Oxford

Travel Guide

A waterfront street lined with trees and a white building with a balcony.
A waterfront street lined with trees and houses.
A grassy area with two Adirondack chairs facing a body of water, a large tree, and a distant shoreline with buildings.
A beach with two white Adirondack chairs under a tree, overlooking the sea.
A waterfront with houses, boats, and wooden pilings.
Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
103 West Strand Road Oxford MD
The price is CA $427 per night from Oct 20 to Oct 21
CA $427
CA $469 total
Oct 20 - Oct 21
includes taxes & fees
Book a stay at this beach hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular ...
Sandaway Suites & Beach
Historic Waterfront Estate with Pool & Pet-Friendly  – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Stay at this vacation home in Oxford. Enjoy private pools, a garden, and laundry facilities. Popular attractions Oxford Museum and Royston Island are located ...
10/10 Exceptional! (26 reviews)
"Plenty of room. Lovely setting. Quiet and private. Fun, classic eastern shore historic farm with dock. Think wedding crashers. Suitable for quality entertaining."

Reviewed on Sep 28, 2026

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is CA $122 per night from Nov 1 to Nov 2
CA $122
CA $134 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
St Michaels Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Historic Waterfront Estate with Pool & Pet-Friendly  – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Stay at this vacation home in Oxford. Enjoy private pools, a garden, and laundry facilities. Popular attractions Oxford Museum and Royston Island are located ...
10/10 Exceptional! (26 reviews)
"Plenty of room. Lovely setting. Quiet and private. Fun, classic eastern shore historic farm with dock. Think wedding crashers. Suitable for quality entertaining."

Reviewed on Sep 28, 2026

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Book a stay at this family-friendly vacation home in Cambridge. Enjoy free WiFi, private pools, and a garden. Popular attractions Christ Rock Park and Spocott ...
9.6/10 Exceptional! (98 reviews)
"Excellent house, 100% recommended. We were a group of 15 people, 5 of them with disabilities, 3 with wheelchairs, still the house was very suitable for everyone."

Reviewed on Sep 15, 2026

Private 2 Acre Waterfront Family Retreat with Pool & Pier
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffeemaker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
7.4/10 Good! (10 reviews)
"Kate and her husband were amazing. They helped us every step of the way. Even met us there to help learn our way around the boat. Definitely going again"

Reviewed on Sep 2, 2026

Floating 2 bed 2 bath condo stunning views of the bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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