An aerial view of a densely populated urban area with a river, surrounding mountains, and a clear sky.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Winchester cabin rentals

A rustic cabin with a green exterior, a dark front door, and a small porch.

1. Dog-friendly mountain home with amazing views - near town & hiking

Dog-friendly mountain home with amazing views - near town & hiking
Idyllwild
8.4 out of 10, Very good, (145 reviews)
"Hot tub was out of order."
United States
debra
The price is CA $160
CA $452 total
includes taxes & fees
Sep 28 - Sep 29
Dog-friendly mountain home with amazing views - near town & hiking
A wooden cabin with a balcony, surrounded by trees.

2. 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
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay. Everything was clean and the place was really close to town. "
United States
Jack B.
The price is CA $196
CA $354 total
includes taxes & fees
Sep 24 - Sep 25
Cozy modern rustic 1-bedroom studio in Idyllwild. Perfect hideout close to town
Two red Adirondack chairs facing each other with a wooden cabin in the background.

3. Tranquil Studio at Eagle Creek

Tranquil Studio at Eagle Creek
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (1 review)
"We had a fabulous time in Idyllwild! The small-town vibe, the kindness of the locals, and the spectacular hikes did not disappoint. Our host, Heather, went above and beyond by upgrading us to a larger property because she thought the cabin we originally booked would be too tight for four people. We truly felt like VIPs in the main house. Everything was top-notch, beautifully kept, and felt incredibly homey. Check-in and check-out were completely seamless thanks to the keypad system. This was...
United States
Delphine
The price is CA $190
CA $316 total
includes taxes & fees
Sep 24 - Sep 25
Tranquil Studio at Eagle Creek
A rustic cabin with a porch, wooden exterior, and a gravel driveway.

4. IdyllAway Vintage Cabin - Kid Friendly Cul-de-Sac!

IdyllAway Vintage Cabin - Kid Friendly Cul-de-Sac!
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (48 reviews)
"Great place"
United States
Lane W.
The price is CA $174
CA $362 total
includes taxes & fees
Sep 28 - Sep 29
IdyllAway Vintage Cabin - Kid Friendly Cul-de-Sac!
A cabin with a green door, surrounded by trees and a fenced deck with chairs.

5. Idyllwild Cabin: HotTub, Fireplace&Mountain Views!

Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
Idyllwild-Pine Cove
9.6 out of 10, Exceptional, (38 reviews)
"Very relaxing location. BBQ was excellent. Host was helpful."
United States
Christopher F.
The price is CA $187
CA $477 total
includes taxes & fees
Sep 29 - Sep 30
Idyllwild Cabin: HotTub, Fireplace&Mountain Views!
A house with a green door, a bear statue, and a barbecue grill in the front yard.

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

Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful home and location. Can't wait to go back!"
United States
Diana
The price is CA $189
CA $469 total
includes taxes & fees
Sep 24 - Sep 25
Central Heat & Air, WiFi, Wall Mural and Fully fenced minutes from downtown
A rustic log cabin-style building with a 'OPEN' sign, outdoor seating, and a visible address number.

7. 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
9.6 out of 10, Exceptional, (37 reviews)
"We enjoyed our 4 night stay at the Lighthouse. We especially loved the location at the ridge line close to hiking and the great views out every window!"
United States
Kim H.
The price is CA $189
CA $401 total
includes taxes & fees
Sep 29 - Sep 30
Quiet cabin in Idyllwild. Stunning Views, Cozy, Private, Pet and kid Friendly.
A wooden cabin with a stone pathway leading to a wooden deck.

8. Cozy cabin retreat nestled among forest trees

Cozy cabin retreat nestled among forest trees
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (16 reviews)
"We absolutely loved our stay at this clean, cozy cabin. The hosts really went above and beyond to make sure the home is well stocked and comfortable, We are already looking forward to visiting again. "
United States
KIM
The price is CA $245
CA $494 total
includes taxes & fees
Sep 27 - Sep 28
Cozy cabin retreat nestled among forest trees
A cozy outdoor seating area with two red chairs and a small table, surrounded by a stone border and a wooden fence, overlooking a forested landscape with a house in the background.

9. 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, (26 reviews)
"Had a great time! "
United States
Jimmy S
The price is CA $225
CA $529 total
includes taxes & fees
Sep 24 - Sep 25
The Nest: Serene Sanctuary w Hot Tub, Fireplace, Grill, Hammock, Outdoor Fire Fe
A rustic cabin with a sloped roof, surrounded by trees with autumn leaves.

10. Twin Rock Tree House - Vintage Cabin

Twin Rock Tree House - Vintage Cabin
Idyllwild-Pine Cove
9.6 out of 10, Exceptional, (38 reviews)
"Beautiful and calm cabin. It was a blast!"
United States
Gladys G.
The price is CA $242
CA $443 total
includes taxes & fees
Oct 6 - Oct 7
Twin Rock Tree House - Vintage Cabin
A cabin with a wooden deck, a bench, and a small porch area.

11. 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, (13 reviews)
"Was peaceful and a perfect getaway for 4 adults. "
United States
Evonne C.
The price is CA $206
CA $517 total
includes taxes & fees
Sep 24 - Sep 25
Clarity Cabin A-Frame Sanctuary w Hot Tub, Fireplace, Grill, AC, Hammock Chairs, Fire Pit, Pets OK
A wooden cabin with a balcony, surrounded by trees and a stone staircase.

12. Idyllbrook: Mission-style gem with a screened BrookHouse gazebo & EV charger.

Idyllbrook: Mission-style gem with a screened BrookHouse gazebo & EV charger.
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (19 reviews)
"This cabin has everything you would need for a great stay"
United States
Deej D.
The price is CA $322
CA $597 total
includes taxes & fees
Oct 4 - Oct 5
Idyllbrook: Mission-style gem with a screened BrookHouse gazebo & EV charger.

13. The Pine Haven Retreat

The Pine Haven Retreat
Idyllwild-Pine Cove
8.0 out of 10, Very good, (1 review)
"Very pleased with this property overall. We left the Palm Desert to get out of the heat, mission accomplished! We noticed on the listing that the home was air conditioned and it die have 2 portable room air conditioners vented outside. It was extremely warm and a couple of box fans would have helped circulate the cool air. Other than that, we really enjoyed this property…highly recommend!"
United States
Lynne M.
The price is CA $206
CA $789 total
includes taxes & fees
Sep 29 - Sep 30
The Pine Haven Retreat
A modern house with a glass facade, situated on a grassy hill with a wooden deck.

14. Cozy Luxury Cabin in the De Luz Heights

Cozy Luxury Cabin in the De Luz Heights
Fallbrook
10.0 out of 10, Exceptional, (3 reviews)
"To say that cactus was big is an understatement. It’s so big it probably charges the owners rent! Very clean and VERY quiet. We saw a lot of stars we normally don’t see. Huge deck allowing morning and evening sun. Nice and relaxing for coffee and wine. We literally did not see another person up there except on the road. It is a birder paradise and the ground squirrels frolicking was a kick. We will be back when visiting grandkids."
United States
Gregg G.
The price is CA $206
CA $282 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Luxury Cabin in the De Luz Heights
A wooden deck with two lounge chairs facing a sunset view.

15. Cal-Zen Architectural home with Sunset Views

Cal-Zen Architectural home with Sunset Views
IDYLLWILD
The price is CA $335
CA $524 total
includes taxes & fees
Oct 4 - Oct 5
Cal-Zen Architectural home with Sunset Views
A rustic cabin with a green roof, wooden deck, and a chimney.

16. Quaint Studio in Idyllwild

Quaint Studio in Idyllwild
Idyllwild-Pine Cove
10.0 out of 10, Exceptional, (3 reviews)
"Heather was an excellent host & had great communication throughout my visit."
United States
Jon P.
The price is CA $190
CA $316 total
includes taxes & fees
Sep 24 - Sep 25
Quaint Studio in Idyllwild
A modern house with a dark exterior, a brick lower section, and a wooden upper section. It features a black door, two windows with lights, and a small porch area.

17. Coulter Pine by Freewyld l Charming Cabin for Two

Coulter Pine by Freewyld l Charming Cabin for Two
Idyllwild-Pine Cove
9.8 out of 10, Exceptional, (7 reviews)
"Excellently located to both secluded solitude as well as downtown adventures. I would recommend this place and stay again myself. "
United States
Colleen G.
The price is CA $191
CA $455 total
includes taxes & fees
Sep 28 - Sep 29
Coulter Pine by Freewyld l Charming Cabin for Two
A rustic log cabin with a porch, surrounded by a forest.

18. 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, (30 reviews)
"We had a great time. The back yard was large and the Kids and dog loved it."
United States
Edward
The price is CA $297
CA $512 total
includes taxes & fees
Oct 22 - Oct 23
Ahwahnee-be Vintage Cabin - Three blocks to town!
A small cabin with a wooden deck and stairs, surrounded by trees and a hillside.

19. Tiny Home Above the Clouds: Pacific Views

Tiny Home Above the Clouds: Pacific Views
Pauma Valley
7.4 out of 10, Good, (3 reviews)
"I arrived on Friday at Serenity Ranch and was met by Rich and Solo the amazing dog who got me all checked in with a great chat and warm welcome. The Tiny Home is a great addition to Serenity Ranch. I have tent camped here many times as well as rented the Glamp tents as well as the main house. I love this place. It's very special, quiet and private. No crowds here. I was very impressed by the Tiny Home with it's comfortable queen size bed, lighting and overhead fan, nice decorative and useful...
United States
tom w.
The price is CA $148
CA $233 total
includes taxes & fees
Sep 24 - Sep 25
Tiny Home Above the Clouds: Pacific Views
A log cabin interior with a loft bedroom, large windows, and a hanging light fixture.

20. 4 Acre A-Frame Private Retreat

4 Acre A-Frame Private Retreat
Idyllwild
4.0 out of 10, (1 review)
"The world’s worst driveway, followed by a steep and long path that makes taking anything heavy from your vehicle into the cabin a real pain as parking is up the hill from the cabin. Sure it’s a large property but it’s also all on a steep slope. Add this to the fact that Vrbo is a 3rd party booking service which means communication to the host is a frustrating ordeal. The only positives are the back deck which is peaceful and the view from the bedroom. I would never stay here again."
United States
Jacob M.
The price is CA $335
CA $526 total
includes taxes & fees
Oct 21 - Oct 22
4 Acre A-Frame Private Retreat
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

Best Western Plus Diamond Valley Inn

Best Western Plus Diamond Valley Inn

8/10 Good
"Victoria at front desk check- in was wonderful. Super friendly & helpful. Parking was a breeze. Lots of spaces and you can park anywhere. Love that."
Michelle 1-night trip
Posted 3 hours ago
Best Western Plus Diamond Valley Inn

Find out more about Winchester

Winchester Cabin Rentals information

Number of reviews
260
Accommodation
147 Cabin Rentals
Lowest Price
CA $233
Highest Price
CA $789

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, Cozy 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 CA $233 to CA $789 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 CA $233 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 vacation? 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 vacationing 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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