Maryland with Air Conditioning(1,694)
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$350 -
$500
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 10
Annapolis/Boaters/ Waterfront,Pool,Beach,Slip, WI FI ,Family/Retreat
- 5 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 15
$400 -
$975
per night
2 - 3 night Minimum Stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 15
Comfort & Style: Chesapeake Bay Views, Beach, Pier, Spa!
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 20
$495 -
$695
per night
2 - 3 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 20
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 13
$500 -
$1,200
per night
- 4 BR,
- 4 BA,
- Sleeps 13
Stunning Beachside Condo 37th St. **Booking Fall NOW**
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$89 -
$199
per night
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Spectacular Corner Unit - Direct Waterfront Condo in Crisfield, Md
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$100 -
$200
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
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
2 - 3 night Minimum Stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Downtown/Camden Yards- 600 feet from homeplate
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$350
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 9
Annapolis Area Severn River Waterfront
- 5 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 11
$500
per night
4 night Minimum Stay
- 5 BR,
- 2 BA,
- 2 HF BA,
- Sleeps 11
Stunning Downtown Home Steps From the Academy!
- 3 Bedrooms,
- 3 Bathrooms,
- 2 Half Baths, Sleeps 9
$750 -
$875
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- 2 HF BA,
- Sleeps 9
Luxury Ocean Facing 2 BR Condo,Slps 8,Indoor Pool,Walk 2 Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$83 -
$258
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
It is all about the view - Updated, Decks, Shaded Back Yard, Dock
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$495 -
$605
per night
3 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Our Nation's Capitol -- Enjoy a beautiful historical vacation
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$249 -
$269
per night
2 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 8
Ultimate family vacation home! Pool, dock, games barn, hot tub and more!
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$1,118 -
$1,185
per night
2 - 7 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 10
Beautiful Renovation in Historic District
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$375 -
$425
per night
2 - 30 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Pool, hot tub, big water views--what more could you ask for in a cottage
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 7
$583 -
$712
per night
2 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 7
Easy to Love, Hard to Leave
- 7 Bedrooms,
- 7 Bathrooms,
- 1 Half Bath, Sleeps 22
$1,038 -
$1,318
per night
2 - 7 night Minimum Stay
- 7 BR,
- 7 BA,
- 1 HF BA,
- Sleeps 22
Renovated Historic Home Located Downtown -Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Beautiful Annapolis Getaway - Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$300 -
$400
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Waterfront Cottage - Scenic River Off Chesapeake Bay
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,995
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury Waterfront Home, Sunsets, Pool, 2 miles from Town Center!
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$650 -
$800
per night
2 - 7 night Minimum Stay
- 5 BR,
- 4 BA,
- Sleeps 10
Top-Rated Luxury Oceanfrt Condo Spectacular Views-Outstanding Reviews
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$950 -
$2,395
per week
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
Camden Yards, Convention Center, Inner Harbor, Ravens Stadium
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 9
- 3 BR,
- 2 BA,
- Sleeps 9
1920's Restored Waterman's Cottage with Fantastic Views!
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 4
$392 -
$500
per night
2 - 3 night Minimum Stay
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 4
Renovated Waterfront Farm House on 25 Acres with Pool
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$742 -
$868
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Contemporary Cottage on quiet creek, waterside pool, tranquil views
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$675 -
$775
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Thistle Dew - Will Do!! Waterfront, Pool, Decor, Location
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 8
$535 -
$752
per night
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 8
Three level family home restored 1920s Colonial on 25 acres, dock, pool
- 5 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 13
$742 -
$912
per night
2 - 7 night Minimum Stay
- 5 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 13
Private Cottage just outside St. Michaels with kayak and bikes included!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$490 -
$610
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Waterfront getaway cottage near St. Michaels, hot tub, kayaks
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$425 -
$550
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
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