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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

Chesapeake East Shore Chestertown,Pool (May1),Dock
A bright, airy, refurnished cottage set in the grounds of an 18th century farm on the eastern shore of Chesapeake Bay, shared pool (your private use 8am to 11am, 2pm to 5pm) & dock. Bring your watercraft & gear Layout is open kitchen, dining and living area. Master & bath on ground; upstairs 2 bedrm suite with bath Fiber optic & smartTVs Gas fireplace, central heat & AC Linens, kitchen utensils & Keurig coffee maker. GE washer and dryer. BBQ, deck chairs, picnic table, seating on water & dock

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.

Cording Lodge*Pool*Pickleball/Basketball court
This beautiful property is the perfect place for your family vacation or to reconnect with friends. The outdoor living space is a dream! It has an in ground pool, beautiful patio with lots of seating area, bonfire pit and a BBQ grill, the perfect space to spend quality time together with family and friends! This 2 story, 5 bedroom house has all the amenities you need to make your weekend getaway or family vacation enjoyable. There’s boat launching at the coast guard only 1 mile from here!

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, seasonal hot tub, 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!

Best kept secret beach-condo on the Chesapeake Bay
Beach. Pool. Sunrise and Sunset. Condo with fantastic view of calm water Betterton Beach. Beach less than 100 steps from front door, with public boat ramp, pier, & bath house. Historic Chestertown (culinary hub w/cute shops) is 15 minutes away. Thoughtfully equipped condo is a great place for families or couples to relax and unwind. Kitchen outfitted for those who like to cook. Public slips (permit required) & pier where you can fish & crab. Beach gear provided. Playground close by.

River Heights Retreat (hot tub and luxury)
Welcome to this secluded waterfront oasis with a heated salt water pool, hot tub and kayaks! Come and make memories with your family and friends or enjoy a ROMANTIC getaway, HIGHLIGHTS POOL HOT TUB BREEO FIREPIT ESPRESSO MACHINE This newly renovated cottage with a pool is located on the banks of a river and has lovely water views from the spacious kitchen and living room, and has a luxurious master suite with a king bed and a bathroom with a double vanity and a luxury tile shower.

Pet-Friendly Home on Chester River w/ Dock!
Ideal for Goose & Deer Hunting Trips | Kayaks Provided | Crab Traps Calling all outdoor explorers! Lower your anchor at this 4-bedroom, 4.5-bath vacation rental in Chestertown. With an enclosed porch, a boat dock right on the Chester River, and a basement game room, this spacious abode promises endless family fun! When you're ready to explore, head 1 mile to the Historic District for sightseeing, souvenir shopping, local seasonal events, and of course, the Chestertown Farmer's Market.

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
At 3 minutes walk to the beach, this Bayfront condo perched on a bluff in beautiful Betterton is a gem the whole year through. Two level loft condo with three bedrooms (2 BR downstairs, 1 BR upstairs) as well as an ADDITIONAL sleeping loft with two single beds. Two big decks supply scenery for outdoor meals and gatherings. Come for a stay, your cares melt away. The word “peaceful” does not quite do it justice. See for yourself how calm and relaxing life can be.

The Waterfront Retreat- *With Sauna and Hot Tub!*
Welcome To Paradise! Experience Waterfront luxury at this renovated retreat in a very quiet Chestertown neighborhood. The home features an open layout, spacious living room with sweeping bay views. Enjoy the private guest house, In ground pool, and spacious deck for some of the most beautiful sunsets you've ever seen. Just minutes from historic downtown, experience comfort with coastal charm—perfect for relaxing, entertaining, or exploring the Eastern Shore.

Beach Haven Hideout
We are a small enclave of condos, perched high on a bluff, overlooking the Chesapeake Bay. From the deck you have wonderful views of the beach and the best Bay sunsets! We are no more than 100 steps to the beach, where you have a picnic pavilion, beach volleyball, and BBQ area with communal grills and picnic tables. This is the perfect getaway for small families or couples.

The Peaceful Getaway (with private pool & hot tub)
Kick back and relax at this charming peaceful getaway, the perfect place to enjoy with friends and family! This beautiful 2 story spacious house is back off a dead end road, but still only minutes from the main highway. It’s very private with a beautiful in ground pool and hot tub behind the house! And also lots of space for outdoor cooking. Please no pets
Kent County: populiarūs patogumai būste su baseinu
Namai su baseinu

Crew Quarters

Rockfish Keeper

Luxurious home on the Chesapeake

Coastal Escape, in The Heart of Rock Hall!

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

Private Waterfront House-Pool, Hot Tub &Pickelball

Pilot House

Waterfront w/pier, Hot Tub, pool, and in town
Kiti būstai atostogoms su baseinu

Chestertown Watson Family Farm

Chesapeake East Shore Chestertown,Pool (May1),Dock

Red, White & Waterview Studio Apt with pool

Pet-Friendly Home on Chester River w/ Dock!

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

The Peaceful Getaway (with private pool & hot tub)

Beach Haven Hideout

The Waterfront Retreat- *With Sauna and Hot Tub!*
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- Būstų su baseinais nuoma Merilandas
- Būstų su baseinais nuoma Jungtinės Amerikos Valstijos
- M&T Banko stadionas
- Longwood Gardens
- Oriole Park at Camden Yards
- Betterton Beach
- Hampden
- Sandy Point State Park
- Caves Valley Golf Club
- Big Stone Beach
- Crystal Beach Manor, Earleville, MD
- Six Flags America
- Patterson Park
- Killens Pond State Park
- DuPont Country Club
- Breezy Point Beach & Campground
- Ramiųjų vandenų parkas
- Bulle Rock Golf Course
- Susquehanna valstijos parkas
- Lums Pond State Park
- Chesapeake Beach Water Park
- White Clay Creek Country Club
- Heritage Shores
- Gerry Boyle Park
- Rose Haven Memorial Park
- Flounder Pavilion Beach Front - Sandy Point State Park