, Close to Historic Sonoma Square

Outdoor dining

Gorgeous Vineyard Views, Large private home w/heated Pool & Hot Tub included!

Sunset from the pool.

Sonoma Plaza Spa, Pool Table + Fireplaces & Views

Pool Oasis, Spa, Outdoor Shower

Stay at Roche Winery's Sonoma Vineyard Retreat

Great room: formal dining area,  grand piano, fireplace, tv

Custom Winemaker's home - WALKING distance to 9 wineries! This is the place.

Exterior

Sonoma Country Club Wine Country w/ pool

Private kitchen

Single Story Ranch w/ Pool - 2.5 Acres close to Sonoma Square and Sonoma Raceway

So close to Sonoma, yet you feel in the middle of country

Mayacamas Hideaway · Hot Tub, Fireplaces, Dogs OK

🌳 A winding stone path leads beneath a majestic oak tree, past lush gardens and native plants, to a charming adobe-style home. A peaceful, natural setting that feels like your own private escape 🌿

WOW! A little bit of France...in Sonoma!

Exterior detail

Relax on hanging bed, enjoy Hot tub, fast WiFi, close to square, in the country

kitchen, butcher block island

Luxury Sonoma home with hot tub and beautiful deck and outdoor area

New hot tub ready for you!

Sonoma Vineyard Estate - 3bd/2bth

Pool and fire table

Casita Monterey: Private Hot Tub, Fenced Garden, Pet-Friendly Sonoma

Dining

The Burndale Barn Wine Country Vacation Home

Living area

Romantic Wine Country Cottage in Kenwood - Walk to 15 Wineries

Back Yard Deck

New Modern House in Sonoma Valley's Best Area

Terrace/patio

Peaceful, Sonoma oasis - heated pool, fire pit, outdoor dining - close to Plaza

Dining room

Secluded Sonoma Country Retreat Views Pool-Spa-Vineyard-Olive Groves

Pool

Wine Country Kenwood Cottage

Property grounds

Newly built Elegant and Stunning Guest house !!!

Dining

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Find properties near top attractions in Glen Ellen

A small boat near a pond with lily pads and a forested hillside in the background.

1

Quarryhill Botanical Garden

A dirt path surrounded by trees and a body of water.

2

Sonoma Valley Regional Park

Find the best place to stay - Glen Ellen

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Image of Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

Premier Host

Sleeps 12 · 7 bedrooms · 9+ bathrooms

Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

Image of Wine Country Getaway With Pool, Hot Tub, Garden, Views, Location!

Premier Host

Sleeps 12 · 4 bedrooms · 3 bathrooms

Hilltop Pool + Patio + Panoramic Views | Wine Country Retreat | Sonoma Sunshine

Image of Hilltop Pool + Patio + Panoramic Views | Wine Country Retreat | Sonoma Sunshine

Sleeps 10 · 4 bedrooms · 3+ bathrooms

Wine Country beautiful Glen Ellen, Sonoma Valley Secluded Sophistication.

Image of Wine Country beautiful Glen Ellen, Sonoma Valley Secluded Sophistication.

Premier Host

Sleeps 6 · 3 bedrooms · 2 bathrooms

Wine Country Retreat at Private Creekside House!

Image of Wine Country Retreat at Private Creekside House!

Premier Host

Sleeps 8 · 3 bedrooms · 2 bathrooms

Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

Image of Lrg Wine Country Estate on creek w Pool/Spa sleeps 8

Sleeps 8 · 4 bedrooms · 2 bathrooms

Frequently Asked Questions

What is the best area to stay in Glen Ellen when booking a holiday rental?

When considering a holiday rental in Glen Ellen, California, the best area to stay would be near the heart of the village, which offers a charming blend of tranquility and accessibility to local attractions. This picturesque neighbourhood features a selection of properties, from quaint cottages to luxurious villas, providing a range of options to suit different preferences.

One of the top attractions nearby is the beautiful Jack London State Historic Park, which offers stunning hiking trails and the chance to explore the former home of the famous author. Additionally, the renowned Benziger Family Winery is just a stone's throw away, where visitors can enjoy exquisite wine tastings amidst scenic vineyard views.

Staying in this area not only allows for easy access to these delightful points of interest but also immerses you in the serene atmosphere that Glen Ellen is celebrated for.

How much does it cost to rent a holiday home in Glen Ellen?

Prices for holiday rentals in Glen Ellen 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 Glen Ellen 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 Glen Ellen holiday house rentals?

You can find great discounts on house rentals in Glen Ellen 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.

What is the most popular type of holiday rental accomodation in Glen Ellen?

In Glen Ellen, holiday houses are the most popular type of holiday rental, with around 308 options available throughout the area. These properties often feature spacious living areas, multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or decks, making them ideal for families or groups wanting to enjoy the picturesque surroundings. Additionally, there are approximately 40 cottages and 28 villas, which provide a charming and more intimate atmosphere, often highlighting local architectural styles.

Are there any family house rentals in Glen Ellen?

In Glen Ellen, California, there are numerous family-friendly house rentals available, with around 62 options scattered throughout the area. This charming locale is known for its picturesque landscapes and proximity to attractions such as the Jack London State Historic Park, where families can enjoy hiking and exploring the park's rich history.

Many of these homes come equipped with spacious living areas, fully stocked kitchens that are great for preparing family meals, and outdoor spaces ideal for children to play. Visitors can also expect amenities like Wi-Fi, air conditioning, and sometimes even private gardens or patios for relaxation after a day of exploration.

Can I rent a holiday home with a pool or hot tub in Glen Ellen?

In Glen Ellen, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 63 options to choose from. This picturesque area, located in Sonoma County, offers a serene escape with its beautiful landscapes and proximity to vineyards. Many of the rentals come equipped with private pools, soothing hot tubs, and spacious outdoor areas ideal for relaxation and entertaining.

Travellers can expect amenities such as fully equipped kitchens for preparing meals, comfortable living spaces, and some properties may also include outdoor dining areas or fire pits for enjoying the pleasant evenings. Find your rental in Glen Ellen with a pool or a hot tub.

Can I find long-stay holiday rentals in Glen Ellen?

A long-stay holiday rental in Glen Ellen 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.

Are there pet-friendly house rentals in Glen Ellen?

In Glen Ellen, there are numerous pet-friendly house rentals available, with around 37 options for travellers seeking to bring their furry friends along. Many of these holiday homes feature amenities such as spacious backyards, private patios, and often include fully equipped kitchens, making them convenient for families or groups.

The area boasts beautiful outdoor spaces, with nearby attractions like Jack London State Historic Park, where pets are welcome on leash, allowing for enjoyable hikes amidst stunning natural scenery. Additionally, there are local wineries that may be pet-friendly, providing a relaxing environment for both humans and their pets.

Are there any remote work holiday rentals in Glen Ellen?

In Glen Ellen, California, there are plenty of remote work holiday rentals available, with around 380 options to choose from. This picturesque town, located in wine country, offers a serene environment that is ideal for working remotely. Many properties come equipped with essential amenities such as free Wi-Fi, desk spaces, and wired internet access in rooms, ensuring that guests can stay productive while enjoying their scenic surroundings.

The area is known for its charming landscapes and proximity to various wineries, making it a great spot for those looking to balance work and leisure. Guests can expect comfortable accommodations that often include outdoor spaces, allowing for relaxation during breaks. Additionally, the town has local markets and dining options that add to the convenience of remote working in a beautiful setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Glen Ellen holiday rentals with parking?

Vrbo offers a wide selection of holiday rentals in Glen Ellen 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.

What are popular rental amenities in Glen Ellen?

In Glen Ellen, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also feature inviting decks or patios, superb for enjoying the serene views of the surrounding landscapes. A fireplace is a common addition, providing warmth and a cosy atmosphere, particularly in the cooler months. Onsite parking is typically available for convenience, and guests can also expect amenities like coffee and tea makers to start their mornings off right.

When is the best time to visit Glen Ellen for a holiday rental?

The peak season for visiting Glen Ellen is from August to October, making this a delightful time to experience the region's beautiful vineyards and stunning landscapes. October, in particular, is a popular month as the grape harvest is in full swing, offering visitors the chance to partake in wine tastings and vineyard tours amidst the picturesque fall foliage.

During this period, temperatures are typically mild, averaging around 15 to 25 degrees Celsius, creating ideal conditions for outdoor activities such as hiking in the nearby Sonoma Valley and exploring local parks. The vibrant setting during these months is complemented by various events, including harvest festivals that celebrate the rich agricultural heritage of the area.

For those seeking a more budget-friendly option, consider visiting in December. Although this is the low season, Glen Ellen transforms into a serene winter retreat. It's a wonderful time to enjoy the quieter side of the region, with opportunities for cosy evenings by the fireplace in your holiday rental and exploring the local shops and galleries without the crowds.

How early should I book a Glen Ellen holiday rental?

Book your Glen Ellen 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.

What are the top attractions in Glen Ellen?

In Glen Ellen, visitors can experience firsthand a picturesque setting that showcases the beauty of California's wine country. One of the top attractions is the Jack London State Historic Park, where guests can explore hiking trails, visit the ruins of the author's home, and enjoy the stunning natural landscape. The park is a great spot for outdoor activities and offers a glimpse into the life of the famous writer.

Another highlight is the Benziger Family Winery, known for its organic and biodynamic practices, where guests can take tours of the vineyards, enjoy tastings, and learn about the wine-making process. Nearby, the Glen Ellen Village offers charming shops and eateries, superb for a leisurely stroll and a taste of local cuisine.

For those interested in art, the Sonoma Valley Museum of Art in nearby Sonoma showcases a variety of contemporary art exhibitions and often features local artists. The area also boasts beautiful parks, such as the Sonoma Valley Regional Park, which provides opportunities for picnicking, hiking, and wildlife observation amidst serene surroundings.

Can I change or cancel my Glen Ellen home rental booking on Vrbo?

To find Glen Ellen 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 Glen Ellen 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.

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