Τσεστερτάουν: Ενοικιαζόμενα για διακοπές κατάλληλα για οικογένειες

Μέση βαθμολογία: 4,99 στα 5, 148 κριτικές

House On The Hill - Historic Private Second Floor

This Guest Space is the full second floor. Have the second floor to yourself, w/private bathroom, sitting area, and two bedrooms. NOTE: host live on the first floor. The family cat Andy might pay a visit (friendly). You use the front door and go right up the steps to your space. The shared part is you can see our space on the stairs and thus may here us but we are quiet. Walking distance to town! Hang out outside & enjoy chairs and a fire-pit if you wish, or take the 5 min walk downtown.

Μέση βαθμολογία: 4,98 στα 5, 205 κριτικές

Chestertown - Eastern Shore Getaway

This century-old three-story home is in the beautiful historic district of Chestertown on the majestic, unspoiled Chester River, on Maryland's famous Eastern Shore. We are right across the street from Washington College and just blocks from the quaint ambiance of High Street. The commercial district is equally accessible, with banks, grocery and liquor stores, restaurants, and more, a few blocks up Washington Avenue. (NOTE - Airbnb adjusts our rate according to the current demand for rooms)

Μέση βαθμολογία: 4,98 στα 5, 197 κριτικές

Cozy 3-bedroom home w/ Hot tub & firepit

This cozy, recently renovated home has the charm of days gone by. It is located with-in a 5 minute walk to the grounds of Washington College and a fifteen minute walk to Historic Downtown. There is an abundance of food and other conveniences close by. A perfect place to unwind and relax. A 20 minute drive to Rock Hall. Take in the beautiful Chester River and Chesapeake Bay area. Fishing, hiking and other outdoor activities to be enjoyed. Newly furnished rooms and fully stocked kitchen.

Μέση βαθμολογία: 4,99 στα 5, 256 κριτικές

Beautiful Waterfront Chestertown Getaway

Lovely three room waterfront guest suite conveniently located less than 10 minutes from historic Chestertown and Washington College. Beautiful views of our tidal creek, full kitchen, wooded lot, quiet neighborhood, bird watching, kayaking, great biking & running. Friendly pets (indoor cats and dogs who can share the yard with us and our dog) are welcome. We donate a portion of proceeds to Kent Attainable Housing, the Animal Care Shelter of Kent County or ShoreRivers conservation—your choice.

Μέση βαθμολογία: 4,96 στα 5, 137 κριτικές

The Patriot House-Chestertown, MD

Welcome to the Patriot House in Chestertown, Maryland. We recently renovated this beautiful home with a "Mad Men" Mid-Century modern vibe throughout. This is Two Units that combine together with connecting door for a total of 6 bedrooms and 3 remodeled bathrooms. You are renting entire first and second floors. Two kitchen and two living rooms. Wide front porch is perfect for cocktails or morning coffee. 2 blocks to Washington College and Downtown. We do not rent to undergrad students.

Μέση βαθμολογία: 4,95 στα 5, 120 κριτικές

Harbor View Haven | Waterfront w/ Hot Tub + Dock!

BNB Breeze Presents Harbor View Haven This exquisite waterfront property offers a captivating retreat to relax and recharge with stunning views and an array of desirable features! With a serene waterfront location, this idyllic home provides a picturesque setting for unplugging and experiencing outdoor enjoyment. Your extensive amenity list includes: 💦 Hot Tub 🔥 Outdoor Gas Fireplace ☕️ Jura Espresso Machine 🚤 Private Dock + Kayaks 🚴 Bikes for Exploring 🏓 Ping-Pong Table 🌅 Bay Views

Διαμέρισμα στην πόλη Chestertown

Waterfront historic district 1BR Apartment

Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

Μέση βαθμολογία: 5,0 στα 5, 155 κριτικές

Διαμέρισμα στην πόλη Chestertown

Bright, new apartment in the heart of Chestertown

Flooded with light and in the center of all Chestertown has to offer. Have a front seat to Chestertown’s festivals. The apartment spans the entire front of the second floor of the recently restored building, built in 1877. Open living room/dining area/kitchen. Historic character with all modem conveniences, including dishwasher, washer/dryer, Smart TV and high speed wifi internet access. Off-street parking for one car on first come first served basis with ample street parking.

Μέση βαθμολογία: 4,98 στα 5, 144 κριτικές

Μέση βαθμολογία: 4,97 στα 5, 105 κριτικές

Historic Downtown Garden Oasis with Private Patio

Welcome to 108Annex — a one-bedroom guesthouse tucked into the courtyard of a historic 1890s home in Chestertown, Maryland. Whether you're here for a long weekend on the Eastern Shore, a quiet escape from the city, or one of Chestertown's celebrated events, this is the kind of place you'll want to come back to. Steps from the Chester River, High Street restaurants, and Washington College, with a private patio and beautiful garden setting to return to at the end of the day.

Μέση βαθμολογία: 4,96 στα 5, 106 κριτικές

River front cottage with private dock & water fun

Private cottage on the banks of the Chester River. Sleeps 8-14. Private dock with plenty of water activities. This property offers relaxation and serenity as soon as you pull in! Located right on the water with spectacular views of the Chester River, the house is renovated in a cozy, casual farmhouse style. While you will love the house you will spend your days outside enjoying life on the river thanks to your private access to the water and lots of water fun!

Μέση βαθμολογία: 4,97 στα 5, 103 κριτικές

High Tide & Hound

Welcome to your perfect getaway in the heart of historic Chestertown! This charming home is just two minutes from the iconic High Street Wharf, where you can enjoy scenic views, fishing, and waterfront strolls. We’re proudly family friendly , pet friendly, so bring your furry friends along for the adventure. Whether you’re here for the festivals, the river, or just to relax this is your ideal place. Comfortable , private, and conveniently located.

Μέση βαθμολογία: 4,98 στα 5, 128 κριτικές

2 Beds, 2.5 Baths - Perfect Downtown Location

Charming and inviting, this beautifully updated home in historic Chestertown offers the perfect blend of comfort and location. Featuring 2 bedrooms—each with its own en suite bath—plus an additional half bath on the first floor, it comfortably accommodates up to 4 adults. Enjoy bright, thoughtfully designed living spaces throughout. Just a few blocks from downtown shops, restaurants, and waterfront, and an easy walk to Washington College.

Τσεστερτάουν – Δημοφιλείς παροχές σε ενοικιαζόμενα για οικογένειες

Κουζίνα

Wifi

Πισίνα

Δωρεάν χώρος στάθμευσης στην ιδιοκτησία

Κλιματισμός

Ενοικιαζόμενα καταλύματα με τζακούζι για οικογένειες

Καταλύματα στην πόλη Grasonville

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Μέση βαθμολογία: 4,95 στα 5, 314 κριτικές

Superhost

Ξυλόσπιτο στην πόλη Goldsboro

Wigwam Lodge ~ HotTub ~ MasterSuite~Woodland Views

Μέση βαθμολογία: 4,86 στα 5, 182 κριτικές

Καταλύματα στην πόλη Edgewater

Luxury Modern Home on Water+Hotub- Annapolis 25min

Μέση βαθμολογία: 4,99 στα 5, 145 κριτικές

Ξυλόσπιτο στην πόλη North East

Waterfront Cabin on the Chesapeake

Μέση βαθμολογία: 4,97 στα 5, 201 κριτικές

Καταλύματα στην πόλη Shady Side

Iconic Chesapeake. Unparalleled Luxury.

Μέση βαθμολογία: 5,0 στα 5, 217 κριτικές

Καταλύματα στην πόλη Ακρωτήριο Αγίου Κλαίρ

Beach Access, Hot Tub, Pet Friendly, Fully Fenced

Μέση βαθμολογία: 4,99 στα 5, 142 κριτικές

Καταλύματα στην πόλη Kent Narrows

Chester Riverfront At Kent Narrows

Μέση βαθμολογία: 5,0 στα 5, 329 κριτικές

Καταλύματα στην πόλη Perry Hall

Gunpowder Retreat

Μέση βαθμολογία: 4,98 στα 5, 152 κριτικές

Ενοικιαζόμενα καταλύματα για οικογένειες και επισκέπτες με κατοικίδια

Καταλύματα σε φάρμες στην πόλη Chestertown

Piney Grove Farm

Μέση βαθμολογία: 4,97 στα 5, 110 κριτικές

Superhost

Ξυλόσπιτο στην πόλη Worton

Cabin on the Creek ~ Kayaks and Fire Pit

Μέση βαθμολογία: 4,89 στα 5, 120 κριτικές

Διαμέρισμα στην πόλη Chestertown

1-br apt in downtown Chestertown (Unit 1)

Μέση βαθμολογία: 4,91 στα 5, 100 κριτικές

Καταλύματα σε φάρμες στην πόλη Chestertown

Blue Heron Farm Waterfront Chalet

Μέση βαθμολογία: 4,94 στα 5, 194 κριτικές

Καταλύματα στην πόλη Stevensville

Beautiful Kent Island Getaway with Pool

Μέση βαθμολογία: 4,97 στα 5, 133 κριτικές

Καταλύματα σε φάρμες στην πόλη Bel Air

Watch Deer from a Farm Cottage

Μέση βαθμολογία: 4,98 στα 5, 201 κριτικές

Καταλύματα στην πόλη Rock Hall

In Town, Rock Hall, Fenced-In Yard, 1 blk to Water

Μέση βαθμολογία: 4,98 στα 5, 111 κριτικές

Καταλύματα στην πόλη North East

Red Point Lighthouse

Μέση βαθμολογία: 4,96 στα 5, 138 κριτικές

Ενοικιαζόμενα καταλύματα με πισίνα για οικογένειες

Casa particular στην πόλη Chestertown

Red, White & Waterview Studio Apt with pool

Μέση βαθμολογία: 4,92 στα 5, 193 κριτικές

Καταλύματα στην πόλη Queen Anne

Farmhouse w/hot tub, close to Tuckohoe State Park

Μέση βαθμολογία: 4,96 στα 5, 113 κριτικές

Καταλύματα σε φάρμες στην πόλη Centreville

3 bedroom home with pool and game room

Μέση βαθμολογία: 4,93 στα 5, 132 κριτικές

Ξενώνας στην πόλη Annapolis

Coastal Waterfront 1 Bedroom Cottage

Μέση βαθμολογία: 5,0 στα 5, 226 κριτικές

Εξοχικό στην πόλη Saint Michaels

La Casita on Harris Creek, St. Michaels

Μέση βαθμολογία: 4,98 στα 5, 204 κριτικές

Σουίτα επισκεπτών στην πόλη Annapolis

Annapolis Garden Suite

Μέση βαθμολογία: 4,94 στα 5, 147 κριτικές

Διαμέρισμα στην πόλη Stevensville

Boutique by the Bay

Μέση βαθμολογία: 4,97 στα 5, 316 κριτικές