
Places to stay near Gerry Boyle Park
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Top-rated vacation rentals near Gerry Boyle Park
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Little Slice of Cambridge. 2 bedroom, pet friendly
You’ll be staying right in the center of the Historic district, close enough to walk to town and enjoy shopping or some of the great restaurants. Just two blocks from the water, a short stroll to the lighthouse or down to the water front and enjoy the park. This newly listed 2 bedroom , pet- friendly apartment has everything you will need to explore the history, food and waterfowl found in this area. Park your boat here. We can’t wait for you to experience Cambridge and relax in the “West End”.

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

La Casita on Harris Creek, St. Michaels
La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39

Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Peaceful Historic House Near Water, with Hot Tub!
Peaceful 3 bedroom/1.5 bath Victorian house near the water. Located in Historic West End, this 1900 house has been recently renovated to accentuate its historic charm while delivering all the modern comforts. Just a short walk from Long Wharf Park, the Choptank River Lighthouse, and downtown Cambridge with great restaurants and shops. Amenities include air conditioning/heating, a hot tub, WIFI, a back deck and grill, front porch with rocking chairs, and a fire pit with Adirondack chairs.

Levin's Waterfront Paradise @ Blackwater Refuge
Levin's paradise is a private and quiet campsite with gorgeous sunsets over Blackwater Wildlife Refuge! Wildlife abounds around the woodlands and marshlands that surround you in this secluded haven! The perfect place to rest and relax by the fire! You will find yourself a world away from it all, yet close to all of the wonderful attractions and dining that Cambridge has to offer! Bring your tent or camper (16 ft or less) and get off the grid! No water, electric or sewer hook ups!

Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

Osprey's Retreat Waterfront w/ private beach/dock
Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

Waterfront, Private Pier, Sleeps 10, 4 bedrooms
Escape to our waterfront retreat, perfectly situated on the picturesque Choptank River. This 4-bedroom home accommodates 10 guests w/ 7 comfortable beds & offers the ideal blend of relaxation & adventure for everyone. Our property comes fully equipped with bikes, kayaks, paddleboards & yard games for endless fun. Unwind and relax on the new pier. The river offers gorgeous sunrises and sunsets. Your perfect waterfront getaway awaits you!

Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).

High St. Art Gallery Suite
This boutique suite is adjoined to the future home of High St. Art Gallery. This historic home was built in 1796 and is being lovingly restored by three generations of a family committed to creating beautiful, unique and comfortable spaces that can be a retreat away from home. This suite has all the details and delights that will make your stay enjoyable and we hope you will come again and again.

The Little Gypsy BoHome
Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, a basketball hoop, beach access, a canoe, a gas grill, a steam shower, and an outdoor redwood infrared barrel sauna.
Popular amenities for vacation rentals near Gerry Boyle Park
Condo rentals with wifi

Oceanfront 1Bedroom/1.5 Bath Condo-Slps 4-King Bed

1 Bedroom 1 Bath Condo on Silver Lake

Gorgeous Beachfront! King Bed, Direct Ocean View!

Barnyard Retreat

1st Floor Condo in Annapolis

Stylish Coastal Loft Minutes to Rehoboth & Lewes

Daze Away - Walk to Beach/Harbor/Shops! Unit #3

Beachfront with a View and Amenities Galore
Family-friendly house rentals

Waterfront Getaway with Dock

Waterfront with sweeping bay view & private beach

Newly Renovated Modern 3 bed 2 bath Water Front

Great Historic Cambridge Home With Parking!

The Little House on Back Creek

Charming cottage, FP, 1 blk water, historic area

Kent Island Waterfront Home with Amazing Sunsets

Secluded Waterfront · Kayaks, Firepit, Beach 15mi
Apartment rentals with air conditioning

Our Little Piece of Heaven

Blue Crab Lodge

Beach Highway Hobby Farm

Butchershill- Clean, Fireplace, King Bed, Parking!

Cozy Waterfront Apartment Chester, MD

Charming Studio in the heart of St. Michael's, MD.

Private Annapolis Inlaw Apartment

Spacious Beach House Top Floors - Walk Everywhere!
Other great vacation rentals near Gerry Boyle Park

The Place in Cambridge-Summer is here!

Relaxing Water Views - Mill Creek Cottage

Cozy Guest House Near Park

Historic 1740 Home Near Waterfront

Hambrooks House - Porched Sanctuary near Choptank

Charming Cambridge Cottage | Walk to River + Town

High Water Guest House

Waterfront-View of Bay from your Bed
Destinations to explore
- Sandy Point State Park
- Six Flags America
- Breezy Point Beach & Campground
- Annapolis City Dock
- Quiet Waters Park
- United States Naval Academy
- Killens Pond State Park
- Navy–Marine Corps Memorial Stadium
- FedExField
- Calvert Marine Museum
- Westfield
- Salisbury Zoo
- Downtown Annapolis Partnership
- Chesapeake Beach Water Park
- Nassau Valley Vineyards & Winery
- Chesapeake Bay Maritime Museum
- Terrapin Nature Park
- Layton's Chance Vineyard and Winery
- Suicide Bridge Restaurant
- Leonardtown Wharf
- General's Ridge Vineyard
- Air Mobility Command Museum
- Great Frogs Winery
- William Preston Lane Junior Memorial Bridge





