
House holiday rentals in Maryland
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Top-rated house rentals in Maryland
Guests agree: These houses are highly rated for location, cleanliness and more.

Haiku River House | 5BR Zen Retreat Near DC
Tranquil Japanese-style riverfront retreat 18min to Downtown DC. Watch boats glide by, relax with games, or explore National Harbor & MGM Casino. Serene 5BR/4BA home, peaceful retreat with open floor plan, 3 private wings, Peloton, and accessible baths. Enjoy smart TVs in every room, 50" HDTV, zen-like workspace, and fully stocked kitchen. Sleeps 10: K, Q x 4 Stunning sunsets on Potomac Chef's kitchen Designer mattresses Golden Tee arcade Workspace w/ FAST Wi-Fi Single-level home Park 4 cars
LocationFamilyCondition
4.98 out of 5 average rating, 107 reviews
Waterfront. Spacious. HotTub. Kayaks. DogFriendly.
Custom waterfront home with everything you need to relax and recharge. Two levels of decks offer amazing views of the changing tides on Cat Creek. Soak in the hot tub and watch the eagles soar by, or head down to the dock for crabbing, fishing, and kayaking during high tide. Located in historic Southern Maryland, this quiet, hidden estuary makes for a unique getaway with great amenities. Fast WiFi for work, game room for fun, and a fenced-in yard for dogs. 1 hour from DC but feels worlds away.
LocationValueAmenities
5.0 out of 5 average rating, 107 reviews
Waterfront 4-BR home w/ hot tub & charging station
Immaculately maintained 4-bedroom waterfront home + home gym on Cobb Island with water views from every window! Four beach cruiser bikes & private dock w/ 4 kayaks, to enjoy the peaceful Neale Sound. Hot tub + private deck off of the kitchen. Wall of windows inside the home, flooded w/ natural sunlight. Views of the sound & the river side of the island. 3 BR are large (2 King beds/1 Queen), w/ their own BA (1 BR w/ BA is on 1st floor, no stairs). Smart TV's in 3 BR's. Great entertaining space!
ValueLocationKitchen
4.99 out of 5 average rating, 142 reviews
Waterfront Cheerful 5 home
Welcome to this brand-new relaxing home with an 80ft pier by the water for your getaway. It is perfect for vacations, retreats, meetings, family reunion and business travelers’. Create memories and beautiful experiences while enjoying the beautiful 5 Bedrooms, 4 Bathroom .one bedroom on the first floor and four beds on the second floor. House has a large custom kitchen. It is located 11 miles from BWI airport,11.8 miles from downtown Baltimore,17 miles Naval academy and 40 miles to the DC .
LocationValueParking
4.94 out of 5 average rating, 181 reviews
Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.
ValueFamilyIndoor spaces
4.99 out of 5 average rating, 152 reviews
Luxury Fells Home w/Hot Tub, Poker Room, & Parking
Treat yourself to a luxury getaway with a 6-person hot tub, poker room with record player, and a gorgeously renovated bathroom with a freestanding soaking tub. This opulently decorated, spacious, renovated townhouse is located in the heart of very safe Fells Point. Sleeping arrangements for 6. Blazing fast 1GB Wifi, dedicated work space, 1 street parking permit, 65" Smart TV, and only 3 short blocks (3 min walk) to the bustling Fells Point waterfront. Just far enough to sleep undisturbed!
FamilyLocationHot tub
4.95 out of 5 average rating, 122 reviews
Iconic Chesapeake. Unparalleled Luxury.
Autumn at The Cottage at Silver Water is peaceful, cozy, and a little magical. Crisp days invite you to kayak, explore the shoreline, or enjoy the changing colors. Evenings bring golden skies, spectacular sunsets, cool breezes, and fires by the water. Inside, the cottage is warm and inviting, with luxurious bedding, curated art, and thoughtful amenities for a relaxed, memorable stay. Come experience autumn at Silver Water—and see why every guest has given their stay five stars.
FamilyLocationAccess
5.0 out of 5 average rating, 217 reviews
Sunset Breezes - quiet waterfront retreat
Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.
ValueLocationCheckout
4.99 out of 5 average rating, 228 reviews
Modern 3-Level Stay| Hot Tub | Game Room | Parking
Spacious 5BR home near D.C. with hot tub, fire pit, and game room—perfect for families or groups! Enjoy 3 levels of comfort, a full kitchen, fast Wi-Fi, smart TV, and self check-in. Relax in the private backyard, grill out, or unwind in the hot tub. Pet-friendly and sleeps 12 comfortably. Located in a quiet neighborhood just minutes from downtown Silver Spring and Washington, D.C. Free parking, kid-friendly, and ideal for work trips or weekend getaways. Book your stay today!
FamilyValueWi-Fi
4.99 out of 5 average rating, 289 reviews
Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.
FamilyValueSleep quality
4.99 out of 5 average rating, 142 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).
FamilyLocationDecor
4.97 out of 5 average rating, 113 reviews
Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).
FamilyValueComfort
4.99 out of 5 average rating, 141 reviewsPopular amenities for Maryland house rentals
House rentals with a pool

Private Pool | Modern | Lux 4 BR Retreat | Near DC
LocationValueShared spaces
4.84 out of 5 average rating, 123 reviews
Gunpowder Retreat
ValueFamilyHospitality
4.98 out of 5 average rating, 152 reviews
Stoney Spring Overlook
LocationValueNearby
4.95 out of 5 average rating, 156 reviews
Inground Pool | Hot Tub | Sauna | Theme Room
ValueFamilyQuiet
4.89 out of 5 average rating, 231 reviews
Beautiful Kent Island Getaway with Pool
ValueLocationBathroom
4.97 out of 5 average rating, 133 reviews
Gorgeous, Waterfront Home Is Perfect for Families!
ValueFamilyRiver
4.96 out of 5 average rating, 140 reviews
4BR, 4BA, Amazing Indoor Pool, EV charger, ~10 acr
LocationValueView
4.88 out of 5 average rating, 105 reviews
The Little Gypsy BoHome
ValueLocationCleanliness
4.99 out of 5 average rating, 255 reviewsWeekly house rentals

Upper Chesapeake Getaway
ValueFamilyGetting around
4.96 out of 5 average rating, 171 reviews
Red Point Lighthouse
FamilyLocationShared spaces
4.96 out of 5 average rating, 138 reviews
*Where Eagles Soar* Peaceful Waterfront Retreat.
LocationFamilyQuiet
4.97 out of 5 average rating, 104 reviews
Waterfront, Dog-friendly, Hot Tub, Gas Fireplaces
LocationFamilyAccess
5.0 out of 5 average rating, 189 reviews
8 Acre Waterfront Oasis! Pets are Free! 140ft Pier
FamilyLocationComfort
4.98 out of 5 average rating, 155 reviews
River House on the Choptank
ValueFamilySleep quality
4.92 out of 5 average rating, 129 reviews
Cabin in the Woods - Weekday Specials!
LocationFamilyWi-Fi
4.87 out of 5 average rating, 639 reviews
Historic Riverside Cottage
LocationFamilyOutdoor spaces
4.96 out of 5 average rating, 104 reviewsPrivate house rentals

Riverside Cabin! Riverfront Sauna! Theater Room!
LocationValueCleanliness
4.97 out of 5 average rating, 101 reviews
Private Waterfront Home W/ Hot Tub, Dock & Kayaks
LocationFamilyRiver
4.95 out of 5 average rating, 314 reviews
The River House: A private waterfront oasis…
LocationFamilyBiking
4.94 out of 5 average rating, 100 reviews
Blue Pearl-Luxury estate with private dock/jacuzzi
ValueFamilyLayout
4.97 out of 5 average rating, 107 reviews
The Little House on Back Creek
FamilyLocationGetting around
5.0 out of 5 average rating, 143 reviews
Spacious Gorgeous Waterfront Home with Sunset View
LocationFamilyCheckout
4.86 out of 5 average rating, 170 reviews
Waterfront Home: Osprey Getaway
ValueFamilyLayout
4.99 out of 5 average rating, 109 reviews
Walk to Stadiums | 2 Rooftop Decks | Parking
ValueFamilyQuiet
5.0 out of 5 average rating, 44 reviewsDestinations to explore
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