Weekendgetaways - Vacation Rentals in Oak Summit Vineyard

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From $430

         

9.8 (59 Reviews)

House

Enjoy pool time at our spacious home; minutes from the village of Millbrook!

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $215

         

8.4 (49 Reviews)

Bed & Breakfast

Millbrook Country House

• Air Conditioner
• Parking
• View

• Poughkeepsie
• Millbrook

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From $251

         

3.0

Bed & Breakfast

Bed and breakfast ∙ 3 guests

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $224

         

|

9.0 (77 Reviews)

Bed & Breakfast

Millbrook Country House Bed & Breakfast

• Air Conditioner
• Parking
• Balcony/Terrace

• Poughkeepsie
• Millbrook

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From $109

         

10.0 (38 Reviews)

Apartment

Apartment in scenic Hudson Valley New York

• Air Conditioner
• Parking
• TV

• New York
• Verbank

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From $652

         

|

10.0 (5 Reviews)

Hotel

The Millbrook Inn

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Millbrook

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From $775

         

10.0 (15 Reviews)

House

Tower Hill - Hilltop Country Retreat with Panoramic Views

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Wassaic

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From $160

         

9.6 (9 Reviews)

Hotel

The Lagrange Inn & Extended Stay

• Air Conditioner
• Parking
• Security/Safety

• Poughkeepsie
• Pleasant Valley

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From $164

         

10.0 (13 Reviews)

Apartment

Be our guest at The Nest!

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Pleasant Valley

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From $961

         

10.0 (9 Reviews)

House

Private Tudor style 5 bedroom home in country setting.

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $189

         

10.0 (5 Reviews)

RV Rental

Rare, peaceful glamping, hot shower, mini golf near appalachian trail

• Parking
• Pet Friendly
• TV

• Poughkeepsie
• Dover Plains

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From $927

         

10.0 (4 Reviews)

House

Silver 1780 Millbrook Classic

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• Dover Plains

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From $176

         

10.0 (3 Reviews)

RV Rental

Glamping, family fun, pet friendly

• Parking
• Pet Friendly
• TV

• Poughkeepsie
• Dover Plains

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From $174

         

10.0 (3 Reviews)

RV Rental

Campers Paradise, cozy tents, hot tub, free EV charger. Pet friendly

• Parking
• Pet Friendly
• TV

• Poughkeepsie
• Dover Plains

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From $613

         

10.0 (1 Review)

House

Steps to the Delightful Village of Millbrook ☆ Fun Family Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $419

         

10.0 (1 Review)

Cottage

Charming & Great Location!

• Air Conditioner
• Parking
• TV

• New York
• Middle Hope

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From $300

         

9.2 (14 Reviews)

Cottage

Pet-friendly Cottage at Historic Millbrook Farm Estate

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $867

         

9.0 (2 Reviews)

House

Fabulous 4 Season Resort Home on the Ten Mile River

• Air Conditioner
• Parking
• Pool

• Poughkeepsie
• Dover Plains

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New

From $1,753

         

New

Cabin

Stunning Modern Artistically Crafted Lodge. 50 pristine acres with 9ac pond/pool

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Poughkeepsie
• Pleasant Valley

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From $342

         

New

Apartment

Charming 3-bedroom apartment on 2nd floor in Millbrook NY, right in the village

• Air Conditioner
• Parking
• Balcony/Terrace

• Poughkeepsie
• Millbrook

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From $250

         

New

House

Country Cottage - Hudson Valley - Millbrook Area

• Air Conditioner
• Parking
• TV

• Poughkeepsie
• Pleasant Valley

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From $882

         

9.4 (13 Reviews)

House

Historic, Converted Mill w/Beautiful Waterfall & Stream, 2 hr drive from NYC

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Salt Point

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From $356

         

10.0 (63 Reviews)

House

The Beech House - Light, Open, Stunning Views, in the heart of the Hudson Valley

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Millbrook

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From $1,260

         

10.0 (59 Reviews)

Cabin

SLEEPS 10, BEAUTIFUL AND QUIET CABIN, ONLY 15 MINUTES FROM MANY WEDDING VENUES.

• Air Conditioner
• Parking
• Pet Friendly

• Poughkeepsie
• Dover Plains

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