Maryland Waterfront Vacation Rentals(823)
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, wifi ,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
Belmont Towers Direct Oceanfront/Boardwalk-Gorgeous! only 1 summer week avail.
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 9
$200 -
$850
per night
2 - 7 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 9
Belmont Towers Premier Boardwalk/Oceanfront! Mini weeks and weekend available.
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 9
$175 -
$750
per night
2 - 4 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
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
Amazing Waterfront in Annapolis, easy walk to Navy Stadium & Downtown
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 14
$500 -
$1,200
per night
- 4 BR,
- 4 BA,
- Sleeps 14
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
2 - 7 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 7
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
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
$730 -
$872
per night
2 - 7 night minimum stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
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
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
Sprawling Multi-Family Home with all the best amenities--pool, hot tub, dock, kayaks and more!
- 6 Bedrooms,
- 6 Half Baths, Sleeps 23
- 6 BR,
- 6 HF BA,
- Sleeps 23
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
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
Luxury Waterfront Home....ONE SUMMER WEEK LEFT 6/23-6/30
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 10
$650 -
$800
per night
2 - 7 night minimum stay
- 5 BR,
- 4 BA,
- Sleeps 10
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
Updated Historic Sprawling Waterfront Estate minutes to Oxford
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 10
$717 -
$993
per night
2 - 7 night minimum stay
- 5 BR,
- 3 BA,
- Sleeps 10
Renovated Historic Home Located Downtown -Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
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
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
Gorgeous Southern Colonial on the Water in Annapolis-
- 6 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 16
- 6 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 16
Charming Island Home on Chesapeake Bay with Great Water Views
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
Luxury St. Michaels Waterfront 6 Bedrooms/6 Baths $4900/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
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
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
Luxurious 'Cottage by the Sea' Oceanfront Condo SIZZLING SUMMER SALE!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$2,100 -
$6,195
per week
7 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 10
Wow! Secluded waterfront home on Maryland's Charming Eastern Shore
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
$750
per night
3 - 7 night minimum stay
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Just Reduced! Oceanfront Perfection — Huge Luxury Condo w/ Wi-Fi & Pool!
- 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