Miles River, Maryland Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Miles River, Maryland on RentalSaver.com!

Miles River Rentals

From $534 per night (USD)
VRBO
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Recently upgraded heating, ventilation and air conditioning with new ductless system. This private coastal decorated ho ...
From $534 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Waterfront Sunset Bayview: sleeps 6
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our beautiful, completely renovated waterfront home in the heart of Kent Island! Our home has magnificent dir ...
From $455 per night (USD)
Expedia
Click For Pricing
VRBO
Vacation Rental in Historic St. Michaels
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your charming and cozy short-term rental above the heart of St. Michaels' vibrant community! Nestled right ab ...
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VRBO
From $818 per night (USD)
Expedia
Charming Waterfront Stay close to St. Michaels
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Miles View Villa, your private waterfront retreat near St. Michaels. This spacious 4-bedroom home of ...
From $818 per night (USD)
Expedia
From $375 per night (USD)
VRBO
River Front, Private Single Family Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Soak in the waterfront hot tub or sit around the fire pit in this one story completely renovated house with 3 bedrooms a ...
From $375 per night (USD)
VRBO
From $1240 per night (USD)
Expedia
Minutes from Downtown St. Michaels | Guest House | Pool | Private Dock
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
A Tranquil Contemporary St. Michaels Waterfront Cottage featuring a separate 1st floor newly renovated garage apartment ...
From $1240 per night (USD)
Expedia
From $1269 per night (USD)
VRBO
Kent Island Waterfront | New Construction | Pool | Hot Tub | Stunning View | Lux
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Relax and unwind at this spa-like luxury waterfront estate. Located on the Chesapeake Bay, this newly constructed vacati ...
From $1269 per night (USD)
VRBO
From $1235 per night (USD)
Expedia
Heated pool, sandy beach, pier, and playground set punch point apart!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
TREMEZZO STAY - PUNCH POINT Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury re ...
From $1235 per night (USD)
Expedia
From $707 per night (USD)
VRBO
Caribbean HEATED POOL Home near Matapeake Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Summary: This exquisite Eastern Shore residence is perfect for relaxation and a quick trip to the beach or Annapolis, bo ...
From $707 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Chic 3 BR / 2 BA Cottage Near Chesapeake Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Plan your getaway on the Chesapeake Bay! Blue Heron’s Landing is on beautiful Kent Island, MD. The home is a short walk ...
From $342 per night (USD)
VRBO
From $567 per night (USD)
VRBO
Waterfront Retreat on Kent Island — Private Dock, Bay Views, Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Escape to the shores of Kent Island at this 3-bedroom home, just minutes from historic Annapolis and under 2 ho ...
From $567 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Floating 2 bed 2 bath condo stunning views of the bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
A truly unique experience, Enjoy the stunning view of the bay and nature staying on this 40 ft yacht moored at a fishing ...
From $252 per night (USD)
Expedia
From $627 per night (USD)
VRBO
Arcadia Shores on the Cove.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Your home away from home in Easton with 4 bedrooms and 4 full baths. This sprawling rancher offers a tranquil and soothi ...
From $627 per night (USD)
VRBO
From $484 per night (USD)
VRBO
Welcome to The Blue Crab House Stevensville Maryland Eastern Shore
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome To The Blue Crab House Full of your finest eastern shore charm in Stevensville Maryland this spacious 3 bedroo ...
From $484 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Room for an Island getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy easy access to everything from this perfectly located room with water views off of Rt. 50 between the Chesapeake B ...
From $199 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Pet-Friendly Island Getaway | Bikes & Porch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the best of Tilghman Island in this bright and inviting 3-bedroom, 2-bath cottage. Perfect for famil ...
From $285 per night (USD)
VRBO
From $684 per night (USD)
VRBO
Kent Island Waterfront | Pool | Stunning View
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Relax and unwind. Located on the Chesapeake Bay, this charming vacation rental features 3 bedrooms, 2 bathrooms, and a r ...
From $684 per night (USD)
VRBO
From $322 per night (USD)
Expedia
Waterfront House in Saint Michaels: Pets Welcome!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Escape to this charming 2-bedroom waterfront home in Saint Michaels! Enjoy a perfect blend of relaxation and co ...
From $322 per night (USD)
Expedia
From $790 per night (USD)
VRBO
Pet-Friendly 3 bedroom with a Pool, Hot Tub & Near St. Michaels
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summary: Your perfect fall Chesapeake getaway awaits! Just minutes from the charming harbor town of St. Michaels, this 3 ...
From $790 per night (USD)
VRBO
From $318 per night (USD)
Expedia
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Get ready to relax in this brilliant 3-bedroom coastal-country home in Stevensville. Remodeled and refurnished complete ...
From $318 per night (USD)
Expedia
From $1378 per night (USD)
VRBO
Minutes from Downtown St. Michaels | Pool | Outdoor Kitchen | Private Dock | Hot
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Discover Your Peaceful Escape! Welcome to your dream vacation estate, an impressive 5-bedroom, 5-full bathroom, 1-half ...
From $1378 per night (USD)
VRBO
From $572 per night (USD)
Expedia
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Bay Creek Cottage! We are excited to have you as guests and hope you enjoy your vacation on Kent Island! Plea ...
From $572 per night (USD)
Expedia
From $464 per night (USD)
VRBO
One-level waterfront home with beach and stunning views all the way to the Bay Bridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning views and your own sandy beach! Relax with the whole family as you watch the world sail by from the comfort of ...
From $464 per night (USD)
VRBO
From $280 per night (USD)
VRBO
Tilghman Island Retreat By Knapps Narrows!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Furnished Sunroom | Family Friendly | Half-Mi to Marina Make your way to this lovely Tilghman Island vacation rental, i ...
From $280 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to Coco’s Nest, your intimate escape in the charming historic district of Saint Michaels, Maryland. Per ...
From $500 per night (USD)
VRBO
From $578 per night (USD)
VRBO
Log Cabin, Woodland Retreat, Family & Pet-Friendly-St. Michaels
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Wales Family Cabin offers singles, couples, families, artists, writers, forest lovers and others a reprieve from the bus ...
From $578 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Bayfront Retreat Near St. Michaels | Private Dock • Sunset Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Wake up to sweeping Chesapeake Bay views just minutes from St. Michaels. Cast a line from your private dock, si ...
From $413 per night (USD)
VRBO
From $1204 per night (USD)
Expedia
Minutes from Downtown Easton and St. Michaels | Pool
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to your dream retreat, nestled in a serene cove that feels like a page from a fairytale. This enchanting waterfr ...
From $1204 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Island Blue Getaway! Brand new charming family friendly Home on Kent Island MD
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover the beauty of Kent Island from this 3-bedroom house. This fantastic property offers a king bed, a queen bed, an ...
From $458 per night (USD)
VRBO
Click For Pricing
Expedia
Charming 1-bedroom cottage in downtown Saint Michaels
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay comfortably in Saint Michaels at this 1-bedroom cottage. Nestled in a beautiful and peaceful setting, this brillian ...
Click For Pricing
Expedia
From $613 per night (USD)
VRBO
Pier Pleasure Retreat- Waterfront & Private Pier
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Pier Pleasure Retreat: Your Waterfront Oasis Welcome to Pier Pleasure Retreat, a newly renovated 4-bedroom, 4-bathroom ...
From $613 per night (USD)
VRBO
From $450 per night (USD)
Expedia
The Farm House at Hunting Creek
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Experience the charm of this stunning, gated estate carriage house, nestled on 80 acres of breathtaking land. With panor ...
From $450 per night (USD)
Expedia
From $556 per night (USD)
VRBO
RELAX- Eastern Shore Creek Home - 6 Guests
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Come enjoy the coastal lifestyle of the Chesapeake Bay with friends & family! **Located in the Prospect Bay Country Clu ...
From $556 per night (USD)
VRBO
From $1220 per night (USD)
Expedia
Kent Island Waterfront | Game Room | Private Dock | Pool
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Soar above the everyday. Vacation like a legend. This waterfront oasis in Queen Anne's County offers an escape that ble ...
From $1220 per night (USD)
Expedia
From $219 per night (USD)
VRBO
Charming 3 Bedroom Cottage – 6 Miles to St. Michaels
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Welcome to Pot Pie Cottage — your charming, well-priced escape just minutes from the historic town of St. Micha ...
From $219 per night (USD)
VRBO
From $169 per night (USD)
Expedia
Chesapeake Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
VERY CLOSE to Island wedding venues. Cottage is a private detached 1st floor dwelling and has off street parking. Queen ...
From $169 per night (USD)
Expedia
From $880 per night (USD)
VRBO
Secluded 1870s farmhouse full of historic charm + breathtaking waterfront views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
This secluded 1870s farmhouse is full of historic charm and surrounded by natural beauty. Take in breathtaking views of ...
From $880 per night (USD)
VRBO
From $366 per night (USD)
Expedia
3 Bedroom St. Michaels Retreat | Walk to town
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Easy walking and biking distance to the heart of St. Michaels. Enjoy shops, restaurants, and waterfront charm j ...
From $366 per night (USD)
Expedia
$Charming 3-bedroom in Village of Claiborne \nBOOK 3 NIGHTS GET 4TH FREE STR24-33$
From $346 per night (USD)
VRBO
Charming 3-bedroom in Village of Claiborne \nBOOK 3 NIGHTS GET 4TH FREE STR24-33
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the beauty of Claiborne and feel the calm from this 3-bedroom house. With 2 queen beds, 1 full bed, and 1 twin ...
From $346 per night (USD)
VRBO
From $1570 per night (USD)
VRBO
On-Site Boat Dock: Queenstown Home w/ Pool & Yard!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Expansive Outdoor Relaxation Space | Sunroom w/ Views | Pet Friendly w/ Fee Dive into waterfront fun when you stay at t ...
From $1570 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Waterfront House: Hot Tub, Fire Pit, & Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Summary: Escape to a stunning Waterfront Getaway on Maryland's Eastern Shore! This charming house offers breathtaking wa ...
From $555 per night (USD)
VRBO
From $634 per night (USD)
Expedia
Kent Island Comfort 4BR Home Minutes from Waterfront, Wineries & Nature Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Charming Kent Island Retreat – 4 BR • 2.5 BA • Pool Table • Near the Water ""Brand New Construction"" Escape to the East ...
From $634 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Crab Alley | Waterfront Home + Hot Tub + Game Room
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
BNB Breeze Presents: Crab Alley Welcome to Crab Alley, a stunning Bayfront home nestled in the serene surroundings of Ch ...
From $460 per night (USD)
VRBO
From $676 per night (USD)
Expedia
Beautiful 3-bedroom Miles River waterfront in tranquil Easton - Relax and unwind
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in Easton at this beautiful newly refreshed waterfront home nestled in private cove on 47 acres of river and farm ...
From $676 per night (USD)
Expedia
From $805 per night (USD)
VRBO
Kent Island Maryland Getaway
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Wade a Minute Chester Escape to a charming waterfront retreat located in Chester, MD, this impressive 5-bedroom, 3.5 ba ...
From $805 per night (USD)
VRBO
From $344 per night (USD)
Expedia
Waterfront condo. Completely renovated. Walk to Kent Island's best places
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Invited to a Kent Island wedding or event -- going to a boat show or Navy football game? This waterfront condo is the pe ...
From $344 per night (USD)
Expedia
From $330 per night (USD)
VRBO
The Snuggery Inn & Suites Sea Grass Room
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This stylish place is within steps of all the shopping, dining, nightlife and museums. The Snuggery Inn & Suites offers ...
From $330 per night (USD)
VRBO
From $437 per night (USD)
VRBO
The Snuggery Inn & Suites Captain's Quarters
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This stylish place is within steps of all the shopping, dining, nightlife and museums. The Snuggery Inn & Suites offers ...
From $437 per night (USD)
VRBO

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Miles River Rentals

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Results: 148 Rentals