Lodging Image

Search Guest Houses in Winchester from CA $123

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Oct 30 - Nov 1
In two weeks
Nov 6 - Nov 8
In one month
Nov 20 - Nov 22
In two months
Dec 18 - Dec 20

Our top choices for Winchester guest houses

An outdoor seating area with rows of chairs and tables, palm trees, and a stage for performances.

1. Private bedroom in Peach Blossom Country House

Private bedroom in Peach Blossom Country House
2.0 star property
Hemet
9.2 out of 10, Wonderful, (56 reviews)
"We LOVE our stay here 10/10 would stay again!"
United States
Irene
The price is CA $60
CA $123 total
includes taxes & fees
Oct 25 - Oct 26
Private bedroom in Peach Blossom Country House
An outdoor seating area with rows of chairs and tables, palm trees, and a stage for performances.

2. Private bedroom in Western Horizon Home

Private bedroom in Western Horizon Home
2.0 star property
Hemet
9.2 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and safe and private"
United States
Carla
The price is CA $71
CA $137 total
includes taxes & fees
Oct 29 - Oct 30
Private bedroom in Western Horizon Home
A residential house with a well-maintained lawn, palm trees, and a garage with a parked car.

3. COZY PRIVATE STUDIO GUEST HOUSE.

COZY PRIVATE STUDIO GUEST HOUSE.
Sun City
10.0 out of 10, Exceptional, (71 reviews)
"It was very clean and welcoming. I will definitely visit this place again for my future visits to my family in Lake Elsinore. It's been the best place so far in my book."
United States
Martin L.
The price is CA $85
CA $190 total
includes taxes & fees
Oct 28 - Oct 29
COZY PRIVATE STUDIO GUEST HOUSE.
A multi-tiered stone fountain with water in the center, surrounded by a garden with various plants.

4. 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, (251 reviews)
"Excellent atmosphere "
United States
Frank
The price is CA $159
CA $287 total
includes taxes & fees
Oct 26 - Oct 27
Villa Del Enzo Your Wine Country Hideaway CLOSE TO ALL WINERIES!
A hotel room with a bed, a wall-mounted picture of a beach, a door with a sign, and a bedside table with a lamp and a small plant.

5. Balloons and Wine

Balloons and Wine
4.0 star property
Murrieta
8.0 out of 10, Very good, (29 reviews)
"When I booked this it appeared to be a hotel. In reality, it is a house and we had to share a bathroom."
United States
Michael
The price is CA $158
CA $179 total
includes taxes & fees
Nov 23 - Nov 24
Balloons and Wine
A courtyard with outdoor seating, a fire pit, and string lights.

6. The New Inn

The New Inn
4.0 star property
Valle De Los Caballos
10.0 out of 10, Exceptional, (157 reviews)
"Beautiful property, staff and owner were lovely. Excellent breakfast brought directly to our room."
United States
Gyujae
The price is CA $345
CA $387 total
includes taxes & fees
Oct 28 - Oct 29
The New Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Studio 6 Suites Perris, CA

Studio 6 Suites Perris, CA

10/10 Excellent
"Amber is the best"
Dennis 3-night trip
Posted less than an hour ago
Studio 6 Suites Perris, CA

Find out more about Winchester

Winchester Guest Houses information

Number of reviews
573
Accommodation
23 Guest Houses
Lowest Price
CA $123
Highest Price
CA $387

Frequently asked questions

What are the most popular guest houses in Winchester according to reviews?
Retro Ranch Cottage is a delightful option for travellers 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 CA $123 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.

Explore a world of travel with Expedia