Vacation rentals in Cecil County

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Top-rated vacation rentals in Cecil County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

Townhouse in Rising Sun

4.81 out of 5 average rating, 162 reviews

Small Town Vibes

Relax during your stay in a fully remodeled town home in the center of Small Town Rising Sun MD! There is so much to offer with the location and renovations of this town home… Local coffee shops, Grocery Store and restaurants in walking distance to quaint historical downtown Main Street. Also many actives are in the area like Ripken Stadium, an art studio and so much more! WiFi and basic necessity’s will always be included during your stay. We welcome you to come stay and relax while visiting!

Top guest favorite

Cottage in Charlestown

4.98 out of 5 average rating, 101 reviews

Blue on the Bay

2 bedroom cottage in historic Charlestown with screened porch, large yard & sitting area located in walking distance to the river and beach area. Walk to 3 local restaurants. Community playground, tennis courts, basketball court, pickle ball court, skate park & baseball field all in walking distance. Bring your boat, kayak & fishing poles. Boat launch available . Kayak, sup & pontoon rentals available. 15 minute drive to Great Wolfe Lodge. Monthly discount available, ask for details

Top guest favorite

Home in Perryville

4.99 out of 5 average rating, 114 reviews

Upper Chesapeake Getaway

Come relax with expansive views of the Upper Chesapeake with family or friends. Tucked away in Carpenter's point, you'll find peace watching boats pass by and local wildlife. The newly renovated home features newly 3BR, 1.5 Bath with a fully functional kitchen. You'll enjoy the beautiful sunrise views, water access, kayaks and deck. Local amenities include Great Wolf Water Park, Elk Neck State Park, local restaurants, and Perryville Casino. We welcome you to join the relaxing experience!

Guest favorite

Farm stay in Elkton

4.98 out of 5 average rating, 113 reviews

Nature Retreat on Creek's Edge with Wood Stove!

Enjoy 55 private, peaceful acres on a creek's edge with abundant forest wildlife. Hawks, owls, deer and more! Our listing includes a 200sf vaulted yurt tent, full bed, solar shower (summer), a pop-up flushing poddie, hammock, fan and lights, wood stove, grill and a fire pit. Optional packages include: Farm to table Cornish hen dinner delivered: $45, S'mores $10, Extra Firewood $10, One hour farm tour- $49 also includes feeding cows, and chickens and visiting our apiary. Bring your boots!

Guest favorite

Guesthouse in Chesapeake City

5 out of 5 average rating, 163 reviews

High-End Cottage, Water View, Chesapeake City, MD

"Fairwinds Cottage" is a newly renovated coastal themed guest cottage with a water view on the quiet side of the canal in Chesapeake City, Maryland. Enjoy watching the ships pass through the canal, take a walk on the beautiful 17-mile Ben Cardin/Mike Castle Recreational Trail just steps from the house. Walk to Schaefer's Canal House for their amazing crab cakes and libations. Stay with us and learn why Chesapeake City was voted the #1 most charming town in Maryland in 2018.

Top guest favorite

Townhouse in Havre de Grace

4.99 out of 5 average rating, 158 reviews

Historic Victorian just a block from the water!

*If you are in need of additional bedrooms or just more space, inquire about adding our 2Br/1Ba first floor unit to your rental* Welcome to Millard’s Rest! While retaining much of the original Victorian millwork and architecture, contemporary conveniences make this home a comfortable retreat for guests of all ages. Whether in town for a wedding, business trip, sports tournament, or just some R&R - "Millard's Rest" is a conveniently located home away from home!

Guest favorite

Home in Elkton

4.84 out of 5 average rating, 358 reviews

Cozy Cottage Elkton North East 3bed 2 bath Patio

Hacienda on the Hill! Perfect country & city location! Close to North East activities, fishing tournaments & shows. Newark & UofDE(20min). Sandy Cove & North Bay(20 min). Quiet, end of gravel road location. Offering 3 bedrooms 2 full baths & stocked kitchen. Backyard patio t w/seating, & fire pit. The best part, just 1 mile to quaint downtown North East with free parking!! 1 mile from seafood, mexican, steak house, coffee shops, grocer, convenience store etc.

Guest favorite

Home in Perryville

4.93 out of 5 average rating, 214 reviews

Top of the Chesapeake - Private Waterfront Home

Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.

Guest favorite

Home in Port Deposit

4.9 out of 5 average rating, 115 reviews

Quarry Landing *Center of Town & River View*

Quarry Landing is a turn-of-the-19th century Duplex filled with charm and beauty. Located on High Street in the quaint small town of Historic Port Deposit, (Maryland). Safe neighborhood, short walk to local eateries, waterfront promenade, playground, fishing pier, dog park, and much more. Perfect for couples or families. Spacious 3 bedroom / 1 bathroom, well-stocked kitchen, in-unit laundry, beautifully decorated, and memory foam mattresses.

Guest favorite

Home in Earleville

4.92 out of 5 average rating, 165 reviews

Cozy 4 BR 3 BA Near Chesapeake City

Peaceful, cozy modern cottage with many amenities in a water-oriented community along the Bohemia River. Just minutes from Chesapeake City and located across the street from the water. Our house is perfect for family vacations, tranquil retreats, girl/guy getaways, weddings, wedding guests. Two queen master BR’s w/private baths on the first floor, second floor has one larger BR w/twins and smaller BR w/daybed +trundle and shared bathroom.

Top guest favorite

Guest suite in Darlington

4.97 out of 5 average rating, 278 reviews

Syd Acres

Unplugged retreat. Great for birders, piano players, gardening fans, antiquers. Twenty minutes from historic Havre de Grace. Nearby gardens include: Longwood Gardens; Chanticleer Garden; Winterthur Museum, Garden, and Library; and LaDew Topiary Gardens. Small kitchen with microwave, sink, fridge, and coffee maker. Private entrance. Smoke detectors, hair dryer. No WiFi. No stove.

Top guest favorite

Condo in Betterton

5 out of 5 average rating, 16 reviews

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.

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What guests are saying

Large Cabin w/ RiverView&Hot Tub

4.76 out of 5 average rating, 46 reviews2 months ago

This cottage was the perfect respite for my family. The big panoramic window that looked out over the water was perfect. The house was so comfortable and the hosts were very responsive. Highly recommend a stay here. There isn’t a lot to do in the immediate area, but the university of Delaware was 20 minutes away and Baltimore an hour south. It was a perfect house for a long weekend getaway.

Cabin in Elkton

What guests are saying

The Cooper House in Charlestown, MD

5 out of 5 average rating, 61 reviews6 days ago

We really enjoyed our stay and the peaceful surroundings. The house is very charming, and well maintained. It was clean and spacious and matched the pictures. The view is beautiful and you can see the water from the windows and porches. Trey was a great host, very responsive and helpful whenever we reached out with questions. Would definitely recommend and we would love to come back for another visit.

Home in Charlestown

What guests are saying

Boho River Cottage

4.96 out of 5 average rating, 46 reviews4 days ago

Our stay at Cece's Boho Cottage was excellent. It started with an egg hunt around the yard for my boys along with some sweet treats for all to enjoy. Cece gave amazing restaurant suggestions along with local hikes and shops. If you happen to forget something, Cece thought of it! We loved morning coffee on the back porch with the rising sun, comfy beds, and enough space to spread out. Thank you for sharing your adorable cottage with us! We are already trying to plan a trip back!

Home in North East

What guests are saying

Vintage Waterfront Cottage with Stunning Sunsets

5 out of 5 average rating, 33 reviews4 months ago

This was our second stay at this cozy cottage, and it was just as wonderful as the first! Every detail is thoughtfully considered, from the clean, stylish interiors to the warm ambiance. The indoor fireplace and outdoor fire pit (perfect for s’mores under the stars) were highlights, and the bay views from the viewing platform never disappoint. Sue & Mark are incredibly friendly and communicative, always quick to help with anything we needed. We also appreciated the provided firewood and all the little extras that made the space feel so comfortable and welcoming. Thank you for another amazing stay – we can’t wait to return!

Cottage in North East

What guests are saying

Charming Home w/Great Porch

5 out of 5 average rating, 29 reviews3 months ago

We had a great stay at the cottage! The space is beautiful and well maintained. Beds are very comfortable and everyone (including our kids) slept surprisingly well for being in a new space! The kitchen has essentials and a very high quality stove and oven. Wendy and Barry were quick to help us troubleshoot a flipped breaker (completely beyond their control) right after we checked in and followed up with us the next morning to make sure all was well. They are great hosts and have a beautiful property. If you’re looking for a private, quiet getaway near the water this is a great option!

Cottage in Betterton

What guests are saying

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

4.92 out of 5 average rating, 36 reviews7 months ago

A great sunset view from the balcony, such a nice quiet river/bay beach, peaceful community to walk around. Would stay in again! Would note there’s 1 flight of stairs up as it’s a 2nd floor condo of sorts; and a big hill/stairs down to the beach. However, also a parking lot if needed to drive to the beach. Beach chairs were nice to have. There was no cooking oil but I think we left some :) I would only ask they replace the dining room chair with the hole in the seat. The pool was closed and that was not expected! Adam was very responsive when we messaged.

Condo in Betterton

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