
Places to stay near Piney Point Beach
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Top-rated vacation rentals near Piney Point Beach
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Historic St.Mary's City at the Lazy Bear Cottage
Inquire first on pets, there is a 50 lb. weight limit total, can be split up between 2 small dogs or 1 at 50lbs or less,must be house broken and friendly. Close to Saint Mary's historic city, Pt. Lookout State Park, Sotterley Plantation. Great hiking trails, restored colonial village,a replica of the Maryland Dove. Tour a lighthouse. Great restaurants , or spend a day over in Solomons Island, about 20 miles from us. Peaceful settings for relaxing right on the water,or kayak on the river.

The Osprey Nest: Rappahannock Riverfront Suite
Sunny, private 2nd floor suite at the river's edge features panoramic views of the Rappahannock and surrounding farmland. Take in fiery sunsets, sunrises, starry skies, eagles, ospreys and more. Swim, fish, explore waterways by kayak, or bike in tranquil, rural surroundings. Morning coffee on the balcony with the songbirds is a treat, and the riverfront deck, surrounded by trees is sublime. Restaurants, historic sites, hiking, fossil hunting, wineries, antiques & more are a short car ride away.

Historic Rousby Hall, Waterfront, Pool, Beach
**Heated pool open to Nov 2. Thanksgiving chef dinner options** Rousby Hall is a stunning 5-star waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee additional).

Riverfront Chalet Kayak/Canoe, pier, breakfast!
This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is Solomon’s island. This is a safe space for all🥰

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.

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”). And be sure to visit our sister property, White Point Cottage!

Historic St. Mary's City, MD
1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

Serene setting great location surrounded by woods
The one-bedroom apartment will sleep 2 adults and 1 child under 18. In a serene setting with woods, a fish pond, and a comfortable patio. Separate code lock entrance. Well-equipped kitchen. Free WiFi, two TVs with Netflix and Amazon Prime. There is also a cedar sauna. Parking is on the property. Apartment situated near shops, restaurants, St. Mary's College and the Patuxent River Naval Air Station. 15 minutes from Chesapeake Bay, 1 hour to DC beltway. French and German also spoken.

Old World Cottage/Fabulous Sunsets/Polite Pets OK
Immaculate cottage with old world detail and large stone patio. Easement to water to enjoy the fantastic Southern Maryland sunsets dipping beyond the Potomac River. Situated in St Mary’s County near Piney Point and St George’s Island. A short walk to Tall Timbers Marina. Boats and polite pets are welcome with prior approval. Central heat & air conditioning, Front-yard fire-pit, Fast Internet, Smart TVs, Cable 2 Plastic Kayaks Fully stocked Kitchen, and bedding Crab net Fish Table

Living on Island Time
Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

Chic Loft Retreat | Private Beach & Near Solomons
STAY IN or ADVENTURE OUT Relax in a chic, private loft just 5 minutes from Chesapeake beaches and 10 minutes from Solomons & Calvert Cliffs. Enjoy your own private above-garage hideaway with private beach access, fast WiFi, Smart TV, and cozy touches that make you feel at home. Our open-concept space, has a bedroom area, bathroom, workspace, living room & kitchen. SMOKE FREE SCENT FREE PET FREE PEANUT FREE We offer an Air Purifier and use only all natural cleaning products.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.
Popular amenities for vacation rentals near Piney Point Beach
Condo rentals with wifi

Riverside Bliss: 2BR Downtown Haven

A Kozy Waterfront Condo

Charming Coastal Getaway In Downtown!

The Drinking Gourd: Stunning Cambridge Penthouse

Rooftop bay and river views

Beautiful 2-Bedroom Loft in Historic Cambridge

Beach Haven - 3BR with River Views

Barnyard Retreat
Family-friendly house rentals

Horseshoe Point - Waterfront - St. Marys River

Osprey's roost: Spring and summer 2025

Cove Point Beach Cabin

The Glebe

Relax in Urbanna, @ The Blue Tango!

2 Bedroom Cozy Beach Cottage

1891 Coastal Charmer: fully renovated farmhouse

Spacious Gorgeous Waterfront Home with Sunset View
Apartment rentals with air conditioning

Our Little Piece of Heaven

2nd floor studio apartment

Walk to famous Tiki Bar on Solomons Island!

Stunning Sunsets on Breton Bay, Seaside apartment

NEW Renovated Studio near St. Mary's City

Little Slice of Cambridge. 2 bedroom, pet friendly

Serenity Suite on Chesapeake Bay

Nature's Rest in Church Creek
Other great vacation rentals near Piney Point Beach

Peaceful Haven: nature & charming town

Potomac River Freedom Cottage

The Bird's Nest at Holly Bluff-Riverfront. Beach.

Summer Perfect, Water Front A-frame on Winery

Charming Rustic Boathouse right on the Water!

Cozy Lakeside Studio Retreat.

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks

Peaceful Waterfront Retreat on The Bay
Destinations to explore
- Chesapeake Bay
- Breezy Point Beach & Campground
- Ragged Point Beach
- Chesapeake Beach Water Park
- North Beach Boardwalk/Beach
- Sandyland Beach
- Gerry Boyle Park
- Bayfront Beach
- Rose Haven Memorial Park
- Franklin Manor Community Private Park
- St George Island Beach
- Oxford Beach
- Idlewilde Restoration Project
- Brownies Beach
- Cordreys Beach
- Langford Sand
- Bare Neck Shore
- Lane Beach
- Layton's Chance Vineyard and Winery
- Ingleside Vineyards
- Neals Beach
- Links at Perry Cabin
- General's Ridge Vineyard
- Bordeleau Vineyards & Winery
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