
Alquileres vacacionales para familias en Chester
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Alojamientos vacacionales para familias con las mejores calificaciones en Chester
Los huéspedes están de acuerdo: estos alojamientos para familias tienen excelentes calificaciones por su ubicación y limpieza, entre otros aspectos.

Boutique by the Bay
Completely renovated and exquisitely decorated, this one bedroom apartment has a private entrance from the main house and features a modern farmhouse vibe. Fully equipped kitchen with new glass top stove, large walk-in shower and queen sleeper sofa make this perfect for a couple or family. Located 9 miles south of the Bay Bridge, off of Route 8 on Kent Point Road ,this location is convenient for weddings at the Chesapeake Bay Beach Club or Swan Cove. Access to large in-ground pool included.
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Cheerful & Spacious Shore Life Beauty!
Welcome to our charming yet peaceful abode & island oasis where sailing, marine life, & bay exploration exceed the standard! This exceptional home is conveniently located to a variety of high quality restaurants, parks, outdoor activities, spas, beaches, wedding venues, & other entertainment including live music, hunting, & antiquing while also being 20-minutes from Annapolis & 1-hour from Baltimore City & DC. Let this be your definitive choice for a magical destination you'll forever remember.
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Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.
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Beautiful Kent Island Getaway with Pool
PRIME LOCATION! This home offers 4 bedrooms 3 1/2 baths with a spacious bonus room for all your family entertaining. You will love the open floor plan with cathedral ceilings with a beautiful stone fireplace. The Master bedroom with jacuzzi tub. Surround sound music system. Desk with computer. Separate pool house with kitchen and bathroom great for entertaining. Outside features includes a Concrete saltwater pool (not heated) with huge fenced in backyard and KOI pond. Porches back and front.
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Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.
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Charming Coastal/Country Home w/3 Acres & Sauna!
Relax in this Stylish Coastal-Country Home w/Sauna & 3 acres of outdoor living! Perfect for Families & Wedding Groups! We're conveniently located to many areas/cities: Annapolis- 15 miles Baltimore- 40 Wash. DC- 45 Easton- 30 Enjoy a Self-Check-in to this Beautiful Home that is perfectly situated near all the local Kent Island Restaurants, Shops, Attractions, including Chesapeake Beaches. This is a Non-Smoking House. Also No Pets or Parties & 14 max guests (8 max adults). Book Today!
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Country House on the Bay
My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.
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Iconic Chesapeake. Unparalleled Luxury.
Summer at The Cottage at Silver Water is effortless and indulgent. A sweeping waterfront lawn leads to a private shoreline for swimming, kayaking, and long days in the sun. Evenings bring golden skies, spectacular sunsets, and fires by the water’s edge. Inside, the cottage is beautifully designed with luxurious bedding, curated art, and thoughtful amenities that make every stay relaxed, refined, and unforgettable. See why all our guests only have a 5-Star experience.
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Cass-Away A Luxury Houseboat
Kent Narrows Rentals welcomes you aboard Cass-Away! A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! With 10 waterfront bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C., St. Michael’s, and Ocean City. NO Fishing/Crabbing on property!
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Waterfront-View of Bay from your Bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.
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Waterfront Sanctuary only 50 Min. From DC/Balt.
New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).
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Coastal Waterfront 1 Bedroom Cottage
This waterfront cottage is located 2 miles from Historic Downtown Annapolis and the United States Naval Academy, making it easy to plan your visit. It is located right on the South River in a quiet neighborhood. There is a full outdoor seating and patio area with a grill and fire pit. It has a full kitchen, 1 bedroom, washer/dryer and can sleep up to 4 with the pull-out sleeper couch.
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Comodidades populares de los alojamientos vacacionales para familias en Chester
Alojamientos vacacionales con jacuzzi para familias

Beach Access, Hot Tub, Pet Friendly, Fully Fenced
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Coastal Comfort Retreat near Annapolis, EV charger
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Cottage on Solitude Creek, Hot Tub, Pool & Firepit
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Luxury Modern Home on Water+Hotub- Annapolis 25min
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Waterfront Cottage@ChesapeakeParadise Hot Tub/Dogs
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Charming City Oasis. Walk to harbor, eateries.USNA
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Charming Annapolis Water View Home
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Harbor View Haven | Waterfront w/ Hot Tub + Dock!
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Alojamientos vacacionales para familias que admiten mascotas

Annapolis Garden Suite
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Relaxing Water Views - Mill Creek Cottage
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La Casita on Harris Creek, St. Michaels
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Wren Retweet- Country Estate in Center of C’Town
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Waterfront farm retreat for vacation & telework
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Annapolis Area Waterside Retreat
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River front cottage with private dock & water fun
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Waterfront CHeerful 2 with Private home
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Alojamientos vacacionales con piscina para familias

3 bedroom home with pool and game room
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Miles Aweigh
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*Brand New | Modern Farmhouse | Lux 4 BR | Near DC
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The Little Gypsy BoHome
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Luxury Farmette -Private & Secluded-1hr to DC
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1st Floor Condo in Annapolis
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SM's Premier Rental Heated Pool (closes 10/27)
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Red, White & Waterview Studio Apt with pool
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Destinaciones para explorar
- Nueva York Alquileres vacacionales
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- Virginia Beach Alquileres vacacionales
- Raleigh Alquileres vacacionales
- Jersey City Alquileres vacacionales
- Newark Alquileres vacacionales
- Baltimore Alquileres vacacionales
- Richmond Alquileres vacacionales
- Atlantic City Alquileres vacacionales
- M&T Bank Stadium
- National Mall
- Casa Blanca
- Centro de Convenciones Walter E. Washington
- Parque Nacional
- FedExField
- Universidad Johns Hopkins
- Oriole Park en Camden Yards
- Parque Federal Hill
- Cementerio Nacional de Arlington
- Capital One Arena
- Parque Costero de Georgetown
- Monumento a Washington
- Museo Nacional de Historia y Cultura Afroamericana
- Playa de Betterton
- CFG Bank Arena
- Puerto Nacional
- Howard University
- Smithsonian National Zoological Park
- Centro de Convenciones de Baltimore
- Dover Motor Speedway
- Museo de la Biblia
- Museo Nacional del Aire y el Espacio
- Patterson Park





