
Renta de casas vacacionales en Chestertown
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Las mejores casas en Chestertown
Los huéspedes están de acuerdo: estas casas tienen excelentes calificaciones por su ubicación y limpieza, entre otros aspectos.
Alojamientos vacacionales para todos los estilos
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Amenidades populares de las casas en Chestertown
Casas con alberca

Mins to Annapolis from Waterfront home Pool, Pier
House owners were extremely responsive and informative. House was well stocked , and a great location and view made the stay even better.

Bay Breeze Retreat
Beautiful house and property, great location, and the host was super responsive. Hope to return sometime soon.

Rockfish Keeper
It was a great stay after a long day roaming around Washington DC and Maryland. The accommodation was clean and nicely decorated with very inspiring words of wisdom providing a cozy and comfortable retreat throughout our stay. Kelly has been very informative and detailed on the instructions to help us on a very smooth check in and check out process. The location was fantastic and quiet neighborhood. Overall, we had a wonderful time and would highly recommend this place to anyone looking for a memorable Airbnb experience!"

Entire Beach House with Pool and Hot Tub
We had a great stay at this clean, comfortable, convenient and cozy house. We were impressed by the attention to detail. Every time we needed something, it was there. The kitchen was fully stocked and had everything we needed to cook our Thanksgiving meal. We were close to Annapolis And had an easy drive to the museums of DC. We took several walks to the nearby beach, and enjoyed both sunrises and sunsets. We would definitely come back! Thank you, Peggy!

Gunpowder Retreat
We had a great weekend! The host was incredibly kind and accommodating, making check-in and communication smooth from start to finish. The house itself was well-stocked, clean, and thoughtfully organized—perfect for relaxing with a small family group. We especially enjoyed winding down in the cozy living room and falling asleep to a movie after a fun day out. Would absolutely stay here again!

Bay Poolhouse
We really enjoyed staying here. It was a spacious home and we love the community. We were in town visiting family and It was so convenient being so close to family and friends. Very comfortable

The Peaceful Getaway (with private pool & hot tub)
it's beautiful and peaceful ❣️ place to visit. all my family love it and Martha is a great host. I appreciate it 🙏 hopefully I'll visit it again

Waterfront | Pool | Hot tub | Beach Access
The moment we walked in we fell in love with this place. Clean newly appointed kitchen, open floor plan, fireplace, pool table, big TVs, children’s games, toys, and wonderful view of Big Pond. Great for bird watching. Beds were great, everything labelled and organized very smartly. Quick response to communications. We cooked a big meal and the kitchen was nicely stocked.
Casas disponibles por semana

Waterfront Cheerful 5 home
Excellent house for a family reunion, spotlessly clean and very comfortable. It features a huge, well-stocked kitchen, nice mattresses and bedding, and is situated in a quiet neighborhood with beautiful nature. I will definitely return soon.

⇚Family Getaway⇛| Lakeside + A Nature View |
Kevin is a great host to us year after year! we love staying at his place!

Red Point Lighthouse
Attention to detail both architecture and a fully equipped kitchen with spices etc Visually unmatched sunrise to sunset

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️
- I wanted to have a nice getaway with my partner and couple friends since it was her birthday, this was everything I wanted and more and loved how comfortable and nice the home was. Will definitely be coming back in the future! Thank you Adam!

Charming Annapolis Water View Home
A beautiful home with gorgeous views of the bay. The host was super responsive and helpful.

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
Absolutely amazing house and location!! Our family had an incredible week spent enjoying the property & views, spending time watching the sunsets by the fire, and kayaking around the bay. It's a great spot to teach kids to paddle and our 7 and 9-year old both enjoyed learning on the still waters near the sandy beach. The property and house are both thoughtfully designed and have so many spots to relax, read, watch the birds, and take in the views - made it feel like there was never a reason to leave. We had an incredibly peaceful week and would love to visit again!!

Beautiful Home-Steps to Navy Stadium & Downtown!
Great place to stay for the Military Bowl! Walking distance to the Naval stadium. Plenty of room to spread out. Wish the weather had been better to spend time on the back deck

Waterfront CHeerful 2 with Private home
The cottage /house was peaceful on the edge of an inlet from the Bay. The patio was lovely. It was chilly so we couldn’t use the kayaks. The kitchen was very well equipped. The dishes, utensils, cookware were quality. The extra cozy blankets were nice. He responded to a request very timely. We enjoyed the stay very much.
Casas privadas

Secluded acre near BWI and Baltimore
It was very nice staying at Stan's cottage. It's like a tiny oasis in this rapid world of technology, and chaos. Very peaceful, quiet, cozy, and clean. CJ greeted us when we arrived, helped us with our bags, and cut fresh flowers for me when we arrived (super sweet). We got great recommendations for restaurants and take out. And finally, it was a true pleasure spending our last minutes with Stan. We enjoyed hearing about his love of travel and of birding...it would have been nice to stay a little longer...we look forward to hearing "the adventures of Stan" someday soon.

Full home just blocks from downtown Annapolis
Erin's place was a great place to stay in Annapolis. My family was in town for Commissioning Week at USNA. Annapolis is a beautiful town with tiny streets, so being at this location aloud us to walk to the Yard and restaurants. Would definitely stay here again when in the area. Thanks again Erin for your hospitality.

Historic 4BR Home w/ Bonus Family Room
Patrick and his co host Kelsey were great. The house was so fun and nicely done. So incredibly close to the docks and Main Street. Would stay there again in a heartbeat.

Three bedroom house with two full bath near BWI
Excellent time staying here. Courtney was courteous and very responsive to our needs. Definitely a must use if ever in the area! Thank you Courtney!

Sunset Corner House
Had a really great stay for three nights at this lovely home in Edgewater. The house sits on a corner lot with wonderful views of the bay. The neighborhood is safe and cozy. Lots of friendly people out walking and enjoying the surroundings. Felt right at home. The house was clean and very functional. Eddie was great to work with and I would recommend this to anyone wanting a home base for the Annapolis and surrounding areas.

The Beach House
We had a small family group stay at the Beach House in North East for Thanksgiving, and it was perfect in every way for our group. Plenty of room, fantastic location and water views, easy beach access, very well-equipped kitchen, warm and cozy living room area, and great communication from Alexis. We hope to return again soon!

Peaceful Acres Guest House (A Nature's Getaway)
The house was comfortable, clean and quiet. It was exactly what I was looking for to participate in a nearby competition. There were minor issues that the host addressed quickly and we got back to our vacation. Would stay here again.

Kent Island Beach House - "Pink" House in Kentmorr
Donna's property is quaint and comfortable with enough room from multi-generational guests. The property is immaculately kept and provided all the amenities of home. There is a marina a short walk with a restaurant/bar to grab a bite to eat or a quick drink. I highly recommend this property for a get away.
Estadísticas rápidas sobre las casas en renta en Chestertown
Total de alojamientos
20 propiedades
Precios por noche desde
$90 antes de impuestos y tarifas
Cantidad total de evaluaciones
1.4 k evaluaciones
Alojamientos en renta para familias
20 propiedades son una buena opción para las familias
Alojamientos vacacionales con áreas de trabajo exclusivas
10 propiedades tienen un área de trabajo
Disponibilidad de wifi
20 propiedades incluyen acceso a wifi
Destinos para explorar
- Washington Alquileres vacacionales
- Filadelfia Alquileres vacacionales
- South Jersey Alquileres vacacionales
- Jersey Shore Alquileres vacacionales
- Montañas Pocono Alquileres vacacionales
- Nueva York Alquileres vacacionales
- East River Alquileres vacacionales
- Plainview Alquileres vacacionales
- Long Island Alquileres vacacionales
- Hudson Valley Alquileres vacacionales
- The Hamptons Alquileres vacacionales
- Outer Banks Alquileres vacacionales
- Hampden
- Jardines Longwood
- Parque Estatal Sandy Point
- Big Stone Beach
- Six Flags America
- Patterson Park
- Oriole Park at Camden Yards
- Heritage Shores
- Parque Estatal Killens Pond
- Club de campo DuPont
- M&T Bank Stadium
- Crystal Beach Manor, Earleville, Maryland
- Gerry Boyle Park
- Festival renacentista de Maryland
- Parque de Aguas Tranquilas
- Campo de golf Bulle Rock
- Idlewilde Restoration Project
- Tranquila playa para perros de aguas
- Severn Beach
- Matapeake Clubhouse and Beach
- Sparrows Beach
- Flying Point Park
- Downs Park Dog Beach
- Lums Pond State Park