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Search results; Over 1,000 places in Annapolis

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The home you selected

Guest favourite

Townhouse in Annapolis

★ Midcentury Modern Getaway ★ Prime Location ★

6 guests3 bedrooms3 beds2 bathrooms

15–20 Jun

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15–20 Jun

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₹2,07,498 for 5 nights

for 5 nights

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Top guest favourite

Room in Annapolis

Stay with MichaelHosting for 7 years,

Cape Cod Charm close to USNA & Annapolis - Room 2

8–13 Jun

₹37,160 for 5 nights

for 5 nights

4.96 out of 5 average rating, 330 reviews

Top guest favourite

Room in Annapolis

Stay with Michael

Blue Heron Room - Charming Private Room, Annapolis

9–14 Jun

₹29,926 for 5 nights

for 5 nights

4.97 out of 5 average rating, 134 reviews

Top guest favourite

Room in Annapolis

Stay with JenniferHosting for 7 years,

Chesapeake Mornings

1–6 Jun

₹35,871 for 5 nights

for 5 nights

4.96 out of 5 average rating, 552 reviews

Guest favourite

Home in Annapolis

Chesapeake Comfort, Annapolis.

Free cancellation

8–13 Jun

₹1,20,198 for 5 nights

for 5 nights

4.94 out of 5 average rating, 173 reviews

Guest favourite

Flat in Annapolis

Historic Annapolis Rental Minutes from Downtown

Free cancellation

2–7 Jun

₹1,26,343 for 5 nights

for 5 nights

4.96 out of 5 average rating, 91 reviews

Guest favourite

Flat in Annapolis

Modern Apartment over the Heart of Main Street!

2 queen beds

14–19 Jul

₹71,693 for 5 nights

for 5 nights

4.83 out of 5 average rating, 768 reviews

Top guest favourite

Apartment in Annapolis

Welcome to Annapolis-very low cleaning fee

Free cancellation

14–19 Jun

₹89,183 for 5 nights

for 5 nights

4.97 out of 5 average rating, 99 reviews

Top guest favourite

Home in Annapolis

Charming Annapolis Townhome

Free cancellation

8–13 Jun

₹1,73,410 for 5 nights

for 5 nights

5.0 out of 5 average rating, 37 reviews

Guest favourite

Loft in Annapolis

Step Out to Main Street From a Chic Loft

1 queen bed

14–19 Jul

₹78,829 for 5 nights

for 5 nights

4.91 out of 5 average rating, 1023 reviews

Top guest favourite

Guest suite in Annapolis

Our Annapolis Penthouse

Free cancellation

16–21 Oct

₹52,519 for 5 nights

for 5 nights

4.97 out of 5 average rating, 410 reviews

Home in Annapolis

The Red Door Cottage (Pet Friendly)

Free cancellation

7–12 Jul

₹1,07,018 for 5 nights

for 5 nights

New place to stay

Top guest favourite

Home in Annapolis

Elegant & Authentic Annapolis

Free cancellation

28 Jun – 3 Jul

₹1,25,847 for 5 nights

for 5 nights

5.0 out of 5 average rating, 99 reviews

Superhost

Home in Annapolis

Royal Hue House Style & Comfort

Free cancellation

8–13 Jun

₹1,58,051 for 5 nights

for 5 nights

New place to stay

Guest favourite

Home in Annapolis

Green On Fleet - Rowhouse in Historic Annapolis

2 beds

1–6 Jun

₹1,29,315 for 5 nights

for 5 nights

4.97 out of 5 average rating, 116 reviews

Guest favourite

Home in Annapolis

CJ's Cottage

Free cancellation

8–13 Jun

₹1,21,388 for 5 nights

for 5 nights

5.0 out of 5 average rating, 25 reviews

Guest favourite

Home in Annapolis

3 Story Stunner in Murray Hill <1 mile from USNA!

Free cancellation

1–6 Jun

₹2,07,994 for 5 nights

for 5 nights

4.9 out of 5 average rating, 62 reviews

Superhost

Townhouse in Annapolis

Large 2BR Renovated—Walkable Downtown USNA & Dock

Free cancellation

1–6 Jun

₹89,281 for 5 nights

for 5 nights

4.8 out of 5 average rating, 41 reviews

Top guest favourite

Flat in Annapolis

Annapolis Main Street Modern Apartment

Free cancellation

7–12 Jun

₹1,67,465 for 5 nights

for 5 nights

5.0 out of 5 average rating, 20 reviews

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