
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, 25 reviewsThe Place in Cambridge-Summer is in the Air!
Top guest favorite

Home in Cambridge
5 out of 5 average rating, 8 reviewsWaterfront, Heated Pool,Private Pier&Guest House
Guest favorite

Home in Cambridge
4.89 out of 5 average rating, 54 reviewsWaterfront, amazing views, pier, fishing/crabbing

Home in Woolford
4.64 out of 5 average rating, 44 reviewsThe Blue Heron-Spacious Waterfront house w/ kayaks

Home in Madison
4.91 out of 5 average rating, 34 reviewsFarmhouse by the bay! Beach and pier access.
Top guest favorite

Home in Lusby
5 out of 5 average rating, 14 reviewsHistoric Manor - Main House
Guest favorite

Home in Cambridge
4.89 out of 5 average rating, 9 reviewsChoptank Riverside Retreat
Guest favorite

Home in Cambridge
4.89 out of 5 average rating, 171 reviewsJewell on the Chesapeake
Destinations to explore
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- Nationals Park
- Sandy Point State Park
- Six Flags America
- National Harbor
- Library of Congress
- Killens Pond State Park
- Lincoln Park
- Plantation Lakes Golf and Country Club
- Breezy Point Beach & Campground
- Ragged Point Beach
- Quiet Waters Park
- Rose Haven Memorial Park
- Chesapeake Beach Water Park
- Piney Point Beach
- Gerry Boyle Park
- Sandyland Beach
- Saint Jerome Beach
- Heritage Shores
- North Beach Boardwalk/Beach
- Bayfront Beach
- St George Island Beach
- Idlewilde Restoration Project
- Franklin Manor Community Private Park
- Flounder Pavilion Beach Front - Sandy Point State Park