Vacation rentals in Wye Mills

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Top-rated vacation rentals in Wye Mills

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Guest favorite

A modern shipping container stands at the water's edge, adorned with a bold sign. The structure features a deck with stairs leading up, surrounded by landscaped gravel. Nearby, boats are visible, suggesting access to water activities. The scene is brightened by a blue sky and scattered clouds.

Guesthouse in Sparrows Point

4.93 out of 5 average rating, 28 reviews

Hues of Blue - Waterfront

You'll love this unique and romantic waterfront escape! Modern tranquility with hues of blue throughout. Purchased from a prestigious hotel, this 20'x10' customized shipping container was used for trade shows. Tall ceilings, LED lighting and blue tooth speaker in renovated shower/bathroom. Tile floors. Equipped with mini fridge, microwave, and Keurig! Access to kayaks and canoe, firepit, onsite! Enjoy peaceful views of the water and waterfowl on Heron Point, inside & outside the hotel container.

A light-filled living area features blue paneled walls and contrasting wooden accents. A spacious sectional sofa and a classic armchair are situated around a low coffee table. The open layout provides visibility towards the kitchen and dining space, enhancing the feeling of connectivity.

Home in Centreville

4.73 out of 5 average rating, 93 reviews

Historic Centreville Home

Historic and very charming home! Built in 1881 with modern touches. 1200 sq feet home. Fully fenced-in, spacious backyard. Very open kitchen/living room area with passthrough to view TV from kitchen. Tree house w/electricity! Approximately 300 yard walk from the Wharf (public landing). Four kayaks and two paddle boards available for your own use! 80 yard walk to the most popular restaurant in town, Doc's. Walking distance to downtown Centreville and Millstream Park trail. Fireplace does not work

Top guest favorite

The exterior of the houseboat is shown with a modern design and a spacious rooftop deck adorned with vibrant umbrellas. A wooden walkway leads to the structure, which is positioned on calm waters, accompanied by a small boat moored nearby.

Houseboat in Grasonville

4.99 out of 5 average rating, 192 reviews

Cass-Away A Luxury Houseboat

Kent Narrows Rentals welcomes you aboard Cass-Away! A 640sqft luxury getaway in the Kent Narrows. Fully equipped with a living room, kitchen, 2 bedrooms, 2 full baths, and a magnificent view from the rooftop deck! With 9 waterfront bars/restaurants within walking distance, you can get a taste of what the eastern shore has to offer. Minutes from the Bay Bridge and a short drive to Annapolis, D.C., St. Michael’s, and Ocean City. NO Fishing/Crabbing on property! Check our website for more info!

Guest favorite

A serene view of a calm lake is captured from a private deck. Surrounding trees reflect gently in the water, creating a soothing landscape under soft morning light. A table and two chairs sit on the deck, inviting relaxation and enjoyment of the natural scenery.

Guesthouse in Wye Mills

4.91 out of 5 average rating, 33 reviews

Adorable Lake Front 1BR Cottage-fully furnished!

This charming 1BR/ 1Bath cottage is located next to my primary residence. The cottage has its own private deck overlooking the Wye Mills Community Lake. The yard is spacious and pets are welcome. The yard is not closed in but safe for dogs who do not roam far. There is 1 queen size bed and queen pull out couch in the living room. Kitchen is equipped with basic appliances/ cooking and serving utensils and a full size washer and dryer. The bathroom has a stand up shower and basic necessities.

Top guest favorite

The exterior of a two-story wooden structure is presented, featuring a staircase leading to a covered balcony. The building is surrounded by trees displaying fall foliage, creating a serene outdoor atmosphere. A gravel area is noted at the base, with a vibrant red and white camper positioned nearby.

Apartment in Greenwood

4.97 out of 5 average rating, 622 reviews

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Top guest favorite

A cozy studio features a full-size bed with light bedding, complemented by a world map artwork on the wall. A seating area includes a chair and small table. Large windows allow natural light to fill the room, enhancing the welcoming atmosphere.

Apartment in Rock Hall

5 out of 5 average rating, 100 reviews

Inspiration Guest Suite - Cinnamon By The Bay

Inspiration is a cozy, bright studio with a full-size bed, seating area, kitchenette, and workspace. It is located upstairs in the Cinnamon By The Bay Inn. Main Street shopping, Java Rock coffee shop, and The Mainstay music venue are right outside the front entrance. Ferry Beach, Eastern Neck Wildlife Refuge, museums, charter fishing, kayaking, and marinas are a short walk or drive. Enjoy stunning sunsets and lively conversations on the community deck. Suite is limited to 2 guests.

Guest favorite

A modern guest barn is situated amidst a serene farm setting, with a sleek metal roof and large windows. The exterior features a combination of wood and metal materials. Surrounding lush green fields are dotted with trees, enhancing the peaceful atmosphere.

Barn in Queenstown

4.99 out of 5 average rating, 72 reviews

Waterfront Modern Guest Barn

Find peace and reconnect with nature at this award winning guest barn. With its simple geometry and bucolic setting overlooking a quiet river of the Eastern Shore, this gem at the edge of a farm field could easily be mistaken for a working barn. But when you slide open the pair of two-story barn doors, you find a beautiful modern guesthouse full of light from the wall of windows facing the river. The setting is incredibly peaceful, and is a wonderful romantic escape or family getaway.

Top guest favorite

The exterior entrance of a converted corn crib features natural wood siding and a gabled roof. Large double doors framed by lantern-style lights open into a welcoming space, complemented by potted plants on either side. Lush green trees and a gravel path are visible in the surrounding landscape.

Guesthouse in Easton

4.99 out of 5 average rating, 621 reviews

Chill in The Crib! Easton, Maryland

Welcome to Maryland's Eastern Shore and your own private space in a converted corn crib, complete with the comforts of home. The space includes a vaulted ceiling, queen-sized Casper® mattress, quality linens, heat & AC, wireless Internet, a coffee counter, stocked bar fridge, full bath w/ shower (includes quality bath supplies), and a private entrance. Our space is permitted for ONLY TWO INDIVIDUALS (No children under 8 years of age.), and please limit your visit to one vehicle only.

Top guest favorite

A spacious living area is highlighted by a prominent stone fireplace, offering a cozy focal point. Two comfortable sofas are positioned around a light wood coffee table, which holds a decorative plant. Soft natural light fills the room from large windows, enhancing the welcoming ambiance.

Home in Grasonville

5 out of 5 average rating, 71 reviews

Bay Breeze - 3BR Waterfront Chester River Retreat

Remodeled in 2023, this light-filled, 2-story private home offers 2,100 sqft of stylish comfort—perfect for a relaxing getaway. Take in breathtaking sunsets from the double-decker porches overlooking the Chester River, unwind by the fire pit, host a crab feast or enjoy a BBQ on the private dock. Ideally located just 5-10 minutes from Kent Island’s top restaurants and wedding venues, with a community playground, pavilion, and boat ramp just steps away. Your waterfont escape awaits!

Top guest favorite

A single-story home is set amidst a lush, green lawn, surrounded by trees and natural vegetation. The exterior features a light-colored facade with a welcoming front entry and flower beds to the sides, enhancing the serene atmosphere of the wooded location.

Home in Greensboro

4.97 out of 5 average rating, 104 reviews

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Guest favorite

A single-family home with a brick exterior is surrounded by greenery. The inviting front porch is complemented by a stone pathway leading to a spacious outdoor seating area, featuring a fire pit and chairs for relaxation.

Bungalow in Queen Anne

4.95 out of 5 average rating, 82 reviews

Private bungalow with fire pit near Easton, Denton

- High-speed Internet - Premium Samsung washer and dryer - Fire Pit - Level 2 EV Charger - Two (2) cruiser bicycles - Memory foam mattresses - Full kitchen - Smart TV - Quiet, secluded space with easy access - 5 minutes to Denton - 15 minutes to Easton - 15 minutes to Centreville - 30 minutes to St. Michaels Located just minutes from both Easton and Tuckahoe State Park, you'll have endless opportunities for outdoor adventure.

Guest favorite

A cozy living area displays a flat-screen TV on a rustic wooden console. A round coffee table sits center-stage, surrounded by comfortable seating. Light enters through angled windows, highlighting the warm wood flooring and inviting decor elements.

Apartment in Wye Mills

4.79 out of 5 average rating, 73 reviews

⋘ Lakeside Apartment ⋙| Private+Cozy Setting |

This unique apartment above the 3 car garage sleeps 4 and is part of the elegant house sitting on 17 private acres in historic Wye Mills with access to a lake. This place is perfect for kayaking, fishing and an overall countryside experience abundant with wildlife. Wye Mills is home to the historic Old Wye Grist Mill which is still in operation as it has been since 1682! Come experience lakeside apartment living.