Cobb Island Vacation Rentals

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Our top choices for Cobb Island vacation rentals

Rest & Recharge, A-frame Cabin on Winery Grounds

Rest & Recharge, A-frame Cabin on Winery Grounds
Colonial Beach
9.8 out of 10, Exceptional, (62 reviews)
"Very quiet and great location."
United States
Cindy B.
The price is CA $181
CA $393 total
includes taxes & fees
May 26 - May 27
Rest & Recharge, A-frame Cabin on Winery Grounds

Waterfront Reset—Games, Views, Kayaks & Total Calm

Waterfront Reset—Games, Views, Kayaks & Total Calm
Montross
10.0 out of 10, Exceptional, (32 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $344
CA $747 total
includes taxes & fees
May 19 - May 20
Waterfront Reset—Games, Views, Kayaks & Total Calm

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $320
CA $474 total
includes taxes & fees
May 13 - May 14
Coles Point Marina

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is CA $412
CA $498 total
includes taxes & fees
May 13 - May 14
Cottage Located on the Patuxent River!

River Refresh - Waterfront with Spa on Placid Bay

River Refresh - Waterfront with Spa on Placid Bay
Colonial Beach
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic amenities, beautiful view, cosy yet spacious!"
United States
Aaron M.
The price is CA $342
CA $737 total
includes taxes & fees
May 13 - May 14
River Refresh - Waterfront with Spa on Placid Bay

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
9.4 out of 10, Exceptional, (12 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 $143
CA $490 total
includes taxes & fees
May 17 - May 18
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

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)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $277
CA $730 total
includes taxes & fees
May 17 - May 18
Anne & Fred`s Leonardtown Home W/ Arcade room!

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 $186
CA $428 total
includes taxes & fees
May 13 - May 14
Sail Away To

Riverfront Home w/Dock · Fire Pit · Kids Play Area

Riverfront Home w/Dock · Fire Pit · Kids Play Area
Montross
9.6 out of 10, Exceptional, (15 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is CA $246
CA $686 total
includes taxes & fees
May 13 - May 14
Riverfront Home w/Dock · Fire Pit · Kids Play Area

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is CA $267
CA $610 total
includes taxes & fees
May 13 - May 14
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $472
CA $585 total
includes taxes & fees
May 13 - May 14
2 Bedroom Cottage at Coles Point Marina

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 $239
CA $388 total
includes taxes & fees
May 31 - Jun 1
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 $339
CA $810 total
includes taxes & fees
May 13 - May 14
Come relax yourself a while

Private Waterfront Retreat w/ dock on 7+ acre

Private Waterfront Retreat w/ dock on 7+ acre
Colonial Beach
The price is CA $369
CA $808 total
includes taxes & fees
May 28 - May 29
Private Waterfront Retreat w/ dock on 7+ acre

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (10 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is CA $194
CA $437 total
includes taxes & fees
May 17 - May 18
Sail Away
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?

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay: This vacation home rental outside of Cobb Island is located on the beach and has a balcony, a garden, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Cobb Island?

Expedia has 4 vacation rentals for your stay in Cobb Island.

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

While you're exploring the area, Colonial Beach and Westmoreland State Park 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.