Holiday rentals in Annapolis

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Popular amenities for Annapolis holiday rentals

Stay near Annapolis's top sights

Annapolis City Dock34 locals recommend
Navy-Marine Corps Memorial Stadium34 locals recommend
Graduate Annapolis11 locals recommend
Rams Head On Stage22 locals recommend
Maryland State House81 locals recommend
Historic Inns of Annapolis8 locals recommend

Other great holiday rentals in Annapolis

Guest favourite

Guest house in Annapolis

4.99 out of 5 average rating, 108 reviews

Coastal Waterfront 1 Bedroom Cottage

2–9 Dec

₹29,175 per night
Guest favourite

Home in Annapolis

4.95 out of 5 average rating, 350 reviews

New Hotel Chic

6–13 Feb

₹16,555 per night
Guest favourite

Boat in Annapolis

4.94 out of 5 average rating, 352 reviews

Stay aboard the S/V MY STUDIO on Annapolis Harbor

9–16 Jul

₹15,529 per night
Guest favourite

Guest suite in Arnold

4.94 out of 5 average rating, 118 reviews

Coastal Comfort Suite Near Annapolis, Hottub, EV

26 Jul – 2 Aug

₹14,924 per night
Guest favourite

Guest suite in Arnold

4.84 out of 5 average rating, 503 reviews

Sunny Spot Suite, Serene, Annapolis, Naval Academy

16–23 Aug

₹9,993 per night
Guest favourite

Cottage in Annapolis

4.96 out of 5 average rating, 340 reviews

Relaxing Water Views - Mill Creek Cottage

5–12 Jan

₹18,133 per night
Guest favourite

Guest house in Annapolis

5.0 out of 5 average rating, 106 reviews

Garden View, a spacious 1 bedroom with loft.

27 Jan – 3 Feb

₹14,423 per night
Guest favourite

Apartment in Annapolis

4.95 out of 5 average rating, 21 reviews

Funky Uptown Apt meets Downtown - Hist District

12–19 Aug

₹11,975 per night

Quick stats about holiday rentals in Annapolis

  • Total rentals

    640 properties

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Rentals with a pool

    40 properties have a pool

  • Pet-friendly rentals

    180 properties allow pets

  • Family-friendly rentals

    440 properties are a good fit for families

  • Total number of reviews

    28T reviews

Destinations to explore