Whispering Pines Holiday Rentals

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Holiday Rentals in Whispering Pines

Safari West
2.0 star property
9.4 out of 10, Exceptional, (219)
"Incredible experience!"
The price is NZ$887
per night
10 Jun - 11 Jun
Safari West
Cottage home near the Russian River; county parks; numerous wineries
10.0 out of 10, Exceptional, (79)
"Our family had a wedding to attend in the area and the accommodations were perfect for us! Close to everything. We appreciated having some staples available too (coffee!). Would stay there again for sure!"
Cottage home near the Russian River; county parks; numerous wineries
Clear Lake Cottages & Marina
2.5 star property
9.0 out of 10, Wonderful, (272)
"Lovely lakefront cottage with a great kitchenette perfect for making breakfast in! The cottage was clean and well equipped! We wish we could have stayed longer! "
The price is NZ$292
per night
11 Jun - 12 Jun
Clear Lake Cottages & Marina
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Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
10.0 out of 10, Exceptional, (114)
"Beautiful house to share with my husband and 5 of our friends. The house has everything you hope for and the host was excellent! Would def stay again and again!"
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate
Secluded home with private saltwater pool, spa & amazing view - dog-friendly
8.4 out of 10, Very good, (12)
"This property was perfect for our writing retreat! It was spacious and comfortable, and set in a beautiful location. Would absolutely stay again!"
Secluded home with private saltwater pool, spa & amazing view - dog-friendly
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
10.0 out of 10, Exceptional, (49)
"We stayed here to attend a firefighter conference. After long days of physical training it was great to come back to such a relaxing and clean property!"
The price is NZ$946
per night
12 Jun - 13 Jun
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
Wooded Restful Retreat, with broad scenic views, outdoor dining
10.0 out of 10, Exceptional, (279)
"Comfy and clean place to stay and relax"
Wooded Restful Retreat, with broad scenic views, outdoor dining
Lakefront Vacation Home, Private Beach, Dock, Pool Table, Fishing, Pet-Friendly!
8.8 out of 10, Excellent, (134)
"We were pleased with the home, the view and the grounds. Five adults, 2 kids and 2 dogs were very comfortable. Furniture was nice, there was plenty of dishes, silverware and pots and pans. The owners were super nice and very helpful. We would most definitely stay here again"
The price is NZ$1,184
per night
10 Jun - 11 Jun
Lakefront Vacation Home, Private Beach, Dock, Pool Table, Fishing, Pet-Friendly!
Sunset Hideaway Lakefront Home w/3 bed/2 bath oasis
10.0 out of 10, Exceptional, (3)
"House was clean and smelled wonderful, great views, plenty of room, and the bonus part was the fish was biting right off our private dock in the backyard, the host Pamela was great"
Sunset Hideaway Lakefront Home w/3 bed/2 bath oasis
Healdsburg Cottage Walk to the Plaza, Workspace
9.8 out of 10, Exceptional, (206)
"Overall great. Only comment is that ice and grill had to be shared with home owner. So they had to be there when we wanted them."
Healdsburg Cottage Walk to the Plaza, Workspace
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
10.0 out of 10, Exceptional, (264)
"Beautiful cabin literally surrounded.by the Rogers Zinfandel Vineyard. Perfectly appointed and generously supplied. Gracious hosts and excellant communication. Secluded location makes this a true slice of heaven in the Dry Creek Wine Country. Highly recommended!"
✨Rustic Cabin in Dry Creek Valley with beautiful views // 5 miles to Plaza ✨
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
10.0 out of 10, Exceptional, (148)
"We love staying at this property in Dry Creek! It is so clean and has everything you'd want.. the location is perfect, right in the middle of everything Dry Creek and Healdsburg."
Modern Wine Country Cottage in Historic Healdsburg, Premiere Location
Luxury Napa Estate With Pool/Hot-tub/Concierge
10.0 out of 10, Exceptional, (28)
"Thank you so much for our stay in your beautiful house in Calistoga. It was everything it was advertised to be. It accommodated our family of 12 ranging from 9 months to 66 with ease. Perfect setup, the grounds were beautiful, communication and support were excellent, and convenience to Calistoga and Triple S Ranch could not have been better. It was clean and our daily cleaning service was fantastic. Thank you for everything. Our family vacation was so enjoyable, thanks to you."
Luxury Napa Estate With Pool/Hot-tub/Concierge
Beautiful Cottage overlooking vineyards. Three minutes from downtown!
10.0 out of 10, Exceptional, (214)
"Having our wedding at Ru's Farm was a dream. It was love at first sight, we knew immediately after stepping on the grounds that this was our place. It's beautiful and charming in a way that photos barely capture, but that's just the start of it. Lele, the venue owner was a joy to work with. We could tell how much love and care she puts into the space and that working with her would be the opposite of the cookie cutter, corporate experience we've experienced at other popular venues. She...
Beautiful Cottage overlooking vineyards. Three minutes from downtown!
Xanadu Healdsburg- Luxury Blu Home In the Heart of Sonoma County Wine Country
9.8 out of 10, Exceptional, (19)
"We loved this property! We did a mini high school reunion with friends from 40 years ago. The house was amazing and did not disappoint at all. We laid by the pool, played cards outside. Close to Healdsburg Square (7 minutes away). This trip was beyond all our expectations and the house was clean and big and the view was amazing. Recommend for a group of 8 or less. We will definitely book again!"
Xanadu Healdsburg- Luxury Blu Home In the Heart of Sonoma County Wine Country
Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
10.0 out of 10, Exceptional, (68)
"We have visited Healdsburg for years, because of the house, this was our best trip. The home was incredibly comfortable and perfectly situated for wine tasting."
Healdsburg Villa on a Vineyard with Amazing Poolside Sunsets
Chalk Hill Cottage Close to Wineries
9.8 out of 10, Exceptional, (15)
"Lovely place for a couple to stay. Convenient location - close to many vineyards and the great town of Healdsburg!"
Chalk Hill Cottage Close to Wineries
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
10.0 out of 10, Exceptional, (13)
"House was exactly as shown. Owner was responsive and very easy to deal with. Location was remote but close to town. Really worked perfectly for our group of 8"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8
B - Wine Country Getaway
9.6 out of 10, Exceptional, (10)
"We were looking for a place to stay for a wine weekend, and this place was perfect. Cozy and great location, easy in/out."
B - Wine Country Getaway
Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub
10.0 out of 10, Exceptional, (4)
"Our stay was amazing, since the property was located in a picturesque hill side surrounded by majestic oaks. The property was specious and accommodating and served us perfectly with its charming unique Retro decor."
Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub
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See all available properties in Whispering Pines
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.

Other types of properties in Whispering Pines you may be interested in

Solage, Auberge Resorts Collection
5.0 star property
9.4 out of 10, Exceptional, (582)
"Very good service"
The price is NZ$1,530
per night
23 Jun - 24 Jun
Solage, Auberge Resorts Collection
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
4.0 star property
8.4 out of 10, Very good, (108)
"Enjoyed it and pet friendly!!"
The price is NZ$428
per night
8 Jul - 9 Jul
Calistoga Motor Lodge & Spa, a JdV by Hyatt Hotel
Best Western Dry Creek Inn
3.0 star property
7.8 out of 10, Good, (1012)
"Nice reasonable spot for touring wine country."
The price is NZ$303
per night
10 Jun - 11 Jun
Best Western Dry Creek Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Whispering Pines holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Whispering Pines. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Whispering Pines. Seeing all the best attractions is bound to make you fall in love with Whispering Pines. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Whispering Pines short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Whispering Pines?

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

Lakefront Vacation Home, Private Beach, Dock, Pool Table, Fishing, Pet-Friendly!: This holiday home rental outside of Whispering Pines is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Whispering Pines?

While exploring the area, visit family-friendly sights like SingleThread Farm at Dry Creek, or get outside and enjoy nature at Cobb Mountain. In the wider area, you’ll find Twin Pine Casino and Redbud Park.

What’s a holiday rental in Whispering Pines like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whispering Pines. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of security away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.

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