The Cabins In Hope - Vacation Rentals in Cockaponset State Forest

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From US $294

         

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10.0 (3 Reviews)

Apartment

The Millhouse Downtown Chester

• Air Conditioner
• Parking
• View

• Old Saybrook
• Chester Center

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From US $210

         

10.0 (58 Reviews)

House

Autumn and Winter at the Haddam House

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Haddam

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From US $190

         

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10.0 (1 Review)

Bed & Breakfast

Higganum House B&B

• Air Conditioner
• Parking
• Balcony/Terrace

• Old Saybrook
• Higganum

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From US $1,395

         

10.0 (1 Review)

House

River Front Home Good for Family and Groups

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• East Haddam

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From US $1,083

         

10.0 (47 Reviews)

House

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

• Air Conditioner
• Parking
• Pool

• Old Saybrook
• East Haddam

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From US $153

         

9.6 (102 Reviews)

Cabin

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• East Haddam

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From US $215

         

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10.0 (1 Review)

House

Cottage-Chic Retreat Less Than 1 Mi to Connecticut River!

• Parking
• Security/Safety
• Fireplace/Heating

• Old Saybrook
• East Haddam

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From US $339

         

10.0 (44 Reviews)

House

Stunning Artisan Waterfall Escape [Walk to Downtown]

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Chester Center

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From US $967

         

10.0 (2 Reviews)

House

Luxe Lake House in Connecticut

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Higganum

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From US $256

         

10.0 (28 Reviews)

Apartment

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Higganum

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From US $374

         

10.0 (20 Reviews)

House

Beach house available July 6th-25th 2026

• Air Conditioner
• Parking
• TV

• Connecticut
• Middlesex County

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From US $218

         

10.0 (15 Reviews)

Cottage

Updated cottage "Beriozka" on Cedar Lake

• Air Conditioner
• TV
• Balcony/Terrace

• Old Saybrook
• Chester

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From US $201

         

10.0 (13 Reviews)

Apartment

Quiet Killingworth Rental w/Deck & Grill!

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Killingworth

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From US $2,305

         

10.0 (7 Reviews)

House

Luxury One-of-a-kind Waterfront Estate w/Pool, Spa, Tennis & Pond Access

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Killingworth

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From US $556

         

10.0 (7 Reviews)

House

Waterfront oasis 4 bdr house in Old Saybrook direct waterfront amazing sunsets

• Air Conditioner
• Parking
• Pool

• Connecticut
• Middlesex County

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From US $262

         

10.0 (6 Reviews)

Apartment

The little Chestnut. A charming historic apartment in Downtown Chester

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Chester Center

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From US $215

         

10.0 (4 Reviews)

Cottage

The little cottage on the ct river

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Haddam

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From US $273

         

10.0 (2 Reviews)

House

Cottage-Chic Retreat < 1 Mi to Connecticut River!

• Air Conditioner
• Parking
• TV

• Old Saybrook
• East Haddam

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From US $233

         

10.0 (1 Review)

Cottage

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Killingworth

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From US $232

         

9.8 (24 Reviews)

House

Connecticut Colonial with River and Sunset Views!

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• East Haddam

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From US $316

         

9.8 (23 Reviews)

House

The Millhouse Downtown Chester

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Chester Center

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From US $428

         

9.6 (15 Reviews)

House

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• East Haddam

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From US $299

         

9.6 (9 Reviews)

House

Lake Front home, dock w/2 kayaks, firepit, grill, pedal boat. Lv2 EV charger

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Higganum

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From US $343

         

9.6 (4 Reviews)

House

Pet-Friendly Getaway in Historic East Haddam Homenn

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• East Haddam

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