Sunset Island Ocean City - Vacation Rentals in Cobbler Mountain Cellars

Weekend getaway short distance from DC/Northern Virginia From US $273
         

10.0 (88 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Marriott Ranch Bed and Breakfast From US $169
         

|
9.3 (41 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
The Rooms Up There From US $255
         

|
9.4 (33 Reviews)
Bed & Breakfast
  • Business Services
  • Bedding/Linens
  • Wellness Facilities
Serenity Cabin In The Woods From US $236
         

9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Serenity Cabin In The Woods From US $240
         

10.0 (3 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Events & Concierge! 6BR Heated Pool Near Wineries From US $1,032
         

|
New
Apartment
  • Air Conditioner
  • View
  • Security/Safety
Spacious & Fun, Tranquil Get Away | 5BR, Sauna From US $617
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Grape & Vine Cottage · Luxury Main Street Retreat From US $462
         

The Woodward Cottage From US $287
         

10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • TV
Romantic African-Inspired Studio on Alpaca Farm – Under the Stars From US $451
         

House in Virginia’s Horse and Wine Country From US $426
         

10.0 (29 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Josephine's Cottage: Peaceful Getaway Near DC From US $332
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Winemakers Cottage at Barrel Oak Winery & Brewery From US $566
         

Historic Virginia Wine Country Villa w/Pool, Yard From US $970
         

7.6 (15 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Pro Tip: Sunsetislandoceancity makes it easy to compare the best listings on Sunsetislandoceancity homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sunsetislandoceancity 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 Cobbler Mountain Cellars.

Weather in Cobbler Mountain Cellars

View the weather forecast for Cobbler Mountain Cellars before booking your Cobbler Mountain Cellars 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

Cobbler Mountain Cellars Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Cobbler Mountain Cellars?
How many vacation rentals are available in Cobbler Mountain Cellars?

Currently, the total number of properties listed in 2026 is over 36 in the Cobbler Mountain Cellars area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Cobbler Mountain Cellars.