Photo by Ronanne Vinson

Search and Rent Chesapeake Beach Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Condo Rentals 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)
"Our stay was great! No complaints at all."
United States
Diane
$123 nightly
The price is $135
Nov 23 - Nov 24
Total with taxes and fees
Rod 'N' Reel Resort
Pool
Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views

Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast."
United States
Jeff B.
$393 nightly
The price is $412
Dec 11 - Dec 12
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
9.4 out of 10, Exceptional, (352)
"Yes. room was spotless and staff was awesome!"
United States
Frank
$100 nightly
The price is $110
Nov 12 - Nov 13
Total with taxes and fees
Knapps Narrows Marina & Inn
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, (194)
"Is nice place and the reception is great"
United States
Venelina
$73 nightly
The price is $82
Nov 16 - Nov 17
Total with taxes and fees
SureStay by Best Western Prince Frederick
Exterior
Spark by Hilton Waldorf

Spark by Hilton Waldorf

3.0 star property
Waldorf
8.6 out of 10, Excellent, (30)
"I like the staff always so nice and friendly and the rooms are ale so clean."
United States
Latoya
$79 nightly
The price is $88
Nov 18 - Nov 19
Total with taxes and fees
Spark by Hilton Waldorf
Property grounds
Sunset Cottage - West River Access and Views!

Sunset Cottage - West River Access and Views!

2.0 star property
Shady Side
$464 nightly
The price is $471
Nov 18 - Nov 19
Total with taxes and fees
Sunset Cottage - West River Access and Views!
Front of property
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"clean and comfy, friendly staff"
United States
Tamara
$108 nightly
The price is $119
Nov 18 - Nov 19
Total with taxes and fees
St Michaels Inn
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, (680)
"The staff was amazing, from walking through the doors, to the cleaning staff, and the chef for breakfast, amazingly friendly and accommodating. "
United States
Torri
$113 nightly
The price is $125
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Prince Frederick by IHG
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
8.8 out of 10, Excellent, (88)
"Fantastic escape with plenty of activities to do and things to explore would highly recommend to anyone looking to get away "
United States
Bryce
$191 nightly
The price is $211
Dec 1 - Dec 2
Total with taxes and fees
Wylder Tilghman Island
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, (921)
"I booked by 2 night stay at this hotel. I was attending my granddaughter wedding. Booking on line site unseen. What a "great Hotel" so very clean, Tina and Nyaneita front desk made me feel so Welcome. I can't say enough on how much I enjoyed my stay. "
United States
Suzanne
$98 nightly
The price is $108
Nov 23 - Nov 24
Total with taxes and fees
Springhill Suites by Marriott Prince Frederick
Exterior
Hilton Garden Inn Solomons

Hilton Garden Inn Solomons

3.0 star property
Solomons
8.6 out of 10, Excellent, (632)
"Great stay!"
United States
Kiah
$107 nightly
The price is $119
Nov 30 - Dec 1
Total with taxes and fees
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, (466)
"Property was very nice. They only downside was a limited breakfast."
United States
Elisha
$169 nightly
The price is $193
Nov 30 - Dec 1
Total with taxes and fees
Anchored Inn at Hidden Harbour Marina
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, (163)
"Nice staff, clean room, comfortable bed. "
United States
Jayne
$88 nightly
The price is $100
Nov 16 - Nov 17
Total with taxes and fees
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)
"Lovely property."
United States
Melissa W.
$216 nightly
The price is $229
Nov 13 - Nov 14
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Breakfast, lunch, dinner served; ocean views
Inn at Perry Cabin

Inn at Perry Cabin

5.0 star property
St. Michaels
9.6 out of 10, Exceptional, (368)
"Beautiful place to stay."
United States
Ellen
$470 nightly
The price is $517
Dec 3 - Dec 4
Total with taxes and fees
Inn at Perry Cabin
Marina
Relax on Kent Island in 3 Bedroom Home w/Waterview

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
$248 nightly
The price is $263
Nov 16 - Nov 17
Total with taxes and fees
Relax on Kent Island in 3 Bedroom Home w/Waterview
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, (946)
"Nice breakfast, clean room, great parking"
United States
Amy
$83 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
Sonesta ES Suites Annapolis
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)
"The breakfast was outstanding "
United States
Michael
$94 nightly
The price is $104
Dec 5 - Dec 6
Total with taxes and fees
Holiday Inn Express Waldorf by IHG
Exterior
George Brooks House B&B

George Brooks House B&B

3.0 star property
St. Michaels
8.6 out of 10, Excellent, (65)
"We thoroughly enjoyed all aspects of our stay. The Inn is spotless and wonderfully decorated. The grounds are beautiful gardens and relaxing pool and hot tub. They even have electric vehicle charging stations. The food was absolutely delicious and the proprietors friendly while allowing for privacy"
United States
Sharon
$200 nightly
The price is $220
Nov 12 - Nov 13
Total with taxes and fees
George Brooks House B&B
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, (1002)
"Clean room, Good breakfast and friendly staff."
United States
Margaret C
$101 nightly
The price is $115
Nov 18 - Nov 19
Total with taxes and fees
SpringHill Suites by Marriott Annapolis
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesapeake Beach Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"clean and comfy, friendly staff"
Tamara 2-night trip
Posted 1 day ago
St Michaels Inn

Find out more about Chesapeake Beach

Chesapeake Beach Condo Rentals information

Number of reviews
8,983
Accommodation
2 Condo Rentals
Lowest Price
$82
Highest Price
$517

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.

Explore a world of travel with Expedia