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Search Cabin Rentals in Winchester

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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 156 Cabin Rentals in Winchester with updated reviews, rates, and availability.

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

Cozy Cottage, on the creek w/ hot tub!

8.8 out of 10, Excellent, (26)
"Awesome "
Cozy Cottage, on the creek w/ hot tub!
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, (177)
"Perfect size for a couple "
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, (299)
"We rented strawberry corner for the week of Christmas and it was decorated and magical. Perfect place to stay for a Christmas getaway with the kids. "
5 STAR **STRAWBERRY CORNER** CLASSIC CABIN ON CREEK, 1 MINUTE WALK TO VILLAGE!
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, (74)
"Adorable place, so comfy, and great town. Hosts are wonderful and responsive "
Fully fenced backyard for pets. Pets stay free!
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, (228)
"Great property, great host, quiet neighborhood but close to town. "
ROMANTIC LOG CABIN ~ Quiet, Clean, Cozy ~Walk to Trails, 3 Min to Town!
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
Dog-friendly cabin in the woods with WiFi, wood stove, and private washer/dryer
Interior

Dog-friendly cabin in the woods with WiFi, wood stove, and private washer/dryer

9.6 out of 10, Exceptional, (76)
"Beautiful log cabin, and beautiful town. Enjoyed coming back for the 2nd time."
Dog-friendly cabin in the woods with WiFi, wood stove, and private washer/dryer
Knotting Hill Amazing View and Spa
Outdoor dining

Knotting Hill Amazing View and Spa

8.8 out of 10, Excellent, (66)
"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
Hikers Hideaway Lodge
Exterior

Hikers Hideaway Lodge

8.8 out of 10, Excellent, (3)
"Overall great stay. Fenced in property. Property manager was easily reached when needed and was very helpful. Very clean property. Would 100% stay here again. "
The price is AED 415
AED 1,552 total
includes taxes & fees
26 May - 27 May
Hikers Hideaway Lodge
Charming 1937 Vintage Cottage 2 bedrooms/ baths,(Sleeps 4) walk to town/creek
Exterior

Charming 1937 Vintage Cottage 2 bedrooms/ baths,(Sleeps 4) walk to town/creek

9.2 out of 10, Wonderful, (34)
"Amazing stay at this classic historic cabin. The cabin and the fun decorations exceeded our expectations. The property is large allowing our dog to roam free in the back. The kitchen was appointed with everything we needed to make great meals. Excellent time "
Charming 1937 Vintage Cottage 2 bedrooms/ baths,(Sleeps 4) walk to town/creek
Idyllic Mountain Cabin
1 bedroom, WiFi, bed sheets

Idyllic Mountain Cabin

9.8 out of 10, Exceptional, (24)
"Small and cozy is exactly what we wanted and its what we got. Perefct distance to town and beautiful to walk around. Place was quiet and charming and clean. "
Idyllic Mountain Cabin
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

9.4 out of 10, Exceptional, (60)
"Great stay until power outage "
Almost Heaven! A charming cabin on the creek walk to town with spa
Stunning Idyllwild Home w/ Private Hot Tub & Decks
Terrace/patio

Stunning Idyllwild Home w/ Private Hot Tub & Decks

9.8 out of 10, Exceptional, (53)
"Peaceful Pines is an incredibly beautiful well stocked vacation retreat. We had a wonderful time and plan to return in the future."
Stunning Idyllwild Home w/ Private Hot Tub & Decks
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, (61)
"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
Dawson Haven w/spa, game room on .34 acres
Exterior

Dawson Haven w/spa, game room on .34 acres

9.0 out of 10, Wonderful, (6)
"The place was nice and in a beautif area. The only thing was the cist of cleaning fees. My hisbamd and i cleaned for a coupkle of hours as there were an abundance of spider webs and place needed a little wipe down. Other than that i truly enjoyed our stay. I would do it again."
Dawson Haven w/spa, game room on .34 acres
The Little Cabin 🌲The coziest cabin on the Mountain.
Property grounds

The Little Cabin 🌲The coziest cabin on the Mountain.

10.0 out of 10, Exceptional, (82)
"Check-in was great. We loved the mug gifts. Great place!"
The Little Cabin 🌲The coziest cabin on the Mountain.
"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, (226)
"The cabin is awesome! The owners provided all the little things that make a stay much more comfortable. The owners were very communicative and helpful. The coffee bar was a fantastic touch. I would love to stay at the cabin again!"
"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, (61)
"Wonderful stay, can’t wait to return 😀"
Adorable cabin in the trees near hiking & town w/ deck & high-speed WiFi
Spacious Private 2 Bedrooms 2 bathrooms Cabin with Hot Tub
Property grounds

Spacious Private 2 Bedrooms 2 bathrooms Cabin with Hot Tub

9.0 out of 10, Wonderful, (25)
"Fun and cozy cabin with an awesome hot tub! Great location near hiking trails. Really enjoyed our stay!"
Spacious Private 2 Bedrooms 2 bathrooms Cabin with Hot Tub
Dog Friendly Cabin w/ hot tub & stunning mountain views
Outdoor dining

Dog Friendly Cabin w/ hot tub & stunning mountain views

9.4 out of 10, Exceptional, (21)
"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
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

1 Bed Room Casita-Suite with Private Entrance
Outdoor pool

1 Bed Room Casita-Suite with Private Entrance

9.8 out of 10, Exceptional, (40)
"Perfect for a quick overnight stay. "
The price is AED 213
AED 491 total
includes taxes & fees
4 May - 5 May
1 Bed Room Casita-Suite with Private Entrance
Wine Country Resort - Close to Wineries
Outdoor pool

Wine Country Resort - Close to Wineries

8.0 out of 10, Very Good, (1)
"Overall this was a great place to stay! Rooms were clean and spacious, pool/ backyard area is big and provides plenty of space! I would say the one downside was the spa was having difficulties heating up, however Neda was open and available to get that problem solved. I would recommend another option to get the spa heated consistently (it takes about 2 hours for it to heat up at intervals of 4 hours) and we were only able to really use it our second night after waiting for the heating. The fire...
Wine Country Resort - Close to Wineries
Chateau Vino - French Style Chalet
Exterior

Chateau Vino - French Style Chalet

10.0 out of 10, Exceptional, (41)
"We booked Chateau Vino to celebrate my mom’s 90th birthday. We wanted a home that fit our whole family comfortably. The house is amazing and having space to relax, eat, and enjoy the outdoors with seating for all was perfect. We had a wonderful time and hope to return again. "
Chateau Vino - French Style Chalet
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.