What are the steps needed to rent a boat in Shady Side?

Best Boat Rentals Near Shady Side, MD

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Top Shady Side Boat Rentals and Yacht Charters

$221+ /hour

Annapolis, MD

5.0 (14 bookings)

Your Dream Day on the Water.

3 - 6 hours Captained

Up to 8 passengers

$213+ /hour

Edgewater, MD

5.0 (8 bookings)

Chaparral 256 SSX

2 - 8 hours Captained

Up to 6 passengers

Rent a Lippincott cruiser in Edgewater, MD near me

$56+ /hour

Edgewater, MD

5.0 (112 bookings)

"Equinox" - Center of the Sun - Lippincott 30'

8 hours Captain optional

Up to 5 passengers

$375+ /hour

Annapolis, MD

LUXURY YACHT RENTAL

Edgewater, MD

23' Grady White-Perfect Family Fishing Boat!

3 - 8 hours Captain optional

Up to 6 passengers

$141+ /hour

Annapolis, MD

5.0 (12 bookings)

Experience sailing in the heart of Annapolis md

4 - 8 hours Captained

Up to 6 passengers

Rent a Other cruiser in Edgewater, MD near me

$167+ /hour

Edgewater, MD

5.0 (17 bookings)

Sailing Vessel (S/V) DreamCatcher

2 - 8 hours Captained

Up to 6 passengers

Rent a Beneteau sloop in Annapolis, MD near me

$244+ /hour

Annapolis, MD

DOS MILAGROS - Beneteau Oceanis 45

4 - 8 hours Captained

Up to 11 passengers

$153+ /hour

Edgewater, MD

5.0 (4 bookings)

Annapolis 35' Contender for cruising!

2 - 8 hours Captained

Up to 8 passengers

$300+ /hour

Annapolis, MD

5.0 (2 bookings)

Ocean Yacht

2 - 6 hours Captained

Up to 6 passengers

$200+ /hour

Annapolis, MD

Annapolis Electric Boats Rentals - Duffy 21 Sun Cruiser

Annapolis, MD

54' Luxury Yacht – Perfect for Family, Friends & Business Outings

3 - 8 hours Captained

Up to 12 passengers

$79+ /hour

Annapolis, MD

5.0 (71 bookings)

2017 Bennington 20SL Pontoon for Annapolis sightseeing in style!

6 - 8 hours Captain optional

Up to 9 passengers

$118+ /hour

Annapolis, MD

Easy Bay Cruisin': Your Fun Center Console Charter Experience

4 - 8 hours Captained

Up to 6 passengers

Rent a Lagoon catamaran in Annapolis, MD near me

$341+ /hour

Annapolis, MD

5.0 (26 bookings)

STARZ - 2018 Lagoon 42 (3 Cabin / 3 Head)

4 - 8 hours Captained

Up to 12 passengers

$167+ /hour

Stevensville, MD

5.0 (1 booking)

Fishing in Chesapeake Bay with Capt. Jason Seman!

Annapolis, MD

Stratos walkaround fishing boat

3 - 8 hours No captain

Up to 6 passengers

$164+ /hour

North Beach, MD

5.0 (3 bookings)

Beautiful Chesapeake Bay Fishing Charters

4 - 8 hours Captained

Up to 12 passengers

Top boat rentals reviews in Shady Side, MD

283,365

Customers Reviews

4.95

Avg. Rating

5/5 stars

2017 Bennington...

Wonderful experience. Our second time with this boat. Highly recommend.

Michael

Jun 2025
5/5 stars

23' Grady...

Alan was prepared with all the necessary items. He included a walkthrough of all of the on board supplies including...

Mark

Jun 2025
5/5 stars

Stratos...

Thanks Will. I appreciate the flexibility as we watched the weather. The boat ran great and it was a beautiful day...

Tom

Jun 2025
5/5 stars

Stratos...

Will was great to work with. The boat performs very well in the creeks as well as the open Chesapeake Bay. It has a...

Randall

Jun 2025
5/5 stars

Your Dream Day on...

Boat is pristine, and perfect for all of the waters/areas around Marco and Naples. Whatever you plan to do, this boat...

John

Jun 2025
5/5 stars

23' Grady...

Excellent experience, definitely plan on using this boat again. Alan was very responsive and great to work with!

Chase

Jun 2025
5/5 stars

STARZ - 2018...

The boat was perfect for our girls trip! Captain Dave made sure we had a good time and asked us what we wanted to see...

Alexandra

Jun 2025
5/5 stars

23' Grady...

We had a great day on the bay with our out of town guests. The boat accommodated 6 people very well, and Alan was...

Michael

Jun 2025
5/5 stars

Chaparral 256 SSX

We received a prompt reply from Tyler when booking and our experience was everything that we had hoped for and more....

Kenneth

May 2025
5/5 stars

23' Grady...

There boat is in incredible condition, and Alan made everything easy and pleasant

Stephen

May 2025
5/5 stars

23' Grady...

Perfect size to go boating/fishing with a few friends

Clean, safe, and has some speed

Michael

Apr 2025
5/5 stars

Your Dream Day on...

Keith

Apr 2025

How to rent a boat in Shady Side?

Find the perfect boat

Enter your desired location and date to explore our fleet of boats.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Set sail

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

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Got questions?

Frequently asked questions

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.