Best price vacation rentals in Madison, CT 06443, USA • 150 Listings
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Madison, CT 06443, USA Vacation Rentals | 

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United States Connecticut Clinton vacation rental compare prices direct by owner 203239
5.0 (34)
The Perfect Family Beachfront Cottage The Viola Cottage
Up to 7 guests
Vrbo$450
Airbnb
Booking.com
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United States Connecticut Old Saybrook vacation rental compare prices direct by owner 23634529
Property Manager
4.5 (11)
'Grandma's Cottage' w/ Sunroom: Walk to Beach
Up to 5 guests
Vrbo$195
Booking.com$243
Property Manager
Airbnb
Average Nightly Rate
United States New York Southold vacation rental compare prices direct by owner 3260003
5.0 (33)
BEAUTIFUL BEACHFRONT GETAWAY
Up to 7 guests
Vrbo$950
Airbnb
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 12443952
5.0 (2)
Available July 1, 2025 2 week or monthly.
Up to 4 guests
Vrbo$337
Airbnb
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 13070909
5.0 (38)
Waterfront Beach House with pool
Up to 8 guests
Vrbo$1,049
Airbnb
Average Nightly Rate
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United States New York Southold vacation rental compare prices direct by owner 24963230
5.0 (2)
Cozy Long Island Escape
Up to 10 guests
Vrbo$691
Airbnb
Average Nightly Rate
United States Connecticut East Hampton vacation rental compare prices direct by owner 33071395
5.0 (4)
The Little Nest-Cozy & Adorable cottage just a short walk to Lake Pocotopaug!
Up to 4 guests
Vrbo$293
Airbnb
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United States New York Southold vacation rental compare prices direct by owner 33333809
5.0 (2)
Waterfront property, dock, views
Up to 8 guests
Vrbo$1,001
Airbnb
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 36082391
5.0 (4)
Waterfront home surrounded by stunning water views.
Up to 6 guests
Vrbo$957
Airbnb
Average Nightly Rate

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United States Connecticut Middletown vacation rental compare prices direct by owner 36506901
5.0 (4)
New hot tub & outdoor TV! 3 bedroom apt dwntn Middletown, across from Wesleyan
Up to 7 guests
Vrbo$337
Airbnb
Average Nightly Rate
United States Connecticut Clinton vacation rental compare prices direct by owner 28071737
4.9 (20)
Clinton Beach Bungalow #4 Waterside Landing
Up to 2 guests
Vrbo$377
Airbnb
Average Nightly Rate
United States Connecticut Old Saybrook vacation rental compare prices direct by owner 6651206
4.9 (43)
Beach community with private beaches.
Up to 6 guests
Vrbo$383
Airbnb
Average Nightly Rate
United States Connecticut Clinton vacation rental compare prices direct by owner 11577853
4.9 (20)
Remodeled 4 BR Waterfront Beach House with all the Comforts of Home...and more!
Up to 8 guests
Vrbo$453
Airbnb
Average Nightly Rate
United States Connecticut Guilford vacation rental compare prices direct by owner 33206448
4.9 (28)
1930's Cottage on Tuttles Point
Up to 8 guests
Vrbo$419
Airbnb
Average Nightly Rate
United States New York Southold vacation rental compare prices direct by owner 220018
4.7 (3)
Lovely, Serene and Stylish Country Cottage
Up to 4 guests
Vrbo$440
Airbnb
Average Nightly Rate
United States Connecticut Old Saybrook vacation rental compare prices direct by owner 28135219
4.5 (2)
Saltwater Gospel-Indian Town, Old Saybrook CT
Up to 4 guests
Vrbo$310
Airbnb
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 28811366
4.5 (2)
Fun and Relaxing Madison Game Room Retreat
Up to 8 guests
Vrbo$480
Airbnb
Average Nightly Rate
United States New York East Hampton vacation rental compare prices direct by owner 21578065
0.0 (0)
Cabin Deck House - Formidable Cabin in Laurel Island
Up to 10 guests
Vrbo$495
Booking.com$826
Average Nightly Rate
United States Connecticut Guilford vacation rental compare prices direct by owner 275758
5.0 (21)
Quiet 2 bedroom summer haven overlooking beautiful West River
Up to 4 guests
Vrbo$293
Average Nightly Rate
United States Connecticut Madison vacation rental compare prices direct by owner 281723
5.0 (27)
Ideal Madison home just steps to the beach
Up to 8 guests
Vrbo$667
Average Nightly Rate
United States New York Southold vacation rental compare prices direct by owner 347357
5.0 (8)
Bayfront Vacation Home in Southold, 5 Bedrooms
Up to 8 guests
Vrbo$734
Average Nightly Rate
United States Connecticut Branford vacation rental compare prices direct by owner 362866
5.0 (60)
Gorgeous Victorian direct ocean front single family six bedroom, ten rooms
Up to 12 guests
Vrbo$677
Average Nightly Rate
United States Connecticut Guilford Center vacation rental compare prices direct by owner 414230
5.0 (42)
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Up to 8 guests
Vrbo$868
Average Nightly Rate
United States Connecticut East Haddam vacation rental compare prices direct by owner 444565
5.0 (14)
Magnificent Victorian Mansion on Bashan Lake Connecticut DIRECT LAKEFRONT
Up to 21 guests
Vrbo$1,023
Average Nightly Rate
United States Connecticut Branford vacation rental compare prices direct by owner 458825
5.0 (27)
Branford-Pine Orchard Beach
Up to 6 guests
Vrbo$457
Average Nightly Rate
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  3. Madison Vacation Rental Price Comparison

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