Old Mansions - Vacation Rentals in Anna Mia's

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From US $692

         

10.0 (84 Reviews)

Cottage

Direct waterfront renovated cottage.

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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From US $331

         

|

9.8 (99 Reviews)

Bed & Breakfast

The Homestead

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison Center

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From US $368

         

|

10.0 (89 Reviews)

Bed & Breakfast

The Homestead

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison Center

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From US $806

         

10.0 (68 Reviews)

House

New Madison beach house - Ocean front- Great views- booking Summer 2025

• Air Conditioner
• Parking
• Pool

• Old Saybrook
• Madison

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From US $258

         

|

9.5 (43 Reviews)

Bed & Breakfast

Scranton Seahorse Inn

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison Center

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From US $282

         

|

9.4 (338 Reviews)

Hotel

Madison Beach Hotel

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison Center

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From US $357

         

10.0 (36 Reviews)

Apartment

Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison

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From US $450

         

|

4.5 (2 Reviews)

House

Waterfront Lakehouse Getaway in Clinton with HOT TUB

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Clinton

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From US $749

         

10.0 (11 Reviews)

House

1860's Colonial House Near Downtown and Beaches!

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison

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From US $841

         

10.0 (28 Reviews)

House

Ideal Madison home just steps to the beach

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison Center

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From US $1,110

         

10.0 (9 Reviews)

House

Rare! Private Beachfront House in Madison CT - Sleeps 8 - Last Min Availability

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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From US $647

         

10.0 (4 Reviews)

House

Coastal getaway with water views in every room

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison

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From US $1,173

         

10.0 (2 Reviews)

House

Beachfront home with heated pool

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison

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From US $1,087

         

9.8 (46 Reviews)

House

Waterfront Estate Home - Beach and Shared Pool - East

• Air Conditioner
• Parking
• Pool

• Old Saybrook
• Madison Center

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From US $465

         

9.8 (6 Reviews)

House

2 Mi to Dtwn: 2-Acre Retreat w/Large Yard!

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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From US $358

         

9.4 (58 Reviews)

House

Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Madison

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From US $804

         

6.8 (6 Reviews)

House

Waterfront Lakehouse in Clinton, CT with Hot Tub!

• Air Conditioner
• Parking
• Pet Friendly

• Old Saybrook
• Clinton

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From US $542

         

New

House

3-bedroom house on the Madison, CT shore with outstanding views of marsh.

• Air Conditioner
• Security/Safety
• Bedding/Linens

• Old Saybrook
• Madison Center

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From US $394

         

New

House

AVAILABLE JULY 2025nCharming 2 bedroom bungalow 1 block to the beach Madison CT

• Air Conditioner
• Pet Friendly
• Security/Safety

• Old Saybrook
• Madison

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From US $390

         

New

Cottage

Available July 1, 2025 2 week or monthly.

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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From US $293

         

New

Apartment

Beautiful Beachy Guesthouse, Antiques & Charm, 5 Min to Beach & Town

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison Center

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From US $604

         

10.0 (5 Reviews)

Cottage

Chill and relax. Or remote to work from the beach.

• Parking
• TV
• View

• Old Saybrook
• Madison

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From US $504

         

10.0 (41 Reviews)

House

Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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From US $595

         

10.0 (19 Reviews)

House

Beautiful Beach Home and Garden Paradise

• Air Conditioner
• Parking
• TV

• Old Saybrook
• Madison

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★ Pro Tip: Old Mansions makes it easy to compare the best listings on Old Mansions homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Old Mansions 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 Anna Mia's.