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Talbot County House Rentals

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Talbot County House Rentals

32 house rentals

Halos'Haven Vacation Rental

McDaniel house

5 bedrooms / 3 bathrooms / Sleeps 10

$700

1 / 15

Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge

Tilghman cottage

3 bedrooms / 2 bathrooms / Sleeps 6

“We loved it!” We had a great (albeit too short!) family getaway at the Roost! The cottage is extremely clean, comfortable, well-maintained, and spacious. The kids (ages 6 and 20 months) loved it -- especially the bunk beds and the nice backyard, and t

$200

1 / 20

Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!

St. Michaels cottage

2 bedrooms / 2 bathrooms / Sleeps 5

$190

1 / 23

Premier Cottage in St. Michaels- In Town Location!

St. Michaels house

2 bedrooms / 2 bathrooms / Sleeps 5

$180

1 / 24

Historic Waterfront Property with Wi-Fi and Dock

St. Michaels house

3 bedrooms / 3 bathrooms / Sleeps 8

Responds fast! avg. 2 hours 3 minutes

$750

1 / 18

Waterfront Room Rentals 2 with Private Beach

Trappe room

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 32 minutes

$100

1 / 42

Location Location! St Michaels-- In Town Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / Sleeps 5

“Crabtastic Great Escape” This cottage is the perfect great escape. Conveniently located in the middle of quaint St Michael's close to the harbor, restaurants, and shops. The property is clean and well-maintained with beautiful landscaping. The buildin

$180

1 / 27

Best sunrise in St. Michaels....Broadview Bay House

St. Michaels house

6 bedrooms / 3 bathrooms / Sleeps 12

$650

1 / 24

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

St. Michaels house

4 bedrooms / 3 bathrooms / Sleeps 10

Responds fast! avg. 2 hours 27 minutes

$375

1 / 22

St. Michaels award-winning waterfront BayCottage, pool, docks, sundeck, grounds

St. Michaels villa

6 bedrooms / 6 bathrooms / Sleeps 12

Responds fast! avg. 1 hour 10 minutes

$850

1 / 38

Cottage 1b at Grandview Pleasure Point

Bozman cottage

1 bedroom / 1 bathroom / Sleeps 2

$188

1 / 6

Tranquil Easton Waterfront Property

Easton house

3 bedrooms / 3 bathrooms / Sleeps 6

$600

1 / 15

Large Historic Thomas Harrison House on Harbor in St. Michaels Town

St. Michaels house

7 bedrooms / 4 bathrooms / Sleeps 9

“Perfect in every way!” I stayed at the Thomas Harrison house a few weeks ago and all I can say is..."if you are planning on coming to St. Michael's you need to stay at this house." This house is perfect in every way. It has all the accommodations that

$350

1 / 30

Cottage 2 at Grandview Pleasure Point

Bozman house

2 bedrooms / 1 bathroom / Sleeps 6

$295

1 / 9

Comfortable, Spacious & Fun! 6 Acres Pool & Shore

Wittman log cabin

5 bedrooms / 5 bathrooms / Sleeps 10

$975

1 / 36

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 1 hour 32 minutes

$330

1 / 55

St. Michaels Waterfront Home W/Dock for 2 boats

Neavitt house

2 bedrooms / 1 bathroom / Sleeps 5

$250

1 / 18

Charming Coastal Cottage Minutes to St. Michaels

Wittman house

2 bedrooms / 2 bathrooms / Sleeps 6

$175

1 / 8

Waterfront Room Rentals 1 with Private Beach

Trappe room

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 32 minutes

$130

1 / 34

NEW! 2BR St. Michaels Area Cottage- Walk to Marina

Neavitt house

2 bedrooms / 2 bathrooms / Sleeps 4

Responds fast! avg. 46 minutes

$175

1 / 24

Pot Pie House

St. Michaels house

3 bedrooms / 2 bathrooms / Sleeps 6

$225

1 / 12

Phenomenal Vacation Rental by Water in St Michaels - Walk to Town! 4 ADULTS MAX

St. Michaels house

1 bedroom / 1 bathroom / Sleeps 6

$229

1 / 18

Main House at Grandview at Pleasure Point

Bozman house

5 bedrooms / 3 bathrooms / Sleeps 13

“5 out of 5” I spent a long weekend at the main house, and it was easily the best weekend of the summer! The location is phenomenal. The house sits on large stretch of beautiful waterfront property. The views from the piers and the pool are exquisite.

$568

1 / 34

Waterfront Room Rentals 3 with Private Beach

Trappe room

1 bedroom / 1 bathroom / Sleeps 2

Responds fast! avg. 1 hour 32 minutes

$100

1 / 44

Cottage 1a at Grandview Pleasure Point

Bozman house

1 bedroom / 1 bathroom / Sleeps 4

$188

1 / 8

Harris Cove Cottages LLC

St. Michaels cottage

1 bedroom / 1 bathroom / Sleeps 4

$200

1 / 12

Waterview Cottage In St. Michaels!

St. Michaels cottage

2 bedrooms / 3 bathrooms / Sleeps 5

$190

1 / 25

Halo's Haven Guest Quarters

St. Michaels house

3 bedrooms / 2 bathrooms / Sleeps 6

$325

1 / 14

St. Michael's Premier in Town Summer Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / Sleeps 4

$285

1 / 7

Lakeside Private Apartment

Wye Mills apartment

1 bedroom / 1 bathroom / Sleeps 5

$131

1 / 15

St. Michaels Area Waterfront Retreat with pier, pool, kayaks and bikes

Royal Oak house

5 bedrooms / 4 bathrooms / Sleeps 11

$599

1 / 4

RESTORED WATERFRONT COTTAGE

Royal Oak cottage

3 bedrooms / 3 bathrooms / Sleeps 6

$330

1 / 24
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