•
63 reviews
Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Welcome to Villa de la Sky Ranch by Fieldtrip.
@stayfieldtrip
Experience the magic of Temecula Wine Country from the comfort of a sprawling six-bedroom getaway. You and your group will have everything you need to relax, gather, or celebrate in style, with expansive living and lounge areas, a garage game room, pool, hot tub, and much more. You'll also be perfectly located to enjoy the exquisite wine tastings, dining, shopping, and natural beauty the wine country region is celebrated for. As with all Fieldtrip properties, you can expect an elevated experience where every need has been anticipated and every comfort provided.
Outside, an impressive gated entry opens up to a long private driveway — perfect for a grand entrance. The property's warm hues, terra-cotta tiles, artisanal stone work, enchanting landscaping, and vineyard views evoke the charm of a Tuscan villa, while the generous outdoor space invites you to enjoy the Southern California sun. Unwind on the massive lawn, under the shady gazebo, or on the inviting pool deck, complete with a hot tub, lounge chairs, fully equipped grill station, and outdoor dining table.
As you step inside, you'll find an open-plan living area with lounge seating, a chef's kitchen, and large glass doors that open up to provide fresh air and fabulous views. The décor balances high-end luxury with country-chic, combining vaulted ceilings, rustic wooden beams, premium furnishings, and elegant designer details. You'll also have a garage game room and lounge space that features a pool table, ping-pong table, TV, and arcade machine.
When the day ends, the property's impeccable bedrooms make it easy to rest and recharge. The master is particularly regal, with a plush king bed and glass doors that provide stunning views and direct outdoor access. The spa-style en-suite features a freestanding tub and luxurious marble walk-in shower. The other five bedrooms are also impeccably decorated, with one offering two bunk beds to accommodate children and larger groups.
Experience your trip the Fieldtrip way. As with all Fieldtrip properties, Villa de la Sky Ranch is professionally managed and features:
HIGHLIGHTS
BEDROOM CONFIGURATION
AMENITIES
IMPORTANT THINGS TO KNOW
CHECK-IN PROCESS - Checking in at your FIELDTRIP home is now easier than ever. FIELDTRIP's guidebook contains everything you need to know. From reservation details, property information, check-in instructions, local recommendations and add-on services to enhance your stay, you'll find it all here.
PARKING - Guests are limited to a maximum of 6 cars, depending on size. Renters and their daytime guests should park in the garage or driveway. There is NO on-street parking available. To avoid ticketing or towing, please ensure all cars are not extending into or blocking the sidewalk.
EARLY CHECK-IN / LATE CHECK-OUT - Stay a little longer and add up to 2 hours before or after your arrival for $75/hour. Half days (11am arrival or 4pm departure) are also available for 50% of the nightly rate for the night needing to be blocked to accommodate.
DELIVERIES - We are unable to accept packages at the homes. Please plan accordingly and utilize holding packages at the local post office or nearby Amazon Lockers.
EVENTS / RETREATS - APPROVAL REQUIRED PRIOR TO BOOKING. Small events within our permitting requirements are considered. Please note that all events require formal, written approval from the County of San Bernardino. Additionally, an event fee starting at $1,000 will apply, with the final cost determined by the specific scope and coverage of the occasion.
PHOTO/VIDEO & COMMERCIAL USE - Guests are welcome and encouraged to take photos for personal use (and feel free to tag us @stayfieldtrip). Drones are not permitted due to county restrictions. Any guests found to be doing a commercial shoot will have their reservation canceled. Any commercial shoots discovered during or after a stay will be responsible for the production fee.
LOCATION
With two of Temecula's premier wineries within a short distance, you can easily embark on a wine-tasting adventure. Doffo and Vitagliano Wineries are less than a mile away, allowing you to explore their exquisite collections and enjoy the scenic vineyard views. For those seeking a broader selection, Wilson Creek Winery, a mere 2 miles away, awaits with its award-winning wines and charming tasting rooms. Beyond the wineries, the surrounding area offers a wealth of activities. Discover the charm of Old Town Temecula, indulge in fine dining experiences, or explore the scenic trails that wind through the rolling hills of wine country.
ABOUT FIELDTRIP
Fieldtrip (@stayfieldtrip) is a boutique hospitality brand elevating the short-term rental experience. We design, develop, curate, and professionally operate a portfolio of design-focused properties. The Fieldtrip experience combines the amenities and service of a luxury lifestyle hotel with the privacy and intimacy of a home.
STR Permit #: 000642
TOT Cert #: 94-683
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
4 full bunk beds
Bedroom 5
1 full trundle bed, 1 twin trundle bed
Bedroom 6
1 queen bed
Bedroom 1
1 king bed
Bedroom 2
1 queen bed
Bedroom 3
1 queen bed
Bedroom 4
4 full bunk beds
Bedroom 5
1 full trundle bed, 1 twin trundle bed
Bedroom 6
1 queen bed
Brett
•
September 2026
Debbie
•
September 2026
Carole
•
March 2026
Temecula, CA 92592, US
Temecula, CA, USFree cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 11:00 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 17, 2026 | $436 | Not Available |
| Oct 18, 2026 | $436 | Available |
| Oct 19, 2026 | $436 | Available |
| Oct 20, 2026 | $436 | Available |
| Oct 21, 2026 | $436 | Available |
| Oct 22, 2026 | $436 | Not Available |
| Oct 23, 2026 | $870 | Not Available |
| Oct 24, 2026 | $869 | Not Available |
| Oct 25, 2026 | $464 | Not Available |
| Oct 26, 2026 | $436 | Available |
| Oct 27, 2026 | $458 | Available |
| Oct 28, 2026 | $445 | Available |
| Oct 29, 2026 | $436 | Available |
| Oct 30, 2026 | $734 | Not Available |
| Oct 31, 2026 | $707 | Not Available |
| Nov 1, 2026 | $436 | Available |
| Nov 2, 2026 | $436 | Available |
| Nov 3, 2026 | $436 | Not Available |
| Nov 4, 2026 | $482 | Not Available |
| Nov 5, 2026 | $696 | Not Available |
| Nov 6, 2026 | $975 | Available |
| Nov 7, 2026 | $1213 | Not Available |
| Nov 8, 2026 | $650 | Not Available |
| Nov 9, 2026 | $436 | Available |
| Nov 10, 2026 | $652 | Available |
| Nov 11, 2026 | $675 | Available |
| Nov 12, 2026 | $789 | Available |
| Nov 13, 2026 | $1229 | Available |
| Nov 14, 2026 | $1176 | Available |
| Nov 15, 2026 | $652 | Available |
| Nov 16, 2026 | $478 | Available |
| Nov 17, 2026 | $471 | Available |
| Nov 18, 2026 | $492 | Available |
| Nov 19, 2026 | $599 | Available |
| Nov 20, 2026 | $1105 | Available |
| Nov 21, 2026 | $1009 | Available |
| Nov 22, 2026 | $618 | Available |
| Nov 23, 2026 | $709 | Available |
| Nov 24, 2026 | $500 | Available |
| Nov 25, 2026 | $1220 | Not Available |
| Nov 26, 2026 | $1261 | Not Available |
| Nov 27, 2026 | $1590 | Not Available |
| Nov 28, 2026 | $1175 | Available |
| Nov 29, 2026 | $526 | Available |
| Nov 30, 2026 | $462 | Available |
| Dec 1, 2026 | $453 | Available |
| Dec 2, 2026 | $436 | Available |
| Dec 3, 2026 | $502 | Available |
| Dec 4, 2026 | $977 | Available |
| Dec 5, 2026 | $915 | Available |
| Dec 6, 2026 | $496 | Available |
| Dec 7, 2026 | $436 | Available |
| Dec 8, 2026 | $444 | Available |
| Dec 9, 2026 | $436 | Available |
| Dec 10, 2026 | $484 | Available |
| Dec 11, 2026 | $948 | Available |
| Dec 12, 2026 | $936 | Available |
| Dec 13, 2026 | $514 | Available |
| Dec 14, 2026 | $450 | Available |
| Dec 15, 2026 | $470 | Available |
| Dec 16, 2026 | $534 | Available |
| Dec 17, 2026 | $643 | Available |
| Dec 18, 2026 | $1017 | Available |
| Dec 19, 2026 | $1054 | Available |
| Dec 20, 2026 | $822 | Available |
| Dec 21, 2026 | $927 | Available |
| Dec 22, 2026 | $1097 | Available |
| Dec 23, 2026 | $1340 | Available |
| Dec 24, 2026 | $1385 | Available |
| Dec 25, 2026 | $1590 | Available |
| Dec 26, 2026 | $1590 | Available |
| Dec 27, 2026 | $1331 | Available |
| Dec 28, 2026 | $1323 | Available |
| Dec 29, 2026 | $1323 | Available |
| Dec 30, 2026 | $1389 | Available |
| Dec 31, 2026 | $1469 | Available |
| Jan 1, 2027 | $1352 | Available |
| Jan 2, 2027 | $1352 | Available |
| Jan 3, 2027 | $638 | Available |
| Jan 4, 2027 | $645 | Available |
| Jan 5, 2027 | $669 | Available |
| Jan 6, 2027 | $640 | Available |
| Jan 7, 2027 | $592 | Available |
| Jan 8, 2027 | $923 | Available |
| Jan 9, 2027 | $984 | Available |
| Jan 10, 2027 | $608 | Available |
| Jan 11, 2027 | $556 | Available |
| Jan 12, 2027 | $538 | Available |
| Jan 13, 2027 | $533 | Available |
| Jan 14, 2027 | $666 | Available |
| Jan 15, 2027 | $1335 | Available |