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343 Houses

25

Upper unit of Chalet, minutes to Killington, Okemo or Woodstock

Vermont / Plymouth

Plymouth house

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Pet Friendly

Price per night from

$401

Price per night from

$401

(1) Excellent 

39

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Vermont / Plymouth

Plymouth cottage

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$804

Price per night from

$804

24

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Vermont / Plymouth

Plymouth house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Ski
  • Child Friendly

Price per night from

$390

Responds fast!
avg. 10 minutes

Price per night from

$390

40

Beautiful and spacious condo w/ shared pool, lake access - close to skiing

Vermont / Plymouth

Plymouth house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$59

Price per night from

$59

25

Cute family-friendly cabin w/ lake views and convenient proximity to skiing

Vermont / Plymouth

Plymouth house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$111

Price per night from

$111

49

NEW LISTING! Lovely home w/deck, firepit, pond & shared pool-near Killington

Vermont / Plymouth

Plymouth house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$190

Price per night from

$190

16

Light Filled Mountain Retreat Near Killington and Okemo - sleeps 6

Vermont / Plymouth

Plymouth house

2 6 3 nights min

  • 2 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$253

Price per night from

$253

24

The Antler House

Vermont / Plymouth

Plymouth house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$614

Responds fast!
avg. 2 hours 44 minutes

Price per night from

$614

24

Vermont Cottage Lake Amherst

Vermont / Plymouth

Plymouth cottage

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$805

Price per night from

$805

24

Quaint family-friendly home between Killington & Okemo for great skiing!

Vermont / Plymouth

Plymouth house

4 9 min stay varies

  • 4 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$152

Price per night from

$152

53

The Antler House

Vermont / Plymouth

Plymouth house

4 11 min stay varies

  • 4 bedrooms
  • sleeps 11
  • min stay varies
  • Child Friendly

Price per night from

$467

Responds fast!
avg. 1 hour 18 minutes

Price per night from

$467

Great rentals within 20 miles that match your search

Distance approx 7.53 km from Plymouth

(1) Excellent 

25

Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes

Vermont / Killington

Killington condo

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$293

Responds fast!
avg. 1 hour 34 minutes

Price per night from

$293

Distance approx 10.12 km from Plymouth

27

Ludlow Cabin Near Okemo Ski Lodge

Vermont / Ludlow

Ludlow house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Ski
  • Child Friendly

Price per night from

$288

Price per night from

$288

Distance approx 5.27 km from Plymouth

28

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

Vermont / Killington

Killington apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$747

Price per night from

$747

Distance approx 14.69 km from Plymouth

(4) Excellent 

8

Vermont Cabin in the Orchard

Vermont / Barnard

Barnard log cabin

2 2 nights min

  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
“A real gem of a cabin in a beautiful town” Thank you Doreen for the wonderful hospitality and the opportunity to stay in the red cabin. I absolutely loved the comfort and simplicity of the cabin. I couldn't ask for a better setting to stay, your prope
…see more

Price per night from

$127

Responds fast!
avg. 3 hours 53 minutes

Price per night from

$127

Distance approx 5.04 km from Plymouth

(1) Excellent 

54

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

Vermont / Killington

Killington condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$339

Price per night from

$339

Distance approx 12.15 km from Plymouth

25

ROSE'S COZY MOUNTAINVIEW -A & -B-

Vermont / Mendon

Mendon house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Nearest beach 30 mi
  • Child Friendly
  • Private garden

Price per night from

$397

Price per night from

$397

Distance approx 7.14 km from Plymouth

4

Ski Killington, Pico, Snow Mobile, Summer Fun

Vermont / Killington

Killington house

5 12 3 nights min

  • 5 bedrooms
  • sleeps 12
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$575

Responds fast!
avg. 2 hours 10 minutes

Price per night from

$575

Distance approx 9.48 km from Plymouth

38

A shared indoor pool, hot tub, gym & shuttle to the slopes!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$92

Price per night from

$92

Distance approx 14.71 km from Plymouth

(4) Very Good 

20

Secluded, Spectacular House with Mount Ascutney Vi

Vermont / Perkinsville

Perkinsville house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$259

Price per night from

$259

Distance approx 4.92 km from Plymouth Show on Map

8

Lakefront vacation home - 4 BR - sleeps 10

Vermont / Ludlow

Ludlow house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$288

Price per night from

$288

Distance approx 7.69 km from Plymouth

(1) Excellent 

26

25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails

Vermont / Ludlow

Ludlow apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$230

Responds fast!
avg. 3 hours 36 minutes

Price per night from

$230

Distance approx 7.51 km from Plymouth

38

NEW LISTING! Cozy condo w/ shared pool, hot tub, sauna & more - walk to slopes!

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$76

Price per night from

$76

Distance approx 8.28 km from Plymouth

16

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

Vermont / Ludlow

Ludlow townhouse

4 12 2 nights min

  • 4 bedrooms
  • sleeps 12
  • 2 nights min
  • Child Friendly

Price per night from

$460

Price per night from

$460

Distance approx 5.14 km from Plymouth

31

Ski-in/ski-out getaway w/ private deck, shared pool & hot tub

Vermont / Killington

Killington house

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$299

Price per night from

$299

Distance approx 8.85 km from Plymouth

(8) Excellent 

18

Killington Mountain Slopeside Home

Vermont / Killington

Killington house

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary
“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport cente
…see more

Price per night from

$690

Responds fast!
avg. 2 hours 54 minutes

Price per night from

$690

Distance approx 7.53 km from Plymouth

28

Mountain Green Recently Updated 1 BR Condo Across The Street From Snowshed Lodge

Vermont / Killington

Killington condo

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$247

Responds fast!
avg. 1 hour 34 minutes

Price per night from

$247

Distance approx 10.71 km from Plymouth

(1) Excellent 

28

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Vermont / Reading

Reading house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 16 mi
  • Child Friendly
  • Air conditioning

Price per night from

$288

Price per night from

$288

Distance approx 9.89 km from Plymouth

21

Log Home w/ first class amenities near OKEMO Mtn

Vermont / Mount Holly

Mount Holly log cabin

5 15 3 nights min

  • 5 bedrooms
  • sleeps 15
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 mi
  • Ski

Price per night from

$517

Price per night from

$517

Distance approx 6.63 km from Plymouth

28

Classic lakefront A-frame on Lake Pauline. Okemo Mtn Resort only 2 miles away!

Vermont / Ludlow

Ludlow house

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$126

Price per night from

$126

Distance approx 4.97 km from Plymouth

24

Bridgewater Country Cottage

Vermont / Bridgewater

Bridgewater house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Car not necessary
  • Pet Friendly

Price per night from

$239

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$239

Distance approx 12.76 km from Plymouth

30

Secluded, rustic home w/ private hot tub & huge deck - 5 miles to Okemo

Vermont / Ludlow

Ludlow house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Car not necessary

Price per night from

$211

Price per night from

$211

Distance approx 7.53 km from Plymouth

24

Mt Green 3-D8

Vermont / Killington

Killington apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Car not necessary

Price per night from

$208

Responds fast!
avg. 2 hours 5 minutes

Price per night from

$208

Distance approx 9.35 km from Plymouth

26

Ski-in/ski-out condo w/seasonal shared pool. Ideal for your next Vermont trip!

Vermont / Ludlow

Ludlow house

1 6 2 nights min

  • 1 bedroom
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$235

Price per night from

$235

Distance approx 19.07 km from Plymouth

24

Chester House Just 12 Mins to Magic Mtn Ski Area!

Vermont / Chester

Chester house

5 8 min stay varies

  • 5 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$155

Responds fast!
avg. 24 minutes

Price per night from

$155

Distance approx 13.91 km from Plymouth

(3) Excellent 

20

Vermont 1828 Reunion House, sleeps 20, 5 miles to Okemo

Vermont / Proctorsville

Proctorsville house

8 20 2 nights min

  • 8 bedrooms
  • sleeps 20
  • 2 nights min
  • Ski
  • Child Friendly
  • Private garden

Price per night from

$460

Price per night from

$460

Distance approx 9.35 km from Plymouth

(1) Average 

39

Beautiful mtn home w/ seasonal shared pool & private sauna - near slopes!

Vermont / Ludlow

Ludlow house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$142

Price per night from

$142

Distance approx 12.37 km from Plymouth

(5) Excellent 

26

Beautiful Okemo chalet with Hot Tub

Vermont / Ludlow

Ludlow chalet

4 16 min stay varies

  • 4 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 14 mi
  • Ask about children
  • Pet Friendly

Price per night from

$374

Price per night from

$374