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Special Offers First
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
3 Bedrooms,
3
Bathrooms
, Sleeps 10
$280 - $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
$250 - $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 Sept discounts for full week
3 Bedrooms,
3
Bathrooms
, Sleeps 9
$200 - $850
per night
Belmont Towers Direct Oceanfront/Boardwalk Sept discounts for full week
Book it Now!
2 - 7 night minimum stay
3
BR,
3
BA,
Sleeps
9
Ocean City
>
Belmont Towers Ocean City Condo
#233143
(67)
Compare
Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
5 Bedrooms,
3
Bathrooms
, Sleeps 20
$195 - $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
Stunning Beachside Condo 37th St. **Booking Fall NOW**
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$89 - $285
per night
Stunning Beachside Condo 37th St. **Booking Fall NOW**
3 - 7 night minimum stay
2
BR,
2
BA,
Sleeps
6
Ocean City
>
Sovereign Sea Ocean City Condo
#429895vb
(15)
Compare
Oceanblock 3-Story Townhome with 2-Car Garage 56th Street
3 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
$150 - $500
per night
Oceanblock 3-Story Townhome with 2-Car Garage 56th Street
2 - 7 night minimum stay
3
BR,
3
BA,
1
HF BA,
Sleeps
10
Ocean City
>
Vacation Homes in Ocean City Townhome
#165659
(28)
Compare
Annapolis Area Severn River Waterfront
5 Bedrooms,
2
Bathrooms
,
2
Half Baths
, Sleeps 11
$400 - $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
$475 - $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
Downtown/Camden Yards- 600 feet from homeplate
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 9
$350
per night
Downtown/Camden Yards- 600 feet from homeplate
2 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
9
Maryland
>
Baltimore House
#175654
(28)
Compare
Pool, hot tub, big water views--what more could you ask for in a cottage
3 Bedrooms,
3
Bathrooms
, Sleeps 7
$567 - $712
per night
Pool, hot tub, big water views--what more could you ask for in a cottage
2 - 7 night minimum stay
3
BR,
3
BA,
Sleeps
7
Chesapeake Bay
>
Tilghman Island Cottage
#204687vb
(39)
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
Thistle Dew - Will Do!! Waterfront, Pool, Decor, Location
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$535 - $752
per night
Thistle Dew - Will Do!! Waterfront, Pool, Decor, Location
2 - 7 night minimum stay
4
BR,
3
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels Cottage
#449007vb
(10)
Compare
1920's Restored Waterman's Cottage with Fantastic Views!
2 Bedrooms,
1
Bathroom
,
1
Half Bath
, Sleeps 4
$392 - $500
per night
1920's Restored Waterman's Cottage with Fantastic Views!
2 - 3 night minimum stay
2
BR,
1
BA,
1
HF BA,
Sleeps
4
Chesapeake Bay
>
Tilghman Island Cottage
#922752
(51)
Compare
Renovated Waterfront Farm House on 25 Acres with Pool
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 10
$730 - $872
per night
Renovated Waterfront Farm House on 25 Acres with Pool
2 - 7 night minimum stay
4
BR,
3
BA,
1
HF BA,
Sleeps
10
Chesapeake Bay
>
Cambridge House
#367564vb
(11)
Compare
Contemporary Cottage on quiet creek, waterside pool, tranquil views
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$675 - $775
per night
Contemporary Cottage on quiet creek, waterside pool, tranquil views
2 - 7 night minimum stay
3
BR,
2
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#391798vb
(22)
Compare
Three level family home restored 1920s Colonial on 25 acres, dock, pool
5 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 13
$742 - $921
per night
Three level family home restored 1920s Colonial on 25 acres, dock, pool
2 - 7 night minimum stay
5
BR,
4
BA,
1
HF BA,
Sleeps
13
Chesapeake Bay
>
Cambridge House
#390372vb
(11)
Compare
Private Cottage just outside St. Michaels with kayak and bikes included!
3 Bedrooms,
3
Bathrooms
, Sleeps 6
$473 - $610
per night
Private Cottage just outside St. Michaels with kayak and bikes included!
2 - 3 night minimum stay
3
BR,
3
BA,
Sleeps
6
Chesapeake Bay
>
St. Michaels Cottage
#389515vb
(11)
Compare
Friends & Family "Crash Pad" - Views, Pool, Kayaks, Bikes, Firepit & More
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$710 - $869
per night
Friends & Family "Crash Pad" - Views, Pool, Kayaks, Bikes, Firepit & More
2 - 7 night minimum stay
4
BR,
3
BA,
Sleeps
8
Chesapeake Bay
>
St. Michaels House
#449003vb
(7)
Compare
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$408 - $550
per night
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
2 - 3 night minimum stay
3
BR,
2
BA,
Sleeps
6
Chesapeake Bay
>
St. Michaels Cottage
#448997vb
(27)
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
It is all about the view - Updated, Decks, Shaded Back Yard, Dock
3 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 6
$318 - $605
per night
It is all about the view - Updated, Decks, Shaded Back Yard, Dock
3 night minimum stay
3
BR,
2
BA,
1
HF BA,
Sleeps
6
Chesapeake Bay
>
Tilghman Island House
#78928vb
(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
Sprawling Multi-Family Home with all the best amenities--pool, hot tub, dock, kayaks and more!
6 Bedrooms,
6
Half Baths
, Sleeps 23
Sprawling Multi-Family Home with all the best amenities--pool, hot tub, dock, kayaks and more!
6
BR,
6
HF BA,
Sleeps
23
Chesapeake Bay
>
Cambridge House
#922769
(40)
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
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
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
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
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Maryland
Annapolis (84)
Baltimore (18)
Berlin (12)
Bryans Road (2)
Chesapeake Bay (260)
Edgewater (2)
Frederick (9)
Georgetown (1)
Havre de Grace (2)
Maryland - Washington DC (34)
Middletown (1)
Ocean City (846)
Ocean Pines (49)
Pasadena (1)
Salisbury (1)
Western Maryland (169)
West Ocean City (1)