Middletown, NY 10940, USA Vacation Rentals

United States New York Middletown vacation rental compare prices direct by owner 36493842

Casa Manzara - Mountain Top Views, Pool & Hot Tub

4.8 (17)

5 Bedrooms • 10 Guests

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United States New York Middletown vacation rental compare prices direct by owner 2056995

5Bdrm Estate/Tennis near LegoLand

5.0 (72)

5 Bedrooms • 12 Guests

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United States New York Middletown vacation rental compare prices direct by owner 29856335

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes

4.9 (90)

2 Bedrooms • 4 Guests

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United States New York Goshen vacation rental compare prices direct by owner 27386148

The Reservoir Home Near winery’s and Legoland

4.9 (119)

4 Bedrooms • 10 Guests

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United States New York Middletown vacation rental compare prices direct by owner 24205403

Rustic Stone Cottage | Hot Tub | Near West Point

4.8 (96)

2 Bedrooms • 4 Guests

$333 avg/night

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United States New York Middletown vacation rental compare prices direct by owner 38414550

Pinnacle Pointe | Year-Round Pool Spa Lake Theater

4.9 (12)

7 Bedrooms • 16 Guests

$6,303 avg/night

United States New York Middletown vacation rental compare prices direct by owner 40379549

Soak & Swoon | Romantic Tiny House with Jacuzzi.

4.2 (42)

1 Bedroom • 2 Guests

$221 avg/night

United States New York Slate Hill vacation rental compare prices direct by owner 516595

Stone Oak Tree Farm Canaan Fir Room

5.0 (112)

1 Bedroom • 2 Guests

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United States New York Slate Hill vacation rental compare prices direct by owner 1277259

Stone Oak Tree Farm White Spruce Rm

5.0 (41)

1 Bedroom • 2 Guests

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United States New York Middletown vacation rental compare prices direct by owner 43160147

Charming Upstate New York Inn Cozy Suite #202

5.0 (47)

1 Bedroom • 2 Guests

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United States New York Slate Hill vacation rental compare prices direct by owner 307685

Stone Oak Tree Farm Blue Spruce Rm.

4.9 (36)

1 Bedroom • 2 Guests

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United States New York Middletown vacation rental compare prices direct by owner 8138770

Historic Meets Modern 1900 Farmhouse Plus

4.9 (91)

4 Bedrooms • 7 Guests

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United States New York Middletown vacation rental compare prices direct by owner 15642474

8 Person Glamping Tent- Woodsie

4.9 (47)

1 Bedroom • 8 Guests

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United States New York Middletown vacation rental compare prices direct by owner 305263

Private Pool House on 8.5 Acre Estate

4.9 (32)

1 Bedroom • 4 Guests

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United States New York Middletown vacation rental compare prices direct by owner 1881962

Hudson Valley Log Cabin with Lake Access & View

4.9 (109)

3 Bedrooms • 6 Guests

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United States New York Goshen vacation rental compare prices direct by owner 15568210

Great Goshen Get-Away close to Legoland!

4.9 (113)

2 Bedrooms • 6 Guests

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United States New York Middletown vacation rental compare prices direct by owner 7756900

Family and Friends Farm House

4.9 (42)

4 Bedrooms • 8 Guests

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United States New York Middletown vacation rental compare prices direct by owner 38233338

Wooded A-Frame | Deck, Firepit & Forest Views

4.9 (42)

3 Bedrooms • 6 Guests

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United States New York Middletown vacation rental compare prices direct by owner 8267934

Spacious Comfy Family Friendly Home

5.0 (1)

2 Bedrooms • 5 Guests

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United States New York Middletown vacation rental compare prices direct by owner 23900676

Waterlily-Best glamping experience, Middletown ny

5.0 (2)

1 Bedroom • 6 Guests

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United States New York Middletown vacation rental compare prices direct by owner 24113436

1 bedroom available in a 2 bedroom apartment

5.0 (2)

1 Bedroom • 1 Guest

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United States New York Goshen vacation rental compare prices direct by owner 24556829

2 Unit Condo Minutes from Lego Land

5.0 (2)

4 Bedrooms • 10 Guests

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United States New York Middletown vacation rental compare prices direct by owner 25208029

Bliss - beautiful Glamping experience in Middletown, NY

5.0 (1)

1 Bedroom • 5 Guests

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United States New York Middletown vacation rental compare prices direct by owner 27314593

9 per. max glamping tent POND VIEW

5.0 (1)

1 Bedroom • 7 Guests

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United States New York Middletown vacation rental compare prices direct by owner 28388664

9 person glamping tent- mystic

5.0 (5)

1 Bedroom • 9 Guests

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