Holiday rentals in Gunpowder River

Private Art-Filled Guesthouse near Naval Academy

Slip under a colorful quilt and get a great night's sleep in a secluded walk-up guesthouse. An intriguing blend of antique curios and Americana populates the room. The result is a comforting space that also has a modern kitchen and updated bathroom. Homeowners on site and available to book your Treetop Getaway! Key code access will be provided. Check in time is 3pm. Check out time is 11am. Contact me via phone or through messages here and I will respond as soon as possible. The guesthouse is in West Annapolis, a residential neighborhood bounded by Weems Creek and the Severn River. It's close to downtown, the Naval Academy, and the Stadium. Quaint shops and restaurants are just around the corner.

Butchershill-Clean, KingBed, Parking, next to Park

My name is John S Marsiglia. Always clean, very comfortable New King Mattress, 100feet to beautiful park, Warm & Cozy Fireplace, Self checkin , Historic 2207 E Baltimore St. Search online. 900 Sq Ft. 12 ft ceilings,Fully equipped kitchen/kitchenette,Coffee,Tea,Cream,Brita filtered water pitcher,50" TV, streaming , free Prime tv ,top speed WiFi, surround sound, comfortable clean furniture, antiques, oriental rugs, workspace w/desk, beautiful bathroom, dual shower heads&seats, private full laundry

Cozy, clean & spacious lower level of a new home

This is a spacious lower level of a newly built home. This private guest area has a lounge, dinning, and kitchenette in addition to a bedroom and a bathroom. Guests share only the main entrance of the townhouse with owners who live upstairs. This private decorated space includes a smart TV, comfortable seating, dining for 4, microwave, coffee maker, full refrigerator, toaster/air fryer, queen bed, wardrobe & dresser. Washer/dryer available upon request. Please review house rules before booking

Sue Creek Waterfront Cottage

Kick back & relax on the water in a fully renovated private 2 story home w/ a dedicated pier located on Sue Creek on the Chesapeake Bay! Includes 2 master bedrooms each with a queen size bed and dedicated bathroom with large shower stall. Kitchen & Great room are fully equipped with all amenities for a comfortable stay. Outside includes a large patio with furniture and charcoal grill, a pier w/ 2 Kayaks & private parking area. Convenient to many water & land establishments! No Pets or smokin

Creekside Cabin: Sauna | Hot Tub | Fire Pit |Cozy

🏡 Creekside Cabin: A Rustic-Luxury Retreat Along Fishing Creek Tucked into a wooded stretch along Fishing Creek, Creekside Cabin is the kind of place that slows your heartbeat the moment you arrive. Just 45 minutes from Lancaster and York, this beautifully renovated cabin was built for couples and solo travelers who want the charm of the outdoors without giving up the comforts inside. A private sauna, hot tub, a fire pit, spa-style finishes — it's all here. Save it to your wishlist! ❤️

A-Frame At Oak Hills: Creekside + Hot Tub + Sauna.

This one-of-a-kind A-Frame by Zook Cabins, built into the mountainside, is the perfect place to unwind. Relax in your private outdoor SAUNA or soak in the in-ground HOT TUB surrounded by forest views and the sound of the trickling creek! Enjoy peaceful mornings among the treetrops on the deck, then settle inside on the oversized plush couches! With two beautiful king bedrooms you'll have all the comforts you need for a memorable getaway. Book your stay at Oak Hills today- you deserve it!

Waterfront historic district 1BR Apartment

Take it easy at this unique and peaceful riverfront getaway. Third floor, one bedroom apartment with its own private rooftop deck and beautiful views of the Chester River. Located at the end of a street on the water, but still in the historic district offering convenience and privacy. A short stroll to everything Chestertown has to offer. Off street parking. Kayaks or canoe available with notice or bring your own. Enjoy coffee and sunrise from deck or Adirondacks. NO CLEANING FEE!

Waterfront Log Cabin with Hot Tub

Situated on the water's edge of Muddy Creek, this newly renovated log cabin offers a unique, luxury getaway for those seeking a stay immersed in all that nature has to offer. While relaxing on the spacious outdoor deck, you will be treated with a panoramic view of Muddy Creek complete with an occasional sighting of the neighborhood eagle. Perfectly set up for a romantic getaway for two, The Log Cabin on Muddy Creek was created to provide a space for couples to rest and reconnect.

The Whispering Rafters Tiny Home

A Relic. A Refuge. A Once-in-a-Lifetime Stay. Step through a doorway that has stood since before the American Revolution. What was once a chicken coop from around 1760 has been transformed, into one of the most singular tiny homes you will ever sleep in. Set on a modest, unhurried gentleman's farm, the property carries a quiet dignity there around you speaks of a different world entirely. There are newer places. There are fancier places. There is no place quite like this one.

The Hideaway: hot-tub+Fire-pit+E-Bikes+Secluded

Kick back, prop your feet up, pour some coffee, listen to the birds, go for a bike ride on the local country roads, (some unpaved), or start a camp fire, or watch your favorite movie on the TV. Or soak in the large soaking tub inside, Or relax in the brand-new hot-tub and gaze up at the stars at night. All kitchen utensils, plates, and cooking pans are supplied. There is a breville coffee maker to make your favorite cup of coffee or latte,(bring your own dairy)

Waterfront Oasis for Families/Remote Work

Your family will be wowed to see this waterfront home with 2 balconies, 2 king beds, Smart TVs, 4 bedrooms and an office+sofabed. Indulge in boating, jet skiing at a 5-min drive! Day trips to Baltimore, DC, Philly. This home is ideal for reunions, long stays, remote work. Beds/sofabeds for the first 11 guests; Air mattresses provided only if the house is reserved for more than 11 guests (extra $). Park 3 cars for free. Elegantly furnished. Perfectly located.

Tree house resort spa with sauna

Escape to a Secluded Sanctuary in the Woods. Located just 6 minutes from Baltimore City, this home is part of a unique collection of 3 villas, each nestled on 3.5 acres of lush, wooded land, complete with private driveways. Relax in your own private guest suite with its own entrance, surrounded by nature’s serenity. This peaceful retreat is designed to make you feel like you’re far away from the everyday, offering the perfect couples’ escape.