Search Residences in Chesapeake Beach from CA $100

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Nov 13 - Nov 15
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Nov 20 - Nov 22
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Dec 4 - Dec 6
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No exact matches found, but these alternatives could be just right

Recommended hotels in Chesapeake Beach

The entrance to Rod N' Reel Resort with a covered walkway, a decorative fountain, and a stone wall with plants.

1. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,002 reviews)
"As far as I'm concerned one of the best places to stay in the area"
United States
Joseph
The price is CA $186
CA $253 total
includes taxes & fees
Dec 6 - Dec 7
Rod 'N' Reel Resort
Downstairs living Space

2. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Very clean and nice property"
United States
Ben W.
The price is CA $199
CA $563 total
includes taxes & fees
Dec 2 - Dec 3
Family Beach House: Spacious Deck, Grill & Views
A Holiday Inn Express hotel with a modern facade, a prominent sign, and a well-lit entrance.

3. 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, (777 reviews)
"The bed was very comfortable, and the room was up to date and very clean."
United States
Pamela
The price is CA $165
CA $199 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Express Prince Frederick by IHG
A hotel lobby with a reception desk, a glass-top table with a bowl, potted plants, a vending machine, and a large window.

4. Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (1,000 reviews)
"Nicely run hotel with spacious rooms."
United States
Richard
The price is CA $165
CA $183 total
includes taxes & fees
Nov 10 - Nov 11
Springhill Suites by Marriott Prince Frederick
A reception area with a check-in counter, seating area, and a vending machine.

5. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.4 out of 10, Good, (325 reviews)
"We only stayed 1 night but, the room was clean, sheet were fresh and the staff was helpful. We arrived very late; I called ahead to let them know and the front desk person was very accommodating."
United States
Sharon
The price is CA $110
CA $123 total
includes taxes & fees
Nov 10 - Nov 11
SureStay by Best Western Prince Frederick
A modern kitchen with a large island, bar stools, and a wine rack.

6. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
"Everything was great"
United States
sherman
The price is CA $225
CA $257 total
includes taxes & fees
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
A covered patio area with wicker furniture and a view of a building with large windows.

7. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402 reviews)
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."
United States
Joan
The price is CA $140
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
Knapps Narrows Marina & Inn
Living area

8. Beachside Oasis with Beach Passes & King Suite by A Haven Away

Beachside Oasis with Beach Passes & King Suite by A Haven Away
North Beach
10.0 out of 10, Exceptional, (25 reviews)
"Cute, family friendly home. Had everything we needed for a comfortable stay."
United States
Johanna S.
The price is CA $132
CA $446 total
includes taxes & fees
Dec 2 - Dec 3
Beachside Oasis with Beach Passes & King Suite by A Haven Away
A modern kitchen with a central island, stainless steel appliances, and a window with butterfly decals.

9. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful place to visit "
United States
James L.
The price is CA $203
CA $437 total
includes taxes & fees
Nov 9 - Nov 10
The Cozy Crab- Your Charming Haven in Lovely North Beach!
A modern hotel lobby with a reception desk, seating area, and a large window.

10. Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.4 out of 10, Very good, (289 reviews)
"Great hotel"
United States
Gianni Andrea
The price is CA $101
CA $112 total
includes taxes & fees
Nov 30 - Dec 1
Spark by Hilton Waldorf
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

11. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,002 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is CA $103
CA $113 total
includes taxes & fees
Dec 7 - Dec 8
St Michaels Inn
A cozy outdoor seating area with a fire pit, a wooden table, and chairs.

12. Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
North Beach
10.0 out of 10, Exceptional, (40 reviews)
"This property and host were excellent. Property was as advertised. Lovely, clean, quiet and comfortable. Owner was super responsive and check in and check out was easy. 100% recommend."
United States
Sarah
The price is CA $226
CA $640 total
includes taxes & fees
Nov 16 - Nov 17
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants
A wooden sauna with a door, a wooden bench, and a bottle of water on the bench.

13. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is CA $283
CA $381 total
includes taxes & fees
Dec 2 - Dec 3
Wylder Tilghman Island
A hot tub in a grassy area with a building in the background.

14. The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (20 reviews)
"The owners are very friendly and accommodating. Relaxing getaway"
United States
kristine
The price is CA $416
CA $474 total
includes taxes & fees
Nov 8 - Nov 9
The Inn at Tacaro Estate
A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

15. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"The hotel is close to lots of shopping and dining options."
United States
FRANK
The price is CA $142
CA $162 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites by Marriott Annapolis
A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

16. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,004 reviews)
"Very quiet great location."
United States
Panagiotis
The price is CA $116
CA $133 total
includes taxes & fees
Nov 29 - Nov 30
Sonesta ES Suites Annapolis
A hotel reception area with a modern design, featuring a check-in counter, a waiting area with seating, and a visible store in the background.

17. Holiday Inn Express Waldorf by IHG

Holiday Inn Express Waldorf by IHG
2.5 star property
Waldorf
8.2 out of 10, Very good, (1,001 reviews)
"I like the property and location and staff was nice"
United States
Anonymous traveller
The price is CA $133
CA $148 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express Waldorf by IHG
A house with a yellow door and a window with a lamp outside.

18. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is CA $193
CA $453 total
includes taxes & fees
Nov 15 - Nov 16
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A two-story house with a porch, a front door, and a small garden area.

19. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (526 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is CA $278
CA $341 total
includes taxes & fees
Dec 7 - Dec 8
The Wildset
A Courtyard Marriott hotel with a fire pit in the courtyard, outdoor seating, and a brick facade.

20. Courtyard Marriott Waldorf

Courtyard Marriott Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very good, (1,002 reviews)
"The rooms were clean , the staff was nice and welcoming and the shopping near by was a plus."
United States
Alexis
The price is CA $141
CA $156 total
includes taxes & fees
Dec 1 - Dec 2
Courtyard Marriott Waldorf
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.
View all properties

Learn more about Chesapeake Beach

Stroll the half-mile boardwalk at sunset, where fishing boats return with the day's catch and locals gather for crab feasts. Families splash in the water park's eight slides by day, then hunt for fossilized shark teeth along the Bay's ancient shoreline.

See all hotels in Chesapeake Beach
A coastal town with a marina, residential buildings, and a clear sky.

Top reviews in Chesapeake Beach

The entrance to Rod N' Reel Resort with a covered walkway, a decorative fountain, and a stone wall with plants.
Rod 'N' Reel Resort

Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach

10/10 Excellent

Very quiet and beautiful place
Canada
Edith Julie
Reviewed July 24, 2025
Rod 'N' Reel Resort

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