Vacation rentals with a hot tub in Southern Maryland

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Top-rated hot tub rentals in Southern Maryland

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Guest favorite

Cottage in Hamilton

4.94 out of 5 average rating, 309 reviews

*Cottage @ Firefly Cellars* VA Wine Country escape

The Cottage at Firefly Cellars is a private, tranquil escape on the tasting room property. Come enjoy the private pool (in summer months), walk the property with a glass of wine, enjoy views of the neighboring horses, hop to local wineries, or just sit back and enjoy all the cottage has to offer. The cottage is meticulously maintained, beautifully designed, and you will feel at home the moment you walk through the doors. Perfect for a couple, or an individual looking to escape from busy life!

Dec 17 – 24

G$50,965 GYD per night

Guest favorite

Home in Shady Side

5.0 out of 5 average rating, 117 reviews

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

The Cottage at Silverwater is a lesson in quiet luxury, compelling architecture, unimaginable views and endless comforts. Original fine art and luxe bedding envelope you in a modern, light-filled space. Outside you will be treated to an expansive waterfront lawn that is great for games and afternoon sun. Rest on modern lounges or watch the sunset on your private waterfront bluestone patio tucked into the sea grass. As a guest favorite, your fabulous getaway is here—just read the reviews!

Mar 27 – Apr 3

G$104,677 GYD per night

Guest favorite

Home in Heathsville

4.93 out of 5 average rating, 106 reviews

The Hideaway at Mill Creek

We welcome 6 persons, however 4 adults max. Here you will find nestled in the woods atop a beautiful hill overlooking Mill Creek, a short distance from the Chesapeake Bay, an architect's home. With beautiful sunrises and sunsets, this hideaway gives you an escape from everyday life. Relax on the patio with a book, out on the water kayaking, fishing or crabbing off the dock or sitting watching the wildlife. You will never forget the views or the sight of the sailboats in for a rest from the bay.

Aug 17 – 24

G$46,872 GYD per night

Superhost

Home in Montross

4.88 out of 5 average rating, 211 reviews

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Our 3 bed/2 full bath+loft house sits in the woods surrounding a beautiful freshwater lake in a neighborhood on the stunning Potomac River! Come enjoy the nearby attractions or simply do nothing at all! We have kayaks/boats for your use right off the private dock. The community has 3 beaches: a private sandy lake beach with swimming dock, a river-front sandy beach with 15-million old+ shark teeth, and a fossil cliff beach. Fishing! Seasonal hot tub on patio! Bald eagle sightings! Theater Room!

Dec 23 – 30

G$83,949 GYD per night

Guest favorite

Home in Grasonville

4.94 out of 5 average rating, 226 reviews

River Front, Private Single Family Home

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away

Nov 17 – 24

G$89,958 GYD per night

Guest favorite

Home in Montross

5.0 out of 5 average rating, 121 reviews

Beach Please! River cottage w/private beach & dock

Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Dec 24 – 31

G$75,829 GYD per night

Guest favorite

Home in Chesapeake Beach

4.91 out of 5 average rating, 111 reviews

Indoor pool/spa nestled in Southern Md. woods.

Contemporary all-brick French manor nestled within 16-acres of secluded woodlands. Indoor pool/spa with waterfall inside a stunning, sunlit atrium. Three bedrooms and three bathrooms accommodate 6-8 people. Centrally located near the Chesapeake Bay where quaint towns include restaurants, antiques, sandy beaches and fishing boat rentals. Centrally located for trips in all directions: Washington, D.C. (35 miles); Annapolis (30 miles) Baltimore (50 miles) and Ocean City (139 miles).

Jan 27 – Feb 3

G$167,396 GYD per night

Guest favorite

Barn in Stafford

4.92 out of 5 average rating, 142 reviews

1 BR barn with loaded game room and heated pool!

Custom built barn with 1 BR and 1 BA. Main level includes a fully stocked game area with billiards, shuffleboard table, air hockey, 60 game arcade machine, Mortal Kombat arcade game machine, poker table, and 2 cabinets full of card/board games. Three smart TV's on the wall Includes shared backyard outdoor space with hot tub, hammock, outdoor putting green, adjustable basketball hoop, swings, grill, horseshoes, playground, gazebo area, and stocked fishing pond.

Oct 4 – 11

G$31,630 GYD per night

Guest favorite

Home in Montross

4.95 out of 5 average rating, 218 reviews

Stunning Lake House Retreat on the Potomac River

This beautiful lakeside home offers the perfect sanctuary for your next retreat, nestled along the Potomac River just two hours from the D.C. metro area. It is spacious enough for any large family gatherings or groups of friends. Lounge with a gorgeous view or start a ping pong/pool game. Whether embarking on your next fishing adventure, kayaking, biking, playing yard games or simply relaxing in our luxurious jacuzzi, your visit will surely be one to remember.

Sep 18 – 25

G$158,588 GYD per night

Guest favorite

Home in Lexington Park

4.97 out of 5 average rating, 139 reviews

Private beach retreat in historic St. Mary's City

Nestled next to historic St Mary's City and a lovely state park, your Lucas Cove Beach home awaits you with your own private sandy beach and pier with vast views of the water, new salt water hot tub steps away from the beach, four beautifully furnished bedrooms with Casper mattresses, an upstairs deck with adirondack chairs to take in the water views and amazing sunrises while sipping a beverage or just relaxing, high speed Wi-Fi. Kayaks avail for rent.

Sep 21 – 28

G$85,075 GYD per night

Superhost

Cottage in Reedville

4.9 out of 5 average rating, 161 reviews

Private point on the Bay🌤hammock, hot tub, kayaks❤️

180 degree million dollar views in the quaint town of Reedville, VA. Away from all the noise, you won't want to leave our cottage once you get here. Upstairs bedroom has a private balcony with breathtaking views. Bay views from almost every window in the house. Perfect getaway for couples or the whole family. 60 inch Smart TV! Come build some memories!

Nov 2 – 9

G$89,958 GYD per night

Guest favorite

Cottage in North Beach

4.96 out of 5 average rating, 273 reviews

Waterfront Cottage Near Herrington and North Beach

Escape to Osprey Cottage, a renovated oasis overlooking the Chesapeake Bay. Our home is a 1930s bungalow that has been tastefully updated with modern sensibility, while still preserving its original charm. Streamlined decor, gleaming wood floors, and stunning views from the common spaces, deck, and hot tub invite you to simply relax.

Jul 26 – Aug 2

G$52,045 GYD per night