Holiday rentals with a hot tub in Cecil County

The Sunset House-Hot Tub-Sauna

Spacious 5-bedroom, 3-bathroom home in Charlestown, MD, perfect for families and groups! Enjoy 2 king beds, 3 queen beds, a fully stocked kitchen, and a cozy outdoor entertaining area with a grill, fire pit (wood provided), and a relaxing hot tub. Just 1.5 blocks from the Chesapeake Bay, with kayaks and paddleboards available for your adventures. Plenty of games included for added fun. Ideal for your next getaway! Brand new sauna on site! Bringing a boat? Utilize the mooring while you stay!

Long Beach Cottage, Hot Tub,Wood Burning Fireplace

The cottage is waterfront and has a CHRISTMAS TREE, a PERFECT spot for a WINTRY romantic couple's getaway! honeymoon/celebrations Designed with that in mind,a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity,a large soaking tub,a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels

Large Cabin w/ RiverView&Hot Tub

Escape to our spacious cabin with river view! Only 2-3 hours from NYC/DC. Secluded in nature, it's a perfect, peaceful getaway for couples & small families. Enjoy stunning views, tranquility, and nearby amenities such as restaurants, vineyards, horse riding, kayaking, and more. Soak in the hot tub under a canopy of stars, enjoy a peaceful evening around the fire pit, or play pool/air hockey/ping pong or board games in the game room. Relax and create lasting memories. Book your stay today!

Breathtaking Waterfront w/pool and private dock

Now Booking winter and Summer 2026 the summer is going quick! The incredible 4-bed 2-bath water-facing home is the ultimate getaway Featuring a fixed boat dock and a floating dock, you can easily bring your boat (up to 21 feet with a $125 docking fee) Enjoy a variety of water sports, including the provided kayaks (4) and paddle boards (2) Pool/Spa are Seasonal **open mid May through Sept only** Pool and hot tub are **closed Oct - mid May** We do not have a separate stand alone hot tub

Chapel Cottage HdG

Welcome to our cozy hideaway nestled in the heart of Havre de Grace, Maryland. Whether you’re seeking relaxation or adventure, our thoughtfully designed cottage offers comfort, convenience, and a touch of whimsy. Enjoy your own fire pit in the private pet friendly fenced in yard. There is 6 person hot tub. And a She shed. We are less than a mile from Mt. Felix Winery, And we are located less than 6 miles from Ripken Stadium. There will be a fee of $25 per person per night over 4 people

Saybrook Hall | Pickleball, Pool, and Hot Tub!

BNB Breeze Presents: Saybrook Hall! Discover the perfect getaway in this spacious rental home in Maryland, and stay in a real life colonial home! The original house sat in Connecticut and was disassembled to be built into a newer modern version here in Warwick, MD. Featuring a charming rustic design with wooden beams and cozy accents, this home seamlessly blends traditional warmth with modern amenities. - Pickleball/basketball Court - Pool - Hot Tub - Chipping Green - Pizza Oven

The Cooper House in Charlestown, MD

If you are looking for breathtaking views, great local dining, and a chance to relax with family and friends, then the look no further. The Cooper House in Charlestown, Maryland is a new waterfront property offering 3 individual suites or, for larger parties, the entire house with 4 bedrooms. Each suite has a private entrance, wi-fi, tv, individual climate control, and parking. Unwind on the two-tiered porch or sit by the cozy outdoor fire pit. The property owner lives on site.

The River House At North East

Relax with the whole family at this peaceful cottage located on the North East River, in a well protected anchorage, conveniently accessible to I-95. This home includes 5 bedrooms, 4 full baths, 2 living rooms, a formal dining room, 150 ft dock with 40 ft floating, a small sandy beach, and a 9 person hot tub. The lower floor is self-contained, but accessible with its own kitchen, living room, king bed and full bath. All floors have beautiful views of the Chesapeake Bay.

Historic Victorian Queen Chesapeake City

The Ultimate In-Town Retreat: Modern Luxury Meets Historic Charm: Step into a world of elegance in the heart of Historic Chesapeake City. This beautifully renovated 5-bedroom, 4-bathroom estate has been professionally decorated to offer a seamless blend of modern luxury and classic Maryland charm. Whether you are hosting a family reunion or a sophisticated getaway with friends, this home is your private sanctuary just steps from the best the town has to offer.

Waterfront Paradise on the Bay

This charming Red Point Beach home offers sweeping bay views and sunsets from a cliffside waterfront location. Our home has three bedrooms, one king, one queen, and one full over full bunkbed. The home features an equipped kitchen, washer & dryer, flat screen TV, gas grill, fire pit, outside shower and an 8 person hot tub. Just a short walk from a small, private bay beach this home is an idyllic retreat for those seeking both relaxation and adventure.

Sailor's Sunrise Cottage - Chesapeake Bay

Enjoy Chesapeake Bay life at Sailor’s River Cottage. An awesome cottage with endless water views overlooking the North East River on the Upper Chesapeake Bay. The cottage is newly renovated. Perfect for a romantic getaway, family vacay, boating trip, girls getaway, or no occasion at all. You'll never want to leave!

Tranquil and relaxing escape at Morton Hall

Totally refreshed 2021! Enjoy the peaceful, rural setting of this unique telescoping house. Set in acres of farmland, this quiet and tranquil home helps you to unplug and relax. Take a walk down the street to the Sassafras river or explore the local area.