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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
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Jacuzzi or hot tub
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DVD player
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Private tennis court
Cot available
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Satellite TV
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Solarium or roof terrace
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Staffed property
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Linen provided
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Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Smoking allowed
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Smoking - Ask
Elevator access
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
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Water sports
Horse riding
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Golf course on site or within 15 min walk
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Beach or lakeside relaxation
Golf within 30mins drive
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109 Houses

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Stay At Jimmy's

Woodstock b&b

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$229

Great rentals within 20 miles that match your search

Chase House Inn - Edwin Stanton Room

Cornish house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$172

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms
3 bathrooms

sleeps 20

Responds fast! avg. 37 minutes

Price per night from

$458

1820 House

Perkinsville house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$345

A Quiet Retreat in Rural New Hampshire

Cornish house

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$362

Breakaway House - Unit A & B

Killington house

6 bedrooms
4 bathrooms

sleeps 16

Price per night from

$668

Quintessential Guest House Getaway

Meriden guest house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$659

Clean/Comfortable 1 Bdrm Cabin w/NO Hidden Fees*

Killington house

1 bedroom
1 bathroom

sleeps 4

Price per night from

$194

Walk to lift, Ski home! Closest unit to Lifts, Sports Center & Ski Home trail!

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 8 minutes

Price per night from

$132

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$217

Private, peaceful home

South Pomfret house

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$802

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

4 bedrooms
3 bathrooms

sleeps 9

Price per night from

$344

Clean/Comfortable 2 Bdroom Cabin w/No Hidden Fees*

Mendon house

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$205

Okemo Mountain Lodge A-108 Ski In/Ski Out

Ludlow condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$229

Pico Slopeside I 102

Killington condo

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$323

Pico Village Resort G301

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$211

PennRock Lakeside

Ludlow house

4 bedrooms
2 bathrooms

sleeps 10

Price per night from

$362

Mt Green 3-F04

Killington studio

Studio
1 bathroom

sleeps 4

Price per night from

$163

Blue Ridge Chalet

Mendon villa

3 bedrooms
1 bathroom

sleeps 6

Price per night from

$281

Pico Village Resort D209

Killington condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$164

Woods Village 33

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$180

The Mendon House

Killington house

3 bedrooms
3 bathrooms

sleeps 9

Price per night from

$287

Mt Green 1-B01

Killington condo

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$232

Treehouse

Ludlow house

6 bedrooms
3 bathrooms

sleeps 16

Price per night from

$739

Wintergreen 106

Pittsfield condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$144

Sunrise - W Glade K-5

Killington condo

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$323

Mt Green 3-G01

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$220

Gateway Condominium Unit 25

Mendon condo

2 bedrooms
1 bathroom

sleeps 4

Price per night from

$149

The Whimsical Chalet

Mount Holly villa

3 bedrooms
2 bathrooms

sleeps 10

Price per night from

$291

The Maple Leaf

Killington house

3 bedrooms
2 bathrooms

sleeps 8

Price per night from

$431

Sunrise Timberline A2 - Ski Shack

Killington condo

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$366

Mt Green 2-C03

Killington house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$258

KILLINGTON GOLFING, BIKING SKI 2 Bd 1&1/2 B $79 av nt. 4 Season Resort Sleeps 6

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$488

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$166

Sunrise - Bear View

Killington house

3 bedrooms
3 bathrooms

sleeps 8

Price per night from

$323

Mt Green 2-E06

Killington house

1 bedroom
1 bathroom

sleeps 4

Price per night from

$171

Mt Green 2-D01

Killington house

2 bedrooms
2 bathrooms

sleeps 6

Price per night from

$220

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

Ludlow apartment

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$401

Viewing 38 of 109
rentals in Woodstock

About Woodstock

With numerous options for outdoor recreational activities, interesting historical sites, and friendly locals, the Vermont town of Woodstock has it all! Central Street is the primary commercial shopping district in Woodstock, but you can also visit The Green for some of the best restaurants that the state has to offer.

Here are a few additional suggestions of things to do in Woodstock:

Billings Farm and Museum: Visit this 270 acre farm, dairy barn, and museum with historic artifacts.
Ottaquechee River: This river that runs through Woodstock offers plenty of opportunities for fishing and canoeing excursions.
Dana House: This small museum hosts several pieces of artwork and historic artifacts from the local area in the 19th century.
Mount Tom: Climb to the top of Woodstock's main mountain for stunning views of the town and surrounding areas.

There are many events and festivals held throughout the year in Woodstock that bring the whole community together. Watch the parade through town featuring horses and costumed riders during Wassail weekend in February, sample artwork from the top painters and sculptors in the region during the Woodstock Art Festival in September, or try the local cuisine from the best chefs and brewers in the state during the Taste of Woodstock event in September.

To get the most out of your time in Woodstock, stay in a vacation rental. Rent a villa or condo close to the historic sites throughout town, or book a cozy cabin with amazing mountain views right outside your door.

If you wish to explore the rest of the region, Woodstock is only a short drive from some of the other popular towns and cities in Vermont. The hiking options found in Rutland and the colonial village of Barre can both be reached within an hour by car.

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Woodstock Rentals

Per night

109 Houses

Viewing 38 of 109rentals in Woodstock

About Woodstock

Also consider

Viewing 38 of 109
rentals in Woodstock