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Windsor Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Windsor.
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO, holiday rental in Windsor
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO, holiday rental in Windsor
Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO, holiday rental in Windsor

Newly remodeled, cozy cottage only steps away from the Katy Trail in Windsor, MO

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Windsor Apartment: Easy access to Katy and Rock Island Trails., holiday rental in Windsor
Charming Windsor Apartment: Easy access to Katy and Rock Island Trails., holiday rental in Windsor
Charming Windsor Apartment: Easy access to Katy and Rock Island Trails., holiday rental in Windsor

Charming Windsor Apartment: Easy access to Katy and Rock Island Trails.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Windsor match all your filters:
Katy Trail Rest Stop, holiday rental in Windsor
Katy Trail Rest Stop, holiday rental in Windsor
Katy Trail Rest Stop, holiday rental in Windsor

Katy Trail Rest Stop

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cheerful Carefree Cottage with Stunning Lake Views, holiday rental in Windsor
Cheerful Carefree Cottage with Stunning Lake Views, holiday rental in Windsor
Cheerful Carefree Cottage with Stunning Lake Views, holiday rental in Windsor

Cheerful Carefree Cottage with Stunning Lake Views

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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6BR/3BA Home Sleeps 20 --410 nightly /Holiday rates apply, holiday rental in Windsor
6BR/3BA Home Sleeps 20 --410 nightly /Holiday rates apply, holiday rental in Windsor
6BR/3BA Home Sleeps 20 --410 nightly /Holiday rates apply, holiday rental in Windsor

6BR/3BA Home Sleeps 20 --410 nightly /Holiday rates apply

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 22
Match: Sleeps
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Pet Friendly Lodging Close to Whiteman AFB and Warrensburg, holiday rental in Windsor
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg, holiday rental in Windsor
Pet Friendly Lodging Close to Whiteman AFB and Warrensburg, holiday rental in Windsor

Pet Friendly Lodging Close to Whiteman AFB and Warrensburg

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews, holiday rental in Windsor
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews, holiday rental in Windsor
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews, holiday rental in Windsor

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown, holiday rental in Windsor
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown, holiday rental in Windsor
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown, holiday rental in Windsor

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Relax and Enjoy Our Beautiful Truman Lake Home, completely remodeled in 2021., holiday rental in Windsor
Relax and Enjoy Our Beautiful Truman Lake Home, completely remodeled in 2021., holiday rental in Windsor
Relax and Enjoy Our Beautiful Truman Lake Home, completely remodeled in 2021., holiday rental in Windsor

Relax and Enjoy Our Beautiful Truman Lake Home, completely remodeled in 2021.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cabin 1 - Reel and Trigger, holiday rental in Windsor
Cabin 1 - Reel and Trigger, holiday rental in Windsor
Cabin 1 - Reel and Trigger, holiday rental in Windsor

Cabin 1 - Reel and Trigger

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Cabin 7 - Reel and Trigger, holiday rental in Windsor
Cabin 7 - Reel and Trigger, holiday rental in Windsor
Cabin 7 - Reel and Trigger, holiday rental in Windsor

Cabin 7 - Reel and Trigger

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cabin 10 - Reel and Trigger, holiday rental in Windsor
Cabin 10 - Reel and Trigger, holiday rental in Windsor
Cabin 10 - Reel and Trigger, holiday rental in Windsor

Cabin 10 - Reel and Trigger

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Truman Lake Getaway!!, holiday rental in Windsor
Truman Lake Getaway!!, holiday rental in Windsor
Truman Lake Getaway!!, holiday rental in Windsor

Truman Lake Getaway!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Rock House Retreat, holiday rental in Windsor
Rock House Retreat, holiday rental in Windsor
Rock House Retreat, holiday rental in Windsor

Rock House Retreat

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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The Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor
The Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor
The Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor

The Cabin by Bucksaw Marina, Truman Lake

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Red cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Red cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Red cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor

Red cabin close to University of Central Missouri and Whiteman AF Base

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Green cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Green cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Green cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor

Green cabin close to University of Central Missouri and Whiteman AF Base

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tan cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Tan cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor
Tan cabin close to University of Central Missouri and Whiteman AF Base, holiday rental in Windsor

Tan cabin close to University of Central Missouri and Whiteman AF Base

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Restored Building in Downtown Lincoln- Your Gateway to the Lake!, holiday rental in Windsor
Restored Building in Downtown Lincoln- Your Gateway to the Lake!, holiday rental in Windsor
Restored Building in Downtown Lincoln- Your Gateway to the Lake!, holiday rental in Windsor

Restored Building in Downtown Lincoln- Your Gateway to the Lake!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor
Cozy Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor
Cozy Cabin by Bucksaw Marina, Truman Lake, holiday rental in Windsor

Cozy Cabin by Bucksaw Marina, Truman Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular view on the bluff of Truman Lake, holiday rental in Windsor
Spectacular view on the bluff of Truman Lake, holiday rental in Windsor
Spectacular view on the bluff of Truman Lake, holiday rental in Windsor

Spectacular view on the bluff of Truman Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina., holiday rental in Windsor
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina., holiday rental in Windsor
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina., holiday rental in Windsor

Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Fisherman's Roost at Truman Lake, holiday rental in Windsor
Fisherman's Roost at Truman Lake, holiday rental in Windsor
Fisherman's Roost at Truman Lake, holiday rental in Windsor

Fisherman's Roost at Truman Lake

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Lakeside Retreat: Serene 3-BR Cabin Nestled in Woods by Truman Lake, holiday rental in Windsor
Lakeside Retreat: Serene 3-BR Cabin Nestled in Woods by Truman Lake, holiday rental in Windsor
Lakeside Retreat: Serene 3-BR Cabin Nestled in Woods by Truman Lake, holiday rental in Windsor

Lakeside Retreat: Serene 3-BR Cabin Nestled in Woods by Truman Lake

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Truman’s Eagles Nest Resort Vacation Home, holiday rental in Windsor
Truman’s Eagles Nest Resort Vacation Home, holiday rental in Windsor
Truman’s Eagles Nest Resort Vacation Home, holiday rental in Windsor

Truman’s Eagles Nest Resort Vacation Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Truman Lake Vacation Home on 10 Acres, Borders Public Ground, holiday rental in Windsor
Truman Lake Vacation Home on 10 Acres, Borders Public Ground, holiday rental in Windsor
Truman Lake Vacation Home on 10 Acres, Borders Public Ground, holiday rental in Windsor

Truman Lake Vacation Home on 10 Acres, Borders Public Ground

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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GUIDED FISHING TRIPS AVAILABLE, holiday rental in Windsor
GUIDED FISHING TRIPS AVAILABLE, holiday rental in Windsor
GUIDED FISHING TRIPS AVAILABLE, holiday rental in Windsor

GUIDED FISHING TRIPS AVAILABLE

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Fisherman's Roost by Bucksaw Marina, Truman Lake, holiday rental in Windsor
Fisherman's Roost by Bucksaw Marina, Truman Lake, holiday rental in Windsor
Fisherman's Roost by Bucksaw Marina, Truman Lake, holiday rental in Windsor

Fisherman's Roost by Bucksaw Marina, Truman Lake

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Quiet Rustic Retreat in Rural Area on 5 acres, holiday rental in Windsor
Quiet Rustic Retreat in Rural Area on 5 acres, holiday rental in Windsor
Quiet Rustic Retreat in Rural Area on 5 acres, holiday rental in Windsor

Quiet Rustic Retreat in Rural Area on 5 acres

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Escape to your cozy Lincoln cabin, just a hop away from Lake of the Ozarks, holiday rental in Windsor
Escape to your cozy Lincoln cabin, just a hop away from Lake of the Ozarks, holiday rental in Windsor
Escape to your cozy Lincoln cabin, just a hop away from Lake of the Ozarks, holiday rental in Windsor

Escape to your cozy Lincoln cabin, just a hop away from Lake of the Ozarks

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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1BR Basement Walkout with Boat Parking 3 Mi from Windsor Crossing *Truman Lake, holiday rental in Windsor
1BR Basement Walkout with Boat Parking 3 Mi from Windsor Crossing *Truman Lake, holiday rental in Windsor
1BR Basement Walkout with Boat Parking 3 Mi from Windsor Crossing *Truman Lake, holiday rental in Windsor

1BR Basement Walkout with Boat Parking 3 Mi from Windsor Crossing *Truman Lake

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Comfortable Stay in Aprtment w/ Pool Access, Community Fire Pit, and Lake, holiday rental in Windsor
Comfortable Stay in Aprtment w/ Pool Access, Community Fire Pit, and Lake, holiday rental in Windsor
Comfortable Stay in Aprtment w/ Pool Access, Community Fire Pit, and Lake, holiday rental in Windsor

Comfortable Stay in Aprtment w/ Pool Access, Community Fire Pit, and Lake

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Family-Friendly Room w/ Pool, Fishing Pond, & Boat Rentals for Outdoor Fun, holiday rental in Windsor
Family-Friendly Room w/ Pool, Fishing Pond, & Boat Rentals for Outdoor Fun, holiday rental in Windsor
Family-Friendly Room w/ Pool, Fishing Pond, & Boat Rentals for Outdoor Fun, holiday rental in Windsor

Family-Friendly Room w/ Pool, Fishing Pond, & Boat Rentals for Outdoor Fun

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri, holiday rental in Windsor
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri, holiday rental in Windsor
Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri, holiday rental in Windsor

Blue Cabin in the woods close to Whiteman AF Base and Univ. of Central Missouri

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Newly Remodeled Lake House!, holiday rental in Windsor
Newly Remodeled Lake House!, holiday rental in Windsor
Newly Remodeled Lake House!, holiday rental in Windsor

Newly Remodeled Lake House!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Room Perfect for Family Gatherings w/ Pool and Large Fishing Pond, holiday rental in Windsor
Room Perfect for Family Gatherings w/ Pool and Large Fishing Pond, holiday rental in Windsor
Room Perfect for Family Gatherings w/ Pool and Large Fishing Pond, holiday rental in Windsor

Room Perfect for Family Gatherings w/ Pool and Large Fishing Pond

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base, holiday rental in Windsor
White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base, holiday rental in Windsor
White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base, holiday rental in Windsor

White cabin in the woods close to Univ. of Central Missouri and Whiteman AF Base

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi, holiday rental in Windsor
Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi, holiday rental in Windsor
Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi, holiday rental in Windsor

Charming 1-bedroom 3 Miles from Whiteman AFB Knob Noster with AC, WiFi

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Fisher House Spacious Home in Tiny Home Village, holiday rental in Windsor
Fisher House Spacious Home in Tiny Home Village, holiday rental in Windsor
Fisher House Spacious Home in Tiny Home Village, holiday rental in Windsor

Fisher House Spacious Home in Tiny Home Village

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Little Cabin in Warsaw, holiday rental in Windsor
Little Cabin in Warsaw, holiday rental in Windsor
Little Cabin in Warsaw, holiday rental in Windsor

Little Cabin in Warsaw

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Relax in Guest House w/ Full Kitchen, Living Area, and Fun Outdoor Activities, holiday rental in Windsor
Relax in Guest House w/ Full Kitchen, Living Area, and Fun Outdoor Activities, holiday rental in Windsor
Relax in Guest House w/ Full Kitchen, Living Area, and Fun Outdoor Activities, holiday rental in Windsor

Relax in Guest House w/ Full Kitchen, Living Area, and Fun Outdoor Activities

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Unit B Country home apartment near Warrensburg, holiday rental in Windsor
Unit B Country home apartment near Warrensburg, holiday rental in Windsor
Unit B Country home apartment near Warrensburg, holiday rental in Windsor

Unit B Country home apartment near Warrensburg

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Fun Family Stay in Room w/ Refreshing Pool, Lake Access & Playground, holiday rental in Windsor
Fun Family Stay in Room w/ Refreshing Pool, Lake Access & Playground, holiday rental in Windsor
Fun Family Stay in Room w/ Refreshing Pool, Lake Access & Playground, holiday rental in Windsor

Fun Family Stay in Room w/ Refreshing Pool, Lake Access & Playground

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Unit A Country house near Warrensburg, holiday rental in Windsor
Unit A Country house near Warrensburg, holiday rental in Windsor
Unit A Country house near Warrensburg, holiday rental in Windsor

Unit A Country house near Warrensburg

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Bungalow at WAFB/Knob Noster pet friendly, holiday rental in Windsor
The Bungalow at WAFB/Knob Noster pet friendly, holiday rental in Windsor
The Bungalow at WAFB/Knob Noster pet friendly, holiday rental in Windsor

The Bungalow at WAFB/Knob Noster pet friendly

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Enjoy Room w/ Access to Refreshing Pool, Golf Cart Rentals & Outdoor Fun, holiday rental in Windsor
Enjoy Room w/ Access to Refreshing Pool, Golf Cart Rentals & Outdoor Fun, holiday rental in Windsor
Enjoy Room w/ Access to Refreshing Pool, Golf Cart Rentals & Outdoor Fun, holiday rental in Windsor

Enjoy Room w/ Access to Refreshing Pool, Golf Cart Rentals & Outdoor Fun

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Charming Room Near Truman Lake – Ideal for Outdoor and Relaxing Adventures, holiday rental in Windsor
Charming Room Near Truman Lake – Ideal for Outdoor and Relaxing Adventures, holiday rental in Windsor
Charming Room Near Truman Lake – Ideal for Outdoor and Relaxing Adventures, holiday rental in Windsor

Charming Room Near Truman Lake – Ideal for Outdoor and Relaxing Adventures

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Getaway in the heart of Lincoln!, holiday rental in Windsor
Cozy Getaway in the heart of Lincoln!, holiday rental in Windsor
Cozy Getaway in the heart of Lincoln!, holiday rental in Windsor

Cozy Getaway in the heart of Lincoln!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Charming 2-bedroom bungalow in tranquil Sedalia with WiFi  lots of upgrades!, holiday rental in Windsor
Charming 2-bedroom bungalow in tranquil Sedalia with WiFi  lots of upgrades!, holiday rental in Windsor
Charming 2-bedroom bungalow in tranquil Sedalia with WiFi  lots of upgrades!, holiday rental in Windsor

Charming 2-bedroom bungalow in tranquil Sedalia with WiFi lots of upgrades!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Showing results 1-49 of 49
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