Marthas Vineyard Cottages - Vacation Rentals in Caswell Beach

Oak Island Cottage: Minutes to Long Beach! From US $299
         

DOG FRIENDLY - Second Row .Ruff Life beach cottage. From US $463
         

10.0 (49 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Live Oak Cottage OKI Beach Retreat From US $125
         

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9.7 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Oak Island Home w/Fenced Yard, Walk to Long Beach From US $396
         

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9.0 (2 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Cottage by the Sea: Pagnotto Shellback House From US $115
         

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9.6 (42 Reviews)
House
  • Air Conditioner
  • Parking
  • View
/2 min. walk to the beach/The Grove @ OKI From US $325
         

10.0 (22 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Ocean front cottage From US $617
         

9.8 (32 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
New Listing | Cozy Cottage | Fully Fenced Yard From US $322
         

9.8 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
West End Gulls~ Guest Favorite ~ Beach Access ~ Astonishing Views From US $341
         

Oak Island Cottage: Minutes to Long Beach! From US $273
         

9.6 (19 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
The Inkwell ~ An Oak Island Gem From US $293
         

9.6 (10 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Cozy Cottage Walking Distance to the Beach With Coffee Bar From US $206
         

Cozy Beach Cottage DM for winter prices king beds From US $254
         

9.4 (14 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Timeless Oceanfront Cottage Near Pier with Grill & Fishing Station From US $478
         

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 Caswell Beach.

Weather in Caswell Beach

View the weather forecast for Caswell Beach before booking your Caswell Beach Vacation Rentals to confirm your best time to go.

December - February
High 67°F       Low 36°F
March - May
High 83°F       Low 40°F
June - August
High 91°F       Low 67°F
September - November
High 84°F       Low 39°F

Caswell Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Caswell Beach?
How many vacation rentals are available in Caswell Beach?

Currently, the total number of properties listed in 2026 is over 71 in the Caswell Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Caswell Beach.