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Search Guest Houses in Chesapeake Beach

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Check prices for these dates

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12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Guest Houses in Chesapeake Beach

No exact matches found, but these alternatives could be just right

Recommended hotels in Chesapeake Beach

Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is SAR 391
SAR 510 total
includes taxes & fees
4 Dec - 5 Dec
Rod 'N' Reel Resort
Exterior
Spark by Hilton Waldorf

Spark by Hilton Waldorf

3.0 star property
Waldorf
8.8 out of 10, Excellent, (37)
"Clean updated room and a friendly staff!"
United States
Bill
The price is SAR 297
SAR 330 total
includes taxes & fees
9 Dec - 10 Dec
Spark by Hilton Waldorf
Exterior
SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

2.5 star property
Prince Frederick
7.6 out of 10, Good, (202)
"The room was great and very clean, good location and overall great and affordable we did enjoy it, thank you."
United States
Evelio
The price is SAR 276
SAR 306 total
includes taxes & fees
7 Dec - 8 Dec
SureStay by Best Western Prince Frederick
Exterior
Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (688)
"Loved it"
United States
Francisco
The price is SAR 387
SAR 430 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Prince Frederick by IHG
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (359)
"Courteous and helpful staff. Comfortable, clean rooms in a beautiful setting. We enjoy our stays and always feel so welcomed!"
United States
Virginia
The price is SAR 450
SAR 495 total
includes taxes & fees
7 Dec - 8 Dec
Knapps Narrows Marina & Inn
Free daily buffet breakfast
Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (929)
"This place is amazing, super clean and the staff is top notch "
United States
Gary
The price is SAR 366
SAR 407 total
includes taxes & fees
19 Dec - 20 Dec
Springhill Suites by Marriott Prince Frederick
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (89)
"Very relaxing stay."
United States
Anne
The price is SAR 450
SAR 661 total
includes taxes & fees
1 Jan - 2 January 2026
Wylder Tilghman Island
Exterior
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3.0 star property
Solomons
8.6 out of 10, Excellent, (637)
"Was a great and pleasant experience "
United States
MARLON
The price is SAR 431
SAR 478 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Garden Inn Solomons
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

2.5 star property
Deale
9.4 out of 10, Exceptional, (470)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is SAR 503
SAR 574 total
includes taxes & fees
30 Dec - 31 Dec
Anchored Inn at Hidden Harbour Marina
Front of property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1001)
"clean and comfy, friendly staff"
United States
Tamara
The price is SAR 388
SAR 427 total
includes taxes & fees
23 Dec - 24 Dec
St Michaels Inn
Full-size fridge, microwave, stovetop, dishwasher
Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

2.5 star property
Annapolis
8.8 out of 10, Excellent, (174)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
The price is SAR 297
SAR 339 total
includes taxes & fees
19 Dec - 20 Dec
Candlewood Suites Annapolis by IHG
Outdoor pool
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Owings
10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is SAR 402
SAR 932 total
includes taxes & fees
4 Dec - 5 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Marina
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville
9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is SAR 256
SAR 940 total
includes taxes & fees
4 Dec - 5 Dec
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Free daily buffet breakfast
Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG

2.5 star property
Waldorf
8.2 out of 10, Very Good, (1001)
"Would stay here again."
United States
John
The price is SAR 327
SAR 363 total
includes taxes & fees
3 Jan - 4 January 2026
Holiday Inn Express Waldorf by IHG
Beach nearby
Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes

North Beach
10.0 out of 10, Exceptional, (16)
"We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!"
United States
Jennifer B.
The price is SAR 320
SAR 1,232 total
includes taxes & fees
7 Dec - 8 Dec
Walk to Beach! King Bed & Free Beach Passes
Free daily self-serve breakfast
SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is SAR 380
SAR 433 total
includes taxes & fees
8 Dec - 9 Dec
SpringHill Suites by Marriott Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is SAR 312
SAR 355 total
includes taxes & fees
28 Dec - 29 Dec
Sonesta ES Suites Annapolis
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is SAR 638
SAR 702 total
includes taxes & fees
1 Jan - 2 January 2026
George Brooks House B&B
Premium Room | Frette Italian sheets, premium bedding, iron/ironing board, free WiFi
The Wildset

The Wildset

2.5 star property
St. Michaels
9.8 out of 10, Exceptional, (406)
"The breakfast bar had the same thing every day. It was all very fresh and healthy. The staff was always great. They did a lot to make you feel comfortable and enjoy your stay. Everything was very clean. "
United States
Adriana
The price is SAR 747
SAR 904 total
includes taxes & fees
11 Dec - 12 Dec
The Wildset
Microwave, oven, stovetop, dishwasher
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2.0 star property
North Beach
10.0 out of 10, Exceptional, (3)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
The price is SAR 480
SAR 1,034 total
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
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.
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Top Chesapeake Beach Hotel Reviews

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

10/10 Excellent
"Loved it"
Francisco 2-night trip
Posted 4 days ago
Holiday Inn Express Prince Frederick by IHG