Annapolis (6) Filter Cancel

1-6 of 6 Annapolis Rentals

Sort:
1 / 24

Annapolis Home
4 Bedrooms / 4 Bathrooms / Sleeps 14
Home / 4 Bedrooms / Sleeps 14

from

$850

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:14
Type:Home
Per night:$850
Per week:$5,950
Pets allowed:Yes
Internet:Yes

A Peaceful Oasis Overlooking Annapolis Waterfront and easy walking distance to downtown. Check out this great video of the home and property: https://youtu. be/FBqOhPJZ- qU This incredible home has 100’ of floor- to- ceiling windows nestled in the tree canopy for expansive...

See more

Close x

1 / 17

Annapolis Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

2, 700 Sq. Ft. Of Casual Waterfront Elegance 50' From The Chesapeake Bay ! 2, 700 sq. ft. of casual waterfront elegance 50' from the shores of the Chesapeake bay and 15 minutes from historic downtown Annapolis and the Naval Academy... You will be so close to the Chesapeake ...

See more

Close x

1 / 12

Annapolis Condo
1 Bedroom / 1 Bathroom / Sleeps 5
Condo / 1 Bedroom / Sleeps 5

from

$650

/ night

Email Owner
Bedrooms:1
Bathrooms:1
Sleeps:5
Type:Condo
Per night:$650
Per week:$4,500
Pets allowed:No
Internet:No

This beautiful and elegant 1 BR loft with 2. 5 bath, that is nestled in a quiet but vibrant private residential community equipped with 2 swimming pools, 2 tennis courts and a restaurant, which sits on the water. This property is located in the Chesapeake Bay area. The security...

See more

Close x

1 / 13

Annapolis Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(1)“ Excellent ”1 Review

from

$450

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Home
Per night:$450 - $500
Per week:$2,800
Pets allowed:Yes
Internet:Yes

NOTE: Please call me if you want to book my property. There have been security problems on all vacation rental sites. If anyone should ask you to wire funds please call me at the number listed on this site. Beautiful upgraded home in Eastport is perfectly located in small Cul ...

See more

Close x

Comfy house, great location

“ Excellent ”
June 21, 2015
Steps from Eastport marinas and great restaurants, this house was perfect for a get-together of 8 people. Property is well-maintained, cool on one of the hottest days/nights of the summer, and has plenty of parking. Owner is really helpful & easy to work with.
Liz Hintz Worsham, Heathsville, Virginia USA

See all reviews

Close x

1 / 24

Annapolis Chalet
3 Bedrooms / 2.5 Bathrooms / Sleeps 10
Chalet / 3 Bedrooms / Sleeps 10

from

$595

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:10
Type:Chalet
Per night:$595
Per month:$17,850
Pets allowed:No
Internet:Yes

This spacious, airy and relaxing 3 bedroom Suisse Chalet sits on Mill Creek just off of the Chesapeake Bay and the Severn River. Located on Mulberry Hill Road, Annapolis, Maryland this beautiful and spacious Suisse Chalet is located 5 minutes from the United States Naval Academy,...

See more

Close x

relax on the deck
1 / 12

Annapolis Home
4 Bedrooms / 3 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(10)“ Excellent ”10 Reviews

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$250 - $350
Per month:$7,500 - $10,500
Pets allowed:No
Internet:No

Fredelig sted"(peaceful place) is patterned after a Norwegian cottage with curved roof on the outside and knotty pine and birch wood inside. The bright panoramic view of the Chesapeake from the great room, master bedroom or deck elicits a relaxed, peaceful mood as soon as you...

See more

Close x

The family was very pleased

“ Excellent ”
May 1, 2015
My family happily camped out at Beach House II to attend my son's wedding. The common rooms were a delight, the kitchen well-provisioned, and there's enough space to accommodate a shifting population. I took the master, which is huge, and between the king size bed, comfortable sofa, and my portable crib and air mattress, housed 4 young family members with me. The futon in the sun room provided additional overflow sleeping. Donna was a delight to work with and recommended the ridiculously close Kentmorr Restaurant to host the wedding. It was wonderful. Sadly, the weather did not cooperate and allow us to try the bikes, corn hole game or impressive grill on the premises. Maybe next time.
Ilene Cook, Washington, DC

See all reviews

Close x

Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More

About Annapolis

Events

There is no better time than during an event for families to stay in Annapolis home rentals. These events take place at various times throughout the year. In March, for example, Annapolis celebrates Maryland Day. In May, the Annapolis Maritime Festival is the event to attend. During the summer, Annapolis vacation rentals are perfect for families as there are plenty of events to enjoy. Don’t miss the Irish Festival in June, or the City of Annapolis Fourth of July Fireworks spectacular in July. August brings the Annapolis Art Walk and the Annapolis Crab Feast to town. Around mid-September, the Fall Festival takes place in historic Annapolis. Oktoberfest comes to West Annapolis in October along with the annual Annapolis Halloween Festival. December turns the town extra-magical, making Annapolis house rentals the perfect place to be. The Lighting of the Holiday Tree festivities and the Annapolis Boat Parade of Lights set a festive mood that is not to be missed.