308+ Vacation Rentals Near Wye Landing |
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The Best Vacation Rentals in Wye Landing

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

Property Image From $1,039
         

10.0 (87 Reviews)
House
Baydream Believer
  • Air Conditioner
  • Parking
  • View

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Property Image From $275
         

10.0 (89 Reviews)
Bed & Breakfast
Wades Point Inn on the Bay
  • Air Conditioner
  • Parking
  • Wheelchair Accessible

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Property Image From $344
         

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10.0 (82 Reviews)
Bed & Breakfast
Hummingbird Inn
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $396
         

9.8 (191 Reviews)
Cottage
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,200
         

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10.0 (2 Reviews)
Villa
Blake House Historic Estate with Private Inn
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $505
         

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10.0 (38 Reviews)
Bed & Breakfast
The Oaks Waterfront
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $1,036
         

10.0 (137 Reviews)
House
Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $829
         

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10.0 (1 Review)
House
Lansdowne Manor
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $252
         

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9.2 (130 Reviews)
Bed & Breakfast
Parsonage Inn
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $272
         

9.6 (124 Reviews)
Cottage
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $319
         

9.8 (36 Reviews)
House
Little Creek Hideaway - Privacy and Perfect Family Getaway.
  • Air Conditioner
  • Pet Friendly
  • TV

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Property Image From $507
         

10.0 (192 Reviews)
House
Island Life! Kent Island Waterfront with Pool-Bring your boat!
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $413
         

10.0 (126 Reviews)
House
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $238
         

10.0 (105 Reviews)
Cottage
Secluded Waterfront Cottage on 200 acre farm near Queenstown
  • Air Conditioner
  • Parking
  • TV

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Property Image From $165
         

10.0 (103 Reviews)
Boat Rental
Cass-Away Luxury Houseboat
  • Air Conditioner
  • Parking
  • TV

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Property Image From $824
         

10.0 (95 Reviews)
House
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $347
         

10.0 (83 Reviews)
House
Walk to Everything House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $789
         

10.0 (51 Reviews)
House
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
  • Air Conditioner
  • Parking
  • TV

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Property Image From $292
         

10.0 (50 Reviews)
Apartment
Modern Flat in the Heart of St. Michaels – Walk Everywhere
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $271
         

10.0 (43 Reviews)
House
Stylish Home on the Choptank River (with Tidal Beach)
  • Air Conditioner
  • Parking
  • TV

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Property Image From $163
         

10.0 (42 Reviews)
Boat Rental
Cass-N-Reel Luxury Houseboat
  • Air Conditioner
  • Parking
  • TV

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Property Image From $757
         

10.0 (33 Reviews)
House
Downtown St. Michaels | Bikes | Kayaks | Private Pier
  • Air Conditioner
  • Parking
  • TV

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Property Image From $256
         

10.0 (31 Reviews)
Apartment
Harbor View SuitenTalbot County License Number STRN-25-58
  • Air Conditioner
  • Parking
  • TV

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Property Image From $198
         

10.0 (26 Reviews)
House
Adorable two-bedroom retreat close to Easton, Denton, Centreville
  • Air Conditioner
  • Parking
  • TV

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★ Pro Tip: Vacationsrental makes it easy to compare the best listings on Vacationsrental homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Vacationsrental homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wye Landing.

Weather in Wye Landing

View the weather forecast for Wye Landing before booking your Wye Landing Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Wye Landing, MD

Vacationsrental offers a large selection of top attractions around Wye Landing. Research things to do on your vacation before you visit Wye Landing.


St. Michaels Winery Queenstown Premium Outlets Chesapeake Bay Maritime Museum Queenstown Harbor Golf Club Avalon Theatre Eastern Neck National Wildlife Refuge Easton Cycle and Sport Academy of the Arts Pickering Creek Audubon Center Queenstown Harbor Golf Links Hog Neck Golf Course Chesapeake Bay Environmental Center Chesapeake Exploration Center Adkins Arboretum Academy Art Museum St. Michaels Museum Talbot Massage Talbot County Visitor Center Customs House The Third Haven Friends Meeting House