
Kent County: aluguel por temporada para famílias
Encontre aluguel por temporada de acomodações incríveis para famílias no Airbnb e faça sua reserva
Kent County: aluguel por temporada de acomodações para famílias com ótimas avaliações
Os hóspedes concordam: estes aluguéis por temporada de acomodações para famílias foram muito bem avaliados em muitos por sua localização, limpeza e muito mais.

3 bedroom home with pool and game room
Forget your worries in this spacious and serene space. 5 miles outside of the town of Centreville. 15 miles to Chestertown. Custom built home sits on 4 acres in the middle of a 200 acre farm. First floor master bedroom and master bath. Living room, half bath, kitchen and dining area. Large back porch facing pool. Second story has full bathroom and two bedrooms. Each bedroom has an extra room inside. Also upstairs is a game room with a pool table. 1-king bed 1-full bed 1- queen bed 1- twin

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.

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.

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.

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

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!

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.

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.

Red, White & Waterview Studio Apt with pool
One bedroom, one full bath, studio apartment. Private off the street parking and entrance. We invite you to enjoy everything our private residence has to offer: private inground pool, lush grounds and outdoor seating. The space is well equipped w/ a queen sized bed, linens, washer/dryer, microwave, fridge, dinette, full size sofa bed, toiletries... everything you could possibly need to escape the hustle and bustle of life. Flat walk to the historic Chestertown waterfront!

Cabin on the Creek ~ Kayaks and Fire Pit
Unwind in our cabin tucked away on a private lane mins from Chestertown. We are situated on 6.5 wooded acres, perched up on 100’ bluff overlooking Churn Creek, a tributary off the Chesapeake Bay. Idyllic water views framed by a canopy of oak trees. Enjoy nature as you relax outside by the fire pit or stroll down to the ‘point’ to take in wildlife, or take a kayak out to explore the creek and water fowl. Deer come up through the woods and are often spotted on the property.

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!

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.
Kent County: comodidades populares para aluguéis por temporada de acomodações para famílias
Aluguel por temporada de acomodações com hidromassagem para famílias

Pool + Hot Tub + Pickleball | Waterfront

Waterfront Millington Vacation Rental w/ Hot Tub!

Marblehead Farm I Swing set * Pickleball court

Waterfront w/pier, Hot Tub, pool, and in town

Country retreat guest suite w/ hot tub & fire pit

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

Gable’s Landing on the River.
Aluguel por temporada de acomodações pet friendly para famílias

Heron Cove, Waterfront with private pier

Waterfront Paradise w/ Pier - kayak to Chestertown

The Blue Jimmy

Heart of Historic Chestertown - Church Alley

Chesapeake Bay Retreat W/Breathtaking Views

Bayside Breeze

Family Retreat at Historic Lansdowne Manor

High Tide & Hound
Aluguel por temporada de acomodações com piscina para famílias

Chestertown Watson Family Farm

Chesapeake East Shore Chestertown,Pool (May1),Dock

Creek Cottage at Reed Creek | an ESVR property

Riverfront Romance Retreat with hot tub

Cording Lodge*Pool*Pickleball/Basketball court

Blake House Historic Estate with Private Inn

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

The Peaceful Getaway (with private pool & hot tub)
Destinos para conhecer
- Aluguéis por temporada com banheira de hidromassagem Kent County
- Locações por temporada com piscina Kent County
- Aluguéis por temporada com caiaque Kent County
- Aluguéis de espaços que aceitam animais de estimação Kent County
- Aluguéis de casas Kent County
- Aluguéis de apartamentos Kent County
- Aluguéis por temporada com acesso ao lago Kent County
- Aluguéis de espaços ideais para famílias Maryland
- Aluguéis de espaços ideais para famílias Estados Unidos
- M&T Bank Stadium
- Jardins Longwood
- FedExField
- Oriole Park em Camden Yards
- Federal Hill Park
- Universidade Johns Hopkins
- CFG Bank Arena
- Praia de Betterton
- Universidade de Delaware
- Dover Motor Speedway
- Centro de Convenções de Baltimore
- Patterson Park
- Aquário Nacional
- Praia e Acampamento Breezy Point
- Arundel Mills
- Leste do Porto
- Six Flags America
- Parque Estadual Elk Neck
- Academia Naval dos Estados Unidos
- Universidade de Maryland
- Baltimore Museum of Art
- Cais de Annapolis
- Downtown Annapolis Partnership
- Parque do Waterfront de Canton





