180+ Vacation Rentals Near Overlook Mountain Trailhead |
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  3. Kingston
  4. Overlook Mountain Trailhead

Luxury Cruises - Vacation Rentals in Overlook Mountain Trailhead

Property Image From $747
         

9.8 (101 Reviews)
House
Family-Friendly Retreat Close to Town w/Heated Pool & Hot Tub on 3 Acres
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $132
         

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10.0 (1 Review)
Apartment
Private countryside apartment suite 1.5 miles to Woodstock
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Property Image From $274
         

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10.0 (8 Reviews)
House
House ∙ 1 bedroom ∙ 3 guests
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $209
         

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9.6 (83 Reviews)
House
The Herwood Inn
  • Air Conditioner
  • Parking
  • TV

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Property Image From $264
         

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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Property Image From $272
         

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9.3 (4 Reviews)
House
Cozy Woodstock Home with Fire Pit!
  • Air Conditioner
  • Parking
  • Accessibility

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Property Image From $210
         

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10.0 (7 Reviews)
House
House ∙ 1 bedroom ∙ 4 guests
  • Air Conditioner
  • Pet Friendly
  • Sports/Activities

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Property Image From $256
         

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8.4 (155 Reviews)
Bed & Breakfast
Morning Glory B n B Woodstock NY
  • Parking
  • Balcony/Terrace
  • Security/Safety

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Property Image From $311
         

10.0 (65 Reviews)
House
Pet Friendly Cabin Doh-Ray up @ 1500 ft
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $199
         

8.5 (56 Reviews)
Bed & Breakfast
Morning Glory B&B
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $280
         

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10.0 (5 Reviews)
House
House ∙ 2 bedrooms ∙ 4 guests
  • Air Conditioner
  • Parking
  • View

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Property Image From $223
         

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9.8 (174 Reviews)
Hotel
Twin Gables of Woodstock
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $373
         

9.8 (120 Reviews)
Cottage
Private Home ~ All Yours ~ In town ~ fenced in yard ~ Pets welcome!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $363
         

9.5 (66 Reviews)
Hotel
The Herwood Inn
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $267
         

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8.0 (9 Reviews)
House
House ∙ 1 bedroom ∙ 4 guests
  • Pet Friendly
  • Sports/Activities
  • Bedding/Linens

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Property Image From $329
         

10.0 (12 Reviews)
Cottage
Tannery Brook Cottage: Terraced Garden with Patio, Cascade and Fire Pit.
  • Air Conditioner
  • Parking
  • TV

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Property Image From $169
         

9.4 (157 Reviews)
Hotel
Twin Gables of Woodstock
  • Air Conditioner
  • Parking
  • Balcony/Terrace

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Property Image From $532
         

10.0 (67 Reviews)
House
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
  • Parking
  • Pet Friendly
  • Pool

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Property Image From $245
         

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9.2 (184 Reviews)
Hotel
Woodstock Way Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $242
         

10.0 (253 Reviews)
Cottage
Streamside Cottage Half Mile to Town of Woodstock
  • Air Conditioner
  • Parking
  • TV

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Property Image From $358
         

10.0 (187 Reviews)
House
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
  • Air Conditioner
  • Parking
  • TV

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Property Image From $384
         

10.0 (169 Reviews)
Cottage
TOP RATED Romantic rustic luxury + flowing stream + walk to town = Brook Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $439
         

10.0 (132 Reviews)
House
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $320
         

10.0 (121 Reviews)
Cottage
TOP-RATED! Pristine style+romantic luxury+firepit+walk to town=Brook Cottage Too
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Luxurycruises makes it easy to compare the best listings on Luxurycruises homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Luxurycruises 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

Luxurycruises 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