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Maryland
5
BR /
5
BA /
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14
Featured
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BR /
2
BA /
1
HF BA /
Sleeps
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From $250/nt
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BA /
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BR /
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BA /
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From $1,995/wk
Featured
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BR /
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BA /
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From $492/nt
Featured
Maryland with Outdoor Grill
(850)
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Bedrooms: Most to Least
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Special Offers First
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
3 Bedrooms,
3
Bathrooms
, Sleeps 10
$350 - $500
per night
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
Book it Now!
2 night Minimum Stay
3
BR,
3
BA,
Sleeps
10
Maryland
>
Annapolis House
#968476
(20)
Compare
Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat
5 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 15
$400 - $975
per night
Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat
Book it Now!
2 - 3 night Minimum Stay
5
BR,
2
BA,
1
HF BA,
Sleeps
15
Maryland
>
Annapolis House
#223105
(32)
Compare
Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
5 Bedrooms,
3
Bathrooms
, Sleeps 20
$495 - $695
per night
Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
Book it Now!
2 - 3 night Minimum Stay
5
BR,
3
BA,
Sleeps
20
Maryland
>
Annapolis Cottage
#390303vb
(24)
Compare
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
4 Bedrooms,
4
Bathrooms
, Sleeps 13
$500 - $1,200
per night
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
4
BR,
4
BA,
Sleeps
13
Maryland
>
Annapolis House
#241350
(12)
Compare
Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly
4 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$650 - $700
per night
Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly
2 - 3 night Minimum Stay
4
BR,
2
BA,
1
HF BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#123352
(17)
Compare
Annapolis Area Severn River Waterfront
5 Bedrooms,
2
Bathrooms
,
2
Half Baths
, Sleeps 11
$500
per night
Annapolis Area Severn River Waterfront
4 night Minimum Stay
5
BR,
2
BA,
2
HF BA,
Sleeps
11
Maryland
>
Annapolis House
#360959
(10)
Compare
Stunning Downtown Home Steps From the Academy!
3 Bedrooms,
3
Bathrooms
,
2
Half Baths
, Sleeps 9
$750 - $875
per night
Stunning Downtown Home Steps From the Academy!
2 night Minimum Stay
3
BR,
3
BA,
2
HF BA,
Sleeps
9
Maryland
>
Annapolis House
#345765
(12)
Compare
Our Nation's Capitol -- Enjoy a beautiful historical vacation
2 Bedrooms,
2
Bathrooms
, Sleeps 8
$249 - $269
per night
Our Nation's Capitol -- Enjoy a beautiful historical vacation
Book it Now!
2 night Minimum Stay
2
BR,
2
BA,
Sleeps
8
Maryland - Washington DC
>
National Harbor Condo
#452323vb
1 Review
Compare
Beautiful Renovation in Historic District
2 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$375 - $425
per night
Beautiful Renovation in Historic District
2 - 30 night Minimum Stay
2
BR,
2
BA,
1
HF BA,
Sleeps
6
Maryland
>
Annapolis House
#346388
(7)
Compare
Waterfront Cottage - Scenic River Off Chesapeake Bay
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$1,995
per week
Waterfront Cottage - Scenic River Off Chesapeake Bay
7 night Minimum Stay
2
BR,
2
BA,
Sleeps
6
Maryland
>
Annapolis Cottage
#58142vb
(41)
Compare
Beautiful Annapolis Getaway - Walk Everywhere!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$300 - $400
per night
Beautiful Annapolis Getaway - Walk Everywhere!
2 night Minimum Stay
3
BR,
2
BA,
Sleeps
8
Maryland
>
Annapolis House
#461541vb
(4)
Compare
Renovated Historic Home Located Downtown -Walk Everywhere!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Renovated Historic Home Located Downtown -Walk Everywhere!
3
BR,
2
BA,
Sleeps
8
Maryland
>
Annapolis House
#951256
(28)
Compare
Luxury Waterfront Home, Sunsets, Pool, 2 miles from Town Center!
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$650 - $800
per night
Luxury Waterfront Home, Sunsets, Pool, 2 miles from Town Center!
2 - 7 night Minimum Stay
5
BR,
4
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#233398
(13)
Compare
Camden Yards, Convention Center, Inner Harbor, Ravens Stadium
3 Bedrooms,
2
Bathrooms
, Sleeps 9
Camden Yards, Convention Center, Inner Harbor, Ravens Stadium
3
BR,
2
BA,
Sleeps
9
Maryland
>
Baltimore House
#981394
(12)
Compare
Rudy's Retreat $ 129/Night + Community Indoor Heated Pool!!
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 10
$129
per night
Rudy's Retreat $ 129/Night + Community Indoor Heated Pool!!
2 night Minimum Stay
3
BR,
2
BA,
1
HF BA,
Sleeps
10
Deep Creek Lake
>
McHenry Townhome
#110634vb
(17)
Compare
Newly remodeled 6 (plus) Bedroom / 7 Bath Vacation Home With Indoor Pool
6 Bedrooms,
7
Bathrooms
, Sleeps 20
$700 - $850
per night
Newly remodeled 6 (plus) Bedroom / 7 Bath Vacation Home With Indoor Pool
2 night Minimum Stay
6
BR,
7
BA,
Sleeps
20
Deep Creek Lake
>
Swanton House
#470060vb
Compare
Historic Stone Riverfront Villa - with Your Own Boat
5 Bedrooms,
5
Bathrooms
, Sleeps 15
$4,500
per week
Historic Stone Riverfront Villa - with Your Own Boat
7 night Minimum Stay
5
BR,
5
BA,
Sleeps
15
Maryland
>
Annapolis Villa
#974540
(7)
Compare
Lake Access Chalet-Short Walk to Slip ($200 Summer Discount)
5 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$275 - $475
per night
Lake Access Chalet-Short Walk to Slip ($200 Summer Discount)
2 - 7 night Minimum Stay
5
BR,
3
BA,
1
HF BA,
Sleeps
12
Deep Creek Lake
>
McHenry Chalet
#170908
(10)
Compare
The Point of It All-Near Annapolis, Washington D.C., Baltimore
6 Bedrooms,
6
Bathrooms
, Sleeps 14
$5,425 - $6,475
per week
The Point of It All-Near Annapolis, Washington D.C., Baltimore
7 night Minimum Stay
6
BR,
6
BA,
Sleeps
14
Chesapeake Bay
>
Kent Island Estate
#447255vb
Compare
100 Acre Farm Only Minutes From Deep Creek Lake And Wisp
4 Bedrooms,
4
Bathrooms
, Sleeps 8
$335 - $450
per night
100 Acre Farm Only Minutes From Deep Creek Lake And Wisp
2 night Minimum Stay
4
BR,
4
BA,
Sleeps
8
Deep Creek Lake
>
McHenry Farmhouse
#455866vb
Compare
Wow! Secluded waterfront home on Maryland's Charming Eastern Shore
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$750
per night
Wow! Secluded waterfront home on Maryland's Charming Eastern Shore
3 - 7 night Minimum Stay
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Chesapeake Bay
>
Centreville House
#458295vb
2 Reviews
Compare
Special $1,000 Off May and June Weeks
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$800
per night
Special $1,000 Off May and June Weeks
2 night Minimum Stay
4
BR,
3
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#454608vb
Compare
Artist Beach Home, Gorgeous 4 BR+ with Dock Bay Front
4 Bedrooms,
3
Bathrooms
, Sleeps 12
Artist Beach Home, Gorgeous 4 BR+ with Dock Bay Front
4
BR,
3
BA,
Sleeps
12
Ocean City
>
Princess Royale House
#322773vb
(9)
Compare
2 Weeks Still Open in June - $2000 Off $6300/Week!
6 Bedrooms,
6
Bathrooms
,
2
Half Baths
, Sleeps 12
$4,900
per week
2 Weeks Still Open in June - $2000 Off $6300/Week!
2 night Minimum Stay
6
BR,
6
BA,
2
HF BA,
Sleeps
12
Chesapeake Bay
>
St. Michaels House
#272472
Compare
In the Heart of Chesapeake Bay on Maryland’s Scenic Eastern Shore
7 Bedrooms,
7
Bathrooms
,
1
Half Bath
, Sleeps 14
$2,000 - $2,500
per week
In the Heart of Chesapeake Bay on Maryland’s Scenic Eastern Shore
3 night Minimum Stay
7
BR,
7
BA,
1
HF BA,
Sleeps
14
Chesapeake Bay
>
Tilghman Island House
#3513192
Compare
Year Round Waterfront Home w/Dock & Pool Sleeps 18
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 18
Year Round Waterfront Home w/Dock & Pool Sleeps 18
4
BR,
3
BA,
1
HF BA,
Sleeps
18
Chesapeake Bay
>
Cambridge House
#429253vb
(7)
Compare
Miller's Slip Away Chalet pampers you while you relax in luxury.
5 Bedrooms,
3
Bathrooms
, Sleeps 12
Miller's Slip Away Chalet pampers you while you relax in luxury.
5
BR,
3
BA,
Sleeps
12
Deep Creek Lake
>
McHenry Chalet
#448036vb
(3)
Compare
Charming Island Home on Chesapeake Bay with Great Water Views
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$185
per night
Charming Island Home on Chesapeake Bay with Great Water Views
3 night Minimum Stay
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
Tilghman Island House
#274622
Compare
Year Round Waterfront Estate / Family Reunions - Sleeps 26
7 Bedrooms,
6
Bathrooms
,
1
Half Bath
, Sleeps 26
Year Round Waterfront Estate / Family Reunions - Sleeps 26
7
BR,
6
BA,
1
HF BA,
Sleeps
26
Chesapeake Bay
>
Cambridge Estate
#409548vb
(4)
Compare
Red Run Cabin at Deep Creek Lake
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Red Run Cabin at Deep Creek Lake
3
BR,
2
BA,
Sleeps
6
Deep Creek Lake
>
McComas Beach Cabin
#444352vb
Compare
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Maryland
Annapolis (108)
Baltimore (18)
Berlin (8)
Chesapeake Bay (228)
Edgewater (2)
Frederick (5)
Georgetown (1)
Havre de Grace (2)
Maryland - Washington DC (29)
Middletown (2)
Ocean City (148)
Ocean Pines (43)
Pasadena (1)
Salisbury (1)
Western Maryland (253)
West Ocean City (1)