
Holiday houses in Patuxent River
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Top-rated holiday rentals in Patuxent River
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Annapolis Area Waterside Retreat
This Rhode River home is your perfect getaway to the Annapolis area - whether you’re looking to get away to a unique home overlooking incredible sunsets, a fun weekend with friends along the water, a family trip to the Chesapeake, or a private work retreat away from the bustle of the city, this home has it all. The house is a short drive from DC or Baltimore and unlike any Airbnb this side of the Chesapeake - it is on a 3 acre marina just minutes from Annapolis but private and away from it all!
4.95 out of 5 average rating, 262 reviews
Charming Historic 2 Bedrooms on the Chesapeake Bay
Come visit North Beach, Maryland! Enjoy year-round activities, crab houses, and great restaurants. Our quaint 100-year-old cottage sits directly on the Chesapeake Bay. Relax on the front porch and watch the sunrise. Take a short walk to the charming shops and eateries. The comfortable cottage has everything you need for a getaway. Just a stone’s throw away from the half-mile-long boardwalk and bike trails. Stroll to the Saturday morning Farmer’s Market, First Fridays, and movies on the beach!
4.9 out of 5 average rating, 112 reviews
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
Waterfront Enjoyment: A 3-bedroom, 2-bathroom home! This charming one-story house in Churchton, Maryland, is perfect for families. It includes 8 acres of land and over 700 feet of waterfront on Broadwater Creek, ideal for fishing, crabbing, paddleboarding, and kayaking. Discover the charming town of Deale, Maryland, with its easy entry to the Chesapeake Bay. Relax and enjoy this property! There's a brand-new 140-foot dock with beautiful views of the bay, ideal for catching crabs and fish!
4.98 out of 5 average rating, 151 reviews
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
A spectacular, spacious 2 bed, 2.5 bath, pet friendly, waterfront home with stunning, unobstructed views located directly on the Chesapeake Bay. Short walk to beach and pier and several bars and restaurants. A large gourmet kitchen provides everything you'lli need. Workout on the in-house Peleton bike & treadmill. Two cruising bikes are yours to explore town or bike to dinner. Enjoy the private hot tub and 2 gas fireplaces. Solo stove on back deck. **Message host for add’l dates**
5.0 out of 5 average rating, 186 reviews
Kone Oasis- hot tub, pool, theater/game rm.
Have fun and relax! Near every amenity. Huge Pool w/multiple cabanas, hot tub, trampoline, playground, axe throwing, pool/ice hockey table, arcade,huge theater room, basketball court, grill, spa/library with sauna and full gym!! 5 comfy beds. Rooms split for privacy. Open kitchen/dining/living room. Cold DeerPark water fountain. Now offering RV for additional cost to add additonal sleeping space. Basement apt so there is some movement noise. 20 mins to DC & National Harbor
4.94 out of 5 average rating, 215 reviews
Iconic Chesapeake. Unparalleled Luxury.
Summer at The Cottage at Silver Water is effortless and indulgent. A sweeping waterfront lawn leads to a private shoreline for swimming, kayaking, and long days in the sun. Evenings bring golden skies, spectacular sunsets, and fires by the water’s edge. Inside, the cottage is beautifully designed with luxurious bedding, curated art, and thoughtful amenities that make every stay relaxed, refined, and unforgettable. See why all our guests only have a 5-Star experience.
5.0 out of 5 average rating, 214 reviews
Waterfront Sanctuary only 50 Min. From DC/Balt.
New full home renovation with gourmet kitchen, wide open floor plan, multiple guests rooms, and a bunk room that accommodates 12. An inviting space that welcomes any couple or a large extended family. This home sits with only three other homes on a private peninsula and has water access on both sides. It is conveniently located less than an hour from DC and Baltimore on the west coast of the Bay (no need to cross the Bay Bridge).
4.97 out of 5 average rating, 110 reviews
Home Sweet Home! 3 bds | Bath | Kitch | Laundry
Stay and Relax with the whole family in this brand new spacious basement apartment with lots of room for fun. Easy access to the White House, Six Flags, Chesapeake Beach, National Museums, Smithsonian Zoo, and a host of other beautiful sights in the D.C., Maryland, and Virginia (DMV) areas. The nightly rate includes up to two guests, and there is a $20 per night charge for each additional guest staying overnight in the unit.
4.97 out of 5 average rating, 115 reviews
Modern 6BR • Close to DC & Annapolis
Bright and spacious 6 bedroom, 5.5 bathroom home with a gym and sauna in a quiet, safe Largo neighborhood. Perfect for families and relaxed groups. Woodmore Town Center is under 5 minutes for groceries, dining, and shopping. About 20 minutes to DC and Silver Spring, with the Largo Town Metro only 7 minutes away for easy access to all major lines. Fast Wi-Fi, comfy beds, friendly neighbors, and plenty of space to unwind.
4.82 out of 5 average rating, 177 reviews
Cottage on the Creek
The Cottage is perfectly perched alongside Cuckold Creek showcasing the beauty of Southern Maryland. Our home provides plenty of space for relaxing together with a water view everywhere you turn. Each space is set up to provide you with the comforts of home, so you can relax and enjoy being in the moment. Located in the heart of Hollywood, not too far from stores or restaurants, but still "away from it all". ✨
4.99 out of 5 average rating, 107 reviews
Cozy Waterfront Cottage - Pet Friendly
Original waterfront cottage in North Beach is perfect for a small family or two couples. Beautiful sunrises and moonrises over the boardwalk from the front deck. Walk to restaurants and nightlife, stroll the boardwalk, chill on the beach or go to the spa or charter fishing in Chesapeake Beach. Pet friendly. Beach Passes, umbrella and chairs included. 2 bedrooms plus a twin daybed that pulls out to queen bed.
4.95 out of 5 average rating, 107 reviews
The Little Gypsy BoHome
Escape to a private Chesapeake Bay retreat with stunning water views and sunsets. Located in peaceful Tracy’s Landing, this coastal home offers relaxed charm and resort-style amenities. Enjoy a saltwater pool, private beach, sauna, steam shower, canoe, and outdoor spaces. Perfect for families, couples, or friends, with easy access to Annapolis and D.C. Relax, recharge, and make unforgettable memories.
4.99 out of 5 average rating, 251 reviewsPopular amenities for Patuxent River holiday rentals
Other great holiday rentals in Patuxent River

5-BR Home near DC Metro -Free Parking/Full Kitchen
4.97 out of 5 average rating, 335 reviews
Waterfront Cheerful 6 BR Home with Private Pier
4.96 out of 5 average rating, 120 reviews
Historic Apothecary | 2 Master Suites | Old Town
4.97 out of 5 average rating, 174 reviews
Cozy waterfront getaway on the Bay
4.86 out of 5 average rating, 435 reviews
Canary Pointe-A popular getaway for 2!
4.98 out of 5 average rating, 283 reviewsSuperb, Designed, Historic House in Georgetown
4.98 out of 5 average rating, 412 reviews
Luxury Farmette -Private & Secluded-1hr to DC
5.0 out of 5 average rating, 125 reviews
Relaxing Water Views - Mill Creek Cottage
4.97 out of 5 average rating, 470 reviewsDestinations to explore
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- M&T Bank Stadium
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