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Vacation Rentals
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World
>
USA
>
Maryland
3
BR /
3
BA /
Sleeps
6
From $473/nt
Featured
2
BR /
2
BA /
Sleeps
7
From $120/nt
Featured
2
BR /
2
BA /
Sleeps
8
From $249/nt
Featured
5
BR /
2
BA /
2
HF BA /
Sleeps
11
From $500/nt
Featured
2
BR /
2
BA /
1
HF BA /
Sleeps
6
From $375/nt
Featured
Maryland with Fireplace
(838)
sort by
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Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
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, wifi ,Family/Retreat
5 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 15
$400 - $975
per night
Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, wifi ,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
Belmont Towers Direct Oceanfront/Boardwalk-Gorgeous! only 1 summer week avail.
3 Bedrooms,
3
Bathrooms
, Sleeps 9
$200 - $850
per night
Belmont Towers Direct Oceanfront/Boardwalk-Gorgeous! only 1 summer week avail.
Book it Now!
2 - 7 night minimum stay
3
BR,
3
BA,
Sleeps
9
Ocean City
>
Belmont Towers Ocean City Condo
#233143
(66)
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
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
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
(9)
Compare
Belmont Towers Premier Boardwalk/Oceanfront! Mini weeks and weekend available.
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 9
$175 - $750
per night
Belmont Towers Premier Boardwalk/Oceanfront! Mini weeks and weekend available.
2 - 4 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
9
Ocean City
>
Belmont Towers Ocean City Condo
#187487
(88)
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
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
(18)
Compare
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
4 Bedrooms,
4
Bathrooms
, Sleeps 14
$500 - $1,200
per night
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
4
BR,
4
BA,
Sleeps
14
Maryland
>
Annapolis House
#241350
(13)
Compare
Spectacular Corner Unit - Direct Waterfront Condo in Crisfield, Md
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$100 - $200
per night
Spectacular Corner Unit - Direct Waterfront Condo in Crisfield, Md
3 night minimum stay
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
Crisfield Condo
#277457
(49)
Compare
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$1,118 - $1,185
per night
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
2 - 7 night minimum stay
5
BR,
4
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#922712
(15)
Compare
Luxury Waterfront Home....ONE SUMMER WEEK LEFT 6/23-6/30
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$650 - $800
per night
Luxury Waterfront Home....ONE SUMMER WEEK LEFT 6/23-6/30
2 - 7 night minimum stay
5
BR,
4
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#233398
(13)
Compare
Easy to Love, Hard to Leave
7 Bedrooms,
7
Bathrooms
,
1
Half Bath
, Sleeps 22
$1,038 - $1,318
per night
Easy to Love, Hard to Leave
2 - 7 night minimum stay
7
BR,
7
BA,
1
HF BA,
Sleeps
22
Chesapeake Bay
>
Church Creek House
#390476vb
(10)
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
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
(13)
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
Boaters Delight, Spectacular Sunsets!
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$1,300 - $2,200
per week
Boaters Delight, Spectacular Sunsets!
7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Ocean City
>
Vacation Homes in Ocean City Townhome
#102006
(18)
Compare
St. Michaels Waterfront 5 Bedroom, Sleeps 10 $2,500/Week
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$800
per night
St. Michaels Waterfront 5 Bedroom, Sleeps 10 $2,500/Week
2 night minimum stay
4
BR,
3
BA,
Sleeps
10
Chesapeake Bay
>
St. Michaels House
#454608vb
Compare
Newly remodeled 6 (plus) Bedroom / 7.5 Bath Vacation Home With Indoor Pool
6 Bedrooms,
7
Bathrooms
, Sleeps 20
$700 - $850
per night
Newly remodeled 6 (plus) Bedroom / 7.5 Bath Vacation Home With Indoor Pool
2 night minimum stay
6
BR,
7
BA,
Sleeps
20
Deep Creek Lake
>
Swanton House
#470060vb
1 Review
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
Gorgeous Southern Colonial on the Water in Annapolis-
6 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 16
Gorgeous Southern Colonial on the Water in Annapolis-
6
BR,
4
BA,
1
HF BA,
Sleeps
16
Maryland
>
Annapolis Cottage
#283672
(44)
Compare
Charming Island Home on Chesapeake Bay with Great Water Views
3 Bedrooms,
2
Bathrooms
, Sleeps 6
Charming Island Home on Chesapeake Bay with Great Water Views
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
Tilghman Island House
#274622
Compare
Luxury St. Michaels Waterfront 6 Bedrooms/6 Baths $4900/Week
6 Bedrooms,
6
Bathrooms
,
2
Half Baths
, Sleeps 12
$4,900
per week
Luxury St. Michaels Waterfront 6 Bedrooms/6 Baths $4900/Week
2 night minimum stay
6
BR,
6
BA,
2
HF BA,
Sleeps
12
Chesapeake Bay
>
St. Michaels House
#272472
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
Luxurious 'Cottage by the Sea' Oceanfront Condo SIZZLING SUMMER SALE!
3 Bedrooms,
3
Bathrooms
, Sleeps 10
$2,100 - $6,195
per week
Luxurious 'Cottage by the Sea' Oceanfront Condo SIZZLING SUMMER SALE!
7 night minimum stay
3
BR,
3
BA,
Sleeps
10
Ocean City
>
Gateway Grand Ocean City Condo
#249999
(14)
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
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
Elegant 3,000-Sqft Oceanfront w/ Jacuzzi — Featured In Coastal Style
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$480 - $1,119
per night
Elegant 3,000-Sqft Oceanfront w/ Jacuzzi — Featured In Coastal Style
3 - 7 night minimum stay
3
BR,
3
BA,
1
HF BA,
Sleeps
8
Ocean City
>
Vacation Homes in Ocean City Condo
#3509574
Compare
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Maryland
Annapolis (78)
Baltimore (5)
Berlin (2)
Bryans Road (2)
Chesapeake Bay (169)
Frederick (4)
Georgetown (2)
Havre de Grace (2)
Maryland - Washington DC (25)
Middletown (1)
Ocean City (261)
Ocean Pines (19)
Western Maryland (267)
West Ocean City (1)