Holiday Houses in Talbot County

Updating

age 0-16
60 Results

Relevance

Price low to high

Price high to low

Reviews

60 Holiday homes

Waterfront Room Rentals 2 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 46 minutes

from £91 / night

£544 / week

Waterfront Vacation Home with Private Beach

Trappe house

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 2 hours 46 minutes

from £299 / night

£1,793 / week

Waterfront Room Rentals 1 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 2 hours 46 minutes

from £119 / night

£710 / week

Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview

Wittman log cabin

5 bedrooms / 5 bathrooms / sleeps 10

3

from £883 / night

£5,659 - £6,610 / week

Waterfront Room Rentals 3 with Private Beach

Trappe private room

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 46 minutes

from £91 / night

£544 / week

St. Michaels Waterfront Retreat with pier, pool, kayaks, gas fire pit and bikes

Royal Oak house

5 bedrooms / 4 bathrooms / sleeps 10

from £452 / night

£5,703 / week

Pot Pie House

St. Michaels house

3 bedrooms / 2 bathrooms / sleeps 6

2

from £204 / night

£1,358 / week

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

St. Michaels house

7 bedrooms / 4 bathrooms / sleeps 9

13

Responds fast! avg. 3 hours 23 minutes

from £353 / night

£2,219 - £2,671 / week

Cottage 1a at Grandview Pleasure Point

Bozman house

1 bedroom / 1 bathroom / sleeps 4

from £171 / night

£582 - £797 / week

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

St. Michaels cottage

2 bedrooms / 2 bathrooms / sleeps 5

11

Responds fast! avg. 3 hours 23 minutes

from £195 / night

£1,517 / week

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

St. Michaels house

1 bedroom / 1 bathroom / sleeps 6

2

from £208 / night

£1,452 / week

Location Location! St Michaels-- In Town Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 5

24

Responds fast! avg. 3 hours 23 minutes

from £177 / night

£1,336 - £1,585 / week

St. Michaels Area Cottage - Walk to Water & Marina

Neavitt house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

from £168 / night

£1,173 / week

Waterview Cottage In St. Michaels!

St. Michaels cottage

2 bedrooms / 3 bathrooms / sleeps 5

4

Responds fast! avg. 3 hours 23 minutes

from £195 / night

£1,517 / week

Premier Cottage in St. Michaels- In Town Location!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 5

14

Responds fast! avg. 3 hours 23 minutes

from £186 / night

£1,426 - £1,639 / week

Historic Waterfront Property with Wi-Fi and Dock

St. Michaels house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 22 minutes

from £679 / night

£3,169 / week

Cottage 2 at Grandview Pleasure Point

Bozman house

2 bedrooms / 1 bathroom / sleeps 6

1

from £267 / night

£872 - £2,164 / week

Tranquil Easton Waterfront Property

Easton house

3 bedrooms / 3 bathrooms / sleeps 6

from £544 / night

£3,622 / week

Sandy Pines: Enjoy Harris Creek w/Pool and Boats

St. Michaels house

4 bedrooms / 3 bathrooms / sleeps 10

5

from £453 / night

£3,169 / week

Lakeside Private Apartment

Wye Mills apartment

1 bedroom / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 45 minutes

from £126 / night

£881 / week

Cottage 1b at Grandview Pleasure Point

Bozman cottage

1 bedroom / 1 bathroom / sleeps 2

from £171 / night

£582 - £797 / week

Halo's Haven Guest Quarters

St. Michaels house

3 bedrooms / 2 bathrooms / sleeps 6

from £295 / night

£2,060 / week

Main House at Grandview at Pleasure Point

Bozman house

5 bedrooms / 3 bathrooms / sleeps 13

13

from £515 / night

£1,938 - £2,744 / week

St. Michael's Premier in Town Summer Cottage!

St. Michaels house

2 bedrooms / 2 bathrooms / sleeps 4

1

from £349 / night

£1,992 / week

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

St. Michaels villa

6 bedrooms / 6 bathrooms / sleeps 12

1

Responds fast! avg. 3 hours 35 minutes

from £910 / night

£5,641 / week

Great rentals within 20 miles that match your search

Clean & Spacious

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 9

from £326 / night

£2,281 / week

Love Point Bay Vacation Home

Stevensville apartment

2 bedrooms / 1 bathroom / sleeps 6

from £298 / night

£1,771 / week

Stunning Home in the Heart of Downtown Annapolis

Annapolis house

3 bedrooms / 5 bathrooms / sleeps 11

1

from £630 / night

£4,889 / week

Annapolis Home w/ Bay Views - Near Naval Academy!

Annapolis house

5 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 5 minutes

from £657 / night

£4,595 / week

NEW! Annapolis Home w/ Deck & Whitehall Bay Access

Cape Saint Claire house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 5 minutes

from £199 / night

£1,388 / week

Annapolis Crows Nest Cottage: Chesapeake Bay View

Annapolis villa

5 bedrooms / 3 bathrooms / sleeps 20

from £630 / night

£2,716 - £3,477 / week

KENT ISLAND-OCEAN VIEW Home for rent -4 bedrooms EASTERN SHORE sleeps 10-12

Kent Island house

4 bedrooms / 3 bathrooms / sleeps 10

1

Responds fast! avg. 59 minutes

from £1,177 / night

£5,433 - £5,885 / week

Your Eastport Annapolis Haven!

Annapolis house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 9 minutes

from £382 / night

£2,675 / week

EASTERN SHORE MARYLAND WELCOMES YOU

Preston house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 3 hours 15 minutes

from £68 / night

£317 - £381 / week

Bay Cottage

Rock Hall house

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 1 hour 56 minutes

from £247 / night

£1,724 / week

Retreat at a quiet, water front cottage

Chestertown house

3 bedrooms / 3 bathrooms / sleeps 8

3

from £267 / night

£1,807 / week

Location,location,location,walk to city dock,free

Annapolis apartment

2 bedrooms / 1 bathroom / sleeps 5

from £227 / night

£1,585 / week

Charming Eastport Home

Annapolis house

3 bedrooms / 4 bathrooms / sleeps 8

from £272 / night

£1,811 / week

Summer House in Rock Hall

Rock Hall house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 1 hour 56 minutes

from £258 / night

£1,807 / week

Private setting, enjoy nature, kayaking and total relaxation

Bethlehem house

3 bedrooms / 2 bathrooms / sleeps 8

from £181 / night

£996 - £1,630 / week

Viewing 40 of 60
rentals in Talbot County

×