Pacific Islands - Vacation Rentals in Chatham Vineyards

Indigo Studio Loft From US $98
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
SANDY HILL SUNSETS From US $252
         

10.0 (74 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Budget Inn From US $95
         

6.0 (240 Reviews)
Hotel
  • Designated Smoking Area
  • TV
  • Bedding/Linens
Stunning Chesapeake Bay Farmhouse w/Dock & Kayaks From US $956
         

Nassawadox Creek Waterfront Home with Private Pool From US $390
         

10.0 (64 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Budget Inn From US $67
         

5.6 (62 Reviews)
Hotel
  • Parking
  • Pet Friendly
  • Designated Smoking Area
Private Country Beach Retreat From US $570
         

10.0 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Stunning Chesapeake Bay Farmhouse w/Dock & Kayaks From US $603
         

Waterfront, Gorgeous 4 BDR, 3 BA Beautiful views & sunsets From US $735
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
The Waverly Tree House From US $418
         

10.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Chesapeake Bay Escape From US $295
         

New
House
  • Air Conditioner
  • Parking
  • TV
Share Splendid Sunsets Over the Beautiful Chesapeake Bay! From US $244
         

9.6 (75 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Chesapeake Bay Beach Cottage Private Silver Sandy Beach From US $296
         

Dreamers Bay From US $509
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Thelma’s Dawn Getaway! A true No Drama Zone From US $234
         

10.0 (159 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Waterfront Retreat with Private Dock From US $354
         

Indigo Studio Loft From US $87
         

9.8 (14 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Franktown Artist Cottage From US $105
         

8.4 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Pro Tip: Pacificislands makes it easy to compare the best listings on Pacificislands homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Pacificislands 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 Chatham Vineyards.

Weather in Chatham Vineyards

View the weather forecast for Chatham Vineyards before booking your Chatham Vineyards 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

Chatham Vineyards Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chatham Vineyards?
How many vacation rentals are available in Chatham Vineyards?

Currently, the total number of properties listed in 2026 is over 32 in the Chatham Vineyards area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chatham Vineyards.