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Compare 69 Vacation Homes in Cecilton with updated reviews, rates, and availability.

Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Concord Point Lighthouse
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (50)
"Location is great and Suzanne is quick to respond and willing to help. We had a good time."
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Captivating Chesapeake experience
Lake
Captivating Chesapeake experience
10.0 out of 10, Exceptional, (249)
"We had a wonderful stay at this beautiful property. The water views are amazing and it was so relaxing! The house was very clean and well maintained. Everything we expected it to be from the listing, actually more charming and comfortable than the pictures show. Thank you. "
Captivating Chesapeake experience
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Interior
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
9.4 out of 10, Exceptional, (3)
"Great place, Great host ! Will definitely stay here again. Highly recommended."
The price is AED 716
AED 1,242 total
includes taxes & fees
23 Sep - 24 Sep
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Private kitchen
Luxurious and spacious townhome with all necessary amenities awaits your stay.
10.0 out of 10, Exceptional, (1)
"Great place!!! We enjoyed our stay and amenities. Well worth the price. Shopping and family fun!!!"
Luxurious and spacious townhome with all necessary amenities awaits your stay.
Waterfront house with amazing views. Top of the Chesapeake
December sunrise from the deck
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (93)
"From booking to check out Matt was great! Property was clean and felt like home. The water view was beautiful and just sitting out and enjoying the water from the deck, the kids were in the water our entire stay or fishing off the pier. We definitely will be booking again!"
Waterfront house with amazing views. Top of the Chesapeake
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Betterton Beachhouse - historic Buena Vista, overlooking the Chesapeake Bay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (33)
"Debbie was a great communicator and very generous with allowing us to check in early - such a treat! The kitchen is well appointed and we were all impressed with the great bath towels and bed linens. The one thing to point out is that while this is a water front property, I didn't realize from the pictures, that its on a cliff, so you couldn't fish from the front of the property like I was imagining prior to arriving; luckily the walk to the beach was a short one so our kiddos fished from...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Top of the Chesapeake - Minutes from Historic Charlestown
A fall sunset from the deck.
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (133)
""Oh, down in Chesapeake Catching rock around fishing creek The soft-shell crabs play hide and seek Down in Chesapeake." We LOVE the Chesapeake area and have stayed up and down the bay, mostly midway and lower. This area on the upper bay is so close to Philadelphia and, although there are tourists around like us, it doesn't feel touristy unless you go into North East, downtown (which is still worth eating a meal or getting ice cream in that cute little town)! Our stay felt private, and we had...
The price is AED 1,208
AED 2,250 total
includes taxes & fees
23 Sep - 24 Sep
Top of the Chesapeake - Minutes from Historic Charlestown
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Welcome to Veazey Cove! This gorgeous blue pool and hot tub feature overlooking the lake and spacious backyard is a favorite of both kids and adults alike!
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
9.4 out of 10, Exceptional, (32)
"We had a great time in the pool, fishing off dock, paddle boarding, kayaking and swimming. The kids (5 under 8) loved playing in the bAsement."
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Historic home in the heart of Main Street- walkable to shops and restaurants
Property grounds
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (9)
"We really enjoyed the property. The location was within walking distance to the downtown area providing many food and shopping options. We were in MD for a lacrosse tournament which was minutes away from the house. The house was recently renovated, clean and bright. We had more than enough space for our group of 8."
Historic home in the heart of Main Street- walkable to shops and restaurants
Sweet Little Home Away From Home, North East, MD
Property grounds
Sweet Little Home Away From Home, North East, MD
Sweet Little Home Away From Home, North East, MD
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Beach
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (39)
"Perfect place to get away and relax by the bay. Awesome waterfront access made paddle boarding a breeze! Everything was beautiful and the outside amenities made enjoying the view even better."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Terrace/patio
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (33)
"The house is cute and clean small house perfect for 9. Comfortable clean linens were provided. Easy to get to. Close to food and easy to get to University of Delaware. Host was easy to get in touch with. The only thing was no TV at all but we enjoyed our time."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Hidden gem with water and golf course views! Bike ride to downtown!
Fabulous waterfront cottage overlooking the country club
Hidden gem with water and golf course views! Bike ride to downtown!
10.0 out of 10, Exceptional, (29)
"We had a wonderful time! The house was described perfectly. It was clean and comfortable and everything we needed it to be to enjoy our time! "
Hidden gem with water and golf course views! Bike ride to downtown!
Clean and Cozy 2 BR home blocks away from downtown
Living area
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, (18)
"Very easy to walk to the downtown area and such a lovely property. Will stay here again if we come back to the North East area"
Clean and Cozy 2 BR home blocks away from downtown
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Front Porch
Circa 1900 Home in the Heart of Historic Downtown Chestertown
10.0 out of 10, Exceptional, (62)
"Enjoyed the stay and house very comfortable."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Amazing Modern house with a full kitchen and parking
Room
Amazing Modern house with a full kitchen and parking
10.0 out of 10, Exceptional, (4)
"I love the house, it was clean and very modern and close to shops and stores."
Amazing Modern house with a full kitchen and parking
Your perfect Maryland escape awaits!
Room
Your perfect Maryland escape awaits!
10.0 out of 10, Exceptional, (3)
"Our group had another great stay. The house is exactly as pictured and the host is very responsive. Everything was perfect from checkin to departure. We will definitely stay at this house again!! "
Your perfect Maryland escape awaits!
Spacious North East Home w/ Fenced Yard & Fire Pit
North East Vacation Rental | 5BR | 3BA | 1,990 Sq Ft | Stairs Required
Spacious North East Home w/ Fenced Yard & Fire Pit
10.0 out of 10, Exceptional, (3)
"We came to town for a lacrosse tournament. Easy to get to the fields from this location. Our two families were so happy with the wonderful home and the spaces were fantastic! The towels are so soft. The photos do not do justice to the space and welcoming feeling you get. We were pleasantly pleased with our stay! Walking distance to fun restaurant and not too far from town. We would love to come back some time. Thanks for sharing your home."
Spacious North East Home w/ Fenced Yard & Fire Pit
The Riverside Oasis waterfront with hot tub
The Riverside Oasis waterfront with hot tub
The Riverside Oasis waterfront with hot tub
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Pool
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (60)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Cecilton

WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Living area
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (27)
"The accomodations were VERY nice. The wifi was not sufficient for me to work in the room, but they allowed us to sit on the deck and work instead."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
Concord Point Lighthouse
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
9.6 out of 10, Exceptional, (50)
"Location is great and Suzanne is quick to respond and willing to help. We had a good time."
Cozy home with fenced in yard-Pet Friendly . 2 block walk to historic downtown!
First Floor Studio Apartment in Historic Chestertown
Back Yard
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (71)
"Just what we needed for the night! Thank you "
The price is AED 360
AED 557 total
includes taxes & fees
9 Oct - 10 Oct
First Floor Studio Apartment in Historic Chestertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.