Cobb Island Vacation Rentals

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Our top choices for Cobb Island vacation rentals

Cheery, Peaceful Water Front Cabin on Winery Grounds

Cheery, Peaceful Water Front Cabin on Winery Grounds
Colonial Beach
9.8 out of 10, Exceptional, (58 reviews)
"Very quiet and great location."
United States
Cindy B.
The price is CA $68
CA $251 total
includes taxes & fees
Feb 11 - Feb 12
Cheery, Peaceful Water Front Cabin on Winery Grounds

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Colonial Beach
9.2 out of 10, Wonderful, (10 reviews)
"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."
United States
Saundra B.
The price is CA $96
CA $427 total
includes taxes & fees
Mar 10 - Mar 11
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (9 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is CA $161
CA $399 total
includes taxes & fees
Feb 11 - Feb 12
Sail Away

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is CA $171
CA $593 total
includes taxes & fees
Feb 11 - Feb 12
Luxury Modern Waterfront Retreat

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is CA $360
CA $435 total
includes taxes & fees
Feb 14 - Feb 15
Cottage Located on the Patuxent River!

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach
Colonial Beach
9.8 out of 10, Exceptional, (15 reviews)
"We love going to Colonial Beach. This house offered everything we were looking for in a mini vacation."
United States
Anonymous traveller
The price is CA $255
CA $534 total
includes taxes & fees
Feb 23 - Feb 24
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is CA $228
CA $646 total
includes taxes & fees
Feb 11 - Feb 12
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location and perfect property! The condo was great for our anniversary! The furnishings and amenities were top notch! We would go back again 100%. Recommend renting a golf cart. All of the places to eat are locally owned supporting small business in this community is a great feeling! The owner was so great to communicate with, so very helpful! "
United States
Katherine C.
The price is CA $161
CA $399 total
includes taxes & fees
Feb 11 - Feb 12
Sail Away To

Waterfront Retreat | Sunset Views + Outdoor Lounge

Waterfront Retreat | Sunset Views + Outdoor Lounge
Leonardtown
The price is CA $165
CA $506 total
includes taxes & fees
Feb 11 - Feb 12
Waterfront Retreat | Sunset Views + Outdoor Lounge

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is CA $308
CA $753 total
includes taxes & fees
Mar 10 - Mar 11
Anne & Fred`s Leonardtown Home W/ Arcade room!

River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic amenities, beautiful view, cosy yet spacious!"
United States
Aaron M.
The price is CA $339
CA $710 total
includes taxes & fees
Feb 23 - Feb 24
River Refresh - Waterfront with Spa on Placid Bay

Easthaven: Game-Theme Waterfront Retreat+Fireplace

Easthaven: Game-Theme Waterfront Retreat+Fireplace
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $266
CA $643 total
includes taxes & fees
Feb 11 - Feb 12
Easthaven: Game-Theme Waterfront Retreat+Fireplace

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $361
CA $508 total
includes taxes & fees
Feb 13 - Feb 14
Coles Point Marina

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $325
CA $403 total
includes taxes & fees
Feb 22 - Feb 23
2 Bedroom Cottage at Coles Point Marina

4-bedroom house in wonderful Colonial Beach

4-bedroom house in wonderful Colonial Beach
Colonial Beach
The price is CA $332
CA $785 total
includes taxes & fees
Feb 16 - Feb 17
4-bedroom house in wonderful Colonial Beach

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD
King George
The price is CA $185
CA $282 total
includes taxes & fees
Feb 21 - Feb 22
Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is CA $336
CA $803 total
includes taxes & fees
Feb 14 - Feb 15
Come relax yourself a while
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 Cobb Island Hotel Reviews

Find out more about Cobb Island

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 Cobb Island. 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 Cobb Island?

Yes, we offer vacation rentals close to popular points of interest in Cobb Island, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental in Cobb Island?

Waterfront with spectacular view, close to restaurants and bars: This vacation home rental outside of Cobb Island is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Cobb Island?

Expedia has 5 vacation rentals for your stay in Cobb Island.

What’s there to see and do in Cobb Island?

While you're exploring the area, St. Clement's Island State Park and Colonial Beach are a couple of picturesque spots to get outside and enjoy nature. Colonial Beach Historical Society and George Washington Birthplace National Monument are a couple of places you'll find in the larger area.

What’s a vacation rental in Cobb Island like?

A vacation rental is a private property where you can stay for a couple of days or more in Cobb Island. Vacation rentals offer extras like laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for small groups.