Winchester Vacation Rentals from ￥30,373: Search Short-Term Rentals

Q: What's the top vacation rental in Winchester?

Country feel in this open plan 3 bed/2 bath home. : You might want to consider this vacation home rental near Winchester, which is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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Our top choices for Winchester vacation rentals

Adorable Guest Cabin In The Woods

La Grange

Billie P.

￥21,875 total

includes taxes & fees

Jul 16 - Jul 17

Cozy Cottage With a View in La Grange

La Grange

Paul

￥23,737 total

includes taxes & fees

Jul 7 - Jul 8

Cozy 1-bedroom cabin in lovely Bastrop- stay a weekend or longer

Bastrop

￥24,524 total

includes taxes & fees

Jul 15 - Jul 16

Lost Pines Lake House near Bastrop State Park and Buescher State Park..

Smithville

Albert C.

￥37,885 total

includes taxes & fees

Jul 15 - Jul 16

Dodo's Place on 22 acres outside of Smithville, TX

Smithville

Law

￥31,093 total

includes taxes & fees

Jul 6 - Jul 7

Site 3 Private camp power @ site w Hot Showers & Potty At The CommunityBathhouse

Smithville

￥11,260 total

includes taxes & fees

Aug 2 - Aug 3

Swiss Alp Texas Cabin

Schulenburg

Tracey C.

￥26,729 total

includes taxes & fees

Jul 7 - Jul 8

Relax & Recharge in Paige, Tx - 15 Acres, Fishing, and Farm Animals Await

Paige

Jordyn D.

￥50,716 total

includes taxes & fees

Jul 5 - Jul 6

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Top Winchester Hotel Reviews

Super 8 by Wyndham Bastrop TX

10/10 Excellent

"Decent hotel for the price"

Country feel in this open plan 3 bed/2 bath home.

10/10 Excellent

"We really enjoyed our stay here. The house was perfect for what we needed. There was plenty of space for us. If we return next summer for the dance competition we will definitely stay here again. The communication with Kyle was excellent. He answered. All of my questions quickly."

The Oak Motel

10/10 Excellent

"Inside of the room is very nice. Everything is good for the price. You can sleep well, nice a/c, microwave and they have free ice cubes. Outside is not the best maintained, looks a bit dirty, like the leaf around and cigarettes. But is very minor. Nice staff too. Very reasonable and I always felt safe in the place"

Pinehaven Luxury Glamping

10/10 Excellent

"Beautiful cabin and grounds. Surprisingly cool and comfortable even with 100 degree weather. Great space that was well kept and clean. Beautiful property. Have your coffee on the deck and take a photo of the stunning water lillies in bloom because they are morning lillies and will close midmorning."

Best Western La Grange Inn & Suites

10/10 Excellent

"I had a different circumstance that required me to go down there a day earlier...I tried through Expedia to change my reservation but was not successful. I called the hotel directly and they were able to assist me so I ended up staying a day earlier and kept my reservation for the original night stay. Hope and the crew were amazingly understanding and helpful. I did not catch the name of the woman who made the breakfasts but when my kid came down, she checked in on her and she made sure she had what she needed and asked if we needed anything else. I mean great customer service there and we've been going and staying there for the past 12 years. It is literally right up the road from the summer camp that we've been going to, it's about 45-minute drive from brenham to go get ice cream, and roughly about 20-25 minutes to round top. So it's a good centrally located hotel."

Round Top charm w/POOL and outdoor dining

10/10 Excellent

"This was a fantastic stay - the host was great and very responsive, the property was super spacious with a great pool, and only about a 5 min drive into Round Top. When we arrived, the central AC was not working, but within a few hours (without us having even contacted the host yet), someone came out to repair it and the problem was solved quickly and easily. Highly recommend!"

The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire

10/10 Excellent

"This is a must stay....even better than the pics. Very comfortable....glamping. Easy cooking space, lots of games in the room....comfy bedding. And the wifi works too.After researching 25 treehouses in the Austin area, this one is definitely the best."

Find out more about Winchester

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Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we give you a choice of vacation rentals near popular sights in Winchester, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Winchester?

Country feel in this open plan 3 bed/2 bath home.: You might want to consider this vacation home rental near Winchester, which is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Winchester?

Explore the area and family-friendly sights such as Jersey Barnyard, or get out into nature at a spot like Boat Lake. In the larger area, you’ll find Zula B Wylie Library and Bluff Creek Ranch.

What’s a vacation rental in Winchester like?

Vacation rentals are private properties where you can stay for several days or longer in Winchester. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for families.

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Check prices for these dates

Our top choices for Winchester vacation rentals

Adorable Guest Cabin In The Woods

Cozy Cottage With a View in La Grange

Cozy 1-bedroom cabin in lovely Bastrop- stay a weekend or longer

Lost Pines Lake House near Bastrop State Park and Buescher State Park..

Dodo's Place on 22 acres outside of Smithville, TX

Site 3 Private camp power @ site w Hot Showers & Potty At The CommunityBathhouse

Swiss Alp Texas Cabin

Relax & Recharge in Paige, Tx - 15 Acres, Fishing, and Farm Animals Await

The Hobbit's Nest, A Magical Dog-friendly Treehouse in the Lost Pines Shire

Pinehaven Luxury Glamping

Cozy Cabin on 22 Private Acres in Smithville, TX Peaceful Hill Country Retreat

Premium Lakefront Cabin #1: The Armadillo (Austin)

Glamping in Stunning Woods w/Hot Tub and Sauna! - Green Tent

NEW Historic Luxe Farm Cottage 5 min to Round Top Antique

The Cottage, A Tranquil Pet-Friendly Retreat on 42 Acres at Lost Pines Shire

The White Magnolia Cottage

Riverside Romance/Luxury RV/Starry Skies & S'mores

Elm Grove Camper- Less than 3 miles from Round Top proper

Enchanting Casita, 5 minutes to Round Top!

Find vacation rentals that suit your style

Top Winchester Hotel Reviews

Super 8 by Wyndham Bastrop TX

Country feel in this open plan 3 bed/2 bath home.

The Oak Motel

Pinehaven Luxury Glamping

Studio 6 – Giddings, Tx

Best Western La Grange Inn & Suites

River Valley Motor Inn

Round Top charm w/POOL and outdoor dining

The Elf's Aerie, An Enchanting Dog-Friendly Treehouse in the Lost Pines Shire

Find out more about Winchester

Frequently asked questions

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