Trips to Essex Steam Train

Plan Your Next Trip to Essex Steam Train and explore unforgettable sights, local flavors, and exciting experiences.

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From $259

         

10.0 (64 Reviews)

Cottage

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

• Air Conditioner
• Parking
• TV

• Connecticut
• Old Saybrook

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From $285

         

|

8.0 (1 Review)

House

Saybrook Manor Beach House

• Air Conditioner
• Parking
• View

• Old Saybrook
• Saybrook Manor

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From $172

         

10.0 (44 Reviews)

House

130 m² House ∙ 2 bedrooms ∙ 4 guests

• 1399 ft² House
• Air Conditioner
• Parking
• TV

• Old Saybrook
• Essex

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From $246

         

|

9.8 (165 Reviews)

Bed & Breakfast

Westbrook Inn B&B

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $411

         

9.8 (47 Reviews)

House

Relaxing summer rental, walking distance to the beach, short ride to the outlets

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $294

         

|

10.0 (2 Reviews)

Apartment

The Millhouse Downtown Chester

• Air Conditioner
• Parking
• View

• Old Saybrook
• Chester Center

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From $368

         

10.0 (24 Reviews)

House

83 m² House ∙ 2 bedrooms ∙ 4 guests

• 893 ft² House
• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $280

         

|

9.6 (233 Reviews)

Bed & Breakfast

The Captain Stannard

• Air Conditioner
• Parking
• View

• Old Saybrook
• Westbrook Center

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From $332

         

9.6 (4 Reviews)

Cottage

Now with TV - Relax in our 3-bedroom Westbrook cottage at West Beach

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $474

         

|

10.0 (1 Review)

House

Charming Old Saybrook Cottage Less Than 1 Mi to Beach

• Parking
• Security/Safety
• Guest Services

• Connecticut
• Old Saybrook

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From $312

         

10.0 (17 Reviews)

Cottage

130 m² Cabin ∙ 4 bedrooms ∙ 5 guests

• 1399 ft² Cottage
• Air Conditioner
• Parking
• TV

• Connecticut
• Old Saybrook

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From $302

         

|

9.4 (18 Reviews)

Bed & Breakfast

James Pharmacy Bed & Breakfast

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Old Saybrook Center

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From $310

         

9.8 (109 Reviews)

Cottage

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

• Air Conditioner
• Parking
• Pool

• Old Saybrook
• Westbrook Center

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From $301

         

|

9.8 (5 Reviews)

House

Great Hammock Getaway

• Air Conditioner
• Parking
• TV

• Connecticut
• Old Saybrook

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From $200

         

New

House

Lovely 3 BR Beach house with beach just a 1 block walk away

• Air Conditioner
• Balcony/Terrace
• Security/Safety

• Old Saybrook
• Saybrook Manor

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From $168

         

|

9.5 (8 Reviews)

Apartment

Cozy apartment, private beach & jacuzzi

• Air Conditioner
• Parking
• View

• Old Saybrook
• Westbrook Center

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From $457

         

10.0 (71 Reviews)

House

UPDATED HOME, king+queen beds, AC, 5 min walk to beach, 1 min to Waters Edge

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $263

         

9.4 (5 Reviews)

Bed & Breakfast

The Captain Stannard

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $626

         

10.0 (67 Reviews)

House

Brand New, Villa Je t’aime, Across the Street from the beach, Sleeps 6 adults

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Westbrook Center

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From $119

         

|

9.1 (35 Reviews)

Bed & Breakfast

Westbrook Inn Bed and Breakfast

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Westbrook Center

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From $473

         

10.0 (63 Reviews)

House

Spacious yard and view of Long Island Sound- walk to secluded beach!

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Westbrook Center

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From $460

         

|

9.0 (3 Reviews)

House

Cozy Westbrook Vacation Rental - Walk to Beach!

• Parking
• View
• Accessibility

• Old Saybrook
• Westbrook Center

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From $513

         

10.0 (47 Reviews)

Cabin

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Killingworth

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From $511

         

10.0 (46 Reviews)

House

Spacious And Luxurious Beach Home Steps From The Water

• Air Conditioner
• Parking
• TV

• Connecticut
• Old Saybrook

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