Vacation rentals in Rutland, VT

Best vacation rentals and Airbnb offers in Rutland, VT

Pico D305

Holiday Home, Rutland

Pico D305 is a holiday home in Rutland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Pico D305

Pico D305 is a holiday home in Rutland, with parking. 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, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,363.

From$129/night

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Centrally located 3-bedroom Basecamp in Proctor VT.

Holiday Home, Rutland

Centrally located 3-bedroom Basecamp in Proctor VT. is a holiday home in Rutland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Centrally located 3-bedroom Basecamp in Proctor VT.

Centrally located 3-bedroom Basecamp in Proctor VT. is a holiday home in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,007.

From$144/night

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Quaint farmhouse with Killington views in Rutland

Country House, Rutland

Quaint farmhouse with Killington views in Rutland is a country house in Rutland. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Quaint farmhouse with Killington views in Rutland

Quaint farmhouse with Killington views in Rutland is a country house in Rutland. 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, ac, air conditioning, heating, and internet.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,051.

From$150/night

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Cozy home 13 minutes from Killington- child & dog friendly

Holiday Home, Rutland

Cozy home 13 minutes from Killington- child & dog friendly is a holiday home in Rutland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Cozy home 13 minutes from Killington- child & dog friendly

Cozy home 13 minutes from Killington- child & dog friendly is a holiday home in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,267.

From$181/night

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Vacation rentals with a pool in Rutland, VT

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

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Apartment, Rutland

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym is a apartment in Rutland, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym is a apartment in Rutland, 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: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $945.

From$135/night

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PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views

Condo, Rutland

PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views is a condo in Rutland, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views

PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views is a condo in Rutland, with pool access, 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, pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,292.

From$185/night

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Killington Condo with 3 Flat Screen TVs, pool & tennis !

Condo, Rutland

Killington Condo with 3 Flat Screen TVs, pool & tennis ! is a condo in Rutland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Killington Condo with 3 Flat Screen TVs, pool & tennis !

Killington Condo with 3 Flat Screen TVs, pool & tennis ! is a condo in Rutland, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,446.

From$207/night

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10 Mi to Kilington AC Four Season Retreat

Apartment, Rutland

10 Mi to Kilington AC Four Season Retreat is a apartment in Rutland, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About 10 Mi to Kilington AC Four Season Retreat

10 Mi to Kilington AC Four Season Retreat is a apartment in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,938.

From$219/night

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Vacation rentals with parking in Rutland, VT

Find vacation rentals that make arriving by car easier.

Vermont Meadow House

Holiday Home, Rutland

Vermont Meadow House is a holiday home in Rutland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Vermont Meadow House

Vermont Meadow House is a holiday home in Rutland, with parking. 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, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,311.

From$114/night

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Pico C103

Holiday Home, Rutland

Pico C103 is a holiday home in Rutland, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

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About Pico C103

Pico C103 is a holiday home in Rutland, with parking. 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, gym, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,369.

From$129/night

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Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Country House, Rutland

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort is a country house in Rutland, with parking, kitchen access, and room for a group. This stay gives…

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About Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort is a country house in Rutland, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,468.

From$210/night

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Rutland's Hidden Gem- 2 BR 1BA Renovated Home Close to Everything home

Holiday Home, Rutland

Rutland's Hidden Gem- 2 BR 1BA Renovated Home Close to Everything home is a holiday home in Rutland, with parking and room for a group. This stay gives travelers a comfortable base for…

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About Rutland's Hidden Gem- 2 BR 1BA Renovated Home Close to Everything home

Rutland's Hidden Gem- 2 BR 1BA Renovated Home Close to Everything home is a holiday home in Rutland, with 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,291.

From$330/night

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Pet-friendly vacation rentals in Rutland, VT

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

Pico C103 located at the base of Pico Mountain.

Condo, Rutland

Pico C103 located at the base of Pico Mountain. is a condo in Rutland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pico C103 located at the base of Pico Mountain.

Pico C103 located at the base of Pico Mountain. is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,157.

From$165/night

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Pico C202 located at the base of Pico Mountain with access to the Fitness Center.

Condo, Rutland

Pico C202 located at the base of Pico Mountain with access to the Fitness Center. is a condo in Rutland, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Pico C202 located at the base of Pico Mountain with access to the Fitness Center.

Pico C202 located at the base of Pico Mountain with access to the Fitness Center. is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,157.

From$165/night

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Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Cabin, Rutland

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4 is a cabin in Rutland, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pond View Cabin-Rustic 2 Bedroom-Sleeps 4

Pond View Cabin-Rustic 2 Bedroom-Sleeps 4 is a cabin in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,556.

From$222/night

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Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Holiday Home, Rutland

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home is a holiday home in Rutland, with pet-friendly space and room for a group. This stay gives travelers a…

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About Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home is a holiday home in Rutland, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,909.

From$332/night

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Vacation rentals with a kitchen in Rutland, VT

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

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Condo, Rutland

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington. is a condo in Rutland, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington. is a condo in Rutland, 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: free cancellation, free wifi, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,116.

From$159/night

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Hiker's Paradise at Base of Pico Mountain! Just 1/4 mile from Appalachian Trail.

Apartment, Rutland

Hiker's Paradise at Base of Pico Mountain! Just 1/4 mile from Appalachian Trail. is a apartment in Rutland, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Hiker's Paradise at Base of Pico Mountain! Just 1/4 mile from Appalachian Trail.

Hiker's Paradise at Base of Pico Mountain! Just 1/4 mile from Appalachian Trail. is a apartment in Rutland, 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: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,189.

From$170/night

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Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington

Condo, Rutland

Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington is a condo in Rutland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington

Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,304.

From$186/night

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10 Mi to Killington Resort - Four Season Retreat!

Condo, Rutland

10 Mi to Killington Resort - Four Season Retreat! is a condo in Rutland, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 10 Mi to Killington Resort - Four Season Retreat!

10 Mi to Killington Resort - Four Season Retreat! is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,680.

From$240/night

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Family-friendly vacation rentals in Rutland, VT

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

Pico D305 condo ski on/off The best family mountain with access to the Pico Fitness Center

Condo, Rutland

Pico D305 condo ski on/off The best family mountain with access to the Pico Fitness Center is a condo in Rutland, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Pico D305 condo ski on/off The best family mountain with access to the Pico Fitness Center

Pico D305 condo ski on/off The best family mountain with access to the Pico Fitness Center is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,152.

From$165/night

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Rustic Mountain View Cottage

Cottage, Rutland

Rustic Mountain View Cottage is a cottage in Rutland, 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 Rustic Mountain View Cottage

Rustic Mountain View Cottage is a cottage in Rutland, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,747.

From$250/night

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Pico Family Ski Condo - 2 Bedroom / 1 Bath - Ski On/Off. E306

Condo, Rutland

Pico Family Ski Condo - 2 Bedroom / 1 Bath - Ski On/Off. E306 is a condo in Rutland, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Pico Family Ski Condo - 2 Bedroom / 1 Bath - Ski On/Off. E306

Pico Family Ski Condo - 2 Bedroom / 1 Bath - Ski On/Off. E306 is a condo in Rutland, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,061.

From$294/night

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Luxury 4 Bedroom Ski Retreat Near Killington, Pico & Mountain Top Inn.

Holiday Home, Rutland

Luxury 4 Bedroom Ski Retreat Near Killington, Pico & Mountain Top Inn. is a holiday home in Rutland, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Luxury 4 Bedroom Ski Retreat Near Killington, Pico & Mountain Top Inn.

Luxury 4 Bedroom Ski Retreat Near Killington, Pico & Mountain Top Inn. is a holiday home in Rutland, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,489.

From$498/night

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