Rutland, Vermont

Vacation Rentals in Rutland, Vermont

Discover 16 vacation rental properties in Rutland. From 1 to 5 bedrooms. Average $293/night. 100% have pools.

16 verified listings Book securely on VRBO Prices updated March 2026

16 properties available

Dog-friendly 2nd-floor duplex near Pico & Killington with firepit, W/D, & AC

Dog-friendly 2nd-floor duplex near Pico & Killington with firepit, W/D, & AC

2 beds 1 bath
PoolA/CWiFiBalcony
$127/night
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Historic, fully remodeled dog-friendly home with a full kitchen, washer/dryer

Historic, fully remodeled dog-friendly home with a full kitchen, washer/dryer

3 beds 2 baths
PoolA/CWiFiBalcony
$178/night
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Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

Rutland's Hidden Gem: 2 BR/1BA Renovated Home Close to Everything

2 beds 1 bath
PoolA/CWiFiBalcony
$208/night
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Centrally located home near outdoor activities & town with private W/D

Centrally located home near outdoor activities & town with private W/D

4 beds 1 bath
PoolA/CWiFiBalcony
$174/night
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Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck

Dog-friendly, private oasis just outside town w/ free WiFi, Fire TV, and deck

3 beds 1 bath
PoolA/CWiFiBalcony
$156/night
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Spacious, comfortable home, close to Killington and Pico. Sleeps 8.

Spacious, comfortable home, close to Killington and Pico. Sleeps 8.

3 beds 2 baths
PoolA/CWiFiBalcony
$494/night
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Killington Chalet with Hot Tub & Ultimate Game Room

Killington Chalet with Hot Tub & Ultimate Game Room

5 beds 4 baths
PoolA/CWiFiBalcony
$1,147/night
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Updated Home in Heart of Rutland, Near Slopes

Updated Home in Heart of Rutland, Near Slopes

4 beds 3 baths
PoolA/CWiFiBalcony
$429/night
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Rutland VT mid-town home

Rutland VT mid-town home

3 beds 2 baths
PoolA/CWiFiBalcony
$121/night
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Newly Renovated 1BR Near Killington

Newly Renovated 1BR Near Killington

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Family Getaway Cozy 4BDR Home

Family Getaway Cozy 4BDR Home

4 beds 1 bath
PoolA/CWiFiBalcony
$163/night
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Dog-friendly duplex near Pico & Killington with firepit, back porch, streaming

Dog-friendly duplex near Pico & Killington with firepit, back porch, streaming

2 beds 1 bath
PoolA/CWiFiBalcony
$123/night
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Dog-friendly 2-story duplex near Pico & Killington with firepit, deck, W/D, & AC

Dog-friendly 2-story duplex near Pico & Killington with firepit, deck, W/D, & AC

4 beds 2 baths
PoolA/CWiFiBalcony
$328/night
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2400sq.ft of relaxation. Only 7-10 Miles from Killington and Pico

2400sq.ft of relaxation. Only 7-10 Miles from Killington and Pico

4 beds 2 baths
PoolA/CWiFiBalcony
$406/night
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Killington VT Escape

Killington VT Escape

4 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Ski in/out Condo on Pico Mountain at Killington Ski Resort

Ski in/out Condo on Pico Mountain at Killington Ski Resort

3 beds 2 baths
PoolA/CWiFiBalcony
$171/night
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More destinations in Vermont

Ludlow (398) Killington (396) Stowe (286) Wilmington (219) Warren (200) Dover (172) Stratton (133) Manchester (78) Quechee (78) Winhall (73) West Dover (72) Burlington (66) Jay (61) Colchester (60) Cambridge (50) Waitsfield (50) Peru (45) Mendon (44) Woodstock (40) Castleton (39)