Dares Beach Vacation Rentals

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Vacation Rentals in Dares Beach

Vacation Home in Prince Frederick

9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
$344 nightly
The price is $365
Dec 17 - Dec 18
Total with taxes and fees
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Vacation Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
$372 nightly
The price is $394
Dec 9 - Dec 10
Total with taxes and fees
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
$236 nightly
The price is $250
Dec 11 - Dec 12
Total with taxes and fees
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Cottage in Lusby

9.8 out of 10, Exceptional, (38)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
$252 nightly
The price is $267
Dec 17 - Dec 18
Total with taxes and fees
Soul Oasis - home on the Chesapeake Bay

Vacation Home in 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.
$299 nightly
The price is $330
Dec 9 - Dec 10
Total with taxes and fees
Walk to Beach! King Bed & Free Beach Passes

Cottage in North Beach

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great place in a wonderful area! So cozy & well situated! A perfect weekend getaway!"
United States
Jana S.
$261 nightly
The price is $277
Dec 25 - Dec 26
Total with taxes and fees
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Vacation Home in North Beach

10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
$371 nightly
The price is $410
Dec 9 - Dec 10
Total with taxes and fees
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Cottage in Benedict

9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
$271 nightly
The price is $299
Dec 9 - Dec 10
Total with taxes and fees
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (49)
"Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!"
United States
Karen L.
$357 nightly
The price is $378
Dec 11 - Dec 12
Total with taxes and fees
Beautiful Waterfront Retreat in Cambridge!

Cottage in Prince Frederick

10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
$300 nightly
The price is $317
Dec 9 - Dec 10
Total with taxes and fees
Cottage Located on the Patuxent River!

Apartment in Port Republic

9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
$156 nightly
The price is $172
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Vacation Home in Shady Side

10.0 out of 10, Exceptional, (4)
"Would stay here again "
United States
Thomas D.
$376 nightly
The price is $429
Dec 9 - Dec 10
Total with taxes and fees
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Vacation Home in Chesapeake Beach

9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
$432 nightly
The price is $455
Jan 7 - Jan 8, 2026
Total with taxes and fees
Family Beach House: Spacious Deck, Grill & Views

Cottage in Lusby

3.0 star property
$693 nightly
The price is $770
Dec 29 - Dec 30
Total with taxes and fees
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Vacation Home in Solomons

2.0 star property
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
$620 nightly
The price is $685
Dec 14 - Dec 15
Total with taxes and fees
4-BR Waterfront Turret Home

Vacation Home in Cambridge

10.0 out of 10, Exceptional, (14)
"Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend "
United States
Jill C.
$513 nightly
The price is $544
Dec 10 - Dec 11
Total with taxes and fees
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Vacation Home in Lusby

10.0 out of 10, Exceptional, (1)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
$798 nightly
The price is $803
Dec 9 - Dec 10
Total with taxes and fees
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Vacation Home in Shady Side

2.0 star property
$457 nightly
The price is $464
Dec 9 - Dec 10
Total with taxes and fees
Sunset Cottage - West River Access and Views!

Vacation Home in Waldorf

9.4 out of 10, Exceptional, (6)
"This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! "
United States
khaddija j.
$526 nightly
The price is $580
Dec 15 - Dec 16
Total with taxes and fees
Tranquil Modern Farmhouse

Vacation Home in Prince Frederick

9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
$550 nightly
The price is $583
Dec 9 - Dec 10
Total with taxes and fees
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
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 Dares Beach Hotel Reviews

Find out more about Dares Beach

Everything you need to know about Dares Beach vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dares Beach vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dares Beach vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Dares Beach vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dares Beach. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dares Beach in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $267 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Dares Beach rentals

At Expedia, we put the best Dares Beach vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dares Beach rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dares Beach vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dares Beach. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Dares Beach?

Yes, you can find vacation rentals near well known points of interest in Dares Beach, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Dares Beach?

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops: This vacation home rental outside of Dares Beach is located on the waterfront and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

What can I see and do in Dares Beach?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Breezy Point Beach and Bruce Gabrielson's Surf Art Gallery and Museum.

What are vacation rentals like in Dares Beach?

Vacation rentals are private properties you can stay in for a short or long stay in Dares Beach. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.