Haddam Rentals By Owner

There are a lot of options in Haddam. If you plan on staying in the Haddam area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Haddam:

• Autumn and Winter at the Haddam House
• You and your Family deserve a break. Relax and enjoy lake front living
• Stunning Artisan Waterfall Escape [Walk to Downtown]
• Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
• Charming Chester Retreat- Near Village Center
• Beach house available July 6th-25th 2026
• Cornfield Point Cottage
• Quiet Killingworth Rental w/Deck & Grill!
• Life on the Farm
• The little Chestnut. A charming historic apartment in Downtown Chester

There are many large, family-friendly vacation homes available in Haddam; however, here are the most popular family rentals listed on our site:

• Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
• Luxury One-of-a-kind Waterfront Estate w/Pool, Spa, Tennis & Pond Access
• Waterfront oasis 4 bdr house in Old Saybrook direct waterfront amazing sunsets
• OCEAN/BEACH FRONT, HUGE YARD, SUNSET VIEW
• Autumn and Winter at the Haddam House
• The Millhouse Downtown Chester
• Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
• You and your Family deserve a break. Relax and enjoy lake front living

Yes, there are 5 self-catering vacation homes in Haddam that have hot tubs, swimming pools, & other amenities.

There are more than 5 luxury villas and vacation homes in or near Haddam. Filter by price to compare find the most expensive places to stay on Hottubvacationrentals.

Yes, there are 5 pet friendly vacation homes and places to stays that are available in or near Haddam that you may consider.