Annapolis Waterfront Vacation Rentals(39)
Spacious Annapolis Waterfront Home with Multiple Decks, Private Pier, and Views!
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$280 -
$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
$250 -
$975
per night
2 - 3 night minimum stay
- 5 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 15
Annapolis Area Severn River Waterfront
- 5 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 11
$400 -
$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 14
$500 -
$1,200
per night
- 4 BR,
- 4 BA,
- Sleeps 14
Renovated Historic Home Located Downtown -Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
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
5BR/3 BA Luxury Waterfront, Featured in 'Waterfront Living'
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 12
$250 -
$850
per night
2 - 3 night minimum stay
- 4 BR,
- 3 BA,
- Sleeps 12
Waterfront Relaxing Retreat in Annapolis Area
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$375
per night
3 night minimum stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Comfortable Timber Frame deep waterfront home in Annapolis close to USNA
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,550 -
$1,750
per week
2 - 4 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Oak Bluff - Waterfront on a Peninsula - Private Pier. Great Crabbing - Wi-Fi.
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
$250 -
$340
per night
2 - 3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 7
Quiet, Relaxing Waterfront Suisse Chalet with Dock for Boats
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Waterfront 5BR Home - Annapolis/Severna Park
- 5 Bedrooms, Sleeps 12
- 5 BR,
- Sleeps 12
Waterfront Cottage - Chesapeake Bay -Near Annapolis
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 10
$1,950 -
$2,600
per week
2 - 7 night minimum stay
- 4 BR,
- 2 BA,
- Sleeps 10
Waterfront Cottage With Stunning Views On Severn River
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 4 BR,
- 2 BA,
- Sleeps 7
Waterfront with Stunning Views! Private Pier
- Studio, Sleeps 8
$425 -
$500
per night
2 night minimum stay
- Studio,
- Sleeps 8
Annapolis Waterfront South River Chesapeake Bay
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 7
$250 -
$295
per night
3 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 7
Our Home on the Cove: waterfront, peaceful, wooded, comfy, family friendly
- 5 Bedrooms,
- 2 Bathrooms, Sleeps 15
$2,850
per week
7 night minimum stay
- 5 BR,
- 2 BA,
- Sleeps 15
Peaceful 3BR House on Oyster Creek w/ Amazing Views of the Chesapeake Bay
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 9
$300 -
$1,200
per night
2 night minimum stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 9
Memories on the Bay
- 5 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 14
- 5 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 14
Elegant and Luxurious Home facing the Annapolis Harbor
- 5 Bedrooms,
- 4 Bathrooms,
- 1 Half Bath, Sleeps 10
$1,050
per night
3 night minimum stay
- 5 BR,
- 4 BA,
- 1 HF BA,
- Sleeps 10
Reduced Prices for Fall: Chesapeake Bay Waterfront Cottage with Beach
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 6
$1,750
per week
2 night minimum stay
- 2 BR,
- 2 BA,
- Sleeps 6
On the Water in Annapolis - Close to Navel Academy
- 2 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 6
- 2 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 6
17 More choices from HomeAway International Websites
Near Annapolis - Chesapeake Bay/Kent Island Waterfront Cottage
- 4 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 10
Beautiful Waterfront Home in Prestigious Lindstead Community.
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
Annapolis Waterfront Home With A Private Pool & Dock
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$500
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 8
Water Access 7 Bedrooms, Sleeps 8-20, Modern 38' Boat
- 7 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 20
$600 -
$800
per night
2 night minimum stay
- 7 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 20
Waterfront Post and Beam New Environmentally Friendly Home
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 10
$2,800
per week
7 night minimum stay
- 3 BR,
- 3 BA,
- Sleeps 10
Beautiful Waterfront Townhome In Historic Annapolis
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
$450 -
$6,500
per night
2 night minimum stay
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
The Yellow Cottage on Harness Creek
- 2 Bedrooms, Sleeps 6
- 2 BR,
- Sleeps 6
Annapolis, Md Waterfront Rental Home In Bay Ridge
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$6,020
per week
7 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
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