
Vacation rentals in Madison
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Top-rated vacation rentals in Madison
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Madison vacation rentals
Other great vacation rentals in Madison
Top guest favorite

Guesthouse in Cambridge
5 out of 5 average rating, 32 reviewsThe Place in Cambridge-Sailing into Autumn
Guest favorite

Guesthouse in Lusby
4.94 out of 5 average rating, 94 reviewsGarden Cottage - Fire Pit and Grill near Beaches
Guest favorite

Barn in Queenstown
4.99 out of 5 average rating, 73 reviewsWaterfront Modern Guest Barn
Top guest favorite

Townhouse in Cambridge
4.96 out of 5 average rating, 55 reviewsNew, Intown Waterfront Townhome w/Pool + Location!
Guest favorite

Home in Cambridge
4.89 out of 5 average rating, 140 reviewsDorothy's Chesapeake Delight
Top guest favorite

Home in Cambridge
5 out of 5 average rating, 44 reviews• Peaceful Point • A relaxing waterfront retreat
Top guest favorite

Home in Cambridge
5 out of 5 average rating, 27 reviewsCharming cottage, 1 blk water, historic area
Top guest favorite

Home in Oxford
4.99 out of 5 average rating, 67 reviewsStunning Chesapeake waterfront home
Destinations to explore
- Plainview Vacation rentals
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- Nationals Park
- Sandy Point State Park
- National Harbor
- Six Flags America
- Library of Congress
- Killens Pond State Park
- Lincoln Park
- Breezy Point Beach & Campground
- Piney Point Beach
- Plantation Lakes Golf and Country Club
- Quiet Waters Park
- Ragged Point Beach
- Chesapeake Beach Water Park
- Heritage Shores
- Gerry Boyle Park
- Sandyland Beach
- Rose Haven Memorial Park
- Flounder Pavilion Beach Front - Sandy Point State Park
- Bayfront Beach
- North Beach Boardwalk/Beach
- St George Island Beach
- Franklin Manor Community Private Park
- Idlewilde Restoration Project
- Matapeake Clubhouse and Beach