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Featured Cabin Rentals in Winchester

Pet friendly cabin-Fully fenced yard! Pets stay free!
Outdoor dining

Pet friendly cabin-Fully fenced yard! Pets stay free!

10.0 out of 10, Exceptional, (163)
"We have stayed at many spots with our dogs but this spot is the best. The backyard is perfect for dogs. The cabin is very cozy and so close to the town center. We will definitely come back. "
Pet friendly cabin-Fully fenced yard! Pets stay free!
5 STAR **STRAWBERRY CORNER** CLASSIC CABIN ON CREEK, 1 MINUTE WALK TO VILLAGE!
Property grounds

5 STAR **STRAWBERRY CORNER** CLASSIC CABIN ON CREEK, 1 MINUTE WALK TO VILLAGE!

9.8 out of 10, Exceptional, (287)
"Our family had the BEST time! The house is right on the edge of town-perfect for walking! The house had everything we needed and more. We cannot recommend this property higher and plan on making this a yearly tradition!!"
5 STAR **STRAWBERRY CORNER** CLASSIC CABIN ON CREEK, 1 MINUTE WALK TO VILLAGE!
Dog Friendly Cabin w/ hot tub & stunning mountain views
Outdoor dining

Dog Friendly Cabin w/ hot tub & stunning mountain views

9.2 out of 10, Wonderful, (14)
"It is a wonderful place, with beautiful views and friendly staff. Few minor things that needed attention, but overall will be back! "
Dog Friendly Cabin w/ hot tub & stunning mountain views
ROMANTIC LOG CABIN ~ Quiet, Clean, Cozy ~Walk to Trails, 3 Min to Town!
Outdoor dining

ROMANTIC LOG CABIN ~ Quiet, Clean, Cozy ~Walk to Trails, 3 Min to Town!

10.0 out of 10, Exceptional, (213)
"Very nice, clean indoor and outdoor spaces. Updated kitchen and bathrooms. We arrived on a cool evening and it took us a bit to warm up with the wall heaters, but soon had the cabin cozy. Had a fun family get together on the large deck. "
ROMANTIC LOG CABIN ~ Quiet, Clean, Cozy ~Walk to Trails, 3 Min to Town!
Almost Heaven! A charming cabin on the creek walk to town with spa
Outdoor dining

Almost Heaven! A charming cabin on the creek walk to town with spa

9.6 out of 10, Exceptional, (46)
"The amount of paperwork needed to stay here is a bit silly but it’s a nice place. The young man that came over to fix a few things was fantastic. All in all, a nice place to stay"
Almost Heaven! A charming cabin on the creek walk to town with spa
Log cabin with hot tub and sauna
Dining

Log cabin with hot tub and sauna

8.0 out of 10, Very good, (3)
"I fell in love with this place immediately when I walked in the door. Every detail was just so beautiful. I will be back many times!"
The price is NZ$577
includes taxes & fees
5 Dec - 6 Dec
Log cabin with hot tub and sauna
Secluded "Hidden Heaven" Vintage Cabin on Strawberry Creek, Walk to town
Exterior

Secluded "Hidden Heaven" Vintage Cabin on Strawberry Creek, Walk to town

9.8 out of 10, Exceptional, (99)
"Such a cute pkace!"
Secluded "Hidden Heaven" Vintage Cabin on Strawberry Creek, Walk to town
In the Pines, Cozy Retreat with Amazing Views
Terrace/patio

In the Pines, Cozy Retreat with Amazing Views

9.4 out of 10, Exceptional, (6)
"Great lighting coming in from large windows, well furnished, clean and wonderful property! One thing to note - the driveway is easy to miss because of the small and low address sign and house is set back from the street. Look for paul bunyon on the other side of the street :-)"
In the Pines, Cozy Retreat with Amazing Views
"The Nest": Serene Sanctuary w Hot Tub, AC, Grill!
Terrace/patio

"The Nest": Serene Sanctuary w Hot Tub, AC, Grill!

10.0 out of 10, Exceptional, (7)
"Cute cabin, very cozy and clean. We especially loved the front/ back yard, it’s a wonderful space! "
The price is NZ$548
includes taxes & fees
3 Dec - 4 Dec
"The Nest": Serene Sanctuary w Hot Tub, AC, Grill!
Moonlight Mountain Retreat Woodworker's Masterpiece with Spa and Game Room
Outdoor dining

Moonlight Mountain Retreat Woodworker's Masterpiece with Spa and Game Room

9.2 out of 10, Wonderful, (77)
"Nice home loved the views. Would have liked shades in the bedrooms, the road into the property is not good."
Moonlight Mountain Retreat Woodworker's Masterpiece with Spa and Game Room
Come enjoy nature in our cabin !
Outdoor dining

Come enjoy nature in our cabin !

9.8 out of 10, Exceptional, (17)
"We enjoyed our stay at this A frame. The location is convenient and quiet. The listing was exactly as pictures showed. A few small things missing like wash cloths, and "
Come enjoy nature in our cabin !
IdyllAway Vintage Cabin - Kid Friendly Cul-de-Sac!
Exterior

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

10.0 out of 10, Exceptional, (27)
"During normal weather conditions, great location. I gave it a lower rating on location only because during winter months, could be very challenging getting to and from the cabin safely. We enjoyed our stay, comfortable for party of 6 only. Will definitely rent again. "
The price is NZ$406
includes taxes & fees
11 Dec - 12 Dec
IdyllAway Vintage Cabin - Kid Friendly Cul-de-Sac!
Secluded Cozy Cottage: Walk to Town, Private
Terrace/patio

Secluded Cozy Cottage: Walk to Town, Private

8.8 out of 10, Excellent, (75)
"Unfortunately it was not walking distance to Iddylwild town as advertised "
Secluded Cozy Cottage: Walk to Town, Private
Cozy Cabin, on the creek w/ hot tub!
Terrace/patio

Cozy Cabin, on the creek w/ hot tub!

8.8 out of 10, Excellent, (19)
"We loved the cabin and location close to town. But the walkway to front door was unmanaged and in need of repair. Light bulb in kitchen was out and living room tv simply didn’t work. Couldn’t figure out how to turn spa off and old til lady day. I texted manager but no response on these issues. "
Cozy Cabin, on the creek w/ hot tub!
Stunning Idyllwild Home w/ Private Hot Tub & Decks
Terrace/patio

Stunning Idyllwild Home w/ Private Hot Tub & Decks

9.8 out of 10, Exceptional, (44)
"Spent a lot of time enjoying the cabins deck enjoying the sights and sounds of nature. We alway love the quant shops and friendly people in town. Fantastic hiking. We’ll be back. "
Stunning Idyllwild Home w/ Private Hot Tub & Decks
Luxury, Unmatched Panoramic Views and Charm Among the Pines
Outdoor dining

Luxury, Unmatched Panoramic Views and Charm Among the Pines

10.0 out of 10, Exceptional, (102)
"This our 2nd time renting this property and we loved every moment of it. Rented the 1st week of Nov, stayed for 3 days 2 nights. Excellent views, super close to town, house is VERY clean and the host is very responsive and accommodating. Its perfect for a couple or 2 couples. Kitchen is big enough to prepare nearly any meal, living room is very comfortable, fast internet and easy to use wood fireplace. We are definitely coming back! "
Luxury, Unmatched Panoramic Views and Charm Among the Pines
Serene & cozy vintage 1950s cabin with fireplace & washer/dryer
3 bedrooms, iron/ironing board, Internet, bed sheets

Serene & cozy vintage 1950s cabin with fireplace & washer/dryer

8.6 out of 10, Excellent, (11)
"It was a great stay with great location and amenities. The washer and dryers made our life easy. We really enjoyed our stay. Few suggestions: The master bedroom (separate unit) had different vibes than the other unit. Loved the ecopod. Property manager was responsive. The ants started showing up from the second day."
Serene & cozy vintage 1950s cabin with fireplace & washer/dryer
Sunset Ranch - Cozy cabin in Temecula wine country
Property grounds

Sunset Ranch - Cozy cabin in Temecula wine country

10.0 out of 10, Exceptional, (11)
"Gorgeous home! Loved our stay in this serene, tranquil environment. View is glorious. This house is very well appointed- had everything we needed and more! Perfect for families or several couples- there were just 3 of us and it was still ideal. Highly, highly recommended- you won’t be disappointed."
Sunset Ranch - Cozy cabin in Temecula wine country
Indian Rock Rustic Studio Cabin Near Hiking Trails
Exterior

Indian Rock Rustic Studio Cabin Near Hiking Trails

6.4 out of 10, (35)
"It was terrible, an hour and a half drive from Indio where we were going to the 3 night concert, we had no idea that the highway was a death trap . I didn’t even pickup the keys , there was no way I was driving that road at two in the morning"
Indian Rock Rustic Studio Cabin Near Hiking Trails
Dog-friendly mountain home with hot tub & amazing views - near town & hiking
Outdoor spa tub

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

8.6 out of 10, Excellent, (115)
"Super cute cabin, nice and rustic (and nostalgic!) We enjoyed the hot tub after our adventures in Idyllwild, and the fully stocked kitchen was very appreciated. This is a great place to stay if you want a little place close to shops and trails. We'll definitely be back!"
The price is NZ$470
includes taxes & fees
4 Dec - 5 Dec
Dog-friendly mountain home with hot tub & amazing views - near town & hiking
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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Other property types in Winchester

Chateau Vino - French Style Chalet
Exterior

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (34)
"Property is beautiful, and within 5 minutes from most wineries, which made it very convenient. Susan was very responsive, and helped with everything we needed. Thank you for the great weekend! "
Chateau Vino - French Style Chalet
Wine Country Oasis Retreat - Close to wineries
Outdoor pool

Wine Country Oasis Retreat - Close to wineries

10.0 out of 10, Exceptional, (43)
"Five of us girls stayed for a weekend and had such a great time! The house was so clean and so comfortable. It had all the amenities we needed, and it was so well decorated and appointed to make for an awesome weekend lounging by the pool and spa. Plenty of towels, dishes, space, linens, pillows, etc. It's a corner house in a tract neighborhood, and it felt very private and the neighborhood was very quiet and relaxing. I would definitely stay here again."
Wine Country Oasis Retreat - Close to wineries
The Cottages at Golden Village Palms RV Resort
3 outdoor pools, pool umbrellas, pool loungers

The Cottages at Golden Village Palms RV Resort

3.0 star property
9.6 out of 10, Exceptional, (45)
"Little cottages are nice and clean way better than a hotel, your own personal house and space, wish it would of been more than 1 night! Would definitely stay again if need be!"
The price is NZ$297
includes taxes & fees
27 Nov - 28 Nov
The Cottages at Golden Village Palms RV Resort
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Frequently asked questions

What are the best cabins near Winchester?
From simple to swanky and everything in between, there are 3 743 cabins to choose from in and around Winchester. For an unforgettable holiday that won’t break the bank, stay at the bayside Mountain Air by Avantstay Stunning Log Cabin in Big Bear w/ Pool Table. If nothing but the best will do, put your feet up at Family Cabin: Hot Tub, Firepit. Its impressive waterside location is part of its appeal.
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$406 to NZ$577 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?
After spending your day having adventures in nature, come home to the high-end comfort and style of a Winchester luxury cabin. Dog Friendly Cabin w/ hot tub & stunning mountain views is an ideal choice if you’d love to pamper yourself. You’ll enjoy the top touches here, such as a deck and a king bed. Charming Idyllwild Cabin with Spa is another enticing stay. Take advantage of a king bed, a spa tub and a good deal more.
What are the best river cabins near Winchester?
Spend your days kicking back near the water and your nights listening to it streaming past at a river cabin near Winchester. A popular option is Moon Escape Family Retreat~ Castle Rock Trail Cabin~. This riverside option comes with nearby wildlife walks and nearby birdwatching activities. Or, make a booking at Cove Lakeview Cabin~ Private Estate~ Amazing Lake View. As well as its gorgeous location, amenities here include nearby wildlife walks and nearby birdwatching activities.
What are the best cabins with pools near Winchester?
If you love the idea of every day being a pool day, unpack your bags at Unique ranch home with pool and hot tub on beautiful 5 acres!. It’s one of our leading cabin homes with a pool near Winchester and comes with handy amenities like a swimming pool and a patio. Tiny Cabin With Additional Open Air Sleeping Porch is another place to spend long, lazy days by the pool. A swimming pool, a porch and fun times are all on the menu here.
Can I find beach cabins near Winchester?
Get a big dose of salt air and sunshine at Bayview Bungalow - HOT TUB, EV CHARGER, ONE BLOCK FROM LAKE, PET FRIENDLY CABIN. One of our leading Winchester beach cabins, it comes with cycling and children’s activities. You can also spend carefree days by the ocean at Lake Arrowhead Lakefront Cabin With Fresh Snow. Beach sun loungers and clothes washing facilities will make your stay extra comfortable.
What are the best weekend cabin homes in Winchester?
Whether you’re planning a whirlwind trip with your darling or your whole family, we’ll help you find your dream weekend cabin getaway. One awesome example? Cabin - 2 Mins To Slopes Hot Tub 5 Kings. Featuring a firepit and a fireplace, you’ll love the natural setting here. Julian 1927 Historic Cabin Retreat is another place where you can slow things down. Enjoy a few days or so at this escape which offers a patio and a spa tub.
What are the best cabin prices in Winchester?
Whether you’re pinching your pennies or want to splash out on your next trip, you’ll find what you’re looking for with Expedia. At the moment, you can score a Winchester cabin from only NZ$406 a night.This price was 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.
Can I find log cabins in Winchester?
Start your day with a hot cup of coffee in your comfortable log cabin and then go bungee jumping and fishing. Sound like your idea of heaven? Book a stay at Lakefront/view Log Cabin - - Open Flow. Another escape that comes with plenty of comforts and charm is Beautiful Log Cabin With Views. Activities like kite surfing and paragliding only add to your experience here.
What are the highest-rated cabins in Winchester?
Expedia adventurers keep coming back to Cabin - 2 Mins To Slopes Hot Tub 5 Kings. This excellent option comes with lots of useful amenities including a firepit and a fireplace. It won’t take you a long time to see why Julian 1927 Historic Cabin Retreat is also popular with visitors. Conveniences like a patio and a spa tub will help make your stay even more memorable.
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?
Head for Cabin - Romantic Chic Dutch Décor, Fenced Yard and let life’s stresses float away. Fun activities like nearby motor boating and nearby hiking and biking trails help make this river cabin in Winchester a popular choice. Moon Escape Family Retreat~ Castle Rock Trail Cabin~ is another great spot to hang out in Mother Nature. If it’s adventure you’re seeking here, go nearby fishing and nearby cross-country skiing.