Cottage vacation rentals in North East

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Popular amenities for North East cottage rentals

Cottage rentals with a hot tub

The exterior of the cottage showcases a stone facade with a welcoming front entrance, framed by a wooden door. Lush green grass surrounds the home, complemented by ornamental shrubs and a flowering plant at the base of the steps. An American flag adds a touch of character.
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 favorite
A stunning sunset over the Elk River is displayed, featuring vibrant hues of orange, pink, and purple reflecting on the water's surface. The tranquil scene is framed by silhouettes of trees along the shoreline, creating a serene atmosphere.
Cottage in Elkton
4.92 out of 5 average rating, 73 reviews

Sunset River Shack -amazing waterfront view

RebeccaRating, 5 stars2 weeks ago
The home had a beautiful view of the river we saw a bald eagle, blue heron and an osprey. We enjoyed the fire pit ( we did get yelled at by the neighbor next door for too much smoke do beware!). We did not have time for the hot tub but glad it was available.
Guest favorite
The charming entrance of the cottage features a covered porch with wooden pillars and two chairs. A welcoming door is flanked by decorative shutters and a simple wreath. Landscaping includes flower beds and a stone pathway leading up to the porch.
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
A vibrant sunset paints the sky in shades of pink, purple, and orange, reflecting on the calm water. Silhouettes of a dock and distant hills create a serene backdrop, inviting peaceful contemplation and appreciation of the natural beauty.
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 favorite
A cozy seating area features four wooden Adirondack chairs arranged around a stone fire pit, set beside a snow-covered creek. The scene includes bare trees lining the creek and a hint of sunlight illuminating the winter landscape.
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.
Top guest favorite
A charming cottage exterior is highlighted by a white façade, a front porch adorned with a wreath, and colorful flower arrangements. Decorative bunting adds a festive touch. Lush green grass surrounds the walkway, leading to a fenced yard with a truck parked nearby.
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!

Pet-friendly cottage rentals

Superhost
A quaint cottage is positioned among lush greenery, with a gravel driveway leading up to the entrance. Floral bushes are visible in front, and tall trees create a serene backdrop. Two dogs are seen exploring the expansive grassy area.
Cottage in Chestertown
4.91 out of 5 average rating, 35 reviews

Chesapeake East Shore Chestertown,Pool (May1),Dock

AntoinetteRating, 5 stars9 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
The charming exterior of a historic cottage is depicted, featuring a welcoming front porch and an American flag. Lush green landscaping with flowers adds a touch of color, while a stone pathway leads to the entrance. The house is set against a backdrop of trees.
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!
Guest favorite
Cottage in Gap
4.95 out of 5 average rating, 135 reviews

Hideaway Cottage

ChadRating, 5 stars3 weeks ago
Host was very kind and communicative. Had a great stay.
Superhost
A serene waterfront scene is displayed, showcasing a calm body of water bordered by lush greenery. A pier extends into the water, with boats moored nearby. In the distance, various structures line the shore, surrounded by nature, under a softly lit sky.
Cottage in Pasadena
4.86 out of 5 average rating, 126 reviews

Chesapeake Cottages- 2 Quaint Waterfront Retreats

MadelineRating, 5 stars3 weeks ago
We loved the location! Perfect for a trip with our dogs. Loved waking up to the beautiful view!
Guest favorite
A hammock is suspended between two trees, offering a view of the marina and boats in the water below. The landscape features grassy hills leading down to the dock area, with a cloudy sky overhead.
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!
Guest favorite
A wooden welcome sign for Crystal Beach Manor is prominently displayed, featuring an artistic representation of the sun, a lighthouse, and sailboats. The sign is framed by well-maintained green shrubs and foliage, set against a clear blue sky.
Cottage in Earleville
5 out of 5 average rating, 13 reviews

Cottage at the bay We are pet friendly

AutumnRating, 5 stars1 week 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 favorite
The carriage house is surrounded by greenery, featuring a stone wall and a patio area with outdoor furniture. A grill is positioned nearby, and vibrant flowers provide a touch of color in the landscape. The structure showcases a blend of white siding and stone detail.
Cottage in Bryn Mawr
4.86 out of 5 average rating, 215 reviews

Charming 3 Bedrooms 2 Bath Carriage House Sleeps 9

AmandaRating, 5 stars3 weeks ago
Cute, comfortable home. Very quiet and scenic, even had a deer stop by for breakfast our first morning there. Home had everything we needed. Sheila made this a great first experience.
Superhost
The entrance features double glass doors framed by a wooden deck. Seasonal potted plants, including vibrant flowers and greenery, are arranged on either side, while a small pumpkin adds a festive touch. A decorative light fixture hangs nearby, enhancing the welcoming appearance.
Cottage in Glen Burnie
4.91 out of 5 average rating, 192 reviews

Home away from home

CarsonRating, 5 stars3 days ago
This is the perfect get away spot. This was my second time at Lena's home and I look forward to staying again in the future. Lena even had a special dog area for our fur baby. I would highly recommend staying here.

Private cottage rentals

Guest favorite
A modern kitchen features sleek gray cabinets and granite countertops. Stainless steel appliances, including an oven and refrigerator, are positioned for convenience. Glassware is displayed on a shelf, and a window allows natural light to brighten the space. The kitchen seamlessly merges functionality and style.
Cottage in Dover
5 out of 5 average rating, 23 reviews

Swallow's Nest...a serene and beautiful getaway

CorissaRating, 5 stars10 months ago
Ken and Lana's beach cottage was adorable, filled with gorgeous artwork and unique beach finds, and even better in person than it looks in the photos! We did plenty of walks along the beach, which was mostly empty and very peaceful. I loved that we could sit in bed or on the couch and see out over the ocean. I didn't realize that there were no curtains/shades so if you're not a morning person - be sure to bring an eye mask to sleep with as the sunrise is extremely bright starting around 5am! It was easy to get to and only a quick 15-20 minute drive into downtown Dover. I would absolutely stay here again!
Cottage in Chestertown
4.9 out of 5 average rating, 48 reviews

Quiet Cottage on Heron Pond

MichaelRating, 5 stars8 months ago
Very nice place - had a clean and comfortable stay at a good location. Highly recommend.
Top guest favorite
A serene sunset is captured over the calm waters, reflecting warm orange and yellow hues. Wispy clouds streak across the sky, enhancing the tranquil scene with soft pastel shades. The shoreline is visible silhouetted against the vibrant backdrop, creating a peaceful ambiance.
Cottage in Elkton
5 out of 5 average rating, 9 reviews

Rustic River Retreat

MeredithRating, 5 stars3 weeks ago
We loved our stay at Bonnie’s place. The place was so cozy and comfortable. Our boys loved sleeping in the loft and we felt like we had plenty of room as a family of 4. The kitchen was stocked with everything we needed and the outdoor areas/views were beautiful. Bonnie and John were so friendly and easy to communicate with. Looking forward to coming back in July.
Cottage in Pasadena
4.84 out of 5 average rating, 19 reviews

Sunset Lagoon Home

PaigeRating, 5 stars3 weeks ago
I chose this home for the week of US Naval Academy Graduation. Annapolis was cost prohibitive, especially since I wanted a waterfront property. Tiffany was very helpful to me in figuring out if this property had the right number of beds and she was responsive during our stay. I loved being right on the water, with access to their dock. The home is very bright, lots of windows and decks, and with great view of the water. We stayed for a week in late May and it was a strangely cold, rainy and windy May. But, I still got out on the water with my own kayak and we sat outside whenever we could. The home has 3 bedrooms upstairs - the master with a king and a large walkin closet and bathroom. Then, a huge bedroom with 2 queens and a tiny attached room with a twin bed. Those 2 rooms shared the second upstairs bathroom. The room was so big that we comfortably used a blow up mattress on the floor rather than having a bunch of us sharing the double beds. downstairs the bedroom is a double
Cottage in Port Deposit
4.79 out of 5 average rating, 39 reviews

Private Cottage 3 bedrooms

KellenRating, 5 stars2 months ago
Very neat spot, easy parking, easy access, and very walkable. The train right next door was a novel thing, it woke us up at night but we still all enjoyed it. Definitely take advantage of walking the water pathway when here!
Cottage in Rock Hall
4.97 out of 5 average rating, 69 reviews

Oyster Cottage

JoshuaRating, 5 stars2 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.
A spacious bathroom features a walk-in shower enclosed by glass. The shower includes a decorative stone accent and chrome fixtures. Neutral tones dominate the space with a contemporary tile design on the floor. A white towel hangs neatly on a rack, and natural light enters through a nearby window.
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.
Guest favorite
A grassy yard is set in a serene landscape with a large tree providing shade. The screened-in deck of the cottage is visible, featuring steps leading down to the lush outdoor space. A wooden fence lines the property, enhancing the natural surroundings.
Cottage in Stewartstown
5 out of 5 average rating, 56 reviews

Calm Stewartstown Cottage on 90 Acres w/ Barn

SujeyRating, 5 stars2 months ago
Marci was a wonderful host. The property was as described a true "Place of Peace". We LOVED our stay and felt right at home. The property had everything you could need to feel at home and was very comfortable, spotless, and clean. The property surrounding was absolutely beautiful with the beautiful flower trees in bloom and from each window we could enjoy a beautiful view. We can't wait to go back and enjoy again. Thank you Marci for sharing your lovely and historic place with us.

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