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Gilboa Holiday Rentals

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50 rentals in Gilboa.
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Tentrr Signature Site - Bearkill Brook, holiday rental in Gilboa

Tentrr Signature Site - Bearkill Brook

1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub, holiday rental in Gilboa

Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming 2-bedroom Country Cottage in the Catskill Mountains, holiday rental in Gilboa

Charming 2-bedroom Country Cottage in the Catskill Mountains

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain, holiday rental in Gilboa

Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain

9 bedrooms
5 bathrooms
Sleeps 30
Match: Sleeps
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*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw, holiday rental in Gilboa

*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tranquil Catskill Mountains Log Cabin - Minutes to Skiing and Hiking, holiday rental in Gilboa

Tranquil Catskill Mountains Log Cabin - Minutes to Skiing and Hiking

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mountain Retreat Close to Hunter / Windham Mountain, holiday rental in Gilboa

Mountain Retreat Close to Hunter / Windham Mountain

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Mountain Oasis is open for your skiing pleasure!, holiday rental in Gilboa

Mountain Oasis is open for your skiing pleasure!

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham, holiday rental in Gilboa

Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain, holiday rental in Gilboa

Catskill Cottage Vacation Rental - Cozy Getaway by Windham and Hunter Mountain

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Retreat with Luxurious View, holiday rental in Gilboa

Spacious Retreat with Luxurious View

5 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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3 SKIING RESORTS NEARBY!, holiday rental in Gilboa

3 SKIING RESORTS NEARBY!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious, charming Catskills getaway-lovely in Fall, short drive to ski resorts, holiday rental in Gilboa

Spacious, charming Catskills getaway-lovely in Fall, short drive to ski resorts

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Escape:  Gorgeous Mountain View Hideaway: AC, big deck & fire pit, holiday rental in Gilboa

Escape: Gorgeous Mountain View Hideaway: AC, big deck & fire pit

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Top Retreat, 116 private acres, holiday rental in Gilboa

Mountain Top Retreat, 116 private acres

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Catskill Bungalow - Tiny House Vacation for couples, Windham & Hunter NY, skiing, holiday rental in Gilboa

Catskill Bungalow - Tiny House Vacation for couples, Windham & Hunter NY, skiing

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Jefferson House, 5 mi to wedding venues, center of town on the town green, holiday rental in Gilboa

The Jefferson House, 5 mi to wedding venues, center of town on the town green

5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Catskills Country Home Near Major Ski Resorts in Wooded Setting, holiday rental in Gilboa

Catskills Country Home Near Major Ski Resorts in Wooded Setting

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Northern Catskills Getaway!, holiday rental in Gilboa

Northern Catskills Getaway!

6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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Secret Catskill Cabin, holiday rental in Gilboa

Secret Catskill Cabin

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Log Cabin, holiday rental in Gilboa

Cozy Log Cabin

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Mountain House Retreat, holiday rental in Gilboa

Mountain House Retreat

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Meyorning Manor - near all wedding venues and ski resorts, holiday rental in Gilboa

Meyorning Manor - near all wedding venues and ski resorts

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Greek Revival cottage, holiday rental in Gilboa

Greek Revival cottage

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Skier/Snowboarders Retreat in Prattsville, N.Y., holiday rental in Gilboa

Skier/Snowboarders Retreat in Prattsville, N.Y.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain, holiday rental in Gilboa

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Hamilton at the Kaaterskill House, holiday rental in Gilboa

Hamilton at the Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Ski Chalet with Mountain Views - Grill & Firepit, holiday rental in Gilboa

Ski Chalet with Mountain Views - Grill & Firepit

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spacious Mountain Escape - Minutes to Windham/Hunter, holiday rental in Gilboa

Spacious Mountain Escape - Minutes to Windham/Hunter

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Stonefield Farm is the perfect getaway any time of the year., holiday rental in Gilboa

Stonefield Farm is the perfect getaway any time of the year.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great 5 BR House !!!!, holiday rental in Gilboa

Great 5 BR House !!!!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Stamford Lakefront Home w/ Dock & Wraparound Deck!, holiday rental in Gilboa

Stamford Lakefront Home w/ Dock & Wraparound Deck!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Mountain House: The Perfect 4 Season Retreat, holiday rental in Gilboa

The Mountain House: The Perfect 4 Season Retreat

8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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Greycourt at the Kaaterskill House, holiday rental in Gilboa

Greycourt at the Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Ivanhurst at Kaaterskill House, holiday rental in Gilboa

Ivanhurst at Kaaterskill House

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Affordable Windham Getaway (near private creek!), holiday rental in Gilboa

Affordable Windham Getaway (near private creek!)

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Historic Farmhouse w/Deck in the Catskills!, holiday rental in Gilboa

Historic Farmhouse w/Deck in the Catskills!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Pleasant Valley Maplecroft Camp, holiday rental in Gilboa

Tentrr Signature Site - Pleasant Valley Maplecroft Camp

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - SummerHaven Camp, holiday rental in Gilboa

Tentrr Signature Site - SummerHaven Camp

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Historic House w/ Record Player, Walk to Downtown!, holiday rental in Gilboa

Historic House w/ Record Player, Walk to Downtown!

7 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Catskills Home w/ Deck & Game Room: 14 Mi to Ski!, holiday rental in Gilboa

Catskills Home w/ Deck & Game Room: 14 Mi to Ski!

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Stamford Escape: Ski, Fish, Hunt, Hike & More, holiday rental in Gilboa

NEW! Stamford Escape: Ski, Fish, Hunt, Hike & More

6 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Full Private Home on 32-Acres w/ Stellar Views!, holiday rental in Gilboa

Full Private Home on 32-Acres w/ Stellar Views!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Perfect Retreat with an Amazing View, holiday rental in Gilboa

Perfect Retreat with an Amazing View

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Private 7-Acre Retreat: On-Site Pond, Streams, holiday rental in Gilboa

NEW! Private 7-Acre Retreat: On-Site Pond, Streams

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Modern & Cozy Windham Mountain Home: Hike & Tennis, holiday rental in Gilboa

Modern & Cozy Windham Mountain Home: Hike & Tennis

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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NEW! Catskills Home: Ponds, Tennis + Movie Theater, holiday rental in Gilboa

NEW! Catskills Home: Ponds, Tennis + Movie Theater

4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Country Village Cottage, holiday rental in Gilboa

Country Village Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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5 Min to Windham Mtn! Luxury Retreat w/Amazing Views! Natural Swimming Pond, holiday rental in Gilboa

5 Min to Windham Mtn! Luxury Retreat w/Amazing Views! Natural Swimming Pond

8 bedrooms
7 bathrooms
Sleeps 22
Match: Sleeps
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NEW Modern Catskills Cabin w/ HOT TUB & views, holiday rental in Gilboa

NEW Modern Catskills Cabin w/ HOT TUB & views

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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