Search Guest Houses in Winchester

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Guest Houses in Winchester

Full-size fridge, microwave, oven, stovetop
Balloons and Wine

Balloons and Wine

4.0 star property
Murrieta
8.6 out of 10, Excellent, (17)
"Great stay! Clean quiet and friendly! Everything you could ask for! Would definitely stay here again!"
United States
Mark
$104 nightly
The price is $118
Dec 9 - Dec 10
Total with taxes and fees
Balloons and Wine
Living area
Private bedroom in Western Horizon Home

Private bedroom in Western Horizon Home

2.0 star property
Hemet
9.4 out of 10, Exceptional, (29)
"Place was amazing "
United States
Andrew
$83 nightly
The price is $90
Dec 11 - Dec 12
Total with taxes and fees
Private bedroom in Western Horizon Home
Shared kitchen
Private bedroom in Peach Blossom Country House

Private bedroom in Peach Blossom Country House

2.0 star property
Hemet
9.0 out of 10, Wonderful, (36)
"Love staying here "
United States
Anonymous traveler
$78 nightly
The price is $84
Dec 9 - Dec 10
Total with taxes and fees
Private bedroom in Peach Blossom Country House
Exterior
COZY PRIVATE STUDIO GUEST HOUSE.

COZY PRIVATE STUDIO GUEST HOUSE.

Sun City
10.0 out of 10, Exceptional, (61)
"Private and central, hosts were very nice. "
United States
Julia
$120 nightly
The price is $120
Jan 7 - Jan 8, 2026
Total with taxes and fees
COZY PRIVATE STUDIO GUEST HOUSE.
Exterior detail
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!

Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!

Temecula
9.8 out of 10, Exceptional, (218)
"great view"
United States
Doreen O.
$201 nightly
The price is $222
Dec 12 - Dec 13
Total with taxes and fees
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!
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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Top Winchester Hotel Reviews

Studio 6 Suites Perris, CA

Studio 6 Suites Perris, CA

10/10 Excellent
"the rooms are spotless every single person who works here or who runs a place management doesn't matter who they are they're all very humble and kind and generous if you ask for one towel they give you two if you ask for one roll of toilet paper they give you two they have really good coffee in the lobby from 6:00 a.m. to like 10:00 or 11:00 if ever you ask anybody a question they're just so sweet and kind and considerate I can't believe I've never stayed here before I will always choose this hotel always"
Margie 2-night trip
Posted 1 day ago
Studio 6 Suites Perris, CA

Find out more about Winchester

Winchester Guest Houses information

Number of reviews
361
Accommodation
30 Guest Houses
Lowest Price
$84
Highest Price
$222

Frequently asked questions

What are the most popular guest houses in Winchester according to reviews?
Retro Ranch Cottage is a delightful option for travelers visiting Winchester, offering a unique blend of comfort and adventure in a cozy 800-square-foot space. With a well-rounded 9.0 rating, this charming cottage features a fully equipped kitchen that invites you to whip up home-cooked meals, superb for families or groups looking for a convenient stay. The inviting garden creates a serene atmosphere where guests can unwind, while amenities like a sofa bed and studio layout add flexibility for larger families or groups.
What is the nightly rate for a guest house in Winchester?
Rates for Winchester guest houses vary, but travelers can find great-value prices from $84 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winchester guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winchester guest house and a B&B?
A guest house in Winchester is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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