Search the Best Cabins in Winchester

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Our top choices for Winchester cabin rentals

The New Way cabin: off-grid cabin in remote area with ocean and mountain views.

The New Way cabin: off-grid cabin in remote area with ocean and mountain views.
2.0 star property
Fallbrook
$164 nightly
The price is $164
Dec 29 - Dec 30
Total with taxes and fees
The New Way cabin: off-grid cabin in remote area with ocean and mountain views.

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.
$201 nightly
The price is $201
Jan 7 - Jan 8, 2026
Total with taxes and fees
Secluded mystical cabin in Idyllwild-Pine Cove

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.
$331 nightly
The price is $360
Dec 23 - Dec 24
Total with taxes and fees
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown

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
$226 nightly
The price is $246
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.

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.
$325 nightly
The price is $354
Jan 11 - Jan 12, 2026
Total with taxes and fees
Idyllwild Cabin: HotTub, Fireplace&Mountain Views!

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
$258 nightly
The price is $281
Jan 12 - Jan 13, 2026
Total with taxes and fees
Dog-friendly mountain home with hot tub & amazing views - near town & hiking

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.
$301 nightly
The price is $328
Jan 21 - Jan 22, 2026
Total with taxes and fees
Clarity Cabin: A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK

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
$226 nightly
The price is $239
Dec 23 - Dec 24
Total with taxes and fees
Coral Tree House

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
$186 nightly
The price is $203
Jan 12 - Jan 13, 2026
Total with taxes and fees
Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town

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
$335 nightly
The price is $335
Jan 11 - Jan 12, 2026
Total with taxes and fees
The Rose Cabin with a spa

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.
$292 nightly
The price is $318
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe

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.
$324 nightly
The price is $353
Jan 19 - Jan 20, 2026
Total with taxes and fees
Coulter Pine by Freewyld l Charming Cabin for Two

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.
$212 nightly
The price is $231
Jan 11 - Jan 12, 2026
Total with taxes and fees
Clean Modern Cabin with Tesla/J1172 EV charger

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.
$179 nightly
The price is $195
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sugar Pine Vacation Home

Juniper by Freewyld | A-Frame Cabin + Hot Tub

Juniper by Freewyld | A-Frame Cabin + Hot Tub
Idyllwild-Pine Cove
$444 nightly
The price is $484
Jan 21 - Jan 22, 2026
Total with taxes and fees
Juniper by Freewyld | A-Frame Cabin + Hot Tub

Yesteryear Vacation Home

Yesteryear Vacation Home
Idyllwild-Pine Cove
9.0 out of 10, Wonderful, (2)
"Everything was amazing "
United States
Anonymous traveler
$453 nightly
The price is $493
Jan 5 - Jan 6, 2026
Total with taxes and fees
Yesteryear Vacation Home

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
$447 nightly
The price is $494
Dec 23 - Dec 24
Total with taxes and fees
Ahwahnee-be Vintage Cabin - Three blocks to town!

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.
$455 nightly
The price is $493
Jan 4 - Jan 5, 2026
Total with taxes and fees
Idyllcottage: Located in Historic District with Spa, Fireplace, AC, Fenced-Patio, and Pet-Friendly!

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.
$510 nightly
The price is $555
Jan 4 - Jan 5, 2026
Total with taxes and fees
Camp Tranquility Vacation Home

Cal-Zen Architectural home with Sunset Views

Cal-Zen Architectural home with Sunset Views
IDYLLWILD
$297 nightly
The price is $324
Jan 19 - Jan 20, 2026
Total with taxes and fees
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

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
250
Accommodation
135 Cabin Rentals
Lowest Price
$195
Highest Price
$555

Frequently asked questions

What are the best cabins near Winchester?
Spend time in the great outdoors without surrendering home comforts at one of our 3,997 cabins in and around Winchester. Whether you have relaxation or adventure on your mind, Cozy Oaks Cabin" Peaceful Mountain Getaway offers both. Alternatively, stay at Cabin - 210 Five Star Reviews Directly Across From Lake and kick back among 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 $195 to $555 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?
Splash out and enjoy a stay that's hard to forget at one of our Winchester luxury cabins. Family Cabin: Hot Tub, Firepit is one option where you can spend a couple of days or so indulging your fondness for the finer things in life. It features a spa tub and a firepit. Alternatively, use Whiskey Mountain Lodge At Big Bear W as a base to explore the beautiful natural areas around you. Amenities here include a deck and a king-sized bed.
What are the best river cabins near Winchester?
If you're looking for a comfortable getaway moments from the water, a Winchester river cabin is an excellent choice. Kick back at Moon Escape Family Retreat~ Castle Rock Trail Cabin and let any worries on your mind take a hike downstream. Useful amenities here include snowsport activities and a nearby marina. Another popular riverside rental is Cabin - Romantic Chic Dutch Décor, Fenced Yard. Its conveniences include a wood stove, snowsport activities and more.
What are the best cabins with pools near Winchester?
If you like the thought of every day being a pool day, make your way to Lakeside Family Cabin At Shore Acres Lodge Big Bear. It's one of our leading cabin rentals with a pool near Winchester and comes with useful amenities like a swimming pool and a patio. Little Pines Couples Lakeside Cottage At Big Bear Lake is another popular place to spend leisurely days poolside. A swimming pool, a patio and fun times are what you can expect here.
Can I find beach cabins near Winchester?
Enjoy your fix of salt air and sunshine at Lake Arrowhead Lakefront Cabin Winter Wonderland. One of our popular Winchester beach cabins, it offers beach sun loungers and clothes washing facilities. You can also spend laid-back days along the shore at Cabin - Breezy One Lakeside Retreat At Big Bear Lake. Parking facilities and clothes washing facilities will make your visit extra comfortable.
What are the best weekend cabin rentals in Winchester?
Whether you're planning a quick trip with that special someone or the whole crew, we'll help you find the perfect weekend cabin getaway. One top example? Beautiful Log Cabin With Views. Featuring a patio and a fireplace, you'll appreciate the natural setting here. Cabin - Children And Dogs Heavenly Retreat is another fantastic place where you can slow things down. Spend a couple of nights at this retreat which offers a patio and a fireplace.
Can I find log cabins in Winchester?
For some adventurers, the ideal outdoor vacation just isn't complete without bunking down in a log cabin full of charm and character. Go adventuring or just slow down and relax at Beautiful Log Cabin With Views. Recreational activities such as sailing and sky diving are on your doorstep here. Another log cabin getaway is Freedom Village Lodge By Destination Big Bear : Log Cabin Near Ski Slopes. Surfing and kite surfing will keep you occupied when you're not resting up in your rustic digs.
What are the highest-rated cabins in Winchester?
There are some vacation rentals that tick just about every box. Cabin - Mountain View: Gorgeous Views, Ac is a superb example. With an impressive rating, it comes with useful amenities like a patio and a fireplace. Another top option is Everett Retreat Cabin: Spacious Kitchen. A patio and a fireplace are just some of the conveniences to look forward to here.
Why should I book a cabin in Winchester?
For a retreat that's big on character, home comforts and affordability, a cabin is the best choice. Leave your city blues behind and roam through the greenery of the great outdoors. From days spent rambling to peaceful nights curled up by the fireplace, cabins promise both excitement and relaxation. Check out the wonderful Winchester options here on Expedia.
What are the top nature cabins in Winchester?
Featuring plenty of charm and creature comforts, Moon Escape Family Retreat~ Castle Rock Trail Cabin is among our top nature cabins in Winchester. But with a whole bunch of things to see and do nearby, make sure you don't spend all your time relaxing indoors. Activities including paddle boating and nearby sailing await. Cabin - Romantic Chic Dutch Décor, Fenced Yard is another rental where you can hang out in nature. Skiing and nearby hiking and biking trails are a couple of fun ways to do it.
What are some of the best cabins near Palm Springs Aerial Tramway in Winchester?
Charming, Dog - Friendly Two - Story Cabin Lodge With Deck is an outstanding option in Palm Springs Aerial Tramway. Home comforts, a beautiful backdrop and access to activities such as hiking and nearby mountain biking make it the perfect escape. Perfect "lily Rock Lodge' With Amazing Views Spa And Pool Table also combines adventure and nature. Spend your vacation here and add nearby horse riding and mountain climbing to your itinerary.

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