Find short term rentals in Saint Michaels, MD at the best prices

52 available short term rental offers

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Saint Michaels, MD short term rentals
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Best Short term and Weekly rentals in Saint Michaels, MD

Best family friendly Saint Michaels, MD Short term rentals

Among the 52 accommodations in Saint Michaels, MD, here are the 4 best family friendly rentals

Whitehall Acres | An Esvr Property - Saint Michaels, MD
10 1 review

Whitehall Acres | An Esvr Property

apartment, Easton
This waterfront house is located just a short distance from Easton's historic downtown, offering easy access to shops, restaurants, and museums. The property has received excellent ratings for its location, cleanliness, and overall experience.
This spacious home has five bedrooms and five bathrooms, comfortably accommodating up to ten guests. The property features a private patio, a large swimming pool, and a fully equipped kitchen, providing everything you need for a relaxing and enjoyable stay.
Private&cozy/3br+2ba/1mi To Town - Saint Michaels, MD
9.9 95 reviews

Private&cozy/3br+2ba/1mi To Town

apartment, Tilghman Island
This charming holiday home is located just under 1.6km from the centre of Saint Michaels, a historic town on Maryland's Eastern Shore, offering a peaceful escape with easy access to local attractions. The property has received excellent ratings for location, cleanliness and overall user experience.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. The fully equipped kitchen, spacious living area, and private garden with a patio offer a comfortable and relaxing stay, while the proximity to Tilghman Island (around 24km away) makes it a perfect base for exploring the region.
True St. Michaels 6 Acre Waterfront W/heated Pool - Saint Michaels, MD
10 198 reviews

True St. Michaels 6 Acre Waterfront W/heated Pool

cabin, Easton
The Spencer Creek Cabin is situated just outside of Historic Downtown Saint Michaels, a 5-10 minute bike ride away, with a grocery store, petrol station and coffee shop across the street. The cabin has excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The property has five bedrooms, three bathrooms and a floor area of 279 square metres, comfortably accommodating up to eight guests. Amenities include a private swimming pool, a hot tub, a tennis court, a garden, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Waterfront Property, Kayaks, Private Dock, Near Town - Saint Michaels, MD
9.8 156 reviews

Waterfront Property, Kayaks, Private Dock, Near Town

apartment, Easton
This waterfront holiday home is located just three miles from St. Michaels Winery and Museum, offering easy access to local attractions and a peaceful setting. The property has received excellent guest ratings, indicating a high standard of comfort and service.
The home features three bedrooms and three bathrooms, providing ample space for up to six guests. A range of amenities are available, including a swimming pool, spa, garden, and barbecue facilities, ensuring a relaxing and enjoyable stay.

Best Saint Michaels, MD lodging with a balcony

Downtown St. Michaels | Porch + Pet-friendly - Saint Michaels, MD
10 6 reviews

Downtown St. Michaels | Porch + Pet-friendly

apartment, Easton
This apartment in St. Michaels is situated a short walk from St. Michaels Marina and Higgins Yacht Yard and Marina, placing guests within 500 metres of the waterfront.
This three-bedroom accommodation for six guests offers a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and on-site parking, with Wi-Fi and a washer/dryer provided for convenience.
Apartment ∙ 1 Bedroom ∙ 4 Guests - Saint Michaels, MD
No reviews

Apartment ∙ 1 Bedroom ∙ 4 Guests

apartment, Easton
This one-bedroom flat offers an ideal base in downtown Easton, just 100 meters from the harbour, local shops, and acclaimed restaurants.
This second-floor apartment accommodates up to four guests with a king-sized bedroom and a pull-out sofa, featuring a fully equipped kitchen with high-end appliances, air conditioning, a gas fireplace, and driveway parking for two vehicles.
The Dollhouse In Central Historic St Michaels - Saint Michaels, MD
9.6 126 reviews

The Dollhouse In Central Historic St Michaels

apartment, Easton
This charming house is located in St. Michaels, a picturesque town on Maryland's Eastern Shore, just 1 kilometre from the Chesapeake Bay Maritime Museum, St. Michaels Museum, and St. Michaels Winery. The property enjoys excellent ratings for location, cleanliness, and user experience.
The house has two bedrooms, accommodating up to four guests, and features a fully equipped kitchen, two bathrooms, a washing machine, and a Smart TV. Guests can enjoy a spa tub, garden, barbecue grills, and a terrace, making it ideal for relaxation and outdoor dining.
Saint Michaels Summer Retreat With Pool & Hot Tub - Saint Michaels, MD
10 13 reviews

Saint Michaels Summer Retreat With Pool & Hot Tub

apartment, Tilghman Island
This waterfront apartment is located in McDaniel, just 3km from the town of St. Michaels, offering a peaceful retreat while still being close to local attractions. The apartment is ideal for families or groups of friends, with 3 bedrooms and 4 bathrooms, comfortably accommodating up to 6 guests.
The apartment boasts a modern and spacious interior with a fully equipped kitchen, a private swimming pool, and a jacuzzi, perfect for relaxing after a day exploring the island. Guests can also enjoy stunning views from the terrace or balcony, and take advantage of the shared dock for swimming, kayaking, or simply soaking up the sun.

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Best Saint Michaels, MD lodging with a kitchen

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath - Saint Michaels, MD
10 1 review

Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath

apartment, Stevensville
This Stevensville flat offers direct bay views from its front and wildlife-rich Carter Creek vistas from its rear, situated across from the bay.
This waterside dwelling accommodates up to 13 guests across five bedrooms and 3.5 bathrooms, featuring air conditioning, internet, a kitchen, and abundant wildlife viewing opportunities on Carter Creek.
Waterfront, Dog Friendly, St Michaels Home - Saint Michaels, MD
9.9 162 reviews

Waterfront, Dog Friendly, St Michaels Home

apartment, Tilghman Island
This waterfront apartment is located in the peaceful village of Neavitt, just a short drive from the popular town of St. Michaels. The property has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has two bedrooms and one bathroom, offering ample space for up to four guests. Guests can enjoy a range of amenities, including a private dock, a terrace, a garden, and a jacuzzi, making it perfect for a relaxing getaway.
Downtown Flat  Walk To Dining & Shops  Sleeps 4 - Saint Michaels, MD
10 2 reviews

Downtown Flat Walk To Dining & Shops Sleeps 4

apartment, Easton
This St. Michaels flat is located in the downtown district, a short walk from the waterfront, dining, and shopping areas.
This 76 square meter flat accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a fully stocked kitchen with a coffee bar, a gas fireplace, a king-sized bedroom with a Smart TV, a spa-like ensuite bathroom, high-speed WiFi, an in-unit washer and dryer, and designated parking for two vehicles.
Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels - Saint Michaels, MD
10 14 reviews

Beautiful 3 Bedroom Retreat Walking Distance To Downtown St. Michaels

apartment, Easton
This three-bedroom Easton apartment, ideally located in St Michaels, is a short walk (approximately 0.5km) from St Michaels Winery and St Michaels Museum.
The self-catering property sleeps six, boasting a fully equipped kitchen including a dishwasher, in-unit laundry facilities, air conditioning, Wi-Fi and a private garden, with nearby attractions including Windon Distilling and the Chesapeake Bay Maritime Museum.

Best Saint Michaels, MD lodging with laundry available

Easton Getaway! - Saint Michaels, MD
10 5 reviews

Easton Getaway!

apartment, Easton
This modern farmhouse is situated on the Eastern Shore, a 16-kilometre drive from Easton town centre and a 24-kilometre drive from St. Michaels. The property offers four bedrooms, three bathrooms, and a spacious open-plan layout, with a kitchen featuring a fridge, freezer, microwave oven, and dishwasher, as well as a private garden, swimming pool, and parking.
St. Michaels Stay | Walking Distance To Downtown - Saint Michaels, MD
9.7 19 reviews

St. Michaels Stay | Walking Distance To Downtown

apartment, Easton
This St. Michaels apartment, in Easton, Maryland, offers easy walking and cycling access to the town centre, eliminating the need for a car.
The three-bedroom property sleeps six, includes a fully equipped kitchen with fridge, microwave, and dishwasher, and boasts keyless entry, air conditioning, parking, and pet-friendly options for a £160 fee.
The Little Anchor Cottage, St. Michaels, Md - Saint Michaels, MD
9.9 301 reviews

The Little Anchor Cottage, St. Michaels, Md

apartment, Easton
The Little Anchor cottage is located in the Historic District of St. Michaels, Maryland, just one block from downtown shops and restaurants and a 5 to 15 minute walk from waterfront dining, the Chesapeake Bay Maritime Museum, Muskrat Park, and Hollis Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The charming two-bedroom property can accommodate up to four guests and features a fully equipped kitchen, a spacious screened porch, a garden, and high-speed Wi-Fi. Guests can enjoy dedicated workspaces, air conditioning, and the convenience of being pet-friendly and family-friendly.
Grace Cottage, St Michaels Walk To Everything! - Saint Michaels, MD
10 12 reviews

Grace Cottage, St Michaels Walk To Everything!

apartment, Easton
This St. Michaels apartment is located in the historic district, offering easy walking access to local shops, restaurants, and the waterfront, with a private driveway accommodating two vehicles.
This two-bedroom, two-bathroom flat for four guests features a newly renovated kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and a large private garden with a fire pit and grill.
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