
Mga matutuluyang bakasyunang may pool sa Dorchester County
Maghanap at mag‑book ng mga natatanging matutuluyang may pool sa Airbnb
Mga nangungunang matutuluyang may pool sa Dorchester County
Sumasang‑ayon ang mga bisita: may mataas na rating ang mga matutuluyang may pool na ito dahil sa lokasyon, kalinisan, at marami pang iba.

Chesapeake Bay Retreat
Chesapeake Bay Retreat offers a tranquil escape on the Bay with stunning sunsets and ocean liner views. Guests will enjoy a heated pool, kayaking, grilling, bonfires, and traditional Chesapeake activities like fishing & crabbing. The 22 ½ acre estate offers wildlife featuring deer, turkeys, and eagles. Comfortable accommodations for 16+ include TV rooms and private bathrooms. Nearby restaurants, and a public boat launch enhance the experience. The retreat delivers endless relaxation & adventure

"Endless Summer" on the Chesapeake!
A private Oasis! This exceptional 4 bedroom, 3 bathroom Rural waterfront Eastern Shore home sits on over 6 acres and boast endless water activities, including an indoor heated pool! Along with kayaking, crabbing or fishing. You can drift off to sleep in the oversized main suite with a perfect waterfront view! Enjoy the Eastern Shore lifestyle in this beautiful backyard, complete with mesmerizing views and a firepit. Crab or fish from the pier for dinner or take in an amazing sunset! Relaxation!

Spacious and private waterfront, sleeps 10
Are you looking for a family getaway or a peaceful location to telework? This property offers it all. Tastefully remodeled waterfront property with a large private salt water pool, dock for fishing, crabbing and kayaking. One-floor open plan with two large decks. Great for entertainment in privacy and is in proximity to restaurants, vineyards, beautiful beaches and parks of Chesapeake Bay and Patuxent River. Just 1 hour to the south of Washington DC and within minutes to NavAir base and Excelon

Private Waterfront Cottage with Pool and Poolhouse
Totally Private, quiet, deep water-front cottage with wood-burning fireplace and exclusively private 60' Lap Pool (open mid-April to mid-October), large open Pool House and Pier. The nearest residences in the area are far removed from this cottage for a great feeling of seclusion and privacy at cottage, pool, lawns, and gardens; all for the exclusive use of cottage guests. Located between the beautiful villages of Easton and Cambridge -- close to Trappe, Oxford, and St. Michaels. STRN-26-13

RELAX, You're on RIVER & POOL time!
Come stay at this centrally-located home with beautiful views of the Choptank River. Enjoy sun filled days by the custom built pool and quiet nights by the gas fire pit. Adults and children will love the pool house/game room where you'll find an open air bar, full bathroom, 70" television, shuffleboard, ping pong and foosball. The house is newly renovated with 3 bedrooms 2 bath (1 in pool house) sunroom, and additional upstairs lounge. We are long term 5 Star Airbnb hosts who live nearby.

Waterfront Oasis: SaltwaterPool&HotTub&PrivateDock
Cattail Cove: Your perfect riverside escape! Nestled on 4 scenic acres along the river, our property offers a peaceful respite for family&friends. Sip your coffee overlooking the river as bald eagles dive for their breakfast, and then relax in the heated saltwater pool before crabbing from our brand-new private pier! Included Amenities: -Saltwater Pool: seasonal -Hot tub open all year! -Stone Fire Pit -Kayak, paddle board, canoe -Private boat launch area Max Guest Count is 13 total people

Private Waterfront Estate | Pool, Dock, Kayaks
Wake up to water views, spend your day by swimming in the saltwater pool, kayaking in the river, or fishing on the dock, and end the evening with sunsets. This private 5-bedroom waterfront retreat is designed for families and groups looking to unwind, reconnect, and enjoy the best of Maryland’s Eastern Shore- equipped with high-speed internet- located 15 min from downtown Cambridge and 10 min from the Hyatt Regency Chesapeake Bay, the home is well positioned for wedding stays, and retreats.

Rosses Chance Guest House
This lovely guest cottage is located on a historic 16 acre waterfront estate on Hudson Creek that includes a main house, barn, pool, dock and pond. Built in the 18th century tidewater style, the guesthouse is charming and well decorated and completely self efficient. A special place for your romantic getaway at any season of the year. Recently cell phone service has improved and is reliable. However, in the country, WiFi internetl can be slow at times as well as the Wifi TV streaming.

Chesapeake Sunset Retreat
Escape with family or friends to this peaceful, 4-bedroom retreat on the waterfront. With breaktaking views of the river and 7 acres of pristine woods, this is the perfect getway for nature lovers, water enthusiasts, families, and road bikers looking to get away from the hustle and bustle of everyday life. Enjoy coffee or a sublime sunset from a spacious screened porch. Fish, crab, or launch a kayak from the dock. Lounge by the fireplace in the living room or play pool in billiard room.

The Place in Cambridge-Summer is here!
Beautifully located, a clean crisp poolhouse cottage with key extras.! Queen bed, full kitchenette, and beautiful bath. Enjoy the lovely in-ground pool & poolside seating ( open May 1st - Sept. 30th) Perfect for couples or small families. A block from the Choptank River, 1/2 mile walk downtown to shops and dining. Experience the Eastern Shore of the Chesapeake from a new perspective-it's your stay! The Place in Cambridge, sometimes, the best experiences come in simple packages.

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit
Welcome to our waterfront paradise overlooking the Chesapeake Bay! Experience comfort and tranquility at this extraordinary retreat, where breathtaking views and unforgettable memories await you. This serene beachfront property is little over an hour from DC & Northern Virginia, and about 90 minutes from Baltimore. With private pool, fire pit, kayaks, paddle boards, pingpong, weights & workout equipment, it's a perfect place to recharge and make memories with family and friends.

Modern Chesapeake Waterfront - Heated Pool - Dock
Chesapeake Dream is a stunning renovated waterfront farmhouse on 5.6 acres with breathtaking Chesapeake Bay views — perfect for families & friend groups. Boat, fish, crab & hunt at this outdoorsman's paradise. Watch the sunset from the screened porch, gather around the bayside fire pit, or BBQ poolside. With historic landmarks, hiking, golf & charming towns nearby, every day brings a new adventure. Hosted by Wander Home - see "Other Things To Note" in the description below.
Mga patok na amenidad para sa mga matutuluyang may pool sa Dorchester County
Mga matutuluyang bahay na may pool

Lexington Park Home on the Chesapeake Bay

Family Retreat - Private Pool, 4 Bedroom, Fire Pit

Waterfront Paradise with a Private Pool

Rippling Waters on Fishing Creek

Crabby Casa; Choptank waterfront w/ pool and dock!

Bliss By The Bay Chalet

The Point at Little Choptank

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Iba pang matutuluyang bakasyunan na may pool

Kozy Waterfront Condo

On the Choptank River

Amazing Waterfront Cottage On 17 Acre Estate

Comfy Cambridge cottage with sandy beach and pool

Cozy Guesthouse with Pool

New, Intown Waterfront Townhome w/Pool + Location!

Riverfront Townhouse w/Amazing Water View

Waterfront Getaway for Two
Mga destinasyong puwedeng i‑explore
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- Mga matutuluyang may pool Maryland
- Mga matutuluyang may pool Estados Unidos
- Breezy Point Beach & Campground
- Six Flags America
- Annapolis City Dock
- United States Naval Academy
- Annapolis Downtown Partnership
- Gerry Boyle Park
- Quiet Waters Park
- Navy–Marine Corps Memorial Stadium
- Ingleside Vineyards
- Calvert Marine Museum
- Westfield
- Salisbury Zoo
- Chesapeake Beach Water Park
- Chesapeake Bay Maritime Museum
- Terrapin Nature Park
- Leonardtown Wharf
- Great Frogs Winery
- Suicide Bridge Restaurant
- Layton's Chance Vineyard and Winery
- General's Ridge Vineyard
- William Preston Lane Junior Memorial Bridge
- Annmarie Sculpture Garden and Art Center





