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Check prices for these dates

Compare 355 Vacation Homes in Winchester with updated reviews, rates, and availability.

Camp McGu: Lakefront, Boats Included, 3 Fireplaces + Firepit, Gorgeous Setting

10.0 out of 10, Exceptional, (11)
"We had an absolutely wonderful stay at Camp McGu! The house was everything that was advertised and more. The owners were thoughtful and proactive with communication. The home was in excellent repair and easy for us to enjoy. The kitchen was well stocked with all one needs to cook if desired. Bikes, kayaks, paddleboat and a nice dock to just sit and soak up the moment on the lake. Highly recommended!"
Camp McGu: Lakefront, Boats Included, 3 Fireplaces + Firepit, Gorgeous Setting

Charming 125 Year Old Sewanee Home on Campus- Walk Everywhere!

9.6 out of 10, Exceptional, (118)
"Owners had great communication. House is well described. Very clean. Thanks! "
Charming 125 Year Old Sewanee Home on Campus- Walk Everywhere!

Mountain Memories to provide a cozy retreat on your vacation!

9.8 out of 10, Exceptional, (17)
"Beautiful house! Will definitely stay here again"
The price is SAR 338
SAR 789 total
includes taxes & fees
1 Apr - 2 Apr
Mountain Memories to provide a cozy retreat on your vacation!

Beautiful Lake Home Retreat with Lake and Marina Access and Golf Cart

9.8 out of 10, Exceptional, (22)
"The property and house are even more beautiful than the photos. The rooms are large and everything was comfortable. There were lots of essentials provided such as beach towels, coffee pods, etc. Our trip was all about fishing at Tim’s Ford lake. We were able to park our truck and boat in the driveway, which was an essential requirement. The boat ramp was ten minutes away. Communication with the property management company was excellent. All information we needed to know in advance and at...
The price is SAR 484
SAR 1,943 total
includes taxes & fees
1 Apr - 2 Apr
Beautiful Lake Home Retreat with Lake and Marina Access and Golf Cart

NewBuild Lakehouse 4BR4BA 2Kitchen DoubleDeck SwimPool BoatRamp Family Vacation

9.4 out of 10, Exceptional, (26)
"You cannot overestimate the restorative power of a quiet and beautiful setting like this. The home was lovely and very spacious. We had everything we needed and more - including kayaks and fishing poles to make the most of the lake front property. I was surprised at just how beneficial it was for our whole family, teens included, to be away and enjoying the natural surroundings together. Whether on the water, the porch, or exploring in town, we found so much to enjoy together. "
NewBuild Lakehouse 4BR4BA 2Kitchen DoubleDeck SwimPool BoatRamp Family Vacation

Eagle's Point - Sleeps 12 with an incredible view!

9.8 out of 10, Exceptional, (102)
"We had a wonderful time and the house was beautiful and perfect for our family. Gary Everton, the owner of the house was great to work with and very responsive to my emails/text messages. I would highly recommend this home for a large group.Dixie Beard"
Eagle's Point - Sleeps 12 with an incredible view!

New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks

10.0 out of 10, Exceptional, (42)
"Golf cart is a plus"
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks

Beautiful Rustic Cabin On Lincoln Lake Is A Sportsman paradise.

9.8 out of 10, Exceptional, (104)
"Clean and everything had a place and easy to find what I needed - great location - Really good host! Very helpful!"
Beautiful Rustic Cabin On Lincoln Lake Is A Sportsman paradise.

Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)

10.0 out of 10, Exceptional, (44)
"Grandma and grandpa stayed with grandchildren. The outdoor playspace was a favorite of the grands. We appreciated the comfortable, well appointed country home! The beds were super comfortable and the bathrooms are really nice. The appliances are top notch. Overall a wonderful stay and would highly recommend!"
The price is SAR 581
SAR 1,201 total
includes taxes & fees
4 Apr - 5 Apr
Tennessee Getaway (near Jack Daniel’s and Nearest Green distilleries)

Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!

10.0 out of 10, Exceptional, (50)
"Everything was great"
The price is SAR 371
SAR 984 total
includes taxes & fees
3 Apr - 4 Apr
Heavensent Tiny Home @ The Retreat at Water's Edge - Lake Views!

Mountain Point of View Cottage

9.8 out of 10, Exceptional, (17)
"Perfect location for staying overnight after going to the Caverns for a show. Very cute, clean house. Had everything we needed. "
The price is SAR 244
SAR 664 total
includes taxes & fees
1 Apr - 2 Apr
Mountain Point of View Cottage

Cavern,Sewanee,Waterfalls,Hikes: Tiny Basecamp

10.0 out of 10, Exceptional, (28)
"Awesome family time and outdoor adventures. Great stay, would come back again!"
The price is SAR 420
SAR 810 total
includes taxes & fees
2 Apr - 3 Apr
Cavern,Sewanee,Waterfalls,Hikes: Tiny Basecamp

Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

2.0 star property
10.0 out of 10, Exceptional, (5)
"We love visiting Tim’s Ford Lake. This was our first time in the Spring. House was Gorgeous & Modern! Kids loved the game room & Projecter Tv. Everything was SUPER comfy. Plenty of room to spread out! Not a lot of extras as far as pantry items. Walmart does deliver to this area which was helpful! Dock was very nice & walk/drive wasn’t terrible. A golf cart would have been a nice addition!! Neighborhood was very quiet. Fishing wasn’t great in the early spring but that’s to be expected. Great...
Whispering Waters-Dock,Slip,Game Room, SUPs/Kayak

Shea's Chalet - Cozy home in Monteagle, TN

2.0 star property
9.6 out of 10, Exceptional, (5)
"Absolutely loved this place"
The price is SAR 345
SAR 1,176 total
includes taxes & fees
1 Apr - 2 Apr
Shea's Chalet - Cozy home in Monteagle, TN

4 BR Ranch Stay on the Duck River with Ponds HS#3

10.0 out of 10, Exceptional, (5)
"The house was perfect "
4 BR Ranch Stay on the Duck River with Ponds HS#3

Awesome Home close to the Lake.

8.6 out of 10, Excellent, (14)
"What we liked about the property was the three bedrooms. The beds were very comfortable. The house inside was very clean. There was plenty of supplies. There was dish soap, paper plates paper cups. Kitchen was fully stocked with dishes pots and pans silverware. Really the only complaint that we had is that there was a chair in living room that was broken. We had one of the children sit in it and it started to sink so we actually turned it to the wall and wouldn't let anyone sit in it for the...
Awesome Home close to the Lake.

S'mores & More Tiny House - Tracy City

2.0 star property
8.8 out of 10, Excellent, (8)
"This tiny home was just perfect. Amenities were spot on - plenty of cooking supplies, great tv. There was plenty of sleeping space even upstairs with a full bath. The welcome gift was a very nice touch. I have already booked for a few more dates. "
The price is SAR 544
SAR 1,511 total
includes taxes & fees
1 Apr - 2 Apr
S'mores & More Tiny House - Tracy City

Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool

10.0 out of 10, Exceptional, (5)
"Great house and hood. Would go back for sure "
Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool

Barefoot Bliss w/Stunning Waterfront Lot & Pool

Barefoot Bliss w/Stunning Waterfront Lot & Pool

Lakeside Paradise - Waterfront View & Private Dock

2.0 star property
10.0 out of 10, Exceptional, (4)
"This place was stunning! It is so peaceful there. Everything is beautiful! We loved everything about it!"
The price is SAR 251
SAR 1,271 total
includes taxes & fees
23 Apr - 24 Apr
Lakeside Paradise - Waterfront View & Private Dock
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

Serenity Cove Cottage

2.0 star property
9.0 out of 10, Wonderful, (2)
"We came in town to fish a tournament for our kids. It was gonna be 10 of us at first but half the group was unable to come. That being said we had plenty of room for the 5 of us but there would’ve been plenty of room for the 10. The place was awesome very clean. We didn’t have time to cook or really hang out at the house much. The area was in a very nice quiet neighborhood as well. Only regret we had was not enough time to be at the house more. It would a perfect weekend/vacation getaway. "
The price is SAR 596
SAR 1,497 total
includes taxes & fees
4 Apr - 5 Apr
Serenity Cove Cottage

NewBuild Lakehouse 4BR4BA 2Kitchen DoubleDeck SwimPool BoatRamp Family Vacation

9.4 out of 10, Exceptional, (26)
"You cannot overestimate the restorative power of a quiet and beautiful setting like this. The home was lovely and very spacious. We had everything we needed and more - including kayaks and fishing poles to make the most of the lake front property. I was surprised at just how beneficial it was for our whole family, teens included, to be away and enjoying the natural surroundings together. Whether on the water, the porch, or exploring in town, we found so much to enjoy together. "
NewBuild Lakehouse 4BR4BA 2Kitchen DoubleDeck SwimPool BoatRamp Family Vacation

Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc

9.8 out of 10, Exceptional, (14)
"Our family of 5 had a wonderful stay. The house was very clean. The location to the water could not have been any better. The area has so many outdoor activities to offer. We will definitely be back."
Sunset Cove- Lake Home, Dock, Fire Pit, Hot Tub, Game Room, Etc
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.