Maryland Luxury(279)
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
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
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
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
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
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
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
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
$190
per night
3 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
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
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
100 Acre Farm Only Minutes From Deep Creek Lake And Wisp
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$335 -
$450
per night
2 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 8
Huge Ocean Block Condo – Wi-Fi, 2 Master BRs, Pool & Gr8 Views!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 12
$395 -
$1,050
per night
3 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 12
Oceanfront Perfection! Huge Luxury Condo w/ Wi-Fi & Pool (60th St)
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 12
$495 -
$1,395
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 12
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
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
3 - 7 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Wyndham National Harbor: Just Minutes From Washington, D.C!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
$150 -
$250
per night
- 2 BR,
- 2 BA,
- Sleeps 8
Miller's Slip Away Chalet pampers you while you relax in luxury.
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 12
- 5 BR,
- 3 BA,
- Sleeps 12
Direct Oceanfront Condo - the Plaza - the Jewel of the Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 2 BR,
- 2 BA,
- Sleeps 8
Wyndham National Harbor; Come Experience A Self Contained City!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 10
- 3 BR,
- 2 BA,
- Sleeps 10
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
Oceanfront 'Terrific' - AVAILABLE:5/31-6/7- week or mini-week
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$129 -
$159
per night
2 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
***** 3BR 2BA Luxury Condo Steps from the Beach, 6-64th St
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,820
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Charming Oceanside Condo - Steps to the Beach - Outstanding Reviews
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$135 -
$140
per night
3 - 7 night Minimum Stay
- 1 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
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
New Luxury Townhouse Downtown Ocean City! (2nd Street)
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 9
$800 -
$2,500
per week
3 night Minimum Stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 9
Beachfront Resort Condo w/ Gr8 Views - WiFi, Pools, Game Room & More!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$2,695 -
$4,395
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
6.5 Acre Waterfront Retreat!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 9
$3,850
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 9
Luxury Oceanfront Resort — FREE Linens, WiFi, Pools, Game Rm — 48th St
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$270 -
$690
per night
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8