Discover Your Ideal Oxford, Maryland Vacation Rentals for a Memorable Getaway
Discover Your Perfect Oxford Vacation Homes
Best Vacation Homes in Oxford
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Oxford Luxury Rentals
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Oxford Pet Friendly Vacation Rentals
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Oxford Large Vacation Homes
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Why Choose Rent By Owner for your Oxford Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Oxford
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here can enhance your experience, as this destination offers different charms and activities depending on the season, ensuring you find the perfect moment to enjoy the regionβs unique atmosphere.
Peak Season Highlights
Late Spring to Early Summer (May to June)
This is the time when the area's natural beauty and pleasant weather attract visitors seeking a peaceful retreat. You can enjoy warm days ideal for outdoor activities and exploring scenic views.
Early Fall (September to October)
The early fall months welcome travelers with mild temperatures and fewer crowds, making it perfect for relaxing in the region's charming surroundings and enjoying local events.
Off-Season Highlights
Winter (December to February)
During winter, the area experiences quieter moments, offering a more serene setting for those seeking tranquility away from busy tourist seasons.
Late Fall (November)
As the leaves change and temperatures drop, this period sees fewer visitors, providing an excellent opportunity for you to enjoy the region's peaceful atmosphere and explore at your own pace.
Weekly Weather Forecast for Oxford
How to Book Your Oxford Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Oxford
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a fully equipped patio or picnic area
- Relax by the private swimming pool surrounded by scenic views
- Take advantage of well-maintained grilling stations for barbecues
- Explore nearby waterfronts through accessible kayak or boat launch points
- Unwind in beautifully landscaped gardens or green spaces
- Utilize outdoor fire pits for cozy evenings under the stars
- Spend time on spacious decks or verandas overlooking the region's natural beauty
Top Attractions Around Oxford
What attractions are nearby?
Here, you can enjoy a variety of outdoor activities and scenic sights that showcase the charm of the region, making it an ideal destination for those seeking relaxation and adventure nearby.

Family Activities
- Oxford Waterfront Park: Enjoy a relaxing day outdoors at this scenic park, perfect for family picnics and gentle strolls along the Chesapeake Bay.
- Pembroke Bay Marina: Explore the waters of the region with boat rentals and fishing excursions suitable for family adventures on the bay.
- Historical Museum in Oxford: Discover local history through engaging exhibits that educate and entertain children and adults alike.
- Chesapeake Maritime Museum: Learn about the maritime heritage of this area through interactive displays and boat tours that fascinate the whole family.
Adult Activities
- Explore Oxford's historic waterfront: Stroll along the picturesque harbor to enjoy scenic views and learn about the area's maritime history.
- Visit local wineries and tasting rooms: Sample regional wines and enjoy guided tours that highlight the region's vibrant viticulture scene.
- Enjoy outdoor activities at the state park: Engage in hiking, birdwatching, or relaxing picnics amidst the natural beauty of this popular destination.
- Experience boutique shopping and dining: Discover unique shops and savor farm-to-table cuisine in charming downtown Oxford.
Other Places to Stay in Oxford, MD
Oxford Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Eateries: Take the opportunity to enjoy the regionβs fresh seafood and waterfront dining experiences to truly immerse yourself in the local flavor.
- Visit Waterfront Areas: Make the most of your stay by spending time along the scenic waterways, which are perfect for relaxing walks or boat rides.
- Discover Historic Sites: Enhance your trip by exploring the area's rich history through its preserved sites and charming neighborhoods.
- Plan Outdoor Activities: Maximize your enjoyment by engaging in outdoor pursuits like fishing, kayaking, or simply taking in the tranquil scenery here.
Transportation Options
- Rental Car Services: Easily explore the region with rental cars available locally, offering flexibility and convenience during your stay here.
- Local Taxis and Ride-Sharing: Ride-sharing apps and taxi services provide quick transportation options within this destination for effortless travel around the area.
- Public Transportation: Buses and shuttles operate in the region, offering budget-friendly ways to access nearby attractions and amenities.
- Biking and Walking: The area's scenic paths and walkable streets encourage eco-friendly exploration of Oxfordβs charming surroundings.
Local Customs Options
- Crab Feast Tradition: Participate in the local custom of crab feasts, where fresh Maryland blue crabs are enjoyed with family and friends along the scenic waterfront.
- Sailing and Boating Etiquette: Embrace the regionβs maritime culture by observing sailing customs, such as proper navigation and respect for local boaters on the Chesapeake Bay.
- Seafood Preservation Practices: Discover the area's commitment to preserving its seafood heritage through traditional smoking and cooking methods passed down through generations.
- Experience authentic local history by attending community reenactments that celebrate the regionβs maritime and colonial past.
Oxford Vacation Rental Frequently Asked Questions
1. What is the cancellation policy for vacation rentals in this area?
2. How do I find the best vacation rental deals in the region?
3. Are there any specific house rules I should be aware of before booking?
4. What is the check-in and check-out process like for vacation rentals here?
5. Is there a minimum stay requirement for booking a vacation rental in this destination?
Oxford Top Rated Vacation Rentals
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