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Check prices for these dates

Next weekend
14 Saf. - 16 Saf.
In two weeks
21 Saf. - 23 Saf.
In one month
7 Rab. I - 9 Rab. I
In two months
4 Rab. II - 6 Rab. II

Compare 8 B&B in Winchester with updated reviews, rates, and availability.

Retro Ranch Cottage 800sf Pool HotTub Pickleball

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
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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Other property types in Winchester

1/Bed Room Casita-Suite with Private Entrance
Room

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (37)
"This casita was the most perfect place for me to stay. The host, Elizabeth, sure packs a punch in the casita with everything you could possibly need. Relaxing, beautiful, quiet and safe. Elizabeth was very communicative before my arrival and during my stay. Very responsive. I would definitely stay here again, over and over. Thank you Elizabeth and VRBO for offering this casita. "
The price is SAR 218
SAR 502 total
includes taxes & fees
9 Feb - 10 Feb
1/Bed Room Casita-Suite with Private Entrance
Chateau Vino - French Style Chalet

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (35)
"We booked Chateau Vino to celebrate my mom’s 90th birthday. We wanted a home that fit our whole family comfortably. The house is amazing and having space to relax, eat, and enjoy the outdoors with seating for all was perfect. We had a wonderful time and hope to return again. "
Chateau Vino - French Style Chalet
Sip and Swim Just Minutes From Temecula's Wine Country
Pool

Sip and Swim Just Minutes From Temecula's Wine Country

10.0 out of 10, Exceptional, (18)
"Loved it. Very easy to communicate with the owner. The backyard looks like a tropical oasis. Very easy checking in & out process. clean & roomy. Several board games to choose from. "
Sip and Swim Just Minutes From Temecula's Wine Country
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.

Frequently asked questions

Searching for B&Bs in Winchester?
If you want to find a place to stay with a small number of rooms and an intimate environment, a bed and breakfast might be the perfect option for your vacation to Winchester.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to socialize with other guests, and delectable breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best B&Bs in Winchester?
Below is a B&B in the surrounding area: Inn at Churon Winery: 24 rooms. 12.9 mi (20.8 km) from the heart of Winchester. Enjoy the free cooked breakfast and deli.
What's the best time of year to book my B&B in Winchester?
When you’re dreaming of a stay in Winchester, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually August and July with an average temp of 75°F, while the coldest months are December and February with an average of 52°F. Average annual precipitation for Winchester is 15 inches.
What is there to do in Winchester?
Spend some time exploring Lake Perris and Lake Elsinore if you’re hoping to see some of the area’s natural features. You might put Camp Pendleton Marine Corps Base and Galway Downs on your list if you want to see more of the area.
How can I get to and around Winchester?
Planning your excursions in and around Winchester is easier with these transportation options. Fly into Murrieta, CA (RBK-French Valley), which is located 9.6 mi (15.5 km) away from the heart of the city. You can also search for flights into San Bernardino, CA (SBD-San Bernardino Intl.), which is 28.6 mi (46 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.