Winchester Vacation Rentals from ￥21,783: Search Short-Term Rentals

Q: What are some of the best vacation home rentals in Winchester?

Suite Home @ Cave B - 2BR - Walk to the Gorge : This vacation home rental outside of Winchester offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Vacation Rentals in Winchester

Our top choices for Winchester vacation rentals

"Clean and well maintained. "

"We stayed here over the weekend and the place is in a very convienent location. Alan is a great host. We would recommend staying here again."

￥73,201 total

includes taxes & fees

Sep 3 - Sep 4

"We had such a great stay! Our host, Amanda, was wonderful and communicated with us exceptionally from start to finish. The location was perfect—just a 10-minute walk to The Gorge. Everything was spotless and well-maintained, and the AC kept us cool during the summer heat. We’ll definitely be back and highly recommend this place to anyone!"

￥51,688 total

includes taxes & fees

Sep 9 - Sep 10

"Great place to stay in Cresent bar. The condo was clean and very nice. Complex is great with the pool in the middle. "

￥53,614 total

includes taxes & fees

Sep 3 - Sep 4

"We had a great time here, the property was very clean, there were plenty of towels (and ketchup ;) ) and the beds were some of the best we have had in a VRBO. "

"Darcy was super responsive and the place was super clean. Perfect for an outdoors vacation and families, close to the Gorge Amphitheater"

￥87,459 total

includes taxes & fees

Oct 1 - Oct 2

"Very modern, clean, beautiful. Great throughout the entire space."

￥81,603 total

includes taxes & fees

Sep 9 - Sep 10

"We had a wonderful time staying at Crescent Bar. We spent most of our time poolside. The pool and grounds were very well maintained. Check-in and check-out were very easy and communication with property manager was great. We will certainly consider staying in this unit again for next year's trip!"

"My fiends and my wife had a great a stay at the cabin; loved all the amenities in the cabin, and Karyn is such a great host!"

"ABSOLUTELY BREATHTAKING!! Highly recommend this property and host! We had an amazing time! They have literally thought of everything! Only a 10 min walk to the Gorge! We will definitely be back! Thank you! "

Smart TV, fireplace, books, computer monitors

"Amazing stay"

"We thoroughly enjoyed our stay at Lakeside Oasis. Very quiet and away from the crowds. The frogs were entertaining as we soaked in the hot tub overlooking the lake. The house was very clean and well-stocked for cooking. It was the perfect getaway."

"Great spot and great house"

￥63,803 total

includes taxes & fees

Sep 3 - Sep 4

"Our stay was 100% as advertised and very comfortable! The house is beautifully appointed, great location, and Christy made the whole process very easy. Highly recommend! "

"Host was very responsive and took care of any questions or concerns we had. Check in and out was very smooth and directions were very clear. "

"We were placed in a different unit than we had reserved which reduced the number of beds so one of my sons had to sleep on the couch. The host responded to our communications but what he had to say was disappointing and unhelpful including telling me they don’t provide hand towels or washcloths in any of their units but there were paper towels in the kitchen. One of the beds had a flat sheet draped on it but it wasn’t tucked and there was no blanket for that room. Is a made bed and hand towel...

"We really enjoyed our stay at this property! It was spotless and a great setup.The owner had amazing communication and perfectly clear instructions. Thank you!"

"Great resort area near the Gorge Amphetheatre"

"Loved this property! The owners were super helpful every step of the way. Great location, super clean, had all the amenities that were essential. Plus an added bonus, we were able to fit our cars and boat without the hassle of parking off site. Would highly recommend this property "

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Top Winchester Hotel Reviews

Quincy INN and Suites

10/10 Excellent

"The bed was very comfortable and the room was spacious and very clean. The staff was friendly and accommodating. "

Find out more about Winchester

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Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we have vacation rentals near popular local attractions in Winchester, or you can go with a secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Winchester?

Suite Home @ Cave B - 2BR - Walk to the Gorge: This vacation home rental outside of Winchester offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Winchester?

While exploring the area, visit family-friendly sights like Quincy Aquatic Center, or get outside and enjoy nature at Soap Lake Park. Soap Lake and Moses Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Winchester?

Vacation rentals are privately owned accommodations you can reserve for a couple days or more in Winchester. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a small group gathering.

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Winchester Vacation Rentals

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Vacation Rentals in Winchester

Our top choices for Winchester vacation rentals

Steps from The Beach

Suite Home @ Cave B - 2BR - Walk to the Gorge

Cozy 1-bed condo at Cave B Winery with WiFi, AC & 10 mins to Gorge Ampitheatre

Crescent Bar Condo

Quincy Home on Lavender Farm w/ River Views!

Luxury @ Crescent Bar! Pool & Free Golf!

Crescent Bar Condo near The Gorge, Boating & Golf. Sleeps 8. AMAZING Pool.

2-bedroom condo at Cave B Winery with WiFi, AC~Adjacent to Gorge Ampitheatre

Crescent Bar Unit 102

PET-FRIENDLY, HOT TUB & SAUNA CaveB Lakeside Luxury Spa Retreat by The Gorge

Breathtaking Gorge Ampitheater, Cave B Winery and SageCliffe Resort view home

Lakeview Golf Course - Private Pool/Hot Tub - Pet Friendly - Soap Lake, WA

Lakeside Oasis the Gorge Amphitheatre and Cave B Winery - Ancient Lakes Retreat

3-bedroom house in charming Moses Lake with AC, fitness room, WiFi

Beautiful Sunserra home located on the 9th fairway of the golf course

Crescent Bar Condos Unit 143

2 Bedroom Downtown Condo above Gym with Pool Hot tubs sauna etc.

Crescent Bar Getaway-Pool/Beach/River, Gorge Concerts, Wineries, Sunshine & Ski!

Rent Like a Rock Star @ Hotel Rock in Sunserra, C-Bar!

Luxury View Home on the Columbia River, Golf, Wineries & Gorge Amphitheater

Top Winchester Hotel Reviews

Quincy INN and Suites

Find out more about Winchester

Frequently asked questions