Holiday Houses in Rutland

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247 Holiday homes

Dog-friendly home w/ great location near skiing & Lake Bomoseen!

Rutland house

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 3 hours 28 minutes

from £107 / night

£745 / week

ROSE'S COZY MOUNTAINVIEW - B -

Rutland house

2 bedrooms / 2 bathrooms / sleeps 7

21

from £146 / night

£958 / week

Modern Country in Vermont

Rutland apartment

1 bedroom / 1 bathroom / sleeps 2

from £161 / night

£917 / week

ROSE'S COZY MOUNTAINVIEW - A -

Rutland townhouse

2 bedrooms / 1 bathroom / sleeps 5

6

from £164 / night

£821 - £1,371 / week

HOMESHARE at ROSE'S COZY MOUNTAINVIEW Duplex

Rutland house

1 bedroom / 1 bathroom / sleeps 3

10

from £50 / night

£321 - £450 / week

Vermont Living Central Location

Rutland apartment

2 bedrooms / 2 bathrooms / sleeps 4

from £230 / night

£1,380 / week

Charming home w/ hot tub, two large decks, & pond views - close to skiing

Rutland house

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 3 hours 28 minutes

from £83 / night

£578 / week

Spacious Rutland Townhome w/Fire Pit- Walk to Town

Rutland townhouse

4 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 14 minutes

from £161 / night

£1,123 / week

Great rentals within 20 miles that match your search

South Face Village

Ludlow condo

2 bedrooms / 3 bathrooms / sleeps 6

from £506 / night

£3,542 / week

The Lodges Bear Mountain Luxury ski-on/ski-off 3 bed 3 Bath LOW RATES-Mar/Apr

Killington condo

3 bedrooms / 3 bathrooms / sleeps 8

1

from £272 / night

£1,610 / week

6 BR Ski Chalet in VT Green Mountains

Ludlow chalet

6 bedrooms / 2 bathrooms / sleeps 16

4

from £299 / night

£2,088 / week

Log Cabin-5 Bd & 2F-Bath_50% Off X-Mass Grps 5+

Killington house

7 bedrooms / 4 bathrooms / sleeps 16

from £299 / night

£2,088 / week

3 Season Cabin - sleeping porch lake trails playground

Mount Holly log cabin

3 bedrooms / 1 bathroom / sleeps 8

2

Responds fast! avg. 3 hours 12 minutes

from £83 / night

£555 / week

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

4 bedrooms / 2 bathrooms / sleeps 12

from £413 / night

£2,891 / week

Killington area ski house

Pittsfield house

5 bedrooms / 2 bathrooms / sleeps 11

2

Responds fast! avg. 1 hour 31 minutes

from £459 / night

£1,836 / week

Lake Rescue LAKEFRONT! Private Home. 2.6 miles from Okemo

Ludlow house

4 bedrooms / 3 bathrooms / sleeps 12

1

from £276 / night

£1,927 / week

KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B $79 av nt. 4 Season Resort Sleeps 8

Killington condo

2 bedrooms / 2 bathrooms / sleeps 8

5

Responds fast! avg. 2 hours 16 minutes

from £119 / night

£513 - £697 / week

Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

Killington apartment

3 bedrooms / 2 bathrooms / sleeps 10

from £597 / night

£4,176 / week

Hideaway Chalet Comfort for 24 close to ski slopes walk to restaurants HOT TUB

Killington house

8 bedrooms / 6 bathrooms / sleeps 24

1

from £808 / night

£5,653 / week

VERMONT WATERFRONT CABIN 2 BEDROOM

Bomoseen house

3 bedrooms / 1 bathroom / sleeps 4

from £118 / night

£735 / week

Ski Killington Vermont

Killington apartment

1 bedroom / 2 bathrooms / sleeps 6

from £175 / night

£1,193 / week

Pond Mountain Inn: Garden Cottage

Wells cottage

2 bedrooms / 1 bathroom / sleeps 5

11

from £183 / night

£1,101 / week

2Br Grand Suite Solitude- Next to Moonshine Trail

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 8

from £263 / night

£1,836 - £11,217 / week

Luxury Lakefront Home near Okemo

Ludlow house

3 bedrooms / 4 bathrooms / sleeps 8

from £592 / night

£4,130 - £5,415 / week

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Plymouth house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 8 minutes

from £330 / night

£2,311 / week

Solitude 2Br Grand Suite- Ski-in, Ski-out

Ludlow condo

1 bedroom / 1 bathroom / sleeps 4

from £196 / night

£1,367 - £8,747 / week

Cozy Apt Near Killington Ski Area & Sugarbush Farm

Bridgewater apartment

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 8 minutes

from £142 / night

£995 / week

2 bedroom premium AAA rated condo across from the slopes-2C4

Killington condo

2 bedrooms / 2 bathrooms / sleeps 6

from £179 / night

£903 - £2,920 / week

Tentrr - Restoration at Cattail Cove

Sudbury tented camp

1 bedroom / 1 bathroom / sleeps 4

from £148 / night

£1,034 / week

Spacious Winterplace 2 Br Condo- Okemo

Ludlow condo

2 bedrooms / 2 bathrooms / sleeps 6

from £208 / night

£1,451 - £8,817 / week

Unwind from it All

Orwell log cabin

3 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 18 minutes

from £129 / night

£899 / week

NEW! Family Home - 10-Min Walk to Okemo Mtn Resort

Ludlow house

6 bedrooms / 4 bathrooms / sleeps 14

Responds fast! avg. 7 minutes

from £308 / night

£2,150 / week

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

3 bedrooms / 2 bathrooms / sleeps 6

from £197 / night

£1,375 / week

from £344 / night

£2,407 / week

Suites at killington Center

Killington condo

2 bedrooms / 3 bathrooms / sleeps 6

from £275 / night

£1,651 / week

The I.B. Munson House Inn - Bedroom 1

Wallingford b&b

1 bedroom / 1 bathroom / sleeps 2

from £179 / night

£1,252 / week

Okemo Slopeside Rental located at the Main Base!

Ludlow condo

1 bedroom / 1 bathroom / sleeps 2

from £344 / night

£2,407 / week

Queen room in peaceful country B&B, open May-Oct.

Mount Holly private room

1 bedroom / 1 bathroom / sleeps 2

from £95 / night

£514 / week

RYE CHALET IN HIDDEN VALLEY. Spectacular views. Vermont's famous fresh air.

Wells chalet

3 bedrooms / 3 bathrooms / sleeps 10

2

from £197 / night

£1,104 - £1,618 / week

The Farmhouse Condo at Killington: Renovated Luxury Condo Close to Everything!

Killington condo

1 bedroom / 2 bathrooms / sleeps 6

from £546 / night

£3,819 / week

Viewing 40 of 247
rentals in Rutland

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