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Tilghman long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Featured long stay living spaces - Tilghman
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:2 Feb - 2 Mar
Image gallery for Chesapeake Houseboat Getaway on Kent Island, Maryland
9.89.8 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)
Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville, MD
26% off
Price is NZ$11,486
NZ$11,486
for 28 nights, 1 houseboat
NZ$410 per night
includes taxes & fees
Image gallery for Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
1010 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Modern Waterfront House with amazing views of the Chesapeake Bay and a dock!
North Beach, MD
26% off
Price is NZ$23,132
NZ$23,132
for 28 nights, 1 home
NZ$826 per night
includes taxes & fees
Image gallery for Cozy Cottage By The Beach-Pet Friendly
1010 out of 10, Exceptional, (2 reviews)
Exceptional
(2 reviews)
Cozy Cottage By The Beach-Pet Friendly
North Beach, MD
9% off
Price is NZ$12,284
NZ$12,284
for 28 nights, 1 home
NZ$439 per night
includes taxes & fees
Image gallery for St. Michaels Waterfront Home
9.89.8 out of 10, Exceptional, (31 reviews)
Exceptional
(31 reviews)
St. Michaels Waterfront Home
Easton, MD
9% off
Price is NZ$25,290
NZ$25,290
for 28 nights, 1 home
NZ$903 per night
includes taxes & fees
Image gallery for Unbelievable beach views for 6
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Unbelievable beach views for 6
North Beach, MD
14% off
Price is NZ$12,107
NZ$12,107
for 28 nights, 1 apartment
NZ$432 per night
includes taxes & fees
Image gallery for Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.69.6 out of 10, Exceptional, (124 reviews)
Exceptional
(124 reviews)
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
St. Michaels, MD
9% off
Price is NZ$11,340
NZ$11,340
for 28 nights, 1 cottage
NZ$405 per night
includes taxes & fees
Image gallery for Sweet Bamboo Beach Cottage
1010 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
Sweet Bamboo Beach Cottage
North Beach, MD
13% off
Price is NZ$8,854
NZ$8,854
for 28 nights, 1 home
NZ$316 per night
includes taxes & fees
Image gallery for The Cozy Crab- Your Charming Haven in Lovely North Beach!
9.89.8 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
The Cozy Crab- Your Charming Haven in Lovely North Beach!
Owings, MD
13% off
Price is NZ$5,754
NZ$5,754
for 28 nights, 1 home
NZ$205 per night
includes taxes & fees
Image gallery for One-level waterfront home with beach and stunning views all the way to the Bay Bridge
9.89.8 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
One-level waterfront home with beach and stunning views all the way to the Bay Bridge
Stevensville, MD
5% off
Price is NZ$18,662
NZ$18,662
for 28 nights, 1 home
NZ$666 per night
includes taxes & fees
Image gallery for Dollhouse in Central Historic St Michaels
9.69.6 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
Dollhouse in Central Historic St Michaels
St. Michaels, MD
13% off
Price is NZ$14,212
NZ$14,212
for 28 nights, 1 home
NZ$508 per night
includes taxes & fees
Image gallery for Bahia Breeze - Beachfront Cottage
9.69.6 out of 10, Exceptional, (4 reviews)
Exceptional
(4 reviews)
Bahia Breeze - Beachfront Cottage
Chesapeake Beach, MD
22% off
Price is NZ$12,713
NZ$12,713
for 28 nights, 1 cottage
NZ$454 per night
includes taxes & fees
Image gallery for Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
9.89.8 out of 10, Exceptional, (85 reviews)
Exceptional
(85 reviews)
Private Waterfront Family Retreat w/ Pier Pool Pickleball Basketball Volleyball
Taylors Island, MD
13% off
Price is NZ$26,767
NZ$26,767
for 28 nights, 1 room
NZ$956 per night
includes taxes & fees
Image gallery for The Middle Point Cabin in Saint Michaels
9.89.8 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
The Middle Point Cabin in Saint Michaels
Neavitt, MD
9% off
Price is NZ$17,820
NZ$17,820
for 28 nights, 1 cottage
NZ$636 per night
includes taxes & fees
Image gallery for Three-bedroom home with four decks overlooking the Chesapeake Bay
1010 out of 10, Exceptional, (1 review)
Exceptional
(1 review)
Three-bedroom home with four decks overlooking the Chesapeake Bay
North Beach, MD
9% off
Price is NZ$12,803
NZ$12,803
for 28 nights, 1 home
NZ$457 per night
includes taxes & fees
Image gallery for Cottage at Goose Neck Point
1010 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Cottage at Goose Neck Point
Royal Oak, MD
26% off
Price is NZ$19,152
NZ$19,152
for 28 nights, 1 cottage
NZ$684 per night
includes taxes & fees
Image gallery for Private Waterfront Home w/ Pier and 2+ Acres!
1010 out of 10, Exceptional, (86 reviews)
Exceptional
(86 reviews)
Private Waterfront Home w/ Pier and 2+ Acres!
Deale, MD
8% off
Price is NZ$28,483
NZ$28,483
for 28 nights, 1 home
NZ$1,017 per night
includes taxes & fees
Image gallery for Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
1010 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Stevensville, MD
8% off
Price is NZ$22,122
NZ$22,122
for 28 nights, 1 cottage
NZ$790 per night
includes taxes & fees
Image gallery for Guest Quarters at the Inn - 103
9.69.6 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
Guest Quarters at the Inn - 103
North Beach, MD
18% off
Price is NZ$8,269
NZ$8,269
for 28 nights, 1 apartment
NZ$295 per night
includes taxes & fees
Image gallery for Family and Pet-Friendly, Waterfront with Pier
1010 out of 10, Exceptional, (262 reviews)
Exceptional
(262 reviews)
Family and Pet-Friendly, Waterfront with Pier
Cambridge, MD
17% off
Price is NZ$12,987
NZ$12,987
for 28 nights, 1 cottage
NZ$464 per night
includes taxes & fees
Image gallery for Waterfront property with private boat ramp and new dock!
9.29.2 out of 10, Wonderful, (17 reviews)
Wonderful
(17 reviews)
Waterfront property with private boat ramp and new dock!
Cambridge, MD
9% off
Price is NZ$12,906
NZ$12,906
for 28 nights, 1 cottage
NZ$461 per night
includes taxes & fees
Image gallery for Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA
9.69.6 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
Walk to Bay, Family + Dog Friendly, Fenced Yard, Beach Passes - 3BD/2BA
North Beach, MD
17% off
Price is NZ$10,672
NZ$10,672
for 28 nights, 1 home
NZ$381 per night
includes taxes & fees
Image gallery for John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.69.6 out of 10, Exceptional, (122 reviews)
Exceptional
(122 reviews)
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
St. Michaels, MD
9% off
Price is NZ$17,548
NZ$17,548
for 28 nights, 1 cottage
NZ$627 per night
includes taxes & fees
Image gallery for Eastern Shore Waterside Cottage Near St. Michaels
1010 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
Eastern Shore Waterside Cottage Near St. Michaels
Neavitt, MD
18% off
Price is NZ$13,558
NZ$13,558
for 28 nights, 1 cottage
NZ$484 per night
includes taxes & fees
Image gallery for Harbor Breezes at Herrington Harbor
9.89.8 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
Harbor Breezes at Herrington Harbor
North Beach, MD
12% off
Price is NZ$16,768
NZ$16,768
for 28 nights, 1 home
NZ$599 per night
includes taxes & fees
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
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