Search Vacation Homes in Annapolis
- Be pickySearch almost a million properties worldwide
- Change your mindBook hotels with free cancellation
Plan, book, stay with confidence
Check availability on Vacation Homes in Annapolis
Compare 296 Vacation Homes in Annapolis with updated reviews, rates, and availability.
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
The price is AED 2,310
AED 5,205 total
includes taxes & fees
4 Jun - 5 Jun
Directly Across from Gate One & Steps from the Waterfront
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
Cheerful 3-Bedroom House in Downtown Annapolis
Cheerful 3-Bedroom House in Downtown Annapolis
10.0 out of 10, Exceptional, (10)
Save an average of 15% on thousands of hotels when you're signed in
Charming Charles Retreat- The perfect space for fun and relaxation!
Charming Charles Retreat- The perfect space for fun and relaxation!
Charming Cottage with Hot Tub 1 Block from the Bay
Charming Cottage with Hot Tub 1 Block from the Bay
10.0 out of 10, Exceptional, (6)
The price is AED 1,120
AED 2,286 total
includes taxes & fees
27 May - 28 May
Charming Historic Townhouse Steps From USNA
Charming Historic Townhouse Steps From USNA
10.0 out of 10, Exceptional, (12)
Free parking Historic Union House Downtown with private patio
Free parking Historic Union House Downtown with private patio
10.0 out of 10, Exceptional, (20)
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
421 Irie: Simply Charming 2 Story Cottage!! Private Pool!! 1 Off Street Parking!
10.0 out of 10, Exceptional, (80)
Recently Renovated Annapolis Home - Conveniently Located
Recently Renovated Annapolis Home - Conveniently Located
10.0 out of 10, Exceptional, (44)
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
Fantastic Spacious Eastport Home Easy Walk to Everything & Parking for 6 Cars!
9.6 out of 10, Exceptional, (99)
7 mins away from Downtown Annapolis
7 mins away from Downtown Annapolis
10.0 out of 10, Exceptional, (5)
Waterfront Annapolis Home: Fire Pit & Fishing Pier
Waterfront Annapolis Home: Fire Pit & Fishing Pier
9.2 out of 10, Wonderful, (27)
History & Charm Near the Annapolis City Dock
History & Charm Near the Annapolis City Dock
10.0 out of 10, Exceptional, (7)
Private Cottage on gated estate
Private Cottage on gated estate
10.0 out of 10, Exceptional, (15)
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
Pet Friendly - Stone's throw from Annapolis City Dock with private back patio
9.8 out of 10, Exceptional, (7)
USNA Luxury Home in Downtown Annapolis with Parking
USNA Luxury Home in Downtown Annapolis with Parking
10.0 out of 10, Exceptional, (2)
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
9.4 out of 10, Exceptional, (12)
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
Lakefront dog-friendly home with private outdoor pool, pool spa, dock & grill
10.0 out of 10, Exceptional, (3)
Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces
Spacious Townhouse 1 block to Capital Bldg, Parking Multiple gathering spaces
10.0 out of 10, Exceptional, (12)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other property types in Annapolis
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (3)
The price is AED 2,310
AED 5,205 total
includes taxes & fees
4 Jun - 5 Jun
Directly Across from Gate One & Steps from the Waterfront
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
10.0 out of 10, Exceptional, (19)
The price is AED 1,781
AED 2,558 total
includes taxes & fees
29 May - 30 May
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Annapolis hotelsExpedia verified reviews
5/5 Excellent
Value
"Friendly service and a nice and clean basic room "
A verified traveler stayed at Red Roof Inn Annapolis
Posted 2 days ago