Annapolis Vacation Home Rentals(90)
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
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
Stunning Downtown Home Steps From the Academy!
- 3 Bedrooms,
- 3 Bathrooms,
- 2 Half Baths, Sleeps 9
$475 -
$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 14
$500 -
$1,200
per night
- 4 BR,
- 4 BA,
- Sleeps 14
Beautiful Renovation in Historic District
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$101 -
$425
per night
2 - 30 night minimum stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
Renovated Historic Home Located Downtown -Walk Everywhere!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Luxurious Historic Home in the Heart of Downtown Annapolis!
- 3 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 7
$120 -
$475
per night
2 night minimum stay
- 3 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 7
Wonderful Location! 10% Discounts for select Nov & Dec dates.
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
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
Beautiful Home In the Heart of Eastport
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 6
$140 -
$425
per night
2 night minimum stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 6
One block from the naval academy entrance!! Historical Annapolis!!
- 3 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 8
$150 -
$450
per night
2 night minimum stay
- 3 BR,
- 2 BA,
- 2 HF BA,
- Sleeps 8
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
Waterfront 5BR Home - Annapolis/Severna Park
- 5 Bedrooms, Sleeps 12
- 5 BR,
- Sleeps 12
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
Charming Bay Cottage
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$210 -
$350
per night
3 night minimum stay
- 3 BR,
- 2 BA,
- Sleeps 6
Annapolis, Eastport Peninsula Historic Home With Water View
- 4 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 10
$225 -
$500
per night
3 night minimum stay
- 4 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 10
In the Heart of Downtown, One Block to City Dock
- 1 Bedrooms,
- 1 Bathroom, Sleeps 5
$101 -
$250
per night
2 - 30 night minimum stay
- 1 BR,
- 1 BA,
- Sleeps 5
Downtown Annapolis for Grad Week, Boat Shows, Entertaining
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 10
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 10
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
Beautiful Annapolis Historic District Home with Waterviews
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Casa Arundel
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
- 3 BR,
- 2 BA,
- Sleeps 8
Charming Family Size home Walking distance to Everything
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
- 3 BR,
- 3 BA,
- Sleeps 8
Advertisement