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Pet Friendly Hotels & Resorts in Winchester from AU$2,203

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Best Winchester Pet Friendly Hotels

Retro Ranch Cottage 800sf Pool HotTub Pickleball

9.0 out of 10, Wonderful, (2)
"This cottage was amazing! Not only was it super clean but the decor was great and host was awesome! Very attentive and accommodating with any requests. The pool and outdoor area beautiful and everyone enjoyed there stay. We would definitely book another stay!"
Retro Ranch Cottage 800sf Pool HotTub Pickleball

Wine Country Oasis Retreat - Close to wineries

10.0 out of 10, Exceptional, (43)
"Five of us girls stayed for a weekend and had such a great time! The house was so clean and so comfortable. It had all the amenities we needed, and it was so well decorated and appointed to make for an awesome weekend lounging by the pool and spa. Plenty of towels, dishes, space, linens, pillows, etc. It's a corner house in a tract neighborhood, and it felt very private and the neighborhood was very quiet and relaxing. I would definitely stay here again."
Wine Country Oasis Retreat - Close to wineries

Stunning Mid Century Modern - Temecula Wine Country Oasis - Pool-Spa-Game Room-

9.8 out of 10, Exceptional, (11)
"Hosted my friends bachelorette party here this past weekend. It had many amenities, the pool and spa were great. The garage made into a game room was amazing and host was very responsive to concerns. Would definitely stay again."
Stunning Mid Century Modern - Temecula Wine Country Oasis - Pool-Spa-Game Room-

Sip and Swim Just Minutes From Temecula's Wine Country

10.0 out of 10, Exceptional, (15)
"We rented this for my husband and me, 2 of our daughters and their spouses and 2 grandchildren under 20 months- to attend our 3rd daughter’s wedding. We also were returning our deployed son’s German Shepherd to his girlfriend in San Diego, so his girlfriend, a friend of hers and the German Shepherd also stayed at the home with our labradoodle. And the night of the wedding we had a sitter stay overnight to watch the babies and dogs. It had more than enough room for EVERYONE and the host was...
Sip and Swim Just Minutes From Temecula's Wine Country

Perfect Family Home,Pool, Arcade!

8.6 out of 10, Excellent, (14)
"Rented this place for my sis-in-laws bachelorette weekend and it was so nice. House is even larger than expected from photos, clean, well kept. It was more than enough space for the 8 people that all stayed there. Pool was nice, sad that the spa was out of commission though. The only complaint was that there was a mosquito problem inside and outside, so we all ended up with a ton of bug bites by the end of the weekend."
Perfect Family Home,Pool, Arcade!

25% Off Dec 5-7! Beautiful Amenities W/Pool+Jacuzzi,Large Back Yard

10.0 out of 10, Exceptional, (12)
"We stayed here for a birthday celebration getaway. The house was clean and perfect for our needs."
25% Off Dec 5-7! Beautiful Amenities W/Pool+Jacuzzi,Large Back Yard

4 Bedroom Home Just Minutes From Wine Country

10.0 out of 10, Exceptional, (25)
"We booked our stay for a weekend in Temecula. The homes location was a perfect proximity to wineries, grocery stores and Old Town Temecula. The home was sparkling clean upon arrival and Chris was very accommodating and responsive with us. The house had everything we needed to be comfortable during our stay. There were 5 adults and we each had enough space, rooms and bathrooms for everyone to feel comfortable. "
4 Bedroom Home Just Minutes From Wine Country

Wine Country RV next to Animal Sanctuary

9.8 out of 10, Exceptional, (34)
"Very nice, centrally located for our needs, we would definitely stay here again when we come to the area"
Wine Country RV next to Animal Sanctuary

Retro Ranch-5bd-Pool-Hot Tub-Games-Pickleball

10.0 out of 10, Exceptional, (2)
"Our group of 10 ranged in age from 13 to 94! This was the perfect property to allow for togetherness, family meals and games as well as late night pool and darts competitions. The location is close to a lot of things; one couple in our group even took a day trip to San Diego! Sam was an accommodating and gracious host. As we were leaving everyone asked if we could come back again next year!"
The price is AU$2,203
includes taxes & fees
26 Nov - 27 Nov
Retro Ranch-5bd-Pool-Hot Tub-Games-Pickleball

2br Casita

9.6 out of 10, Exceptional, (21)
"Geovanna was a great host, super responsive. The location is in a quiet neighborhood, the beds were comfortable, and the unit was cozy and clean!"
2br Casita
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.
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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's the best dog-friendly hotel in Winchester?
Retro Ranch Cottage 800sf Pool HotTub Pickleball is a top guest house for people travelling with their pets and offers in-room kitchens for its human guests.
What's the best time of year to travel to Winchester with my pet?
When you travel with your pet, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually August and July, with an average temperature of 24°C, while the coldest months are December and February, with an average of 11°C. Average annual precipitation for Winchester is 389 mm.
What is there to see and do with your pet in Winchester?
Known for its wineries, Winchester has lots to offer visitors. During your visit, enjoy visiting Diamond Valley Lake Marina and Soboba Casino. When you’re in the area, make time for a stop at Soboba Springs Country Club.