Holiday Homes near Clint S. Bradley Park, St. Michaels: House Rentals & More

Choose the perfect private holiday rental that's near Clint S. Bradley Park. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a pool. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Clint S. Bradley Park

Showing deals for:19 Sept - 26 Sept

House and Garage as seen from above (pool on left)

Exceptional

(86 reviews)

Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)

Royal Oak, MD

8% off

NZ$4,271 per night

includes taxes & fees

"Overlook on Dun's Cove" -- luxury, year-round waterfront vacation rental

Exceptional

(139 reviews)

Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels

Sherwood, MD

10% off

NZ$582 per night

includes taxes & fees

Exceptional

(23 reviews)

Jellyfish Cottage - Waterfront. Spectacular Sunsets over Chesapeake Bay

Tilghman, MD

12% off

NZ$765 per night

includes taxes & fees

Exceptional

(132 reviews)

Charming cottage along water with private pier, near St. Michaels Winery

Bozman, MD

12% off

NZ$490 per night

includes taxes & fees

Exceptional

(10 reviews)

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman, MD

9% off

NZ$604 per night

includes taxes & fees

Front and side view of Blades House from Locust St.

Exceptional

(138 reviews)

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

St. Michaels, MD

8% off

NZ$627 per night

includes taxes & fees

Exceptional

(119 reviews)

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

St. Michaels, MD

8% off

NZ$578 per night

includes taxes & fees

Front of house from St. Michaels harbor looking across Town Park

Exceptional

(117 reviews)

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

St. Michaels, MD

8% off

NZ$619 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Clint S. Bradley Park

Showing deals for: 15 Sept - 18 Sept

Cass-N-Reel Luxury Houseboat

Sleeps 2 · 1 bedroom · 1 bathroom

for 3 nights, 1 houseboat

NZ$469 per night

includes taxes & fees

An Afternoon Nap in the Hammock is a Must.

Sleeps 6 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$1,704 per night

includes taxes & fees

Waterfront Property, kayaks, private dock, near town

Sleeps 6 · 3 bedrooms · 2+ bathrooms

for 3 nights, 1 home

NZ$1,425 per night

includes taxes & fees

20 x 40 Salt Water Pool - Open June- October (not heated)

Waterfront Cottage, Private Hot Tub, Fire Pit, Pool - perfect Romantic Getaway

Sleeps 4 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 home

NZ$898 per night

includes taxes & fees

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Sleeps 5 · 2 bedrooms · 2 bathrooms

for 3 nights, 1 cottage

NZ$739 per night

includes taxes & fees

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Sleeps 6 · 3 bedrooms · 3 bathrooms

for 3 nights, 1 home

NZ$1,374 per night

includes taxes & fees

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value