Maryland Beach Vacation Rentals(654)
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
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
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
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
Boaters Delight, Spectacular Sunsets!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,300 -
$2,200
per week
7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Special Offer
Save $600.00 FAMILIES no recent grads (June 2 - June 30)
Luxury Bay View Condo, New Furnishings, Pool, Wi Fi & Short Walk to the Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$120 -
$170
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
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
Direct OceanFront; Discounts for May weeks. Weekends available.
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 7
$225
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 7
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
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
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
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
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
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
Direct Oceanfront Condo - the Plaza - the Jewel of the Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 2 BR,
- 2 BA,
- Sleeps 8
Magical Bayfront Home
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$350 -
$425
per night
2 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Oceanfront 'Terrific' Condo - Spectacular View - Be Our Guest!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$129 -
$159
per night
2 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Beautiful 3BR/3 Full BA Builders Model Condo Near Beach
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$400 -
$600
per night
2 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 10
Largest Condo in this building,a short walk to the beach and Convention Center
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$95 -
$212
per night
3 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 6
Luxury townhouse, Ocean Block, Ocean&Bay view 300 ft from the beach, sleeps 14
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 14
$1,100 -
$3,500
per week
2 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 14
***** 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
$650 -
$1,175
per week
3 - 7 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
100%Oceanfront, Jacuzzi Over Ocean, Fireplace, 2 Heated Pools,
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 13
$175 -
$250
per night
2 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 13
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
New Top Floor 3BR Condo - Ocean View & Pool - Luxe Beds & TVs - Large Balcony
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 9
$250
per night
3 - 7 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 9
Welcome to Sunset Island - Ocean City, MD's Family Resort
- 4 Bedrooms,
- 3 Bathrooms,
- 2 Half Baths, Sleeps 12
$400
per night
3 - 7 night Minimum Stay
- 4 BR,
- 3 BA,
- 2 HF BA,
- Sleeps 12
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