
Minutes From Downtown Easton And St. Michaels | Private Dock | Kayak | Pet Frien
This 3,560-square-foot vacation rental boasts five bedrooms, four bathrooms, accommodates eight guests, and includes amenities such as a fully equipped kitchen, a spa, and a private terrace.

Chesapeake Landing -Waterfront-min To St Michaels
This spacious home features five bedrooms and three bathrooms, comfortably accommodating up to 10 guests. Enjoy stunning water views, a private pier, a fully equipped kitchen, a dedicated kids' room, and a variety of outdoor entertainment options.

Downtown St. Michaels | Porch + Pet-friendly
This pet-friendly studio features a queen bed, kitchenette, sitting area with French doors, modern bathroom, and WiFi, accommodating up to two guests.

Dr. Miller House. Best Location-in The Heart Town
The duplex offers two bedrooms and one bathroom, comfortably accommodating up to six guests. The apartment features a fully equipped kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, a garden, parking, and internet access.

Sm's Premier Rental Heated Pool (Closes 10/27)
The cottage has two bedrooms and two bathrooms, offering enough space for four guests. The cottage is equipped with a kitchen, air conditioning, a private pool, a terrace, a garden, a spa, a tennis court, and parking.

Shipwrights Cottage In Town!
The two-bedroom, two-bathroom house sleeps four, features a full kitchen with fridge, freezer, and microwave, air conditioning, a garden, parking, and internet access; a private balcony from the primary bedroom adds to its appeal.

Kent Island Waterfront | Pool | Hot Tub
The 1370-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a private pool (open May 15-October 15), four kayaks, crabbing gear, and a renovated kitchen with granite countertops and stainless steel appliances.

La Casita On Harris Creek, St. Michaels
This one-bedroom, one-bathroom cottage can comfortably accommodate three guests. Enjoy modern amenities like a full kitchen, washer/dryer, Wi-Fi, and a patio fire pit, along with unique on-site activities like kayaking, swimming in the mineral pool, and exploring the grounds.

Book Now For 15% Off. Waterfront, Dock, Hot Tub, Sandy Beach, Elevator!

House On The Bay With Private Beach Access & Panoramic Bridge Views
This three-bedroom, two-bathroom vacation rental sleeps six, boasts a fully equipped kitchen, private patio, free WiFi, and a spa, offering easy access to Love Point State Park and Island Dog Park (within 12 miles).

Carpenter Alley Cottage | An Esvr Property
The cottage has three bedrooms and three bathrooms, comfortably accommodating up to six guests. The fully equipped kitchen, comfortable amenities, and peaceful setting make it an ideal choice for a relaxing getaway.

Waterfront, Hot Tub, Elevator. Waterfowl Special!
The four-bedroom apartment comfortably accommodates up to eight guests, featuring a fully equipped kitchen, a relaxing basement with a bar and Jacuzzi, and modern amenities like flat-screen TVs. Enjoy the convenience of an elevator, a hot tub, and a spacious garden for outdoor relaxation.


























