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Populaire Cottages in Chestertown

Amazing views, short walks to great dining!

10.0 van 10, Uitzonderlijk, (76)
'Very well-maintained property in a quiet neighborhood. Although we didn't need anything, host was always available.'
Amazing views, short walks to great dining!

Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

10.0 van 10, Uitzonderlijk, (81)
'A very nice and well-maintained cottage in the Cape St. Clair neighborhood where family members live. The owners have done a great job of provisioning the cottage both inside and outside, for recreational opportunities and enjoyment (barbecuing and relaxing). The backyard is very large and great for games provided with the property, like corn hole. There is also a hot tub. The owners have found the right balance for being responsive when you need them, while leaving you in peace otherwise....
Firefly Cottage at the Cape, community beach, Hot tub, USNA games, Holidays,

NIEUW GERENOVEERDE WATERFRONT COTTAGE

10.0 van 10, Uitzonderlijk, (286)
'We booked this property, along with the other property at the marina for our wedding weekend and WOW - we LOVED our stay. The views from this cute little cottage are phenomenal. We woke up each morning to watch the sunrise. The hosts were extremely accommodating and even helped secure our cake topper that we accidentally left behind in the whirlwind of check-out. This was the perfect spot for our first look as well. I would highly recommend booking this place for a cute romantic stay!'
NIEUW GERENOVEERDE WATERFRONT COTTAGE

NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

9.8 van 10, Uitzonderlijk, (22)
'My husband and I stayed here for 3 nights while I recovered from a surgery. It was a perfect, peaceful cottage and beautiful neighborhood. '
NEW LISTING! Waterfront cottage, hot tub, fire pit, gated community, pier, kayak

Waterfront River Cottage for 2, dog-friendly

9.2 van 10, Fantastisch, (7)
'It's a beautiful location and we enjoyed our visit.'
Waterfront River Cottage for 2, dog-friendly

Secluded Cozy Cottage in Historic Downtown

10.0 van 10, Uitzonderlijk, (6)
'This little cottage was in an extremely convenient location. All needs within walking distance. Parking wasn’t bad - quick walk from garage. Overall would consider again!! '
De prijs is € 633
inclusief belastingen en toeslagen
7 jan - 8 jan 2025
Secluded Cozy Cottage in Historic Downtown

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 van 10, Uitzonderlijk, (44)
'it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!'
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Afgelegen Waterfront Cottage op 200 hectare grote boerderij in de buurt van Queenstown

10.0 van 10, Uitzonderlijk, (97)
'My wife and I, and our daughter's family (including our grandkids (ages 5 and 8) spent an amazing long weekend at Spring Cove Farm. We all loved our stay so much. The house was spotlessly clean and had everything we needed and the pier/water was gorgeous with ample kayaks and paddle boards. The kids fished from the pier for hours upon hours each day, and were thrilled at the selection of toys. Our daughter and son-in-law were working remotely and the Wi-Fi and Internet worked perfectlu. Dr....
Afgelegen Waterfront Cottage op 200 hectare grote boerderij in de buurt van Queenstown

Family-Friendly Cottage, Walk to the Beach!

10.0 van 10, Uitzonderlijk, (18)
'Another amazing stay at Robin’s Rest. Highly recommend for a quiet weekend getaway '
Family-Friendly Cottage, Walk to the Beach!

Eastern Shore strand huisje get-away

10.0 van 10, Uitzonderlijk, (133)
'Perfect location for watching the sunsets as the house is located right across the street from the beach. Also, an easy bike ride to restaurants and shops on Main St. The house is clean and comfortable. Highly recommend to other guests!'
Eastern Shore strand huisje get-away

Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

10.0 van 10, Uitzonderlijk, (25)
'Property as described. Very clean. Appreciated having shampoo/linens. Check out easy as well. Would recommend!'
Corner lot, walk to stadium, USNA, downtown, cafes, shops, free street parking,

Be persuaded to experience this vintage cottage by the Sassa

9.4 van 10, Uitzonderlijk, (8)
'We had one of the best vacations ever. Our 9 and 7 year old grandchildren wanted to live there forever! We had a beautiful house and access to the outdoor spaces including a dock for gishing, crabbing and swimming. We were able to make smores over a great fire pit and enjoyed phenominal sunsets from a sitting area overlooking the river. Gene and Suzie, the hosts were on-site and so warm and welcoming. Our every need was met immediately. We will definitely be vacationing at Gregg Neck Cottage...
Be persuaded to experience this vintage cottage by the Sassa

Waterfront dog-friendly home with beach just mins to Downtown Annapolis

9.8 van 10, Uitzonderlijk, (29)
'My stay was wonderful, listing just as described. Beautiful water views and enjoyed the local area. Highly recommend and plan to return. Thank you so much for a lovely stay!'
Waterfront dog-friendly home with beach just mins to Downtown Annapolis

Rustige vakantie, gunstig gelegen voor lokale voorzieningen, waaronder strand, varen en eten

9.8 van 10, Uitzonderlijk, (109)
'We were in town for the local triathlon and had a great stay! My kids (3&4) and I were able to walk to the finish line from the location. The house was clean and large enough that we were all comfortable. If you have kids, it’s across the street from a cool boat playground. Diane was very responsive to my questions and provided plenty of towels, blankets, etc. Overall, a great stay! '
Rustige vakantie, gunstig gelegen voor lokale voorzieningen, waaronder strand, varen en eten

Vintage Waterfront Cottage with Stunning Sunsets

10.0 van 10, Uitzonderlijk, (5)
'thoroughly enjoyed our time at this lovely property. the quiet location, attention to detail, and communication with owners all made for an delightful stay. '
Vintage Waterfront Cottage with Stunning Sunsets

The Coastie Cottage! 4 BR met zwembad Oasis, 4. 5m tot USNA en DT Annapolis!

10.0 van 10, Uitzonderlijk, (50)
'The house was even nicer than in photos or descriptions. The house very spacious, the pool and pool area were perfect for our needs. The hosts were very gracious, communicative, and easy to work with. I would definitely recommend this property.'
The Coastie Cottage! 4 BR met zwembad Oasis, 4. 5m tot USNA en DT Annapolis!

Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

10.0 van 10, Uitzonderlijk, (5)
'My friend and I wanted to meet up part way between our two cities, and when we decided on the Chesapeake Bay, Rock Hall seemed a good option, and we were right! What a great little town, and the house was just perfect for us. She brought her two little ones (6 and 2), and I was on my own. I think with just 1 bathroom, many more than that would really not be ideal. The whole stay was great, we both agreed we'd love to come back again. The only hiccup (and I am sure it will be fixed), was that...
Oyster Cottage - walk to shops , Mainstay music venue and the Bay!

Waterfront Annapolis Home: Fire Pit & Fishing Pier

3.0-sterrenaccommodatie
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Waterfront and Wonderful! Welcome to the Bayburst Lodge.

8.0 van 10, Zeer goed, (11)
'This was our second visit to Bayburst Lodge and it was even better than our first! We spent an entire week this time and it really was relaxing and quite enjoyable. We did a lot of fishing this trip. We caught huge catfish off the beach behind the house, and also did a 4 hour charter in which we caught our limit in Striped Bass. The weather was incredible and we spent a lot of time walking, shopping, and sitting on the screened porch. We tried a new restaurant called Ark and Dove this trip....
Waterfront and Wonderful! Welcome to the Bayburst Lodge.

Sunny Glen Burnie Home - On-site Water Access

3.0-sterrenaccommodatie
Sunny Glen Burnie Home - On-site Water Access
Laagste prijs per nacht gevonden in de afgelopen 24 uur op basis van een verblijf van 1 nacht voor 2 volwassenen. Prijzen en beschikbaarheid kunnen wijzigen. Mogelijk gelden er extra voorwaarden.
Niet gevonden wat je zocht?
Bekijk alle beschikbare accommodaties in Chestertown
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Andere accommodatietypes in Chestertown

400 Acre Waterfront Boerderij met prive-Dock, Pool, Kano, kajaks en WiFi.

10.0 van 10, Uitzonderlijk, (61)
'Great!'
400 Acre Waterfront Boerderij met prive-Dock, Pool, Kano, kajaks en WiFi.

Beste locatie. Beste prijs. Tegenover Gate One & Steps from the Waterfront

10.0 van 10, Uitzonderlijk, (205)
'A great experience all around'
Beste locatie. Beste prijs. Tegenover Gate One & Steps from the Waterfront

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

10.0 van 10, Uitzonderlijk, (23)
'Fifteen ladies from my church stayed at this Vrbo for a weekend conference in Annapolis. We enjoyed the property and the house! We had a beautiful weekend and even got on the water, played pickle ball, and enjoyed the views. The house is beautiful! The kitchen is well stocked and the house is comfortable and there is plenty of parking. Since it was November, the heated sunroom floors were a wonderful bonus. Thank you for the memories and a wonderful stay!'
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Laagste prijs per nacht gevonden in de afgelopen 24 uur op basis van een verblijf van 1 nacht voor 2 volwassenen. Prijzen en beschikbaarheid kunnen wijzigen. Mogelijk gelden er extra voorwaarden.