Chesapeake Beach vacation rentals

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Handpicked vacation rentals in Chesapeake Beach

Chesapeake Beach Apt. Walk To Bay, Beach & Marina! photos Exterior
26
Chesapeake Beach Apt. Walk To Bay, Beach & Marina! Apartment
, Chesapeake Beach
from US$  104
Coastal Pet-Friendly Cottage Less Than ½ Mi To Beaches photos Exterior
25
Coastal Pet-Friendly Cottage Less Than ½ Mi To Beaches Chesapeake Beach
, Chesapeake Beach
Academy Bed & Breakfast photos Exterior
26
Academy Bed & Breakfast Annapolis
134 Prince George Street, Annapolis
from US$  201
Annapolis House With Patio In Bay Ridge Maryland! photos Exterior
30
Annapolis House With Patio In Bay Ridge Maryland! Villa
, Annapolis
from US$  736
St. Michaels Area Cottage - Walk To Water & Marina photos Exterior
28
St. Michaels Area Cottage - Walk To Water & Marina Neavitt
Neavitt, Md, 21652, Neavitt
from US$  218
Family Home W/ Pool Access+Grill, 15 Mi To Dc photos Exterior
38
Family Home W/ Pool Access+Grill, 15 Mi To Dc Lanham
, Lanham
Charming Annapolis Home W/ Yard - 5 Mins To Dwtn! photos Exterior
24
Charming Annapolis Home W/ Yard - 5 Mins To Dwtn!
, Annapolis
Chesapeake Cottage W/Private Dock + Fire Pit! photos Exterior
29
Chesapeake Cottage W/Private Dock + Fire Pit! Annapolis
, Annapolis
from US$  322
Charming Condo With Pool Access By Severn River photos Exterior
29
Charming Condo With Pool Access By Severn River Annapolis
, Annapolis
Chic Condo With Balcony 1Mi To Annapolis Harbor photos Exterior
10
Chic Condo With Balcony 1Mi To Annapolis Harbor
141 West Street, Annapolis, Md 21401, Us, Annapolis

Exclusive luxury places to stay in Chesapeake Beach

Inn At Perry Cabin photos Exterior
8.4
GreatBased on33 reviews
75
Inn At Perry Cabin Saint Michaels
308 Watkins Lane, Saint Michaels
from US$  587
St Michaels Harbour Inn Marina And Spa photos Exterior
7.8
Very goodBased onreviews
50
St Michaels Harbour Inn Marina And Spa Saint Michaels
101 N. Harbour Road, Saint Michaels
from US$  298
Hilton Garden Inn Kent Island photos Exterior
8.8
GreatBased on18 reviews
75
Hilton Garden Inn Kent Island Grasonville
3206 Main Street, Grasonville
from US$  234
Robert Morris Inn photos Exterior
8.8
GreatBased on21 reviews
29
Robert Morris Inn Oxford
314 N. Morris St, Oxford
from US$  205
The Westin Annapolis photos Exterior
8.4
GreatBased on58 reviews
36
The Westin Annapolis Hotel
100 Westgate Circle, Annapolis
from US$  200
Best Western Kent Narrows Inn photos Exterior
8.4
GreatBased on23 reviews
75
Best Western Kent Narrows Inn Grasonville
3101 Main Street, Grasonville
from US$  197
Holiday Inn Express Annapolis East-Kent Island photos Exterior
8.6
GreatBased onreviews
63
Holiday Inn Express Annapolis East-Kent Island Grasonville
1020 Kent Narrows Road, Grasonville
from US$  173
Historic Inns Of Annapolis photos Exterior
8.4
GreatBased on54 reviews
66
Historic Inns Of Annapolis
58 State Circle, Annapolis
from US$  171
Hilton Garden Inn Annapolis Downtown photos Exterior
7.6
Very goodBased on45 reviews
65
Hilton Garden Inn Annapolis Downtown
174 West Street, Annapolis
from US$  169
Rod N Reel Resort photos Exterior
8.2
GreatBased onreviews
57
4165 Mears Ave, Chesapeake Beach
from US$  163

High graded cheap vacation homes in Chesapeake Beach

Hampton Inn & Suites Annapolis photos Exterior
8.4
GreatBased on72 reviews
69
Hampton Inn & Suites Annapolis
124 Womack Drive, Annapolis
from US$  156
Annapolis Waterfront Hotel, Autograph Collection photos Exterior
8.4
GreatBased on35 reviews
75
Annapolis Waterfront Hotel, Autograph Collection
80 Compromise Street, Annapolis
from US$  149
Crowne Plaza Annapolis photos Exterior
7.0
Very goodBased on25 reviews
65
Crowne Plaza Annapolis Hotel
173 Jennifer Road, Annapolis
from US$  145
Doubletree By Hilton Hotel Annapolis photos Exterior
7.0
Very goodBased on66 reviews
75
Doubletree By Hilton Hotel Annapolis
210 Holiday Court, Annapolis
from US$  144
Hilton Garden Inn Annapolis photos Exterior
8.2
GreatBased on41 reviews
71
Hilton Garden Inn Annapolis
305 Harry S. Truman Parkway, Annapolis
from US$  138
Doubletree By Hilton Hotel Largo-Washington Dc photos Exterior
7.0
Very goodBased onreviews
53
Doubletree By Hilton Hotel Largo-Washington Dc
9100 Basil Court, Largo
from US$  135
Springhill Suites By Marriott Annapolis photos Exterior
8.6
GreatBased on13 reviews
63
Springhill Suites By Marriott Annapolis
189 Admiral Cochrane Drive, Annapolis
from US$  133
Holiday Inn Solomons-Conf Center & Marina photos Exterior
7.6
Very goodBased on32 reviews
56
Holiday Inn Solomons-Conf Center & Marina
155 Holiday Drive, Solomons
from US$  122
Comfort Inn Conference Center photos Exterior
8.4
GreatBased on50 reviews
75
Comfort Inn Conference Center Bowie
4500 Crain Hwy., Bowie
from US$  121
Courtyard By Marriott Annapolis photos Exterior
8.2
GreatBased on44 reviews
39
Courtyard By Marriott Annapolis Hotel
2559 Riva Rd, Annapolis
from US$  119
SHOW ALL 10 VACATION RENTALS IN Chesapeake Beach

GUEST REVIEWS

C
Couplefrom United States2020
10.0

Swell Motel

S
Sophiefrom United States2020
10.0

The Marylebone Hotel

D
Donaldfrom United States2020
7.0

Holiday Inn Rotherham-Sheffield M1,Jct.33

F
Frankfrom United States2020
8.0

Holiday Inn Leeds Brighouse

A
A.from United States2020
8.0

Chamberlain

R
Robertfrom United States2020
7.0

Hotel Indigo Glasgow

F
Family with childrenfrom United States2020
50.0

Sirocco (Adults Only)

F
Family with childrenfrom United States2020
50.0

Agua Hotels Riverside

E
Edithfrom United States2020
7.0

Doubletree By Hilton London Victoria

C
Couplefrom United States2020
10.0

Vila Eden