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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Cabin Rentals in Winchester

Cozy Cottage, on the creek w/ hot tub!
Terrace/patio

Cozy Cottage, on the creek w/ hot tub!

8.8 out of 10, Excellent, (22)
"Awesome "
Cozy Cottage, on the creek w/ hot tub!
Fully fenced backyard for pets. Pets stay free!
Smart TV, fireplace, books

Fully fenced backyard for pets. Pets stay free!

10.0 out of 10, Exceptional, (70)
"Just amazing! Had a wonderful time, our dogs as well. We enjoyed the drive up with the snow flurries, just so nice to disconnect from everyday life. The VRBO was as described, so charming and very pet friendly. Has every amenity needed if you were going up there to wing it. Very close to town. Everything explained about cabin. Jay the owner communicates promptly if there are any questions. Will go again in Fall!"
Fully fenced backyard for pets. Pets stay free!
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, (54)
"Great stay. Great place. Exactly what we hoped for. "
Almost Heaven! A charming cabin on the creek walk to town with spa
The Little Cabin 🌲The coziest cabin on the Mountain.
Exterior

The Little Cabin 🌲The coziest cabin on the Mountain.

10.0 out of 10, Exceptional, (77)
"The cabin is small but everything we needed. It was clean and cutely decorated. The hosts were always available and helpful but not bothersome. We recommend you try it out, we’ll be back"
The Little Cabin 🌲The coziest cabin on the Mountain.
Coral Tree House
Outdoor pool

Coral Tree House

3.0 star property
10.0 out of 10, Exceptional, (19)
"It was peaceful and beautiful! It’s a great place to just escape for a little while "
Coral Tree House
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, (223)
"This property was well stocked with kitchen items. Clean with views of squirrels, humming birds, and woodpeckers. Very comfortable. "
ROMANTIC LOG CABIN ~ Quiet, Clean, Cozy ~Walk to Trails, 3 Min to Town!
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, (296)
"Large corner fenced lot with charming decorative touches and a gazebo. Easy walk to town. The home is amazing with antiques and everything we needed for a relaxing happy get away. Really comfy king sized bed. Our little dog was safe on the deck and we could hear the creek when we sat there."
5 STAR **STRAWBERRY CORNER** CLASSIC CABIN ON CREEK, 1 MINUTE WALK TO VILLAGE!
Treetop Getaway in the Ponderosa Pines
Exterior

Treetop Getaway in the Ponderosa Pines

9.6 out of 10, Exceptional, (31)
"We had a great family getaway with four adults and two children. Accommodations were clean and comfortable with a well stocked kitchen. In a quiet area with a great deck and outdoors spaces for outside activities. Expansive windows afforded great views. We enjoyed games and crafts around the table. And both cooked in and ate out."
Treetop Getaway in the Ponderosa Pines
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, (171)
"The host was very accommodating. Every thing was on point far exceeded my expectations. I will return the next trip up the mountain "
Pet friendly cabin-Fully fenced yard! Pets stay free!
Dramatic Geodesic Dome with amazing views, AC, spa and walk to town cold tub
Property grounds

Dramatic Geodesic Dome with amazing views, AC, spa and walk to town cold tub

9.0 out of 10, Wonderful, (88)
"The dome was a great spot for our friend group pups to visit. It’s a short drive/walk into town, the view is incredible, the layout/space is really unique, the beds are comfy, and the kitchen is well equipped. The hot tub wasn’t cooperating for our stay which was a bit of a bummer, and there was a little more non-Vrbo paperwork than expected to lock in the rental, but overall I’d strongly recommend for those considering visiting. "
Dramatic Geodesic Dome with amazing views, AC, spa and walk to town cold tub
Mountain View: Gorgeous Views, AC, Jacuzzi bathtub!
Exterior

Mountain View: Gorgeous Views, AC, Jacuzzi bathtub!

10.0 out of 10, Exceptional, (30)
"We loved this location! Very clean and had everything we needed. Steep driveway so be warned. Can’t wait to come back. "
Mountain View: Gorgeous Views, AC, Jacuzzi bathtub!
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, (119)
"The cabin is adorable and the hot tub is hot! Great location and very comfortable.We arrived during a snow storm and asked for an early check in but was told we could not. We asked to please message us when it became Available. We waited out front (lights were on and we could hear music, so figured they were still cleaning) for an hour in the snow. Finally at 4pm we decided to knock. They were not there and the space was ready for us that entire hour of waiting! We really would have appreciated...
The price is NZ$445
includes taxes & fees
23 Mar - 24 Mar
Dog-friendly mountain home with hot tub & amazing views - near town & hiking
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, (105)
"We wanted an older rustic style cabin with a great big stone fireplace. A cabin that felt like a trip backwards through time. Hidden Heaven is precisely that! Everything about this cabin was nostalgic. From the fresh smell to the warm thick blankets available for you to wrap yourself in during the cold nights. Also, it’s location! Less than a 10minute walk to the center of town via the trail path behind the cabin. We cannot wait to stay again! "
Secluded "Hidden Heaven" Vintage Cabin on Strawberry Creek, Walk to town
Super Chic Pines Hideaway
Fridge, oven, stovetop, dishwasher

Super Chic Pines Hideaway

10.0 out of 10, Exceptional, (1)
"The cabin was exactly what we wanted. It is very close to town but far away enough to not hear any traffic. The cabin was so cozy, clean and comfortable. It had everything we needed for our nice little getaway. I felt like the cabin was reasonably priced too. The owner was communicative and allowed us to check in early. Thank you so much! We’d love to come stay again :)"
The price is NZ$706
includes taxes & fees
16 Mar - 17 Mar
Super Chic Pines Hideaway
Secluded Dog-Friendly Cabin w/Wood Fireplace, Deck, Private W/D, Mtn Views
TV, fireplace, DVD player, books

Secluded Dog-Friendly Cabin w/Wood Fireplace, Deck, Private W/D, Mtn Views

9.6 out of 10, Exceptional, (59)
"This cabin feels like home. All the necessities have been provided. The only plus would be a dishwasher. Otherwise, it’s close to perfect. "
Secluded Dog-Friendly Cabin w/Wood Fireplace, Deck, Private W/D, Mtn Views
Knotting Hill Amazing View and Spa
Outdoor dining

Knotting Hill Amazing View and Spa

8.8 out of 10, Excellent, (62)
"Was a little rocky checking in but they made sure we were happy and were more than accommodating and kind. I would definitely stay here again and work with them again. "
Knotting Hill Amazing View and Spa
Romantic One Bedroom Cabin With Hot Tub and Large Patio
Exterior detail

Romantic One Bedroom Cabin With Hot Tub and Large Patio

9.2 out of 10, Wonderful, (37)
"We loved our stay at this cozy cabin in the woods! There is a huge fenced yard, so my dogs had so much fun running around! And we loved sitting in the hot tub at night & looking up at the stars. Close to town & easy to find. And the property host was very communicative & fast with their responses. We’ll definitely be coming back! "
Romantic One Bedroom Cabin With Hot Tub and Large Patio
"Cozy Oaks Cabin" Peaceful Mountain Getaway, Charming & Romantic! Trail Pass...
Exterior

"Cozy Oaks Cabin" Peaceful Mountain Getaway, Charming & Romantic! Trail Pass...

10.0 out of 10, Exceptional, (223)
"The cabin was quaint and cozy with a plethora of amenities, notably the wonderfully stocked spice cabinet and cooking utensils. It truly makes for nice getaway where you can disconnect from reality and be with your loved ones. Mike & Sue are wonderful hosts. We are very likely to return."
"Cozy Oaks Cabin" Peaceful Mountain Getaway, Charming & Romantic! Trail Pass...
Adorable cabin in the trees near hiking & town w/ deck & high-speed WiFi
Fridge, microwave, oven, stovetop

Adorable cabin in the trees near hiking & town w/ deck & high-speed WiFi

9.6 out of 10, Exceptional, (59)
"A delightful house, well stocked with all we needed. The mini-splits were a nice touch to have heat where we needed and the main part of the house stayed warm with just the log stove going. The bedroom heaters were a bit noisy but overall a great stay!"
Adorable cabin in the trees near hiking & town w/ deck & high-speed WiFi
"The Nest": Serene Sanctuary w Hot Tub, Fireplace, Grill, Pets Ok!
Terrace/patio

"The Nest": Serene Sanctuary w Hot Tub, Fireplace, Grill, Pets Ok!

10.0 out of 10, Exceptional, (12)
"This was our second time staying here. We love this little cabin. So cozy and clean. We love that it is fenced in as well. Highly recommend this little gym of Idyllwild. "
The price is NZ$560
includes taxes & fees
19 Mar - 20 Mar
"The Nest": Serene Sanctuary w Hot Tub, Fireplace, Grill, Pets Ok!
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, (36)
"Very friendly host. Very spacious, quiet place. Perfect for our family for my son's wedding in Fallbrook. "
Chateau Vino - French Style Chalet
1/Bed Room Casita-Suite with Private Entrance
Outdoor pool

1/Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (38)
"This casita was the most perfect place for me to stay. The host, Elizabeth, sure packs a punch in the casita with everything you could possibly need. Relaxing, beautiful, quiet and safe. Elizabeth was very communicative before my arrival and during my stay. Very responsive. I would definitely stay here again, over and over. Thank you Elizabeth and VRBO for offering this casita. "
The price is NZ$234
includes taxes & fees
16 Mar - 17 Mar
1/Bed Room Casita-Suite with Private Entrance
Wine Country Resort - Close to Wineries
Outdoor pool

Wine Country Resort - Close to Wineries

Wine Country Resort - Close to Wineries
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.

Frequently asked questions

What are the best cabins near Winchester?
Ranging from quaint and compact to large and luxurious, you have 3 826 cabins to pick from in and around Winchester. Top options include Cosy Oaks Cabin” Peaceful Mountain Getaway and Cabin - Across From Lake 200 Five Star Reviews Jacuzzi.
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$445 to NZ$706 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?
Splurge a little and enjoy a stay that’ll be hard to forget at one of our Winchester luxury cabins. Family Cabin: Hot Tub, Firepit is one option where you can spend your break appreciating the finer things. It comes with a spa tub and a firepit. Or, use Whisky Mountain Lodge- Relaxing Chalet- Hot Tub as a base to discover the beautiful natural areas around you. Quality amenities here include a deck and a king-sized bed.
What are the best river cabins near Winchester?
If you’re in search of a comfortable getaway moments from the water, a Winchester river cabin will be just the thing. Recharge your batteries at Moon Escape Family Retreat~ Castle Rock Trail Cabin~ and let any stresses float away downstream. Useful amenities here include snowsport activities and a nearby marina. Another top riverside property is Cabin - Romantic Chic Dutch Décor, Fenced Yard. Guests have use of a wood stove, snowsport activities and more.
What are the best cabins with pools near Winchester?
Staying in a cabin rental with a pool adds even more fun to your holiday. If you’re seeking one near Winchester, Lakeside Family Cabin At Shore Acres Lodge Big Bear offers conveniences like a swimming pool and a patio to make your poolside getaway even more memorable. Little Pines Cabin At Shore Acres is another top choice and features a swimming pool and a patio.
Can I find beach cabins near Winchester?
Wake up and be within easy reach of the sparkling sea when you lock in a stay at a Winchester beach cabin rental. Sunshine and fun should be your major priorities at Lake Arrowhead Lakefront Cabin With Beach And Oktoberfest. It comes with beach sun loungers and clothes washing facilities. Or, throw your bag down and kick your feet up at Breezy One Lakeside Family Cabin At Big Bear. Handy amenities here include parking facilities and clothes washing facilities.
What are the best weekend cabin rentals in Winchester?
Whether you’re organising a whirlwind trip with your sweetheart or the whole crew, we’ll help you find the best weekend cabin getaway. One superb example? 1 Acre Franksfort Mountain Retreat By Destination Big Bear : 1. 25 Acre Resort With Spa. Featuring on-site watersports and a patio, you’ll adore the natural surroundings here. Cabin - Windsong Retreat By Destination Big Bear : Luxurious Panoramic Views Central A is another fantastic place where you can hit pause. Enjoy a few nights at this retreat which offers on-site watersports and a patio.
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$445 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?
For lots of nature lovers, the perfect outdoor holiday isn’t complete without bunking down in a log cabin full of charm and character. Go adventuring or simply relax and unwind at Beautiful Log Cabin With Views. Recreational activities such as cycling and mountain climbing are among the exciting things to do here. Another log cabin getaway is Freedom Village Lodge by Destination Big Bear : Log Cabin Near Ski Slopes, Village & Lake! Game Room! Spa! Foosball! Privacy!. Snowboarding and sunbathing will keep you occupied when you’re not kicking back in your rustic digs.
What are the highest-rated cabins in Winchester?
There are some cabin rentals that are hard to fault. Mountain View: Gorgeous Views, AC, Jacuzzi bathtub! is a good example. With such an impressive rating, it comes with useful amenities like a patio, a fireplace and much more. Another excellent option is Everett Retreat Cabin: Spacious Kitchen, Indoor Outdoor Living. A patio and a fireplace are a few of the conveniences waiting for you 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?
The outdoors won’t be the only thing you’ll be surrounded by when you choose a nature cabin in Winchester. Adventure is everywhere you look too. Take off to Moon Escape Family Retreat~ Castle Rock Trail Cabin~ and find time for hiking and nearby mountain biking. Another option to consider is Cabin - Romantic Chic Dutch Décor, Fenced Yard. It’s known for its creature comforts along with its nearby sledding and jet skiing opportunities nearby.