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Featured Madison Cottages

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Guests staying at this cottage have access to barbecue grills and a garden.
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$272 nightly
The price is $289 total per night
$289 total
Jan 30 - Jan 31
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

Neavitt MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Madison

    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd Cambridge MD
    $211 nightly
    The price is $240 total per night from Feb 5 to Feb 6
    $240 total
    Feb 5 - Feb 6
    Total with taxes and fees
    8.6/10 Excellent! (1,008 reviews)
    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $114 nightly
    The price is $125 total per night from Feb 5 to Feb 6
    $125 total
    Feb 5 - Feb 6
    Total with taxes and fees
    8.4/10 Very Good! (1,008 reviews)
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street St. Michaels MD
    $104 nightly
    The price is $115 total per night from Feb 5 to Feb 6
    $115 total
    Feb 5 - Feb 6
    Total with taxes and fees
    8/10 Very Good! (1,001 reviews)

Cottages

Book a cottage in Madison
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Madison. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Madison better.

Cottage apartments in Madison range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Madison
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Madison and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Madison cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Madison. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Madison Cottages essential information

Accommodation
68 Cottages
Lowest Price
$115
Highest Price
$289
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD., Soul Oasis - home on the Chesapeake Bay, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, The Middle Point Cabin in Saint Michaels, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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