Holiday Rentals in Madison
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
45 rentals in Madison.
Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Direct waterfront renovated cottage.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
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New Madison Beach House Ocean front, Nearby Walking Trail, Private Beach
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 4
Match: Sleeps
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Birdsong - Relaxation, Activities & Culture In Quaint Shoreline Town
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Estate Home - Beach and Shared Pool East
Holiday Rental House
9 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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Ideal Madison Beach House
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family-friendly cottage in a quiet neighborhood
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family house near Hammonasset beach state park
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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4 Bedroom Colonial w/ In Ground pool South Madison CT: 74 Hull Rd
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Newly Renovated Carriage House Near Town & Beaches!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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4 bedroom Home- steps to sandy beach and walk to town
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Classic Family Beach Cottage!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Adorable Cottage close to Beaches and Town
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1860's Colonial House Near Downtown and Beaches!
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Madison, CT - Coastal Modern Farmhouse w/Outdoor Kitchen & Large Fenced in Patio
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lovely summer cottage. Steps to the water, The Beach Club, and close to town.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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2 bedroom Apartment Brand New Listing Close to Beach & Downtown!
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Estate Home-Beach and Shared Pool - West
Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps
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Beautiful Beach Home and Garden Paradise
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Family Friendly Beach Cottage With Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Classic shoreline cottage 5-minute walk to the beach, Madison CT private beach
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sundrenched 5 BR Home w/ Private Dock Near Beaches
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lovely Cottage By The Beach With Spectacular Views Of The Long Island Sound
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Private Beachfront House in Madison CT - Sleeps 8 - Rare
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beach house with panoramic views of the water
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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We have only a few dates left this season.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beach Cottage available July and August
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Steps to beach; walk to town - premium weeks still available!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Charming Honeymoon Beach Cottage Steps Away from East Wharf Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Madison Home on lovely 1.2 acre setting and 5 minutes to private beach.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The River House South of Route 1 in Madison!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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1 Block from Water - Welcoming 4 Bedroom Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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renovated 2 bedroom cozy apartment
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Spacious Antique Farm House
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Charming summer home just steps from the beach!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Summer Cottage in quiet Condo Community
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Great 3BD/2BA Sunny Ranch with Private Beach and Large Yard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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August Rental- Summer Getaway
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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1.5 Acres Gorgeous 1860s Colonial House & Carriage Apartment
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Downtown home - walk to stores, restaurants, beaches, golf, and train station.
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Madison, CT - Coastal Modern House w/ Private Beach & Large Fenced in Backyard
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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7 Min Walk from Water: Cheerful 4 Bedroom Home
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Charming Madison Retreat ~ 3 Mi to Beaches!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Showing results 1-45 of 45
Frequently Asked Questions about Madison
- Yes, here are some popular holiday rentals in Madison that have a pool:
- Spacious Antique Farm House
- 2 bedroom Apartment Brand New Listing Close to Beach & Downtown!
- Charming summer home just steps from the beach!
- Yes, here are some popular holiday rentals in Madison that have internet access:
- 2 bedroom Apartment Brand New Listing Close to Beach & Downtown!
- Charming summer home just steps from the beach!
- Secluded Family Friendly Beach Cottage With Beach
- The best pet friendly rentals in Madison are:
- Madison Beach House Just Steps To Private Beach On LI Sound at 11 Pent Rd
- Classic Updated Beachfront Beauty with Stunning Waterviews and Private Beach
- Madison Beach House Just Steps To Private Beach On LI Sound At 7 Pent Rd
- Some of the most popular kid friendly rentals in Madison are:
- 2 bedroom Apartment Brand New Listing Close to Beach & Downtown!
- Secluded Family Friendly Beach Cottage With Beach
- 4 Bedroom Colonial w/ In Ground pool South Madison CT: 74 Hull Rd