Maryland Long Term Rentals(285)
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
Historic Waterfront Home in St. Michaels, w/Wi-Fi, Dock & Pet Friendly
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$400 -
$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
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
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
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
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
Rudy's Retreat $ 129/Night + Community Indoor Heated Pool!!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$129
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
The Point of It All-Near Annapolis, Washington D.C., Baltimore
- 6 Bedrooms,
- 6 Bathrooms, Sleeps 14
$5,425 -
$6,475
per week
7 night Minimum Stay
- 6 BR,
- 6 BA,
- Sleeps 14
Luxurious 'Cottage by the Sea' Oceanfront Condo SPRING RATE SALE!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$2,100 -
$6,195
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 10
2 Weeks Still Open in June - $2000 Off $6300/Week!
- 6 Bedrooms,
- 6 Bathrooms,
- 2 Half Baths, Sleeps 12
$4,900
per week
2 night Minimum Stay
- 6 BR,
- 6 BA,
- 2 HF BA,
- Sleeps 12
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
3 night Minimum Stay
- 7 BR,
- 7 BA,
- 1 HF BA,
- Sleeps 14
Luxurious Historic Home in the Heart of Downtown Annapolis!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$375 -
$475
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
Luxury Historic Farmhouse, Pond and Spectacular Views. Cozy, Spacious 4400 sq ft
- 5 Bedrooms,
- 5 Bathrooms, Sleeps 14
$400 -
$600
per night
3 night Minimum Stay
- 5 BR,
- 5 BA,
- Sleeps 14
Walk to DWTN or enjoy the FREE eCruiser! Great location!
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$500
per night
3 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Great Location Close to Washington D.C., and Baltimore
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 9
$200
per night
4 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 9
5BR/3 BA Luxury Waterfront, Featured in 'Waterfront Living'
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 12
$340 -
$850
per night
2 - 3 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 12
Charming Oceanside Condo - Steps to the Beach - Outstanding Reviews
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$650 -
$1,175
per week
3 - 7 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Waterfront Rental -Stay on a Boat- Walk to Inner Harbor!
- 2 Bedrooms,
- 1 Bathroom, Sleeps 4
$125 -
$275
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 4
Upscale - Luxurious - Ocean & Bay Views - Direct Boardwalk Condo
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$303 -
$819
per night
1 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 9
Avalon Cliff Guest House
- 2 Bedrooms, Sleeps 8
$300 -
$425
per night
2 night Minimum Stay
- 2 BR,
- Sleeps 8
Breezy Point Waterfront Cottage-Pool-Dock-Recreation Pavilion
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 6
$340 -
$600
per night
2 night Minimum Stay
- 4 BR,
- 3 BA,
- Sleeps 6
Endless Waterfront Sunsets on Eastern Bay!!
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
$300 -
$550
per night
2 - 3 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Premium Waterfront Estate Property - $7,500/Week -
- 5 Bedrooms,
- 7 Bathrooms, Sleeps 10
- 5 BR,
- 7 BA,
- Sleeps 10
Spectacular View, Lakefront Condo, Indoor Pool/Spa, Boatslip
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
- 3 BR,
- 2 BA,
- Sleeps 10
Waterfront Tilghman Island Cottage
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$75 -
$175
per night
2 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 6