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Holiday rentals in Wittman

Holiday rentals in Wittman

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Top-rated holiday rentals in Wittman

Guests agree: these stays are highly rated for location, cleanliness, and more.

The Little Anchor Cottage, St. Michaels, MD
Entire cottage · 4 guests · 3 beds · 1 bathroom

The Little Anchor Cottage, St. Michaels, MDWelcome to the Little Anchor cottage in St. Michaels, Maryland! The cottage was built in late 1880s and is located in the charming Historic District, where you can enjoy the convenience of walking one block to the downtown shops and restaurants on S. Talbot street. And for another 5 to 15 minute walk, you can reach more waterfront dining on St. Michaels Harbor with its boat slips, boat ramps, the Chesapeake Bay Maritime Museum, Muskrat Park and Hollis Park

St. Michaels-Historic Dist.  Margaret Wells House
SUPERHOST
Entire cottage · 4 guests · 2 beds · 2 bathrooms

St. Michaels-Historic Dist. Margaret Wells HouseThe Margaret Wells House is in the heart of the Historic District between the main street and water. Enjoy a total renovation of this charming home. A short walk to the water's edge, Inn at Perry Cabin, Chesapeake Bay Maritime Museum, restaurants, shops, winery, brewery and local market. A perfect spot for a couple's Shore weekend getaway or attending a wedding, nearby. Our nightly pricing includes coffee, tea, fresh linens on beds, hand-milled natural soap, fresh bath towels and wash cloths.

La Casita on Harris Creek, St. Michaels
SUPERHOST
Entire cottage · 3 guests · 2 beds · 1 bathroom

La Casita on Harris Creek, St. MichaelsNewly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one w/nature & still be close enough to enjoy the fine dining, shops & charm that is St Michaels. 5 minutes from town, 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020

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Popular amenities for Wittman holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Wittman

SUPERHOST
  1. Entire cottage
  2. Wittman
Perfect St. Michaels Getaway

Shipwright Cottage is a fully-renovated idyllic getaway located in the Bay Hundred area of the Chesapeake Bay just 8 miles outside of St. Michaels, MD. Bikes and kayaks included!

SUPERHOST
  1. Entire cottage
  2. Stevensville
Cottage on the Bay - Kent Island

Waterfront home - recently updated & continuously improving but still has some of it’s rustic features. Enjoy year round big sky views from the comfort of the screened porch & family room. Fish & crab from the pier (shared with our aunt & uncle next door) or take a dip in the water. Open concept living area and rear bedroom/rec room are perfect for relaxing & having fun with family & friends. Short drive to popular restaurants/bars, beaches, golfing, parks & trails. 30mins to historic Annapolis.

  1. Entire house
  2. Saint Michaels
Heart of Saint Michaels Md ...walk to everything

Welcome to Grace Street Cottage in the heart of Saint Michaels. Walk to shops, restaurants and experience the best of the Eastern Shore. This cottage has all you will need for a perfect getaway. Sit by the fire pit and grill out or take a few steps to Talbot Street where your dining options are endless! Pack your bags and head to the shore.

SUPERHOST
  1. Entire cottage
  2. Neavitt
The Middle Point Cottage at Saint Michaels

Middle Point Cottage is a beautifully updated/fully renovated cottage just minutes outside of the famous Saint Michaels destination getaway. Guests can enjoy the fine dining/shopping Saint Michales has to offer then escape to the peaceful peninsula life this cozy cottage in Neavitt has to offer. A minute walk to the city park complete with a extensive playground equipment for kids and a beautiful pavilion with numerous picnic tables and just a short drive to the water/community Marina.

SUPERHOST
  1. Entire house
  2. Queenstown
Wye Escape

This beautiful waterfront home with direct access to the Wye River is truly a hidden gem. You are surrounded by giant white oaks, Holly and Magnolia trees giving you a sense of total privacy. While your view from the back deck is a spectacular, expansive vision of the legendary Wye River known for it's enormous blue crabs. The Wye also offers many different species of fish depending on the time of year. Whether Kayaking, or just relaxing of the deck Wye Escape offers something for everyone.

SUPERHOST
  1. Entire house
  2. Kent Island
Seize The Bay

This beautiful bay-front home sits only 50 feet back from the Chesapeake Bay. Located on Kent Island, it's 45 min. to D.C., 45 min. to Baltimore and only 15 min. to Annapolis. Kent Island boasts award winning restaurants featuring fresh fish, crabs, and oysters. Enjoy local wineries and distilleries between shopping at The Prime Outlets and perusing local Farmer's Markets. Historic downtown Stevensville has numerous Antique stores and Consignment shops to explore with your friends. Lots to do!

  1. Entire guest house
  2. Stevensville
Waterfront Getaway

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in a private pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. There are no other pets on the property.

  1. Entire guest house
  2. Oxford
The Nichols House Cottage

This lovely guest cottage is located in the historic district of Oxford, walkable to town attractions and restaurants. While the main house is a registered historical property built in the 19th century Victorian style, the guesthouse is charming and well decorated with modern comforts. The cottage is completely independent from the main house. Make this your special place for a romantic getaway at any season of the year.

  1. Entire cottage
  2. Wittman
"Wittman Cottage"

Wittman Cottage is located on a beautiful stretch of waterfront views. It is a very nice vacation spot for the family. You can relax and watch the beautiful sunsets or drive to shop and dine in St. Michaels and visit the Maritime Museum which is only 7 miles away..

SUPERHOST
  1. Entire house
  2. Saint Michaels
Dr. Miller house. Best location-in the heart town

This newly renovated house is conveniently located in the heart of one of the cutest towns in the USA. Walk to everything! There are fantastic shops, restaurants, winery, brewery, coffee shops, and only 3 blocks from the water.

  1. Entire guest suite
  2. Tilghman Island
Black Walnut Cove Retreat, Tilghman Island

Our waterfront studio retreat is a birdwatchers paradise. Located on beautiful Black Walnut Cove at the southern tip of Tilghman Island, you will be in a quiet neighborhood surrounded by water. Enjoy a quiet walk or bike ride along the Chesapeake Bay shoreline. You will have access to our dock and small boat ramp. Crabbing and fishing is a delight. Please note: There is a 3-nt. minimum on holiday weekends.

SUPERHOST
  1. Hotel room
  2. Oxford
Chesapeake Bay Getaways™ Package- Water Views

Sandaway Suites & Beach is located in historic Oxford, MD - just 7 miles from St. Michaels. Many rooms & suites are waterfront with porches overlooking the Chesapeake Bay. This instant booking special guarantees a Queen or King room with water views. We offer exclusive availability and pricing for particular accommodations if you message us through Airbnb.

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