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Popular penthouses
Chateau Palomino
Serving the Winchester, CA area5.0 (8)
100 guests
Chateau Palomino. The space is a high end and stylishly decorated Palm Springs residence bursting with color at every turn that makes it the ideal shoot location.
Situated in the serene Los Compadres neighborhood that earned its monicker from the famous horse stables of the same name, Chateau Palomino
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From
$500
/hr
6 hr min
Hillside Haven Home
Serving the Winchester, CA area5.0 (4)
75 guests
Hillside Haven Home. Stunning hillside estate with both hillside and city views. The home has professionally designed new high end finishes and furnishings. There is a park like feel to the landscape as the pool, deck and expansive front yard sit on 1/2 acre. The chef style kitchen
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From
$300
/hr
5 hr min
Hilltop Tropical Oasis
Serving the Winchester, CA area4.9 (47)
100 guests
Hilltop Tropical Oasis. Wouldn't it be great to fly everyone to Paradise for your destination wedding or Nana's 75th birthday? Imagine all your loved ones, gathered together, in your own private resort surrounded by waterfalls and palapas with panoramic views. Its easy to make it a reality, come
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From
$100
/hr
3 hr min
Twelve Senses Retreat
Serving the Winchester, CA area5.0 (19)
25 guests
Twelve Senses Retreat. This space is modern minimalism at its finest, luxurious design with all natural materials. Although it only has four rooms, it is a powerful example of a conversion that is as aesthetically appealing and luxurious as it is conscientious. Anke’s story is one of true transformation,
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From
$250
/hr
8 hr min
Modern Suburban Home
Serving the Winchester, CA area75 guests
Quant and quiet two bedroom one bath home. An artistic, simple living space says "welcome come stay awhile." This space offers a peaceful, serene homey environment for intimate conversations and quiet work hours. The house is 1200 square feet with ample backyard space for entertainment. There
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From
$119
/hr
4 hr min
MGM VILLA
Serving the Winchester, CA area50 guests
Nestled against the dramatic backdrop of sacred Native American mountainside is this luxurious estate, known as, “THE MGM VILLAGE”
Visited every other day by the Big Horn sheep, knocking their horns as they joust, balanced on the overhead rocks.
Completed in 1936, the property was owned by
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From
$180
/hr
4 hr min
La Dolce Vida Tuscan Inspired Property in Palm Springs
Serving the Winchester, CA area5.0 (1)
10 guests
Villa Toscana is located in the Mesa of Palm Springs and this home takes you to another world. Grapevines that drape over pergola, fruit trees that tantalize the taste buds, private spaces intermixed with gathering spots allow for different worlds to be shot and filmed.
The comfortable
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From
$500
/hr
4 hr min
Mid-Century Modern Home with Panoramic Views
Serving the Winchester, CA area20 guests
An iconic Palm Springs home, The Hockney is a 3,800 sq ft oasis of indoor/outdoor living nestled between high desert mountains and a sweeping golf course. Stunning 360º views. Plum Guide Award Winner for the world's best travel homes. The first home ever designed by reknowned
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From
$400
/hr
6 hr min
Downtown Loft with Flexible Floorplan
Serving the Winchester, CA area5.0 (16)
150 guests
Amazing open loft feels with great natural light great for Baby showers, Bridal Showers, Birthday Parties, Corporate Events, Weddings, Dinner Parties, Birthday Parties or Any Event.
We have rentable chairs and tables for seated events if needed.
2000 Sq Ft. Easily Handles
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From
$100
/hr
4 hr min
Palm Springs Lux Living
Serving the Winchester, CA area5.0 (2)
20 guests
This is a beautifully renovated home with countless opportunities for unique photo and film content. Start with a sit down under the Desert skies en robing the back patio, spray painted by local star tattoo artist. Move on to a cocktail on the bi level home
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From
$140
/hr
6 hr min
Luxury Getaway w/ King bed, Theatre, & Ping-Pong
Serving the Winchester, CA area15 guests
Come and enjoy Palm Springs in this gorgeous Unique private home.
Officially 4 bedrooms, 3 bathroom, 3000 square foot home
Property is 7 minutes from downtown Palm Springs close to all the restaurants and
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From
$300
/hr
1 hr min
Spacious designer living area, large chef's kitchen, oversized pool, jacuzzi, with privacy and sunset views— perfect for entertaining!
Serving the Winchester, CA area5.0 (3)
35 guests
Welcome to an ENTERTAINER'S PARADISE, perfect for hosting PARTIES and FAMILY GATHERINGS. This stylish OPEN CONCEPT HOME has been completely REMODELED featuring LARGE KITCHEN ISLAND with seating for 8, nearby dining room table for 6, and spacious living room with large couch, fireplace, and TV.
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From
$85
/hr
4 hr min
Modern Desert Glamorous Home - Views!
Serving the Winchester, CA area25 guests
Beautiful designer home located above Palm Springs overlooking the entire valley. 180 degree views from the backyard with a pool and spa. Home is meticulously designed and architecturally significant combining modern and desert living in a glamorous way. Extreme and ideal photo/video areas throughout the entire
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From
$2,000
/hr
4 hr min
Pool area with a view
Serving the Winchester, CA area30 guests
Great for corporate events or bridal showers. A relaxing atmosphere by pool area. Plenty of space for people to enjoy the view of the rolling green hills. We have a bar area outside and no homes behind the house. Plenty of seating and a bathroom
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From
$350
/hr
3 hr min
Helipad - Amazing Property in the Desert 🌵
Serving the Winchester, CA area5.0 (1)
300 guests
Over 4 Acre of land and over 5,200 sq. ft. of main home. This desert space is perfect for:
• weddings
• birthdays
• corporate events
Amenities:
• 5 Bedrooms 6 Bathrooms
• Available for events Up to 200 guests. If more guests needs to be accommodated please inquire
• Great for
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From
$500
/hr
5 hr min
Refined Club Room in Rancho Cucamonga
Serving the Winchester, CA area4.8 (72)
30 guests
Our beautiful club room is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining.
Space Features:
WiFi
Casual seating arrangements: couches, chairs, tables
Wet bar: mini fridge, sink
2 55" HD TVs: HDMI & USB
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From
$60
/hr
2 hr min
Luxurious Modern Oasis with Mid-Century Modern Flair for Meetings, Retreats, Weddings and PhotoShoots
Serving the Winchester, CA area5.0 (1)
45 guests
Indulge in a stunning blend of Mid Century Modern and Hollywood Regency style at this upscale home nestled in a prime location. Bathed in natural light through expansive windows and doors, the open floor plan seamlessly connects indoor and outdoor living spaces.
This private estate features four
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From
$225
/hr
4 hr min
Beach Getaway with Rooftop Deck and Peekaboo Ocean View
Serving the Winchester, CA area15 guests
Come enjoy the spectacular sunsets in this beautiful beach getaway home. A short 5 10 minute walk will bring you down to the sandy shore where you can spot dolphins and collect seashells. This 3 bedroom, 3.5 bathroom home has a private rooftop deck with peekaboo
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From
$125
/hr
5 hr min
Surfside Suite Retreat
Serving the Winchester, CA area4.9 (12)
40 guests
Check out this Surfside Suite Retreat, your perfect coastal light and bright surf house! This amazing home base has it all with a chef's kitchen and fun large island, private yard with games, one of a kind outdoor patio gazebo that feels like an extension of
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From
$225
/hr
2 hr min
Cozy Hilltop Garden Studio w/ City Views & Jacuzzi
Serving the Winchester, CA area5.0 (2)
10 guests
Beautiful garden level basement studio overlooking the City of Escondido (guest suite underneath main home). The studio features a separate, private entrance with captivating views of both the backyard garden and city skyline. Enjoy access to the backyard which includes a large deck and entertaining space
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From
$50
/hr
6 hr min
Tropical Hilltop Paradise with Million Dollar Views
Serving the Winchester, CA area5.0 (1)
50 guests
Exclusive Hilltop Lawn with Water Falls and Gazebo This clubhouse is more than just a location; it's a place with character. It exudes an aura of exclusivity that's perfect for your next event. Imagine your guests bonding over your favorite lawn games while exchanging witty
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From
$475
/hr
2 hr min
🍾Resort Style Multi Use Event Spaces🍾
Serving the Winchester, CA area5.0 (10)
80 guests
🍾 Take your next event to new heights at Mesa Bella 🍾
Our 26,000+ sq ft hilltop estate perfect for events with beautiful views
Perfect for Birthdays, Receptions, Baby showers, Engagements and Family Reunion's!
Get celebrating right away in the main spaces with two celebration
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From
$799
/hr
2 hr min
Ocean View guest suite
Serving the Winchester, CA area4.9 (46)
16 guests
Pool house with ocean view dining/meeting veranda... Italian raised pool with daybed and covered seating...private and self contained...perfect for photo shoots offsite meetings or intimate events. Pool house has full bath and walk in closet. Easy access and parking... walking distance to beach and cafe
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From
$250
/hr
2 hr min
Spacious HIP District event space
Serving the Winchester, CA area5.0 (1)
25 guests
Rent a beautiful second story open space with an outside patio and tons of natural light. This room has been used for fitness classes, small birthday parties, workshops, pop up shops, sound baths, and Yoga events. This room has a stereo sound system and a 60
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From
$125
/hr
1 hr min
Single Level Home With Bright Natural Light
Serving the Winchester, CA area5.0 (23)
30 guests
The space is a single level home with 4 bedrooms and 2.5 bathrooms. Inside you'll find bright natural light throughout the space. There is a pool and jacuzzi with a furnished outdoor space, grass area and a BBQ with barstools. The front yard has a picket
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From
$250
/hr
4 hr min
Modern Indoor/Outdoor Clubhouse Lounge
Serving the Winchester, CA area4.9 (10)
40 guests
For a virtual tour of the space, copy and paste the below URL.
https://my.matterport.com/show/?m=J8xFoBJcvqK
Our beautiful indoor/outdoor lounge is perfect for any social gathering, party, or meeting. Flexible seating allows for casual mingling and dining. The full size kitchen makes
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From
$175
/hr
3 hr min
Elegant Club Room & Patio in Irvine
Serving the Winchester, CA area4.2 (24)
85 guests
Our beautiful club room and patio are perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. A pool table will surely entertain the crowd! Pool use not permitted.
Space Features:
WiFi
Casual seating arrangements: couch, club chairs,
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From
$225
/hr
3 hr min
Stunning Irvine Roof Top Lounge
Serving the Winchester, CA area4.9 (21)
50 guests
For a virtual tour of the space, copy and paste the below URL.
https://my.matterport.com/show/?m=S2s3p4mZ8kF
Our beautiful roof top lounge is perfect for any social gathering, party, or meeting. Flexible seating allows for casual mingling and dining. Multiple grills makes this space
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From
$275
/hr
3 hr min
Urban Oasis – Incredible Rooftop Deck in Irvine
Serving the Winchester, CA area4.3 (65)
75 guests
Our beautiful rooftop deck is perfect for any social gathering, celebration or meeting (retreat). Flexible seating allows for casual mingling and dining. Enjoy grilling and soaking up some rays or stargazing by the firepit!
Space Features:
WiFi
Casual seating arrangements: couches, club
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From
$325
/hr
3 hr min
Urban Downtown Lounge with City View
Serving the Winchester, CA area5.0 (15)
50 guests
This is a beautiful lounge on the second floor of the brand new remodel of the old YMCA building in downtown Pomona. This gorgeous space has massive historic windows that overlook the downtown and bring in tons of natural light and ambiance. The space has
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From
$125
/hr
3 hr min
Infinity pool, game room, Palm Springs vacation home vibes
Serving the Winchester, CA area15 guests
GET YOUR CAMERAS READY!
Our Insta worthy backyard takes center stage! Enjoy the expansive seat ledge in our custom saltwater PebbleTec circular pool. Stretch out on our sparkling tanning ledge and soak up the rays or use as a safe docking station for the kiddos and toys.
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From
$100
/hr
5 hr min
Stunning Beach Home in Encinitas
Serving the Winchester, CA area5.0 (3)
200 guests
Experience the epitome of coastal sophistication at our modern, industrial style home nestled in the heart of Encinitas. This unique indoor outdoor venue is located near a local beach access and Hwy 101.
Capacity:
Up to 200 guests. With a seating capacity for 28 attendees
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From
$750
/hr
4 hr min
Nord Moonlight Beach Luxury Home
Serving the Winchester, CA area50 guests
This sophisticated modern, new construction home, located just across the sand on one of the most premium spots right on Moonlight Beach in Encinitas. Walking distance to downtown Encinitas with its amazing restaurants, local boutique stores, and variety of activities. This home is strategically built to
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From
$1,000
/hr
4 hr min
Luxury space with outdoor pool, BBQ, dining, games, firepit for small parties, photo shoots.
Serving the Winchester, CA area5.0 (1)
20 guests
Luxury home and outdoor space with stunning pool, BBQ/bar; hot tub; twisty slide; sunsets from firepit; outdoor dining, colorful garden with advanced sound and lighting. Plenty of games to keep you busy while here.
This a extra large corner lot in a family neighborhood with
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From
$200
/hr
3 hr min
Encinitas Modern House
Serving the Winchester, CA area5.0 (1)
25 guests
Step into this beautifully renovated home, where spaciousness meets style and natural light fills every corner. The inviting open living room is perfect for cozy gatherings, while the fabulous kitchen, complete with marble countertops and top notch appliances, awaits your culinary adventures. Swing open the bifold
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From
$200
/hr
4 hr min
Pool Rental at Modern Newport Beach Home
Serving the Winchester, CA area5.0 (20)
20 guests
Pool Rental:
Saltwater, Heated
Lounge chairs, Umbrellas, Restroom (inside primary house), Shaded area, Large shallow area, Night lighting, Great sunlight, Hot tub, Fire pit
Pool SIze = 20x40 + 4.5 + 8.5
No Pets, No Smoking, No Swimming Lessons
**Pool rental only
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From
$600
/hr
2 hr min
Similar searches in Winchester, CA
Updated June 7, 2026Our data is refreshed in real time using booking trends, verified guest reviews, and direct partner updates — with additional quality checks from our team.