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Recommended hotels in Chesapeake Beach

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,003 reviews)
"Nice location "
United States
Duan
$162 nightly
The price is $177
May 25 - May 26
Total with taxes and fees
Rod 'N' Reel Resort

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$465 nightly
The price is $487
May 19 - May 20
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (245 reviews)
"Great staff and Room was very clean. Me and my wife enjoyed it. We will definitely be back."
United States
James
$79 nightly
The price is $88
May 17 - May 18
Total with taxes and fees
SureStay by Best Western Prince Frederick

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, (717 reviews)
"This hotel is currently (5/7/26) being renovated. This is probably the first hotel I stayed at that I didn’t feel like I needed to check for cleanliness. I wouldn’t have felt weird walking barefoot if I had needed to. The room was spacious and clean. Full, large bottles of shampoo, conditioner, body wash, lotion and hand soap were on board. The staff was amazing! Friendly, with great personalities and made you feel very welcome! And the continental breakfast was very good. They even provided...
United States
Corey
$124 nightly
The price is $138
Jun 15 - Jun 16
Total with taxes and fees
Holiday Inn Express Prince Frederick by IHG

Hilton Garden Inn Solomons

Hilton Garden Inn Solomons
3.0 star property
Solomons
8.6 out of 10, Excellent, (664 reviews)
"The hotel was nice and clean in a great location. The breakfast was different i came down and they had fruit pastries and cereal didnt see eggs sausage and potatoes like other hilton hotel i have visited. But over all i will be going back to stay again."
United States
Kenya
$122 nightly
The price is $136
May 24 - May 25
Total with taxes and fees
Hilton Garden Inn Solomons

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick
3.0 star property
Prince Frederick
8.6 out of 10, Excellent, (954 reviews)
"Breakfast was great, room was clean. The only issue I had was hearing the guests above Or below my me running around in the room 7am in the morning . "
United States
Valarie
$122 nightly
The price is $136
May 24 - May 25
Total with taxes and fees
Springhill Suites by Marriott Prince Frederick

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,002 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
$119 nightly
The price is $131
Jun 1 - Jun 2
Total with taxes and fees
St Michaels Inn

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, (44 reviews)
"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."
United States
Brian
$262 nightly
The price is $278
May 17 - May 18
Total with taxes and fees
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (160 reviews)
"The rooms were so thoughtfully laid out. Coffee and a breakfast goodie bag was delivered in a thermos each morning. Great view of the water. Looking forward to staying here again!"
United States
Caitlin
$191 nightly
The price is $210
May 27 - May 28
Total with taxes and fees
Sandaway Suites & Beach

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (244 reviews)
"Great stay in a quiet area"
United States
Mehran
$105 nightly
The price is $120
May 24 - May 25
Total with taxes and fees
Candlewood Suites Annapolis by IHG

Spark by Hilton Waldorf

Spark by Hilton Waldorf
3.0 star property
Waldorf
8.2 out of 10, Very Good, (133 reviews)
"Staff was top notch, they are what made the stay extremely enjoyable "
United States
Joshua
$91 nightly
The price is $101
Jun 2 - Jun 3
Total with taxes and fees
Spark by Hilton Waldorf

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (443 reviews)
"Wonderful rooms and many amenities."
United States
Gene
$249 nightly
The price is $274
May 26 - May 27
Total with taxes and fees
The Wildset

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
$240 nightly
The price is $265
May 16 - May 17
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (486 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
$269 nightly
The price is $307
May 17 - May 18
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
"We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s. "
United States
Katie
$180 nightly
The price is $198
May 18 - May 19
Total with taxes and fees
Parsonage Inn

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, (50 reviews)
"We love this place!"
United States
Joan K.
$309 nightly
The price is $328
May 27 - May 28
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (1,004 reviews)
"Wonderful place to stay!"
United States
Michele
$103 nightly
The price is $117
May 26 - May 27
Total with taxes and fees
Sonesta ES Suites Annapolis

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (132 reviews)
"Spotless room! Well kept grounds. Would definitely stay here again."
United States
Bethany
$250 nightly
The price is $275
May 17 - May 18
Total with taxes and fees
The Tilghman Island Inn

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 10, Exceptional, (20 reviews)
"Although the house itself could use some maintenance, our stay was very comfortable. The rooms were spacious and it had all the amenities we needed. "
United States
Donovan B.
$321 nightly
The price is $354
May 20 - May 21
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
$289 nightly
The price is $329
May 17 - May 18
Total with taxes and fees
The Inn at Tacaro Estate
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

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Chesapeake Beach Condo Rentals information

Number of reviews
7,330
Accommodation
3 Condo Rentals
Lowest Price
$88
Highest Price
$487

Frequently asked questions

Why book your condo in Chesapeake Beach with Expedia?
Booking a condo in Chesapeake Beach is as simple as working out your travel dates and selecting a place that meets your needs. Chasing something low cost or luxurious, or a stay that also offers a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find your ideal pad.
How can I find cheap condos in Chesapeake Beach?
With Expedia's handy filter tool, getting your hands on cheap condos in Chesapeake Beach is a piece of cake. To discover stays that'll make your wallet happy, fine-tune your search results by budget, amenities and star rating.
What is there to do in Chesapeake Beach near my condo?
Once you've unpacked and settled in, venture out and explore the awesome things Chesapeake Beach has on offer. Breezy Point Beach is a top attraction to add to your must-see list.

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