158+ Vacation Rentals Near Penfield Beach |
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Cruise Vacations - Vacation Rentals in Penfield Beach

Property Image From $599
         

10.0 (33 Reviews)
Cottage
Charming Fairfield Beach 3BR 2BA Cottage By The Sea
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $141
         

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9.5 (4 Reviews)
Apartment
Chic Stay w/ King Bed/Near Beardsley Zoo/Free Parking
  • Air Conditioner
  • Parking
  • Child Friendly

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Property Image From $666
         

New
House
186 m² House ∙ 5 bedrooms ∙ 12 guests
  • 2002 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $267
         

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9.0 (74 Reviews)
Apartment
DUNE Fairfield Beach
  • Air Conditioner
  • Parking
  • TV

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Property Image From $273
         

10.0 (94 Reviews)
Cottage
Westport "Gold Coast" across from Southport beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $176
         

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10.0 (2 Reviews)
Apartment
Sunny & Spacious 2BD 1BA WFH Apt-Huge Yard & Patio
  • Air Conditioner
  • Parking
  • View

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Property Image From $485
         

New
House
121 m² House ∙ 3 bedrooms ∙ 6 guests
  • 1302 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $376
         

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9.4 (435 Reviews)
Hotel
Delamar Southport
  • Air Conditioner
  • Parking
  • TV

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Property Image From $182
         

10.0 (76 Reviews)
Apartment
Sunny Westport Studio Apt. Above Historic Mill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $596
         

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10.0 (1 Review)
Apartment
Modern 3-Bdrm Apt in Black Rock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $370
         

New
House
141 m² House ∙ 3 bedrooms ∙ 7 guests
  • 1517 ft² House
  • Air Conditioner
  • Parking
  • Security/Safety

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Property Image From $188
         

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9.0 (1401 Reviews)
Hotel
The Circle Hotel Fairfield
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $433
         

10.0 (22 Reviews)
House
Stay at Black Rock Harbor
  • Air Conditioner
  • Parking
  • TV

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Property Image From $307
         

9.7 (3 Reviews)
House
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min to NYC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $307
         

10.0 (19 Reviews)
House
Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $390
         

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9.5 (4 Reviews)
Apartment
Sunny Westport Studio Apt. Above Historic Mill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $236
         

10.0 (19 Reviews)
Apartment
Sunny Westport 2 BR Retreat above Historic Mill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $393
         

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9.5 (2 Reviews)
Apartment
Sunny Westport 2 BR Retreat above Historic Mill
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $549
         

10.0 (18 Reviews)
House
Top Rated Gem, Fire Pit, Near Beach, Fairfield U, 90 min to NYC
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $295
         

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9.3 (4 Reviews)
Apartment
Cozy condo with yard and patio. Long-stay discount available
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $544
         

10.0 (9 Reviews)
House
Bright Escape, Top-Rated Design, Fire pit, Near Beach
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $726
         

9.0 (2 Reviews)
House
Stay at Black Rock Harbor
  • Air Conditioner
  • Parking
  • View

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Property Image From $260
         

10.0 (5 Reviews)
Apartment
Modern 2 Bedroom in Black Rock
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $437
         

10.0 (4 Reviews)
House
Stareway to Heaven Su
  • Air Conditioner
  • Pet Friendly
  • TV

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

Weather in Penfield Beach

View the weather forecast for Penfield Beach before booking your Penfield 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

Top Attractions Around Penfield Beach, CT

Cruisevacations offers a large selection of top attractions around Penfield Beach. Research things to do on your vacation before you visit Penfield Beach.


Fairfield University Norwalk Maritime Aquarium Sacred Heart University Webster Bank Arena Historic South Norwalk Compo Beach Westport Country Playhouse Jennings Beach Walnut Beach Beardsley Zoo Norwalk City Hall Seaside Park Fairfield Theater Company Bridgeport Downtown South Historic District Short Beach Silver Sands State Park Country Club of Fairfield The Maritime Aquarium Levitt Pavilion Lucius Pond Ordway / Devil's Den Preserve