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Jackson Holiday Rentals

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35 rentals in Jackson.
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NEW Overnight Accommodations on Main St. Jackson, holiday rental in Jackson

NEW Overnight Accommodations on Main St. Jackson

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Jackson Wine Country Home w/ Pool, Grill & Patio!, holiday rental in Jackson

Jackson Wine Country Home w/ Pool, Grill & Patio!

4 bedrooms
3 bathrooms
Sleeps 8
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NEW! Jackson, Wine Country Hub < 2 Mi to Downtown!, holiday rental in Jackson

NEW! Jackson, Wine Country Hub < 2 Mi to Downtown!

3 bedrooms
1 bathroom
Sleeps 6
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Welcome to Sunset Hills Ranch!, holiday rental in Jackson

Welcome to Sunset Hills Ranch!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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River House-Retreat!, holiday rental in Jackson

River House-Retreat!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Welcome, 'theHiddenGarden' an Oasis of Serenity surrounded by over 30 wineries., holiday rental in Jackson

Welcome, 'theHiddenGarden' an Oasis of Serenity surrounded by over 30 wineries.

6 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Enolas Cottage - Restored 1940's Quaint Cottage in the Heart of Sutter Creek, holiday rental in Jackson

Enolas Cottage - Restored 1940's Quaint Cottage in the Heart of Sutter Creek

2 bedrooms
1 bathroom
Sleeps 5
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Creekside Home in Historic Sutter Creek, holiday rental in Jackson

Creekside Home in Historic Sutter Creek

2 bedrooms
1 bathroom
Sleeps 6
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Amazing Sutter Creek, holiday rental in Jackson

Amazing Sutter Creek

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New - Cottage amongst the vines in the heart of Fair Play wine country, holiday rental in Jackson

New - Cottage amongst the vines in the heart of Fair Play wine country

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail., holiday rental in Jackson

Charming Amador Farmhouse! Located on the Shenandoah Valley Wine Trail.

3 bedrooms
4 bathrooms
Sleeps 8
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Sweeping Views at 39 acre Ranch in gold country near lakes, caves wine tasting, holiday rental in Jackson

Sweeping Views at 39 acre Ranch in gold country near lakes, caves wine tasting

4 bedrooms
3 bathrooms
Sleeps 10
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Kirkwood - 5000 sq ft Luxury Ski Home, holiday rental in Jackson

Kirkwood - 5000 sq ft Luxury Ski Home

3 bedrooms
5 bathrooms
Sleeps 25
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Stay on a Small Vineyard in Beautiful Amador Wine County, holiday rental in Jackson

Stay on a Small Vineyard in Beautiful Amador Wine County

3 bedrooms
2 bathrooms
Sleeps 8
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Updated Cottage on 6+ wooded acres, Horse setup, RV Hookups, Secluded not remote, holiday rental in Jackson

Updated Cottage on 6+ wooded acres, Horse setup, RV Hookups, Secluded not remote

2 bedrooms
2 bathrooms
Sleeps 6
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Luxury Private TINY HOUSE on 10 Remote Acres, holiday rental in Jackson

Luxury Private TINY HOUSE on 10 Remote Acres

1 bedroom
2 bathrooms
Sleeps 2
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Mini Resort Cabin on 6 Acres close to Kirkwook, holiday rental in Jackson

Mini Resort Cabin on 6 Acres close to Kirkwook

5 bedrooms
3 bathrooms
Sleeps 12
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Clements-Lodi Under the Stars, holiday rental in Jackson

Clements-Lodi Under the Stars

2 bedrooms
2 bathrooms
Sleeps 4
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Vintners Inn at Feist Wines, holiday rental in Jackson

Vintners Inn at Feist Wines

1 bedroom
1 bathroom
Sleeps 3
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A Great Riverfront Vacation Retreat, holiday rental in Jackson

A Great Riverfront Vacation Retreat

4 bedrooms
3 bathrooms
Sleeps 8
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Almost Eden, Wine Country Private Suite and Entrance, holiday rental in Jackson

Almost Eden, Wine Country Private Suite and Entrance

1 bedroom
1 bathroom
Sleeps 4
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New Listing: Cozy Mtn Home at Fairplay Wine Trail Somerset, CA, holiday rental in Jackson

New Listing: Cozy Mtn Home at Fairplay Wine Trail Somerset, CA

4 bedrooms
3 bathrooms
Sleeps 11
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Working Vineyard Villa w/Private Pool in Plymouth!, holiday rental in Jackson

Working Vineyard Villa w/Private Pool in Plymouth!

4 bedrooms
3 bathrooms
Sleeps 8
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Fleur de Lys Wineries Guesthouse, holiday rental in Jackson

Fleur de Lys Wineries Guesthouse

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Enjoy your stay on a Working Vineyard with 360 Valley Views, holiday rental in Jackson

Enjoy your stay on a Working Vineyard with 360 Valley Views

3 bedrooms
2 bathrooms
Sleeps 8
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Wine Lovers’ Garden Oasis by Main St Sutter Creek!, holiday rental in Jackson

Wine Lovers’ Garden Oasis by Main St Sutter Creek!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Serene Cabin Retreat w/ Porch & Pellet Grill!, holiday rental in Jackson

NEW! Serene Cabin Retreat w/ Porch & Pellet Grill!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Main Street Cottage w/ Private Backyard - Near Dining, Shops, & Hiking, holiday rental in Jackson

Cozy Main Street Cottage w/ Private Backyard - Near Dining, Shops, & Hiking

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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NEW! Pioneer Cabin Getaway - Ski, Golf & Hike!, holiday rental in Jackson

NEW! Pioneer Cabin Getaway - Ski, Golf & Hike!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Charming Home w/ Grill, 16 Mi to Sutter Creek, holiday rental in Jackson

NEW! Charming Home w/ Grill, 16 Mi to Sutter Creek

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Pioneer Cabin - 40 Mi to Kirkwood Ski Slopes!, holiday rental in Jackson

NEW! Pioneer Cabin - 40 Mi to Kirkwood Ski Slopes!

3 bedrooms
2 bathrooms
Sleeps 10
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New! Serene Mountain Cabin with Heavenly Views!, holiday rental in Jackson

New! Serene Mountain Cabin with Heavenly Views!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! River Pines ‘Grape Escape’ in Wine Country!, holiday rental in Jackson

NEW! River Pines ‘Grape Escape’ in Wine Country!

1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Willow Creek Ranch Farm Stay, holiday rental in Jackson

Willow Creek Ranch Farm Stay

2 bedrooms
2 bathrooms
Sleeps 9
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