Vacation rentals in Cortland, WV

194 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cortland, WV

Canaan Valley 1BR renovated 1BR, family friendly. - Cortland, WV

Canaan Valley 1BR renovated 1BR, family friendly.

Condo, Cortland

Canaan Valley 1BR renovated 1BR, family friendly. is a condo in Cortland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Canaan Valley 1BR renovated 1BR, family friendly.

Canaan Valley 1BR renovated 1BR, family friendly. is a condo in Cortland, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $681.

From$97/night
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Cozy 1-bedroom Inn Suite in enchanting Canaan Valley, WV with WiFi, AC and Pool - Cortland, WV

Cozy 1-bedroom Inn Suite in enchanting Canaan Valley, WV with WiFi, AC and Pool

Holiday Home, Cortland

Cozy 1-bedroom Inn Suite in enchanting Canaan Valley, WV with WiFi, AC and Pool is a holiday home in Cortland, with pool access, parking, and room for a group. This stay gives travelers a…

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About Cozy 1-bedroom Inn Suite in enchanting Canaan Valley, WV with WiFi, AC and Pool

Cozy 1-bedroom Inn Suite in enchanting Canaan Valley, WV with WiFi, AC and Pool is a holiday home in Cortland, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, parking, free parking, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $856.

From$122/night
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Kick back and Get Cozy Overlooking Canaan Valley - Cortland, WV

Kick back and Get Cozy Overlooking Canaan Valley

Condo, Cortland

Kick back and Get Cozy Overlooking Canaan Valley is a condo in Cortland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Kick back and Get Cozy Overlooking Canaan Valley

Kick back and Get Cozy Overlooking Canaan Valley is a condo in Cortland, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, parking, free parking, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,014.

From$145/night
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Ready to ski? This is the place to be! Check out Ski Ride Inn!! - Cortland, WV

Ready to ski? This is the place to be! Check out Ski Ride Inn!!

Condo, Cortland

Ready to ski? This is the place to be! Check out Ski Ride Inn!! is a condo in Cortland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Ready to ski? This is the place to be! Check out Ski Ride Inn!!

Ready to ski? This is the place to be! Check out Ski Ride Inn!! is a condo in Cortland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,129.

From$161/night
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Family-friendly vacation rentals in Cortland, WV

Plan a trip with stays that give families more room to spread out.

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! - Cortland, WV

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Condo, Cortland

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! is a condo in Cortland, with pet-friendly space, pool access, and room for a group. This stay gives travelers…

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About Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! is a condo in Cortland, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $963.

From$138/night
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Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! - Cortland, WV

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Condo, Cortland

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! is a condo in Cortland, with pet-friendly space, pool access, and room for a group. This stay gives travelers…

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About Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley!

Land of Canaan Vacation Resort - Family Friendly in the heart of Canaan Valley! is a condo in Cortland, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $963.

From$138/night
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TF26-Quaint Cottage! Pets Ok! Fire Pit! - Cortland, WV

TF26-Quaint Cottage! Pets Ok! Fire Pit!

Holiday Home, Cortland

TF26-Quaint Cottage! Pets Ok! Fire Pit! is a holiday home in Cortland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About TF26-Quaint Cottage! Pets Ok! Fire Pit!

TF26-Quaint Cottage! Pets Ok! Fire Pit! is a holiday home in Cortland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,598.

From$228/night
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Affordably priced and amazingly nice mountain cottage offers peace and quiet. - Cortland, WV

Affordably priced and amazingly nice mountain cottage offers peace and quiet.

Holiday Home, Cortland

Affordably priced and amazingly nice mountain cottage offers peace and quiet. is a holiday home in Cortland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives…

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About Affordably priced and amazingly nice mountain cottage offers peace and quiet.

Affordably priced and amazingly nice mountain cottage offers peace and quiet. is a holiday home in Cortland, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,890.

From$270/night
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Pet-friendly vacation rentals in Cortland, WV

Bring your pet along with stays that welcome four-legged travelers.

Peaceful 2-bedroom condo with fireplace centrally located in the heart of Canaan - Cortland, WV

Peaceful 2-bedroom condo with fireplace centrally located in the heart of Canaan

Condo, Cortland

Peaceful 2-bedroom condo with fireplace centrally located in the heart of Canaan is a condo in Cortland, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Peaceful 2-bedroom condo with fireplace centrally located in the heart of Canaan

Peaceful 2-bedroom condo with fireplace centrally located in the heart of Canaan is a condo in Cortland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,205.

From$172/night
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Northwoods F2 Northwoods F2 - Walk-to-Slope, Remodeled 2025 - Cortland, WV

Northwoods F2 Northwoods F2 - Walk-to-Slope, Remodeled 2025

Condo, Cortland

Northwoods F2 Northwoods F2 - Walk-to-Slope, Remodeled 2025 is a condo in Cortland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Northwoods F2 Northwoods F2 - Walk-to-Slope, Remodeled 2025

Northwoods F2 Northwoods F2 - Walk-to-Slope, Remodeled 2025 is a condo in Cortland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,218.

From$174/night
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Northwoods F6 - Short walk to Timberline Mountain trails, lodge and lifts - Cortland, WV

Northwoods F6 - Short walk to Timberline Mountain trails, lodge and lifts

Condo, Cortland

Northwoods F6 - Short walk to Timberline Mountain trails, lodge and lifts is a condo in Cortland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base…

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About Northwoods F6 - Short walk to Timberline Mountain trails, lodge and lifts

Northwoods F6 - Short walk to Timberline Mountain trails, lodge and lifts is a condo in Cortland, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,218.

From$174/night
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Rest Assured in Black Bear Resort-Hike, Ski, Swim, Bike, Pickleball, and Relax! - Cortland, WV

Rest Assured in Black Bear Resort-Hike, Ski, Swim, Bike, Pickleball, and Relax!

Cabin, Cortland

Rest Assured in Black Bear Resort-Hike, Ski, Swim, Bike, Pickleball, and Relax! is a cabin in Cortland, with pet-friendly space, pool access, and a quieter setting. This stay gives…

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About Rest Assured in Black Bear Resort-Hike, Ski, Swim, Bike, Pickleball, and Relax!

Rest Assured in Black Bear Resort-Hike, Ski, Swim, Bike, Pickleball, and Relax! is a cabin in Cortland, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, pet friendly, and pets friendly.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,476.

From$211/night
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Vacation rentals with a pool in Cortland, WV

Add a pool to the search when you want an easy place to cool off between outings.

BR260 Perfect for 2 couples! Close to Skiing/Towns. - Cortland, WV

BR260 Perfect for 2 couples! Close to Skiing/Towns.

Condo, Cortland

BR260 Perfect for 2 couples! Close to Skiing/Towns. is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About BR260 Perfect for 2 couples! Close to Skiing/Towns.

BR260 Perfect for 2 couples! Close to Skiing/Towns. is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,356.

From$194/night
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Relax and Unwind at the Bear Stroll Bungalow - Cortland, WV

Relax and Unwind at the Bear Stroll Bungalow

Cabin, Cortland

Relax and Unwind at the Bear Stroll Bungalow is a cabin in Cortland, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Relax and Unwind at the Bear Stroll Bungalow

Relax and Unwind at the Bear Stroll Bungalow is a cabin in Cortland, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,372.

From$196/night
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BR127- Charming and Affordable! A/C! Outdoor Pool! - Cortland, WV

BR127- Charming and Affordable! A/C! Outdoor Pool!

Condo, Cortland

BR127- Charming and Affordable! A/C! Outdoor Pool! is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About BR127- Charming and Affordable! A/C! Outdoor Pool!

BR127- Charming and Affordable! A/C! Outdoor Pool! is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,391.

From$199/night
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BR248-Recent Updates! A/C! Outdoor Pool - Cortland, WV

BR248-Recent Updates! A/C! Outdoor Pool

Condo, Cortland

BR248-Recent Updates! A/C! Outdoor Pool is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About BR248-Recent Updates! A/C! Outdoor Pool

BR248-Recent Updates! A/C! Outdoor Pool is a condo in Cortland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,391.

From$199/night
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Vacation rentals with parking in Cortland, WV

Find vacation rentals that make arriving by car easier.

TMD103- Ground Floor! Timberline condo! - Cortland, WV

TMD103- Ground Floor! Timberline condo!

Condo, Cortland

TMD103- Ground Floor! Timberline condo! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About TMD103- Ground Floor! Timberline condo!

TMD103- Ground Floor! Timberline condo! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,448.

From$207/night
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C302-Great views of lift! Slopeside Condo, pets OK! - Cortland, WV

C302-Great views of lift! Slopeside Condo, pets OK!

Condo, Cortland

C302-Great views of lift! Slopeside Condo, pets OK! is a condo in Cortland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About C302-Great views of lift! Slopeside Condo, pets OK!

C302-Great views of lift! Slopeside Condo, pets OK! is a condo in Cortland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,458.

From$208/night
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TMD202-Cozy Condo located in Timberline! - Cortland, WV

TMD202-Cozy Condo located in Timberline!

Condo, Cortland

TMD202-Cozy Condo located in Timberline! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About TMD202-Cozy Condo located in Timberline!

TMD202-Cozy Condo located in Timberline! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,458.

From$208/night
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TMD204-Updated slope side condo! - Cortland, WV

TMD204-Updated slope side condo!

Condo, Cortland

TMD204-Updated slope side condo! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About TMD204-Updated slope side condo!

TMD204-Updated slope side condo! is a condo in Cortland, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,458.

From$208/night
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Vacation rentals with a kitchen in Cortland, WV

Compare stays with kitchen access for longer trips and easier meals.

Affordable lodging in the center of Canaan Valley, The Cross Eyed Cricket! - Cortland, WV

Affordable lodging in the center of Canaan Valley, The Cross Eyed Cricket!

Holiday Home, Cortland

Affordable lodging in the center of Canaan Valley, The Cross Eyed Cricket! is a holiday home in Cortland, with kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Affordable lodging in the center of Canaan Valley, The Cross Eyed Cricket!

Affordable lodging in the center of Canaan Valley, The Cross Eyed Cricket! is a holiday home in Cortland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, kitchen, with kitchen, and fireplace.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,307.

From$187/night
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Walk to Dolly Sods, Balcony Mountain Views + Gas Grill & Jacuzzi Tub! 3rd Fl. - Cortland, WV

Walk to Dolly Sods, Balcony Mountain Views + Gas Grill & Jacuzzi Tub! 3rd Fl.

Condo, Cortland

Walk to Dolly Sods, Balcony Mountain Views + Gas Grill & Jacuzzi Tub! 3rd Fl. is a condo in Cortland, with outdoor space and kitchen access. This stay gives travelers a comfortable base for…

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About Walk to Dolly Sods, Balcony Mountain Views + Gas Grill & Jacuzzi Tub! 3rd Fl.

Walk to Dolly Sods, Balcony Mountain Views + Gas Grill & Jacuzzi Tub! 3rd Fl. is a condo in Cortland, with outdoor space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,362.

From$195/night
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Short walk to Timberline Mountain's lifts from Bear Cub Retreat! - Cortland, WV

Short walk to Timberline Mountain's lifts from Bear Cub Retreat!

Condo, Cortland

Short walk to Timberline Mountain's lifts from Bear Cub Retreat! is a condo in Cortland, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for…

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About Short walk to Timberline Mountain's lifts from Bear Cub Retreat!

Short walk to Timberline Mountain's lifts from Bear Cub Retreat! is a condo in Cortland, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, fireplace, and washer.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,374.

From$196/night
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Cozy, Beautifully Furnished Condo 10 Minutes to Ski Resorts - Cortland, WV

Cozy, Beautifully Furnished Condo 10 Minutes to Ski Resorts

Condo, Cortland

Cozy, Beautifully Furnished Condo 10 Minutes to Ski Resorts is a condo in Cortland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy, Beautifully Furnished Condo 10 Minutes to Ski Resorts

Cozy, Beautifully Furnished Condo 10 Minutes to Ski Resorts is a condo in Cortland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Oct 10 - Sat, Oct 17 · 7 nights · total from $1,391.

From$199/night
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