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2 Jan - 4 Jan
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Our top choices for Winchester cabin rentals

Exterior
The New Way cabin: off-grid tiny cabin with ocean and mountain views.

The New Way cabin: off-grid tiny cabin with ocean and mountain views.

The New Way cabin: off-grid tiny cabin with ocean and mountain views.
2.0 star property
Fallbrook
The price is NZ$283
includes taxes & fees
29 Dec - 30 Dec
The New Way cabin: off-grid tiny cabin with ocean and mountain views.
Property grounds
Secluded mystical cabin in Idyllwild-Pine Cove

Secluded mystical cabin in Idyllwild-Pine Cove

Secluded mystical cabin in Idyllwild-Pine Cove
Idyllwild-Pine Cove
9.0 out of 10, Wonderful, (14)
"Nice rustic cabin close to town but secluded. "
United States
Jacob H.
The price is NZ$331
includes taxes & fees
6 Jan - 7 Jan 2026
Secluded mystical cabin in Idyllwild-Pine Cove
Exterior
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
2.0 star property
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (4)
"Host was great! Cabin was great! Couldn't recommend more!"
United States
Daniel L.
The price is NZ$625
includes taxes & fees
4 Jan - 5 Jan 2026
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
Exterior
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.

Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.

Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (9)
"Very clean, I enjoyed the stay very quiet surroundings. "
United States
Sofia
The price is NZ$424
includes taxes & fees
5 Jan - 6 Jan 2026
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
Exterior
Idyllwild Cabin: HotTub, Fireplace&Mountain Views!

Idyllwild Cabin: HotTub, Fireplace&Mountain Views!

Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
Idyllwild-Pine Cove
9.6 out of 10, Exceptional, (28)
"We stayed there the whole trip. Never even went into town. The property has great amenities and we brought our food and cooked easily. Traeger gril is a definite plus! Would book it again."
United States
david W.
The price is NZ$549
includes taxes & fees
15 Jan - 16 Jan 2026
Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
Exterior
Dog-friendly mountain home with hot tub & amazing views - near town & hiking

Dog-friendly mountain home with hot tub & amazing views - near town & hiking

Dog-friendly mountain home with hot tub & amazing views - near town & hiking
Idyllwild
8.4 out of 10, Very good, (134)
"Was a cute quaint cabin, got the cabin details a head of time which was very reassuring. Has a wonderful decor."
United States
Michael
The price is NZ$476
includes taxes & fees
22 Jan - 23 Jan 2026
Dog-friendly mountain home with hot tub & amazing views - near town & hiking
Exterior
Clarity Cabin: A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK

Clarity Cabin: A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK

Clarity Cabin: A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (7)
"We had a beautiful time at Clarity Cabin, made great use of the spa, it rained one day which was awesome, warm summer rains are so cozy. The upstairs bedroom is really cool, a great place to wake up…We lucked out as the other two cabins on the property were vacant at the time we were there so it was super private. We’d definitely stay there again when on the mountain. "
United States
Nathan P.
The price is NZ$555
includes taxes & fees
21 Jan - 22 Jan 2026
Clarity Cabin: A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK
Exterior
Coral Tree House

Coral Tree House

Coral Tree House
3.0 star property
Fallbrook
10.0 out of 10, Exceptional, (22)
"Michelle is very friendly and responsive. The room is beautiful. We really enjoyed our stay "
United States
Huaming
The price is NZ$412
includes taxes & fees
30 Dec - 31 Dec
Coral Tree House
Exterior detail
Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town

Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town

Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town
2.0 star property
Idyllwild-Pine Cove
The price is NZ$370
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town
Property grounds
The Rose Cabin with a spa

The Rose Cabin with a spa

The Rose Cabin with a spa
Idyllwild-Pine Cove
9.0 out of 10, Wonderful, (8)
"The amenities were fantastic and the neighborhood was so quiet and walkable! Very easy to access all the fun stuff Idyllwild has to offer. There were a couple things that weren’t in tip-top shape (the hot tub cover, the antique juicer, the lighting in the bedroom), but easy to overlook because of the gorgeous view, the lovely bathroom and fully stocked kitchen. Wonderful time!"
United States
William
The price is NZ$578
includes taxes & fees
11 Jan - 12 Jan 2026
The Rose Cabin with a spa
TV, fireplace, books
The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe

The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe

The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe
Idyllwild-Pine Cove
9.8 out of 10, Exceptional, (20)
"Great stay!"
United States
Catherine K.
The price is NZ$550
includes taxes & fees
7 Jan - 8 Jan 2026
The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe
Exterior
Coulter Pine by Freewyld l Charming Cabin for Two

Coulter Pine by Freewyld l Charming Cabin for Two

Coulter Pine by Freewyld l Charming Cabin for Two
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (3)
"We had a fantastic anniversary weekend. Close to town and great restaurants. Would stay again for sure. "
United States
Dan J.
The price is NZ$566
includes taxes & fees
19 Jan - 20 Jan 2026
Coulter Pine by Freewyld l Charming Cabin for Two
Exterior detail
Clean Modern Cabin with Tesla/J1172 EV charger

Clean Modern Cabin with Tesla/J1172 EV charger

Clean Modern Cabin with Tesla/J1172 EV charger
Idyllwild
9.8 out of 10, Exceptional, (16)
"Secure and Convenient to the Idyllwild area."
United States
Michael M.
Clean Modern Cabin with Tesla/J1172 EV charger
Exterior
Sugar Pine Vacation Home

Sugar Pine Vacation Home

Sugar Pine Vacation Home
Idyllwild-Pine Cove
9.6 out of 10, Exceptional, (4)
"Easy check in, communicative, cute cabin with everything you need steps to center of town, yet quite tucked down a short walk way.I recommend and would book it again."
United States
Albert O.
The price is NZ$340
includes taxes & fees
5 Jan - 6 Jan 2026
Sugar Pine Vacation Home
Exterior
Juniper by Freewyld | A-Frame Cabin + Hot Tub

Juniper by Freewyld | A-Frame Cabin + Hot Tub

Juniper by Freewyld | A-Frame Cabin + Hot Tub
Idyllwild-Pine Cove
The price is NZ$813
includes taxes & fees
21 Jan - 22 Jan 2026
Juniper by Freewyld | A-Frame Cabin + Hot Tub
Exterior
Yesteryear Vacation Home

Yesteryear Vacation Home

Yesteryear Vacation Home
Idyllwild-Pine Cove
9.0 out of 10, Wonderful, (2)
"Everything was amazing "
United States
Anonymous traveller
The price is NZ$850
includes taxes & fees
5 Jan - 6 Jan 2026
Yesteryear Vacation Home
Exterior
Ahwahnee-be Vintage Cabin - Three blocks to town!

Ahwahnee-be Vintage Cabin - Three blocks to town!

Ahwahnee-be Vintage Cabin - Three blocks to town!
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (26)
"I had a wonderful one-night stay at the Ahwahnee-be Vintage Cabin! This charming and cozy retreat is perfectly located just three blocks from town, making it convenient while still feeling peaceful and secluded. The cabin has a great vintage feel, yet it’s well-maintained and thoughtfully equipped for a comfortable stay. The ambiance was warm and inviting, and I truly appreciated the attention to detail in the decor and amenities. It was the perfect spot for a relaxing getaway, and I would...
United States
Levon
The price is NZ$895
includes taxes & fees
28 Dec - 29 Dec
Ahwahnee-be Vintage Cabin - Three blocks to town!
Exterior
Idyllcottage: Located in Historic District with Spa, Fireplace, AC, Fenced-Patio, and Pet-Friendly!

Idyllcottage: Located in Historic District with Spa, Fireplace, AC, Fenced-Patio, and Pet-Friendly!

Idyllcottage: Located in Historic District with Spa, Fireplace, AC, Fenced-Patio, and Pet-Friendly!
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (48)
"We had the best time at this cabin. The charm and modern conveniences made for the perfect stay. Great location. We will definitely be back! "
United States
Rachel B.
Idyllcottage: Located in Historic District with Spa, Fireplace, AC, Fenced-Patio, and Pet-Friendly!
Property grounds
Camp Tranquility Vacation Home

Camp Tranquility Vacation Home

Camp Tranquility Vacation Home
Idyllwild-Pine Cove
8.4 out of 10, Very good, (6)
"The house was wonderful. Everything one would need and very clean. Would recommend it."
United States
Joseph C.
The price is NZ$925
includes taxes & fees
4 Jan - 5 Jan 2026
Camp Tranquility Vacation Home
Terrace/patio
Cal-Zen Architectural home with Sunset Views

Cal-Zen Architectural home with Sunset Views

Cal-Zen Architectural home with Sunset Views
IDYLLWILD
The price is NZ$558
includes taxes & fees
19 Jan - 20 Jan 2026
Cal-Zen Architectural home with Sunset Views
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

Ayres Hotel & Spa Moreno Valley

Ayres Hotel & Spa Moreno Valley

10/10 Excellent
"Entire facility was beautiful. Breakfast was tasty and a great variety to choose from. "
Rebecca 1-night trip
Posted 22 hours ago
Ayres Hotel & Spa Moreno Valley

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
250
Accommodation
135 Cabin Rentals
Lowest Price
NZ$331
Highest Price
NZ$925

Frequently asked questions

What are the best cabins near Winchester?
Rediscover the outdoors without roughing it at one of our 4 030 cabins in and around Winchester. Whether you have relaxation or fun on your itinerary, Cosy Oaks Cabin" Peaceful Mountain Getaway offers plenty of both. Alternatively, spend your break at Cabin - 210 Five Star Reviews Directly Across From Lake and make the most of its picturesque surroundings.
Are there cheap cabins in Winchester?
Whether you'd love to stay steps from the water or up a mountain, we have an awesome selection of cheap cabins in Winchester to suit. Priced from NZ$331 to NZ$925 a night, your ideal cabin is waiting right here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Winchester?
Our Winchester luxury cabins keep you in serious comfort while staying in nature. You'll enjoy the high-end amenities at Family Cabin: Hot Tub, Firepit. A spa tub and a firepit help make this retreat a top pick. Or, relax and unwind in luxury at Whisky Mountain Lodge At Big Bear W, which features a deck and a king-sized bed.
What are the best river cabins near Winchester?
Spend your waking hours having fun near the water and your evenings listening to it trickling past at a river cabin near Winchester. A popular choice is Moon Escape Family Retreat~ Castle Rock Trail Cabin. This riverside stay comes with snowsport activities and a nearby marina. Or, spend your break at Cabin - Romantic Chic Dutch Décor, Fenced Yard. As well as its lovely location, it features a wood stove and snowsport activities.
What are the best cabins with pools near Winchester?
If you love the idea of every day being a pool day, book a stay at Lakeside Family Cabin At Shore Acres Lodge Big Bear. It's one of our most sought-after cabin rentals with a pool near Winchester and offers amenities like a swimming pool and a patio. Little Pines Couples Lakeside Cottage At Big Bear Lake is another great place to spend leisurely days poolside. A swimming pool, a patio and fun times are up for grabs here.
Can I find beach cabins near Winchester?
Wake up and be steps from shimmering blue waters when you reserve a Winchester beach cabin rental. Fun and sun should be your main priorities at Lake Arrowhead Lakefront Cabin Winter Wonderland. This seaside stay comes with beach sun loungers and clothes washing facilities. Or, throw your beach bag down and kick your feet up at Cabin - Breezy One Lakeside Retreat At Big Bear Lake. Conveniences here include parking facilities and clothes washing facilities.
What are the best weekend cabin rentals in Winchester?
If you're eager to spend a handful of laid-back days surrounded by nature, Beautiful Log Cabin With Views is the perfect place. Bunk down here for a long weekend and enjoy access to conveniences including a patio and a fireplace. Another fantastic property is Cabin - Children And Dogs Heavenly Retreat. Offering a patio, a fireplace and lots of peaceful vibes, you'll go home feeling like a new person.
What are the best cabin prices in Winchester?
If you'd rather save on your stay, Expedia has some incredible deals on Winchester cabins that won't break the bank. Like the sound of NZ$331 a night?
Can I find log cabins in Winchester?
Kick off your day with a hot cup of coffee in your peaceful log cabin and then spend the rest of your time picnicking and bungee jumping. Sound like your dream holiday? Then you'll love Beautiful Log Cabin With Views. Another wooden retreat that has lots of character and comfort is Freedom Village Lodge By Destination Big Bear : Log Cabin Near Ski Slopes. Close-by activities like sky diving and rock climbing will add to the good times here.
What are the highest-rated cabins in Winchester?
Expedia travellers can't get enough of Cabin - Mountain View: Gorgeous Views, Ac. This top pick comes with plenty of amenities like a patio and a fireplace. It won't take you long to see why Everett Retreat Cabin: Spacious Kitchen is also popular with visitors. Conveniences like a patio and a fireplace will help make your stay nice and comfortable.
Why should I book a cabin in Winchester?
Affordability, nature-filled surroundings, rustic charm — there are loads of reasons to opt for a Winchester cabin. Get away from the noisy concrete jungle and hear the sounds of birds and nature instead. There's a great deal of adventure within striking distance too. Whether you're holidaying with family members, friends or your partner, you'll find the ideal rental cabin on Expedia.
What are the top nature cabins in Winchester?
The great outdoors won't be the only thing you'll be surrounded by when you book a nature cabin in Winchester. Adventure is everywhere too. Hide away at Moon Escape Family Retreat~ Castle Rock Trail Cabin and spend your days nearby sailing and nearby fishing. Another top rental is Cabin - Romantic Chic Dutch Décor, Fenced Yard. It's well known for its home comforts as well as its nearby horse riding and jet skiing opportunities nearby.
What are some of the best cabins near Palm Springs Aerial Tramway in Winchester?
Charming, Dog - Friendly Two - Story Cabin Lodge With Deck is a top pick in Palm Springs Aerial Tramway. Ample creature comforts, a stunning backdrop and access to activities such as nearby mountain biking and mountain climbing make it a dream getaway. Perfect "lily Rock Lodge' With Amazing Views Spa And Pool Table is another place where adventure and nature go hand in hand. Settle in here and add nearby hiking and biking trails and nearby mountain biking to your to-do list.

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