Winters Vacations Rentals - Vacation Rentals in Southwest Beach

1 Mi to Beach: Cape Code Family Retreat w/Patio From US $1,216
         

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10.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Fireplace/Heating
Sea Crest Beach Resort From US $251
         

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8.0 (276 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Walk to 2 Beaches! Group-Friendly Pocasset Home From US $189
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • View
Hen Cove Home w/Wood Deck - Walk to Beaches! From US $543
         

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New
Cottage
  • Air Conditioner
  • TV
  • Security/Safety
Cataumet Cottage From US $263
         

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9.4 (5 Reviews)
House
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Beautiful Hen Cove - Book Your 2026 Trip From US $602
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Walk to 2 Beaches! Group-Friendly Pocasset Home From US $246
         

10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Private Pickleball Court, Walk to Hen Cove From US $965
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Sun & Serenity at A Wave From It All From US $552
         

10.0 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
1.2 Acre Estate | Pool | Close to Beaches | Games From US $1,761
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Coastal Cottage in Pocasset - 0.5 mile to beach From US $420
         

10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Short walk to Old Silver Beach! From US $809
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Old Silver Beach House: BBQ, Bikes, WoodFirepit Fun! From US $773
         

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

Weather in Southwest Beach

View the weather forecast for Southwest Beach before booking your Southwest Beach 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

Southwest Beach Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 267 in the Southwest Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Southwest Beach.