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Calvert Beach-Long Beach Vacation Rentals

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Our top choices for Calvert Beach-Long Beach vacation rentals

1. 3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is CA $191
CA $393 total
includes taxes & fees
Oct 26 - Oct 27
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

2. 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, (16 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is CA $227
CA $393 total
includes taxes & fees
Oct 23 - Oct 24
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

3. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (26 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is CA $323
CA $538 total
includes taxes & fees
Nov 1 - Nov 2
Bright and airy waterfront getaway

4. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is CA $400
CA $673 total
includes taxes & fees
Oct 23 - Oct 24
Plum Point Cottage #17

5. 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 $183
CA $436 total
includes taxes & fees
Oct 25 - Oct 26
The Cozy Crab- Your Charming Haven in Lovely North Beach!

6. 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 $101
CA $431 total
includes taxes & fees
Oct 23 - Oct 24
Beachside Oasis with Beach Passes & King Suite by A Haven Away

7. Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.2 out of 10, Wonderful, (12 reviews)
"The house was cute and walkable to the bay. The bedrooms are large and there is plenty of space."
United States
Amy S.
The price is CA $218
CA $520 total
includes taxes & fees
Nov 2 - Nov 3
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

8. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is CA $479
CA $839 total
includes taxes & fees
Oct 23 - Oct 24
Plum Point Cottage #15

9. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (9 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is CA $480
CA $795 total
includes taxes & fees
Oct 25 - Oct 26
Plum Point Cottage #14

10. 4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is CA $421
CA $1,045 total
includes taxes & fees
Oct 25 - Oct 26
4-BR Waterfront Turret Home

11. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is CA $316
CA $383 total
includes taxes & fees
Oct 24 - Oct 25
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

12. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay
Lusby
9.6 out of 10, Exceptional, (15 reviews)
"Nice house in a great location. Great for groups."
United States
Anonymous traveller
The price is CA $649
CA $1,212 total
includes taxes & fees
Oct 25 - Oct 26
Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

13. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (4 reviews)
"Dude. This is what I always hope a rental property will be. Comfy beds, best stocked kitchen, working hot tub, beautiful waterfront area with kayaks and a dock. And our mini golden doodle could come too?! It was absolute perfection."
United States
Dani B.
The price is CA $494
CA $1,377 total
includes taxes & fees
Oct 28 - Oct 29
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

14. Sunset Breezes - quiet waterfront retreat

Sunset Breezes - quiet waterfront retreat
Dorchester County
10.0 out of 10, Exceptional, (45 reviews)
"Comfortable, roomy, awesome views!"
United States
John C.
The price is CA $361
CA $456 total
includes taxes & fees
Nov 17 - Nov 18
Sunset Breezes - quiet waterfront retreat

15. Just a getaway piece of property

Just a getaway piece of property
Mechanicsville
10.0 out of 10, Exceptional, (1 review)
"Perfect place. Just what i was looking. Definitely recommend to anyone looking to stay close to the MIR track for any event"
United States
David L.
The price is CA $221
CA $319 total
includes taxes & fees
Oct 26 - Oct 27
Just a getaway piece of property

16. Lakefront Cabin Near Solomons Island w/ Hot Tub

Lakefront Cabin Near Solomons Island w/ Hot Tub
Lusby
10.0 out of 10, Exceptional, (2 reviews)
"Very much enjoyed our stay. The host was very kind and responsive and the property very comfortable. Hot tub and quiet location were great!"
United States
Tanya S.
The price is CA $653
CA $1,657 total
includes taxes & fees
Oct 25 - Oct 26
Lakefront Cabin Near Solomons Island w/ Hot Tub

17. 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 $162
CA $593 total
includes taxes & fees
Oct 25 - Oct 26
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

18. Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $336
CA $828 total
includes taxes & fees
Oct 25 - Oct 26
Anne & Fred`s Leonardtown Home W/ Arcade room!

19. Waterfront Getaway with Dock

Waterfront Getaway with Dock
Woolford
10.0 out of 10, Exceptional, (68 reviews)
"It was perfect for our overnight on way to NY!"
United States
Meagan G.
The price is CA $291
CA $353 total
includes taxes & fees
Oct 25 - Oct 26
Waterfront Getaway with Dock

20. WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 10, Exceptional, (17 reviews)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is CA $346
CA $724 total
includes taxes & fees
Oct 26 - Oct 27
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
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 Calvert Beach-Long Beach Hotel Reviews

Find out more about Calvert Beach-Long Beach

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Calvert Beach-Long Beach. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Calvert Beach-Long Beach?

Yes, we give you a choice of vacation rentals close to well known points of interest in Calvert Beach-Long Beach, or you can select a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Calvert Beach-Long Beach has to offer?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: Visitors like this Calvert Beach-Long Beach vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals will I find in Calvert Beach-Long Beach?

Choose from 14 Expedia vacation rentals in Calvert Beach-Long Beach for a memorable vacation.

What can I see and do in Calvert Beach-Long Beach?

Matoaka Beach and Flag Ponds Nature Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Northern Chesapeake Bay and Chesapeake Bay.

What are vacation rentals like in Calvert Beach-Long Beach?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Calvert Beach-Long Beach. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.