Holiday rentals near Diamond Run Mall
We found 431 holiday rentals — enter your dates for availability
Take a look at private holiday rentals within easy reach of Diamond Run Mall that provide the perfect home base for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include parking and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Diamond Run Mall
Showing deals for:31 Oct - 7 Nov
Image gallery for 4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
4BR Luxury Retreat Year-Round Escape Near Pico, Killington and Mountain Top Inn!
Rutland, VT
15% off
Price is NZ$5,780
NZ$5,780
NZ$826 per night
includes taxes & fees
Image gallery for The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.
9.49.4 out of 10 rating
Exceptional
(6 reviews)
The Pico Escape: 3BR/2BA Ski On/Ski Off at Pico Mountain. Close to Killington.
Killington, VT
7% off
Price is NZ$6,557
NZ$6,557
NZ$937 per night
includes taxes & fees
Image gallery for Winter Lore – 4BR Mountain Getaway w/ Hot Tub, Game Room & Pet-Friendly Vibes!
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Winter Lore – 4BR Mountain Getaway w/ Hot Tub, Game Room & Pet-Friendly Vibes!
Rutland, VT
9% off
Price is NZ$5,577
NZ$5,577
NZ$797 per night
includes taxes & fees
Image gallery for The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Slippery Slope Chalet at Pico: Ski-In/Ski-Out Escape at Pico Mountain & Close to Killington.
Killington, VT
7% off
Price is NZ$3,556
NZ$3,556
NZ$508 per night
includes taxes & fees
Image gallery for Pastoral 5-BR Estate Minutes to Okemo
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Pastoral 5-BR Estate Minutes to Okemo
East Wallingford, Vermont
7% off
Price is NZ$9,499
NZ$9,499
NZ$1,357 per night
includes taxes & fees
Image gallery for Merry Maple Getaway
9.69.6 out of 10 rating
Exceptional
(17 reviews)
Merry Maple Getaway
Rutland, VT
16% off
Price is NZ$6,742
NZ$6,742
NZ$963 per night
includes taxes & fees
Image gallery for Killington / Mendon CLEAN, 2 bedroom cabin
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Killington / Mendon CLEAN, 2 bedroom cabin
Rutland, VT
8% off
Price is NZ$2,803
NZ$2,803
NZ$400 per night
includes taxes & fees
Image gallery for Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!
1010 out of 10 rating
Exceptional
(6 reviews)
Ski-On Ski-Off at Pico Mtn Premier Slopeside House Rental. Dog Friendly!!!
Killington, VT
7% off
Price is NZ$12,028
NZ$12,028
NZ$1,718 per night
includes taxes & fees
Image gallery for Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
1010 out of 10 rating
Exceptional
(15 reviews)
Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
Shrewsbury, VT
7% off
Price is NZ$12,034
NZ$12,034
NZ$1,719 per night
includes taxes & fees
Image gallery for Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
1010 out of 10 rating
Exceptional
(44 reviews)
Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
Killington, VT
7% off
Price is NZ$6,752
NZ$6,752
NZ$965 per night
includes taxes & fees
Image gallery for Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
9.89.8 out of 10 rating
Exceptional
(48 reviews)
Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
Killington, VT
7% off
Price is NZ$7,622
NZ$7,622
NZ$1,089 per night
includes taxes & fees
Image gallery for 1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
1010 out of 10 rating
Exceptional
(13 reviews)
1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok!
Killington, VT
15% off
Price is NZ$2,115
NZ$2,115
NZ$302 per night
includes taxes & fees
Image gallery for Killington / Mendon CLEAN, 2 bedroom cabin
1010 out of 10 rating
Exceptional
(7 reviews)
Killington / Mendon CLEAN, 2 bedroom cabin
Rutland, VT
8% off
Price is NZ$2,933
NZ$2,933
NZ$419 per night
includes taxes & fees
Image gallery for Ski, RIde, Walk On/Off Condo On Pico at Killington
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Ski, RIde, Walk On/Off Condo On Pico at Killington
Killington, VT
7% off
Price is NZ$2,988
NZ$2,988
NZ$427 per night
includes taxes & fees
Image gallery for Sunrise Mountain Village - West Glade J-1- Ski in-Ski Out
9.29.2 out of 10 rating
Wonderful
(19 reviews)
Sunrise Mountain Village - West Glade J-1- Ski in-Ski Out
Killington, VT
10% off
Price is NZ$3,670
NZ$3,670
NZ$524 per night
includes taxes & fees
Image gallery for PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
8.28.2 out of 10 rating
Very good
(12 reviews)
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
Killington, VT
10% off
Price is NZ$2,373
NZ$2,373
NZ$339 per night
includes taxes & fees
Image gallery for Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Skiers! Fox Hollow 2BR/2BA Condo. Across from Pico, Minutes to Killington
Rutland, VT
7% off
Price is NZ$2,425
NZ$2,425
NZ$346 per night
includes taxes & fees
Image gallery for Killington, VT - 2Bed, 2Bath, Sleeps 4+
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Killington, VT - 2Bed, 2Bath, Sleeps 4+
Killington, VT
10% off
Price is NZ$5,046
NZ$5,046
NZ$721 per night
includes taxes & fees
Image gallery for PicoVillage Resort G301-Beautiful contemporary style 2-bedroom,2-bath condo with the comfort of home
9.69.6 out of 10 rating
Exceptional
(9 reviews)
PicoVillage Resort G301-Beautiful contemporary style 2-bedroom,2-bath condo with the comfort of home
Killington, VT
10% off
Price is NZ$3,330
NZ$3,330
NZ$476 per night
includes taxes & fees
Image gallery for Killington Condo with 3 Flat Screen TVs, pool & tennis !
9.89.8 out of 10 rating
Exceptional
(40 reviews)
Killington Condo with 3 Flat Screen TVs, pool & tennis !
Rutland, VT
7% off
Price is NZ$2,964
NZ$2,964
NZ$423 per night
includes taxes & fees
Image gallery for Ski On/Ski Off !! Sunrise ...Ski Home for Lunch!! Spectacular Views!
9.89.8 out of 10 rating
Exceptional
(87 reviews)
Ski On/Ski Off !! Sunrise ...Ski Home for Lunch!! Spectacular Views!
Killington, VT
11% off
Price is NZ$4,574
NZ$4,574
NZ$653 per night
includes taxes & fees
Image gallery for Sunrise West Glade: 3BR, 3BA Ski In/Ski Out Condo
9.49.4 out of 10 rating
Exceptional
(16 reviews)
Sunrise West Glade: 3BR, 3BA Ski In/Ski Out Condo
Killington, VT
7% off
Price is NZ$4,665
NZ$4,665
NZ$666 per night
includes taxes & fees
Image gallery for Ski in/out Condo on Pico Mountain at Killington Ski Resort
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Ski in/out Condo on Pico Mountain at Killington Ski Resort
Killington, VT
17% off
Price is NZ$2,742
NZ$2,742
NZ$392 per night
includes taxes & fees
Image gallery for Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
9.29.2 out of 10 rating
Wonderful
(21 reviews)
Luxury 7BR/6.5BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
Rutland, VT
11% off
Price is NZ$16,092
NZ$16,092
NZ$2,299 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Diamond Run Mall
Spacious Holiday Getaway – Near Slopes & Downtown
Sleeps 12 · 5 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Alpine Vista Condo | Killington 2BR/2BA | Sleeps 6 | Pool & Hot Tub | Free Shuttle to Slopes
Sleeps 99 · 2 bedrooms · 2 bathrooms
Pastoral 5-BR Estate Minutes to Okemo
Sleeps 12 · 5 bedrooms · 5 bathrooms
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Merry Maple Getaway
Sleeps 15 · 5 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
Sleeps 12 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
Bear8 Sleeps 20, AC, Pool, Close to Resort, Fireplaces
Sleeps 16 · 8 bedrooms · 4 bathrooms
8.48.4 out of 10
Very goodvery good
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value