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Downtown Oxford | Charming | Pet Friendly

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

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 61760 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

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

Room options

About the neighborhood

Oxford

This vacation home places you within a 10-minute stroll of Oxford Museum and Play Ball Dog Park. The vacation home includes a kitchen, a balcony, and a sofa bed.
View more Vacation Homes in OxfordOpens in a new window

What's nearby

  • Oxford Museum - 8 min walk - 0.4 miles
  • Play Ball Dog Park - 8 min walk - 0.5 miles
  • St. Michaels Winery - 28 min drive - 23.5 miles
  • Chesapeake Bay Maritime Museum - 30 min drive - 24.4 miles
  • Blackwater National Wildlife Refuge - 45 min drive - 29.3 miles

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
  • ‪Hudson Manor - ‬40 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Downtown Oxford | Charming | Pet Friendly

In-town cottage with loads of charm and easy walking to parks and restaurants
Tucked away in the quaint, historic town of Oxford, Pride and Joy is a terrific spot for those looking to step back in time--when you could walk to the corner store for milk and ice cream, meander up the street to the local produce stand, or simply sit on the front porch and sip a lemonade while enjoying the scenery. The old fashioned charm and white picket fence are a warm welcome to visitors who want to slow it down a bit. Pride and Joy's cheerful interior contributes to the allure and comfort you'll experience while delighting in its modern amenities. This is a perfect cottage for those wanting to enjoy nothing more than some peace and quiet and the respite that Oxford is known for.

Property Information & Notes:
WiFi: Please note that the rural nature of the area limits the data access and some properties can experience slow speeds, or access limited to e-mail and web browsing and not streaming
Pet Policy: This property is dog-friendly for up to two dogs at no additional charge
Grill: This property has a propane grill. Propane is provided
On-site parking is limited to one car. Public parking is available within walking distance
Bed Sizes:
Bedroom 1 - Queen
Bedroom 2 - Queen
Bedroom 3 - 2 Sets of Bunk Beds
Living Room - Double Sleep Sofa
Please Note:
All ESVR properties include bed and bath linens, beds made prior to your arrival, and a starter supply of toilet paper, bathroom soap, paper towels, and dishwater detergent. Please be sure to add these items to your grocery list for the duration of your stay.

Our properties do not allow group rentals to guests under the age of 25. Therefore, online bookings for group rentals will not be honored.

Weddings and special events of any kind are not permitted at our vacation rental properties due to local zoning ordinances and our homeowner agreements.

Every effort has been made to ensure the accuracy of the images, descriptions, and amenities shown above. Although they are deemed reliable, they cannot be guaranteed.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony or patio, and there's space to spread out with 3 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a sofa bed, and a fenced private yard.

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  • Washer
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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Limited number of onsite parking spaces

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near a hospital

Things to do

  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Unit size: 1,760 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property welcomes pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25
Driving? This property offers limited parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector and a smoke detector.

Property is also known as

59

Frequently asked questions

What can I see around this vacation home?

This vacation home is located in Oxford within a short 6-minute walk of Oxford Museum. You'll also find Royston Island nearby.

Is there parking available at Downtown Oxford | Charming | Pet Friendly?

Yes, though there is a max of limited parking spaces.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What amenities will couples enjoy at Downtown Oxford | Charming | Pet Friendly?

Amenities that appeal to couples at this historic vacation home include a kitchen and a smart TV along with a garden.

Does Downtown Oxford | Charming | Pet Friendly have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Does Downtown Oxford | Charming | Pet Friendly have connecting rooms available?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Easton, MD (ESN-Easton - Newnam), which is 13.5 mi away (19 minutes by car).

Are there rooms with balconies at Downtown Oxford | Charming | Pet Friendly?

Yes, every house at Downtown Oxford | Charming | Pet Friendly comes with a balcony/patio.

Downtown Oxford | Charming | Pet Friendly Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 35 out of 43 reviews
Rating 8 - Good. 8 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Tracy D.

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

Grace D.

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

Don K.

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

Maryann C.

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
Verified review

10/10 Excellent

Susan S.

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

Excellent

Very comfortable
Stayed 4 nights in Nov 2023
Verified review

8/10 Good

Brenda C.

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

Mary M.

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

Lisa M.

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
Verified review

10/10 Excellent

Barbara B.

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
Verified review

10/10 Excellent

Lindsey G.

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

Suki D.

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

ATR+FhwAAACqAQICAHhRqf5uyCh4rhrpAEcd0Lr3O2ECPWffSl2fK29sG1pXlAHlTtodrZpDgHexLzCGQ+mAAAAAcDBuBgkqhkiG9w0BBwagYTBfAgEAMFoGCSqGSIb3DQEHATAeBglghkgBZQMEAS4wEQQMNZZAdgF1KR5zfQgXAgEQgC1aCloNFbZWIy0caZpaQi+/pm78AvybBhy3dHFwW6jweXOsYHg+JQzLb6ah163zaHfTgFLdG9NWN3a0vL9udMrPge+4KwB+6/+bKqiMnn3F A.

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

Susan D.

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
Verified review

10/10 Excellent

anne C.

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

Susan H.

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

Very nice

Very nice
Stayed 20 nights in Apr 2021
Verified review

10/10 Excellent

Monica D.

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
Verified review

10/10 Excellent

Si C.

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

Relaxing

We had a chilled out break, thanks!
Stayed 4 nights in Jul 2020
Archival

10/10 Excellent

Stephen Y.

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!
Archival

10/10 Excellent

Perfect weekend escape

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: The home was adorable. Very comfortable and within walking distance of the park and local market.Loved the screened in porch. The surrounding area was peaceful and everyone was friendly. Will definitely return!

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