Cottage holiday rentals in Cecil County

Find and book unique cottages on Airbnb

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Popular amenities for Cecil County cottage rentals

Cottage rentals with a hot tub

Cottage in Wrightsville
4.82 out of 5 average rating, 91 reviews

Private Hot Tub at Cozy Wrightsville Cottage!

JanetRating, 5 stars1 month ago
Beautiful setting along the river. Charming decorations, which reminded visitors of the history of the building, a one room schoolhouse. The combo lock on the door did not work, but the issue was resolved immediately by the host. No other issues.
Guest favourite
Cottage in Conestoga
4.86 out of 5 average rating, 369 reviews

Safe Harbor Cottage

LoisRating, 5 stars1 month ago
Place was very beautiful and was such a nice area, definitely recommend driving over to Columbia during your stay. Place was a bit more renovated than the pictures which was a nice surprise.
Superhost
Cottage in Perryville
4.74 out of 5 average rating, 73 reviews

Sailor's Sunrise Cottage - Chesapeake Bay

StacieRating, 5 stars7 months ago
Beautiful location with stunning views of the bay. Loved morning coffee on the patio, watching the sunrise and relaxing evenings in the hot tub as the sun went down. A very enjoyable weekend with the family.
Guest favourite
Cottage in Delta
5 out of 5 average rating, 7 reviews

The Cabin at Muddy Creek

RogerRating, 5 stars2 months ago
Muddy Creek is a diamond of a find. Everything was great. We did not mind the little bit of rain we had. Sunday was gorgeous. The kids had so much fun. we look forward to going back.
Guest favourite
Cottage in Lincoln University
4.96 out of 5 average rating, 105 reviews

Thunder Hill Retreat - Spacious/Deck/Hot tub

CarolynRating, 5 stars3 weeks ago
Our stay at Raymond’s house was amazing. Super clean and well stocked. The beds were very comfortable!! Would definitely book again

Pet-friendly cottage rentals

Superhost
Cottage in Chestertown
4.91 out of 5 average rating, 35 reviews

Chesapeake East Shore Chestertown,Pool (May1),Dock

AntoinetteRating, 5 stars10 months ago
We loved our stay at the cottage. Everything was clean and well maintained inside and out. We especially loved the gorgeous surroundings. The property was beautiful and peaceful. We enjoyed daily swims in the pool and time at the dock. Robert was a wonderful host and made everything very clear and easy as well as was easy to communicate with. We couldn't have asked for a better get away. Chestertown is adorable and fun to check out. We hope to return in the future.
Superhost
Cottage in Rock Hall
4.88 out of 5 average rating, 128 reviews

Cottage with Modern Updates - Walk to Waterfront!

SusanRating, 5 stars3 weeks ago
Great place in a cute area!
Superhost
Cottage in Pasadena
4.86 out of 5 average rating, 127 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

Christina Rating, 5 stars2 weeks ago
Beautiful waterfront setting. Two kitchens (one in each cottage). This property lacks privacy on one side, with an open view into the neighboring yard. While there's no fence or natural barrier separating the two spaces, the neighbors appeared friendly and unconcerned about the presence of visitors. Would recommend or stay again.
Guest favourite
Cottage in Wrightsville
4.97 out of 5 average rating, 60 reviews

Modern River Cottage with Amazing Marina Views

MikeRating, 5 stars4 months ago
This was my second time at Josh’s place. I love the views and feel right at home . Will definitely come back!
Top Guest favourite
Cottage in Paradise
4.96 out of 5 average rating, 383 reviews

Paradise Amish Cottage. 3 Bed Private 1 level

KhaledRating, 5 stars1 week ago
We had a great stay! The place was clean, cozy, and exactly as described. Louita was responsive and kind, making the check-in process smooth and hassle-free. The location was perfect for a short rest during our road trip. Highly recommended!
Guest favourite
Cottage in Pasadena
4.97 out of 5 average rating, 175 reviews

Ft. Smallwood Overlook. Waterfront with Kayaks!

EmilyRating, 5 stars1 month ago
Keith’s water view cottage is so beautiful and peaceful. My husband and I had a lovely long weekend stay with our little dog. Even with the storms that passed through the bay we felt extremely safe and cozy throughout our stay. Keith was very responsive and flexible with checkin /checkout. Would definitely stay again!! Thanks Keith !
Cottage in Rock Hall
4.97 out of 5 average rating, 69 reviews

Oyster Cottage

JoshuaRating, 5 stars3 weeks ago
This little cottage was perfect! The location was convenient for my triathlon in Rock Hall. The bed was very comfortable and the house was clean.
Cottage in Rock Hall
4.81 out of 5 average rating, 37 reviews

Oysterman Cottage Bay & Harbor views, Internet

BrigetteRating, 5 stars9 months ago
We had a really nice stay at the Oysterman House, James was very responsive to all our questions. In the house left on the table was a book with instructions to everything you may need in the house....working the remote, thermostat etc. The house was very charming. I'd also like to point out my favorite part was the screened in porch with ceiling fan I enjoyed sitting out there especially in the morning for my coffee it was so peaceful and rather warm so the fan to circulate the air was the perfect touch.

Private cottage rentals

Top Guest favourite
Cottage in Charlestown
4.98 out of 5 average rating, 104 reviews

Blue on the Bay

MargaretRating, 5 stars1 week ago
Monica's cottage was immaculately clean. Check in and out was easy. She graciously allowed us to check in a little early and out a little late. Kitchen was fully stocked, beds were comfy, linens were crisp and there was an abundance of bath towels. Lots of windows let in the light. A/C worked great and cottage was nice and cool. We loved having coffee on the front porch in the morning. You can see the water at the end of the street and across the yards. Neighborhood was quiet and friendly. Wonderful shade trees out back. Restaurants close by. Monica checked in with us to make sure all was well. We took advantage of her beach chairs, towels, etc so we didn't have to bring them along from home. A nice PLUS! We had a wonderful time and would absolutely stay here again.
Guest favourite
Cottage in Earleville
5 out of 5 average rating, 13 reviews

Cottage at the bay We are pet friendly

AutumnRating, 5 stars2 weeks ago
Donna's place was so cute and clean. It's small but has everything you could need for a couples getaway! Very dog friendly which is a huge plus for us!!
Guest favourite
Cottage in Charlestown
4.94 out of 5 average rating, 178 reviews

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

KristèRating, 5 stars1 week ago
So relaxing! We are always so busy and on the go, so this was the perfect spot for us! Private, and quiet; we enjoyed how peaceful it was. The space was super cute and clean and had everything we needed. Did some fishing, relaxed in the hot tub, and ate at a couple of local restaurants, The Wellwood, and The Forge. The only thing we didn’t enjoy, was leaving! Looking forward to going back! ❤️
Guest favourite
Cottage in North East
5 out of 5 average rating, 37 reviews

Vintage Waterfront Cottage with Stunning Sunsets

KristinRating, 5 stars3 days ago
Sue and Mark made us feel like we were popping into a dear friend’s place. The property was even better than the photos with small touches and generosity around every corner—fresh cut wild flowers on the dining room table, an endless list of local recommendations with personal commentary, and in the kitchen: drawers of spices/good olive oil/access to the cute garden. We stayed for a few days but could have easily stayed for a few weeks. It’s clear Sue and Mark host because they want to extend hospitality to others, and we are extremely grateful to have received it!
Guest favourite
Cottage in Elkton
4.93 out of 5 average rating, 106 reviews

*The Cottage at Sorrelbay Farm*

PeterRating, 5 stars4 weeks ago
Looking for a quiet, cozy place to stay and avoiding the frenzy while attending our daughter’s graduation from UD, this was a nice find. This is a bucolic setting on an active farm. We very much appreciated their hospitality and the nice “meet and greet” session with some of the four legged residents.
Top Guest favourite
Cottage in Havre de Grace
5 out of 5 average rating, 47 reviews

Chapel Cottage HdG

SharonRating, 5 stars1 week ago
We booked the place for our son & daughter in law’s wedding night. The cottage is AMAZING! But what really stood out to me was every little detail & special touch Michelle provided to make this such a memorable experience for them! You can feel the coziness & sense of welcome the moment you walk in. Highly recommend this special place if you have the opportunity!
Guest favourite
Cottage in Betterton
4.82 out of 5 average rating, 72 reviews

Cottage By the Chesapeake

KacieRating, 5 stars1 month ago
I loved the beach and look forward to Visiting again in the future
Top Guest favourite
Cottage in North East
4.95 out of 5 average rating, 362 reviews

Cottage Just Off North East's Main Street

RowenaRating, 5 stars1 week ago
Looking forward to returning to this air bnb again soon. The host was very informative and always made sure we were comfortable and taken care of. Went out of their way to list places around town to visit and dine at. Adorable and very clean space that felt like home the moment you walked through the door. Very responsive and incredibly kind and caring. They seemed to think of everything to make you feel comfortable and right at home. Thanks again for a great stay!

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