4+ Vacation Rentals Near Oak Summit Vineyard |
  1. USA
  2. New York
  3. Poughkeepsie
  4. Oak Summit Vineyard

Marthas Vineyard Cottages - Vacation Rentals in Oak Summit Vineyard

Charming & Great Location! From US $382
         

10.0 (4 Reviews)
Cottage
Charming & Great Location!
  • Air Conditioner
  • Parking
  • TV

View Availability
Pet-friendly Cottage at Historic Millbrook Farm Estate From US $272
         

9.2 (14 Reviews)
Cottage
Pet-friendly Cottage at Historic Millbrook Farm Estate
  • Air Conditioner
  • Parking
  • Pet Friendly

View Availability
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP From US $133
         

9.6 (68 Reviews)
Cottage
The Lucky Goat, a quiet country cottage about an hour from NYC, just off the TSP
  • Air Conditioner
  • Parking
  • Pool

View Availability
Light-Filled Cottage with Pool on Private 5 Acres From US $664
         

10.0 (2 Reviews)
Cottage
Light-Filled Cottage with Pool on Private 5 Acres
  • Air Conditioner
  • Pool
  • View

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

Weather in Oak Summit Vineyard

View the weather forecast for Oak Summit Vineyard before booking your Oak Summit Vineyard 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 Oak Summit Vineyard, NY

Marthasvineyardcottages offers a large selection of top attractions around Oak Summit Vineyard. Research things to do on your vacation before you visit Oak Summit Vineyard.


Vassar College Omega Institute Stormville Airport Antique Show & Flea Market Millbrook Vineyards and Winery Innisfree Garden Eleanor Roosevelt National Historic Site Trevor Zoo Big Bear Ziplines Overlook Drive-In Theater Orvis Sandanona Shooting Grounds Beekman Golf Course Richard L. Skimin Memorial Baseball Field Morrison Gallery Bull's Bridge James Baird State Park Macedonia Brook State Park Institute of Ecosystem Studies Seven Hearths Museum Wing's Castle Clinton Vineyards

Oak Summit Vineyard Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Oak Summit Vineyard?

There are a lot of options in Oak Summit Vineyard. If you plan on staying in the Oak Summit Vineyard area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oak Summit Vineyard:

How many vacation rentals are available in Oak Summit Vineyard?

Currently, the total number of properties listed in 2026 is over 4 in the Oak Summit Vineyard area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oak Summit Vineyard.