25+ Vacation Rentals Near Overlook Mountain Trailhead |
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Rsvp Cottages - Vacation Rentals in Overlook Mountain Trailhead

NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town! From US $254
         

9.8 (137 Reviews)
Cottage
NEW! Herb Cottage: Historic Artist's Cottage, Wood Stove, Walk to Town!
  • Parking
  • Pet Friendly
  • TV

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Private Cozy Home ~ Hot Tub ~ All Yours ~ In town ~ fenced in yard ~Pets welcome From US $297
         

9.8 (126 Reviews)
Cottage
Private Cozy Home ~ Hot Tub ~ All Yours ~ In town ~ fenced in yard ~Pets welcome
  • Air Conditioner
  • Parking
  • Pet Friendly

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Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit. From US $348
         

10.0 (13 Reviews)
Cottage
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
  • Air Conditioner
  • Parking
  • TV

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Streamside Cottage Half Mile to Town of Woodstock From US $200
         

10.0 (265 Reviews)
Cottage
Streamside Cottage Half Mile to Town of Woodstock
  • Air Conditioner
  • Parking
  • TV

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TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage From US $366
         

10.0 (176 Reviews)
Cottage
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

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TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too From US $303
         

10.0 (124 Reviews)
Cottage
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
  • Air Conditioner
  • Parking
  • Pet Friendly

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Junebug Cottage: peace, love and privacy a short walk to Woodstock village green From US $246
         

10.0 (79 Reviews)
Cottage
Junebug Cottage: peace, love and privacy a short walk to Woodstock village green
  • Air Conditioner
  • Parking
  • TV

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ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi From US $334
         

9.8 (85 Reviews)
Cottage
ADORABLE CREEK COTTAGE Charming Original Details, Fireplace, Near Town, WiFi
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream From US $302
         

9.0 (46 Reviews)
Cottage
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
  • Air Conditioner
  • Parking
  • Pet Friendly

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Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch From US $374
         

9.0 (6 Reviews)
Cottage
Charming Cottage Rental Near Woodstock Heated Pool, Fire Pit, Screened Porch
  • Air Conditioner
  • Parking
  • Pool

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INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views From US $439
         

10.0 (245 Reviews)
Cottage
INCREDIBLE “WALKABLE” RENTAL with Sawkill Creek Views
  • Air Conditioner
  • Parking
  • TV

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Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting. From US $664
         

10.0 (73 Reviews)
Cottage
Chic two Cottage compound with pool and hot tub in a pastoral Woodstock setting.
  • Air Conditioner
  • Parking
  • Pet Friendly

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The CubHouse From US $313
         

10.0 (21 Reviews)
Cottage
The CubHouse
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

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Mountain view, mid-century style, 1 mile to town! From US $226
         

10.0 (7 Reviews)
Cottage
Mountain view, mid-century style, 1 mile to town!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Historic Baumgarten Cottage, Family Friendly From US $295
         

5.0 (2 Reviews)
Cottage
Historic Baumgarten Cottage, Family Friendly
  • Air Conditioner
  • Pool
  • Balcony/Terrace

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Mountain Gardens - DOGS 🐕- welcome It’s Autumn 🍂 🍏🐾🍁 Sheep and Wool Festival. From US $295
         

4.7 (60 Reviews)
Cottage
Mountain Gardens - DOGS 🐕- welcome It’s Autumn 🍂 🍏🐾🍁 Sheep and Wool Festival.
  • Air Conditioner
  • Pet Friendly
  • Pool

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Woodstock Waterfall Cottage From US $195
         

4.0 (1 Review)
Cottage
Woodstock Waterfall Cottage
  • Air Conditioner
  • Parking
  • TV

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TOP RATED! Romantic rustic luxury+flowing stream+walk to town=Brook Cottage From US $344
         

4.9 (89 Reviews)
Cottage
TOP RATED! Romantic rustic luxury+flowing stream+walk to town=Brook Cottage
  • Air Conditioner
  • Pet Friendly
  • TV

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Margaret's Cottage New listing Woodstock Village From US $179
         

9.6 (23 Reviews)
Cottage
Margaret's Cottage New listing Woodstock Village
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Country Retreat-Expansive Views-Pool-Woodstock-HITS-Skiing-Hiking-Festivals From US $467
         

10.0 (50 Reviews)
Cottage
Country Retreat-Expansive Views-Pool-Woodstock-HITS-Skiing-Hiking-Festivals
  • Air Conditioner
  • Parking
  • Pool

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Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove! From US $135
         

4.7 (79 Reviews)
Cottage
Mountain Stream Retreat: rustic elegance, decks overlooking stream, wood stove!

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Relaxing Catskills Cottage in Nature From US $185
         

New
Cottage
Relaxing Catskills Cottage in Nature
  • Air Conditioner
  • TV
  • Security/Safety

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Pure Inspiration From US $135
         

New
Cottage
Pure Inspiration
  • Air Conditioner
  • Parking
  • Pool

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Woodstock Carriage House, Walk-to-town, Full Summer or Summer/Fall From US $103
         

New
Cottage
Woodstock Carriage House, Walk-to-town, Full Summer or Summer/Fall
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Rsvpcottages makes it easy to compare the best listings on Rsvpcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Rsvpcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Overlook Mountain Trailhead.

Weather in Overlook Mountain Trailhead

View the weather forecast for Overlook Mountain Trailhead before booking your Overlook Mountain Trailhead Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Overlook Mountain Trailhead, NY

Rsvpcottages offers a large selection of top attractions around Overlook Mountain Trailhead. Research things to do on your vacation before you visit Overlook Mountain Trailhead.


Hunter Mountain Catskill Mountains Kaaterskill Falls Bard College Copperhood Retreat & Spa Ulster Performing Arts Center Saugerties Lighthouse Hudson Valley Mall Emerson Place Kaleidoscope Forsyth Park Bethel Woods Museum Opus 40 The Clermont Mansion Esopus Bend Nature Preserve Karma Triyana Dharmachakra Monastery HITS-on-the-Hudson Woodstock Golf Club Woodstock Public Library Bailiwick Ranch and Discovery Zoo Poet's Walk Park