Alojamientos para vacaciones con kayak en Talbot

Peaceful Waterfront Home in Annapolis 3BR 2BA.

Charming 3BR 2BR. Imagine waking up with a cup of hot coffee watching the sunrise. Quiet evenings gathering in the gazebo or sitting by the fire pit watching sunset with stunning views of the Chesapeake Bay Bridge, and Eastern Shore from the backyard. Enjoy your own private pier and beach. Steps to community playground and a bigger beach with a pier for crabbing. Just minutes to nearby shopping and Quiet Waters Park. Close to downtown Annapolis, Naval Academy, restaurants, and the shopping mall.

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Charming Annapolis Water View Home

Floor-to-ceiling windows overlook the expansive Chesapeake Bay 100ft away. Water views from most rooms plus treehouse vibes. 4 bedrooms + 4 full bath. Custom luxury upgrades, new appliances. Pull out daybed +2 folding queen mattresses, rustic leather sectional sofas can sleep 4 more (14+total), outdoor grills, covered balconies, hot tub, kayaks. Access to community fishing/crabbing piers/beach/picnic area. Close to beautiful Thomas Point & Quiet Waters park. A unique escape for nature lovers!

Tilghman Retreat: A house on the Chesapeake Bay.

License: STRN-23-41 An amazing escape on the Chesapeake Bay. Explore Tilghman Island by bike or boat. Enjoy fresh seafood from the local seafood market or catch something fresh from the pier. The house includes access to the private pier, large backyard, fire pit, grill, 2 person canoe, 2 stand-up paddle boards, and bikes. This is a unique spot with beautiful sunsets. Enjoy local restaurants on the island. Close to St. Michaels (15 miles) with boutique shopping and excellent dining options.

Waterfront Estate - Riverslie on the Miles River

Full of character, this 1870s farmhouse situated on 11 acres offers historic charm and breathtaking views of the waterfront. Equipped with modern kitchen, spacious common areas, and plenty of sleeping space for all, this home is ideal for any group whether it be for your holiday weekend or family reunion. Lounge by the pool, take a paddle on the river, or unwind on the screened porch. You can also enjoy fine dining and shopping with beautiful Easton and St. Michaels at your fingertips!

Waterfront Modern Guest Barn

Find peace and reconnect with nature at this award winning guest barn. With its simple geometry and bucolic setting overlooking a quiet river of the Eastern Shore, this gem at the edge of a farm field could easily be mistaken for a working barn. But when you slide open the pair of two-story barn doors, you find a beautiful modern guesthouse full of light from the wall of windows facing the river. The setting is incredibly peaceful, and is a wonderful romantic escape or family getaway.

Waterfront Oasis Private Pool Dock Near Cambridge

Escape tranquility on our serene 1-acre property, perfect for birdwatching enthusiasts. Enjoy exclusive access to a private dock, two kayaks, fishing and a refreshing in-ground saltwater pool. Unwind in our spacious 5-bedroom, 2.5-bathroom home, equipped with TVs, streaming services, and high-speed internet throughout, allowing you to stay connected while you relax. Conveniently located 10 min from the Hyatt & 15 min from Historic/ downtown Cambridge. Your peaceful retreat awaits!

Saint Michaels Waterfront Home

This beautiful waterfront home sits just over the bridge entering St. Michaels. Two large bedrooms, two full bathrooms, and Two sofas make this a very spacious for a large amount of guests. 1 minute to St. Michaels, 7 minutes to Easton and 30 seconds (right around the corner) to The Oaks Wedding Resort. Lots to do including kayaking, paddle boarding, biking or just taking in the views and wildlife. Great restaurants and local shops within minutes from this house! ST-739-YOS

La Casita on Harris Creek, St. Michaels

Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Gorgeous, Waterfront Home Is Fabulous in Winter!

From January, 2026 through March, 2026 come 3 nights and you get 4th free! Casey's Porch is the place to go. Come and see for yourself. Bring your extended Family. Bring your friends. Enjoy the pool. Kayaks and paddle boards and bikes await you at this beautiful home on Hudson Creek. Fish from the dock. Pull crabs from the creek. Walk down quiet country lanes. Sit around the fire pit. So many fun, outdoor things to do. Casey's Porch has it all. T

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

SM's Premier Rental Heated Pool (opens 4/3)

Harbor Hideaway's in- town location and now featuring a PRIVATE POOL is a rare find. Steps away from everything that SM's has to offer. HH is a 1940’s - 1 1/2 story cottage loaded with thoughtful amenities. Airy and appointed with modern/ comfortable furnishings, resort quality linens, a well stocked kitchen; this 2 bdrm /2 B cottage is sure to please! Perfect for 1 to 2 couples, girls' wknds, small family, or anyone just in need of a relaxing getaway.