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Roxbury Holiday Rentals

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50 rentals in Roxbury.
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Luxury Off Grid Romantic Cabin in the Woods 20 Minutes from Sugarbush Ski Resort, holiday rental in Roxbury

Luxury Off Grid Romantic Cabin in the Woods 20 Minutes from Sugarbush Ski Resort

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Warm, two-story home w/private hot tub, gas grill, mountain views, and firepit!, holiday rental in Roxbury

Warm, two-story home w/private hot tub, gas grill, mountain views, and firepit!

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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FAMILY FRIENDLY  4 Season Home for Large Groups, With Hot Tub, holiday rental in Roxbury

FAMILY FRIENDLY 4 Season Home for Large Groups, With Hot Tub

9 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Beautiful & Unique Lodge w/ Furnished Deck and Views - Near Skiing!, holiday rental in Roxbury

Beautiful & Unique Lodge w/ Furnished Deck and Views - Near Skiing!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Vermont Serenity with a Mountain View, holiday rental in Roxbury

Vermont Serenity with a Mountain View

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Cottage Within Short Drive of Central VT Ski Resorts, holiday rental in Roxbury

Cozy Cottage Within Short Drive of Central VT Ski Resorts

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mad River Valley Post and Beam 4 BR in Waitsfield Vt, holiday rental in Roxbury

Mad River Valley Post and Beam 4 BR in Waitsfield Vt

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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One Bedroom Condo At The Base Of Sugarbush Access Road, holiday rental in Roxbury

One Bedroom Condo At The Base Of Sugarbush Access Road

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Warren Village Home, holiday rental in Roxbury

Stunning Warren Village Home

3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Cozy condo w/3 shared pools, sauna, hot tubs, tennis - walk to Sugarbush Resort!, holiday rental in Roxbury

Cozy condo w/3 shared pools, sauna, hot tubs, tennis - walk to Sugarbush Resort!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Village Stage Coach House by Covered Bridge, holiday rental in Roxbury

Village Stage Coach House by Covered Bridge

6 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Convenient condo w/ shared pool & hot tub - mtn views, near town & slopes!, holiday rental in Roxbury

Convenient condo w/ shared pool & hot tub - mtn views, near town & slopes!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!, holiday rental in Roxbury

Private Ski Lodge with Giant Hot Tub Less Than Two Miles to Sugarbush!

6 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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Inviting alpine condo w/3 shared pools, tennis courts, game room, gym, & hot tub, holiday rental in Roxbury

Inviting alpine condo w/3 shared pools, tennis courts, game room, gym, & hot tub

2 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Cozy townhome w/ shared pools & hot tub plus on-site tennis, game room & gym, holiday rental in Roxbury

Cozy townhome w/ shared pools & hot tub plus on-site tennis, game room & gym

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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BEAUTIFUL, FULLY RENOVATED CONDO W MTN VIEWS, POOL, TENNIS, GYM, SHUTTLE, holiday rental in Roxbury

BEAUTIFUL, FULLY RENOVATED CONDO W MTN VIEWS, POOL, TENNIS, GYM, SHUTTLE

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy, dog-friendly cottage near a creek w/ a furnished deck & forest views, holiday rental in Roxbury

Cozy, dog-friendly cottage near a creek w/ a furnished deck & forest views

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Private setting minutes from Sugarbush / Mad River Glen and Downtown Waitsfield, holiday rental in Roxbury

Private setting minutes from Sugarbush / Mad River Glen and Downtown Waitsfield

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Cozy updated home w/river views, private hot tub & near the river!, holiday rental in Roxbury

Cozy updated home w/river views, private hot tub & near the river!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New listing! Dog-friendly skier's paradise w/ fireplace, grill & furnished deck, holiday rental in Roxbury

New listing! Dog-friendly skier's paradise w/ fireplace, grill & furnished deck

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Crow s Nest on Scrag, holiday rental in Roxbury

The Crow s Nest on Scrag

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Alpine escape with shared hot tub, 3 indoor/outdoor pools, fitness center, etc.!, holiday rental in Roxbury

Alpine escape with shared hot tub, 3 indoor/outdoor pools, fitness center, etc.!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Alpine escape with three shared pools, hot tub, tennis, fitness & game room!, holiday rental in Roxbury

Alpine escape with three shared pools, hot tub, tennis, fitness & game room!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful condo less than 3 miles from the ski lift, holiday rental in Roxbury

Beautiful condo less than 3 miles from the ski lift

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Charming Sugarbush Mouintain Home, holiday rental in Roxbury

Charming Sugarbush Mouintain Home

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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1830 Enchanting, Light-Filled Farmhouse Apartment, holiday rental in Roxbury

1830 Enchanting, Light-Filled Farmhouse Apartment

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Family condo by the slopes - wood fireplace, balcony, & shared pool, holiday rental in Roxbury

Family condo by the slopes - wood fireplace, balcony, & shared pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Log Cabin In The Mad River Valley, VT - Near Mad River Glen And Sugarbush, holiday rental in Roxbury

Cozy Log Cabin In The Mad River Valley, VT - Near Mad River Glen And Sugarbush

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEWLY RENOVATED EAST WARREN LUXURY FARMHOUSE, holiday rental in Roxbury

NEWLY RENOVATED EAST WARREN LUXURY FARMHOUSE

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Nest, holiday rental in Roxbury

The Nest

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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New listing! Convenient condo w/private hot tub, sauna, gas grill, & shared pool, holiday rental in Roxbury

New listing! Convenient condo w/private hot tub, sauna, gas grill, & shared pool

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bright condo with shared pool, sauna, & hot tub, close to skiing, holiday rental in Roxbury

Bright condo with shared pool, sauna, & hot tub, close to skiing

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Newly Renovated Condo *Call for Last Minute Travel Specials*, holiday rental in Roxbury

Newly Renovated Condo *Call for Last Minute Travel Specials*

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Vermont Mad River Rental  by Sugarbush, holiday rental in Roxbury

Vermont Mad River Rental by Sugarbush

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Classic Mountain Ski Lodge * Sugarbush, holiday rental in Roxbury

Classic Mountain Ski Lodge * Sugarbush

6 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Entire Enchanting, Light-Filled 1830 Farmhouse, holiday rental in Roxbury

Entire Enchanting, Light-Filled 1830 Farmhouse

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Warm & cozy condo w/ an on-site fishing pond, shared pool, & tennis courts, holiday rental in Roxbury

Warm & cozy condo w/ an on-site fishing pond, shared pool, & tennis courts

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The perfect ski house!, holiday rental in Roxbury

The perfect ski house!

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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**Spectacular & Spacious 3BD/2BA Sugarbush Condo**, holiday rental in Roxbury

**Spectacular & Spacious 3BD/2BA Sugarbush Condo**

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Sugarbush Mountain/Lincoln Peak at your doorstep, holiday rental in Roxbury

Sugarbush Mountain/Lincoln Peak at your doorstep

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tranquil condo w/ a full kitchen & serene views - close to area activities!, holiday rental in Roxbury

Tranquil condo w/ a full kitchen & serene views - close to area activities!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spruce Cottage at The Woods Lodge, holiday rental in Roxbury

Spruce Cottage at The Woods Lodge

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Willow Cottage at The Woods Lodge, holiday rental in Roxbury

Willow Cottage at The Woods Lodge

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hemlock Cottage, Cozy Comfort, holiday rental in Roxbury

Hemlock Cottage, Cozy Comfort

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Birch Cottage, holiday rental in Roxbury

Birch Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sweet Retreat Guesthouse on 400 Scenic Acres, holiday rental in Roxbury

Sweet Retreat Guesthouse on 400 Scenic Acres

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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100% Renovated Guest House 3 miles from Sugarbush, holiday rental in Roxbury

100% Renovated Guest House 3 miles from Sugarbush

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Aerie Apartment, holiday rental in Roxbury

The Aerie Apartment

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sugarbush Valley End Unit Townhome Sleeps 7 - Dog Friendly, holiday rental in Roxbury

Sugarbush Valley End Unit Townhome Sleeps 7 - Dog Friendly

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Cottage On The Hill VT Retreat Fast WiFi/Good Cell, holiday rental in Roxbury

Cottage On The Hill VT Retreat Fast WiFi/Good Cell

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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