Downtown Oxford | Charming | Pet Friendly

Photo gallery for Downtown Oxford | Charming | Pet Friendly

A green house with a white porch, a lawn, and a white picket fence.
A living room with a sofa, a coffee table, a television, and a painting on the wall.
A covered porch with white railings, a flag, and a view of a white picket fence and trees.
A dining room with a round table, chairs, and a chandelier.
A bedroom with a large bed, two bedside tables with lamps, a bench, and a window with blinds.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Onsite parking available
    Convenient and secure on-site parking, a rare amenity in the area.
  • Discover nearby landmarks
    Walk to Oxford Museum

Popular amenities

  • Balcony or patio
  • Onsite parking available
  • Barbecue grill
  • Free Wi-Fi in public areas
  • Air-conditioning
  • Pet-friendly

Explore the area

View in a map
Oxford, MD
  • Place, Oxford Museum
    ‪8 min walk‬
  • Place, Play Ball Dog Park
    ‪8 min walk‬
  • Place, St. Michaels Winery
    ‪28 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Porch or lanai
Kitchen
Garden

Add dates for prices

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  • Kitchen
  • Washing machine
  • Dryer
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9.6 out of 10, Exceptional, (4 reviews)
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About the area

Oxford

Oxford is home to this holiday home. Bill Burton Fishing Pier State Park and Long Wharf Park reflect the area's natural beauty and area attractions include Ruark Boatworks and Richardson Maritime Museum. Dorchester Arts Center and Bay Country Shop are also worth visiting. Looking to get your feet wet? Jet skiing, kayaking and power boating adventures can be found near the property.
View more Holiday homes in OxfordOpens in a new window
Map
Oxford, MD

What's nearby

  • Oxford Museum - 8 min walk - 0.7 km
  • Play Ball Dog Park - 8 min walk - 0.7 km
  • St. Michaels Winery - 28 min drive - 37.8 km
  • Chesapeake Bay Maritime Museum - 30 min drive - 39.2 km
  • Northern Chesapeake Bay - 53 min drive - 66.8 km

Getting around

  • Cambridge Station - 27 min drive
  • Easton, MD (ESN-Easton - Newnam) - 19 min drive

Restaurants

  • ‪Doc's Sunset Grille - ‬7 min walk
  • ‪Rise Up Coffee - ‬27 min drive
  • ‪t at The General Store - ‬26 min drive
  • ‪Oxford Social - ‬6 min walk
  • ‪Chesapeake Seafood Caterers - ‬27 min drive

Frequently asked questions

Is Downtown Oxford | Charming | Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Downtown Oxford | Charming | Pet Friendly?

Limited spots are available.

What time is check-in at Downtown Oxford | Charming | Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Oxford | Charming | Pet Friendly?

Checkout is at 10:00 AM.

Where is Downtown Oxford | Charming | Pet Friendly located?

Situated in Oxford, this holiday home is within a 10-minute walk of Oxford Museum and Play Ball Dog Park. The Third Haven Friends Meeting House and Academy of the Arts are also within 12 miles (20 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 36 out of 44 reviews
Rating 8 - Good. 8 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.8/10

Cleanliness

9.6/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home in Oxford was everything I hoped it would be. It was clean, comfortably laid out, and the location couldn’t be beat. I loved having a quiet coffee in the morning, looking out over the church yard. In the evenings we enjoyed a stroll around town or a relaxing seat on waterfront town bench. The town was very quiet and sleepy but that’s exactly what we were looking for. I would definitely stay again.
Stayed 6 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely home in Oxford. Very clean- perfect for our family and labradoodle
Stayed 2 nights in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was great for our dog! The fenced in yard gave us the confidence to allow him off leash in the yard and allowed us to relax on the front porch.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Home

A wonderful home conveniently located near water and sites. Very quiet area. Great furnishings and well appointed house. Nice yard and porch.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Well equipped. Comfy beds.oved the porch. But NO HAIR DRYER
Stayed 5 nights in Jun 2023
Response from VrboOwner on 17 Aug, 2023
Thank you so much for this 5-star review. We really enjoyed having you as a guest and for helping to spread the word about eastern shore vacation rentals. Our team looks forward to your next stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent

Very comfortable
Stayed 4 nights in Nov 2023
Response from VrboOwner on 13 Dec, 2023
Thank you so much for this 5-star review and for helping to spread the word about Eastern Shore Vacation Rentals. We really enjoyed having you as a guest. Our team looks forward to your next stay!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Classic Eastern Shore Stay

A lovely quaint Oxford home in a great location. Quiet, with views of the Harbor and the Tred Avon River from the street. A first floor bedroom and 2 upstairs, make it possible to include older parents in a family stay. To relax together with coffee in the morning and share wine porch side in the afternoon is an experience that no hotel can duplicate.
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was fabulous! We were there with Family for a wedding in Easton and the location of this home was perfect for us. We had six adults and ann eight month old and this home was very comfortable for all of us. We enjoyed having space in the kitchen to prepare food and eat a meal as a family and loved the front porch with the rocking chairs. The communication with the host was wonderful and they answered all my many questions. Everything was clean and comfy, and I would highly recommend!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for us!

We loved our two weeks with you! The location is convenient to all this area has to offer, including walks into a Oxford To visit The Scotsman ice cream shop! The home is clean, cozy, well stocked, comfortable and nicely decorated. The one small problem we had was immediately addressed. We would definitely recommend this property!
Stayed 14 nights in Sep 2020
Response from VrboOwner on 17 Aug, 2023
Lisa -- We're so thrilled that you had a relaxing experience. It was our pleasure to host your stay, and we hope to see you on a future visit to the area. -- Jennica, Eastern Shore Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Get-a-Way

My sister and our husbands took a week this fall. The house was great, well supplied, well laid out, lots of room, nicely decorated. Walking distance to market and coffee shop. Visited St. Michaels, Easton and even a trip out to Salisbury. House numbers were not evident - and the house had changed colors from the listing. Contacting the property manager solved our problem quickly.
Stayed 7 nights in Oct 2023
Response from VrboOwner on 9 Nov, 2023
Thank you so much for this 5-star review and for helping to spread the word about Eastern Shore Vacation Rentals. We really enjoyed having you as a guest. Our team looks forward to your next stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Oxford Stay

This property had everything that we could have needed for an east coast weekend! The house was beautiful and close to so many walkable places. Very dog friendly, too!
Stayed 4 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming Weekend Retreat

Pride and Joy is the perfect house for a long weekend in delightful Oxford. Charming decor and spacious living area ideal for friends and family. We had a wonderful time and highly recommend the house and Oxford. The Scottish Island Creamery is well worth a visit!
Stayed 4 nights in May 2022
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Beautiful Home and town

Lovely home and town. Had to contact vrbo for instructions on check in. But beautiful propert and grounds.
Stayed 5 nights in Aug 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Wedding

We had a wonderful time! The house was perfect for us and would use again
Stayed 5 nights in Jul 2021
Response from VrboOwner on 17 Aug, 2023
Susan -- We're so happy that your family enjoyed staying with us! We greatly appreciate you taking the time to comment on your experience with Eastern Shore Vacation Rentals. Thank you for being our guest, and we hope welcome you back again soon. -- Heather, Eastern Shore Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely

Wonderful. Thank you. Such a well loved and perfectly appointed home.
Stayed 5 nights in May 2021
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice

Very nice
Stayed 20 nights in Apr 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice space for a quiet getaway

The house was lovely for a quiet stay over the holidays. We enjoyed walking around town during the day and sitting around the fireplace in the evenings. It would have been nice if the house had come more stocked with items like basic cleaning supplies and firewood, so future visitors should be sure to bring their own.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 17 Aug, 2023
Monica -- We're so glad that you enjoyed the property, and appreciate you sharing this feedback. It was our pleasure to host your stay. and we hope to see you on a future visit to the area! -- Jennica, Eastern Shore Vacation Rentals
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing

We had a chilled out break, thanks!
Stayed 4 nights in Jul 2020
Response from VrboOwner on 17 Aug, 2023
Si -- We're so happy to hear this! Please let us know if we can assist you on a future visit to the area. -- Jennica, Eastern Shore Vacation Rentals
Archival

10/10 Excellent

great pplacr

clean great location comfortable
Stayed 7 nights in Jul 2017
Archival

10/10 Excellent

Week at Pride and Joy Cottage

Rating Details: I was more than satisfied with the condition of the vacation rental. I was more than happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Lovely house. Charming town (Oxford). Only complaint is that there was very little room in the kitchen for a renter to put things because it was filled with owners' belongings. We had to pile food on the counters. ESVR was great- the rental process could not have been easier.
Archival

10/10 Excellent

Quiet and Cozy

Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We had a fabulous time in Oxford & thoroughly loved the Pride & Joy cottage. If possible, we'd love to come back next year. I got to visit the Mystery Loves Company shop but didn't get to the museum. We also enjoyed the Pope Tavern & Scottish Highland Creamery... on more than one occasion! Neighbors were warm & friendly. We were happy to meet so many other dog lovers. The cottage was charming & impeccably clean. We needed customer service once & they responded quickly & efficiently. A PERFECT vacation. As far as recommending it to others... I'm not sure because I want to keep this my little secret :-) I'm kidding. I'd recommend this trip to anyone!
Archival

10/10 Excellent

good choice for little kids

Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was more than helpful. Overall, I recommend this vacation rental. Reviewer Comments: House was clean, well-appointed, and in a very quiet little neighborhood. Great choice for families with small children, as the folks that own this house have a few - several baby gates available, as well as lots of child-friendly plates/cups/silverware, booster seat, etc. Bunk beds have a nice high rail, and I felt comfortable with my 3 and 5 year olds sleeping up there. The TV turned right on to Disney Junior, and my kids had a blast taking a ride around the block in the wagon that was in the yard. Recommend the owners put black-out curtains in the bedroom with the bunk beds though!
Archival

10/10 Excellent

Pride and Joy

Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time in Oxford over the 4th of July weekend. The accommodations were very nice and comfortable and the weather cooperated. We hope to return next year. Our only recommendation on the house in that the WiFi was a bit spotty, but other then that, it was great!
Archival

10/10 Excellent

charming weekend on the Shore

Rating Details: I was more than satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: lovely cottage and good location
Archival

10/10 Excellent

Adorable Cottage!

Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was spotless. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: This is a lovely cottage. Cozy, very tastefully decorated, convenient. Highly recommend!
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