Compare Oxford Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Oxford Cottages

Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town

St Michaels MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville MD
Guests staying at this cottage enjoy a sauna, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
The Middle Point Cabin in Saint Michaels

The Middle Point Cabin in Saint Michaels

Neavitt MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Charming Waterfront Cottage Retreat near St. Michaels

Charming Waterfront Cottage Retreat near St. Michaels

Bozman MD
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

2 out of 5
Stevensville MD
$802 nightly
The price is $885 total per night
$885 total
Dec 30 - Dec 31
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Oxford
View all properties
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.

Oxford Beach Accommodation

    Robert Morris Inn

    Robert Morris Inn

    314 N. Morris St Oxford MD
    8.2/10 Very Good! (280 reviews)

Hotel Options in Oxford

    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd Cambridge MD
    $197 nightly
    The price is $224 total per night from Jan 1 to Jan 2
    $224 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.6/10 Excellent! (1,001 reviews)
    Hilton Garden Inn Kent Island Marina

    Hilton Garden Inn Kent Island Marina

    3206 Main St Grasonville MD
    $114 nightly
    The price is $127 total per night from Jan 1 to Jan 2
    $127 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.8/10 Excellent! (999 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln St. Michaels MD
    $574 nightly
    The price is $632 total per night from Dec 30 to Dec 31
    $632 total
    Dec 30 - Dec 31
    Total with taxes and fees
    9.4/10 Exceptional! (372 reviews)

Cottages

Book a cottage in Oxford
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Oxford. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Oxford better.

Cottage apartments in Oxford range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Oxford
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Oxford and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Oxford cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Oxford. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Oxford Cottages essential information

Accommodation
47 Cottages
Lowest Price
$127
Highest Price
$885
Popular accommodation
Relaxing Waterfront Cottage Near St Michaels, Maryland, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, The Middle Point Cabin in Saint Michaels, Charming Waterfront Cottage Retreat near St. Michaels, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Explore More Ways to Travel with Travelocity