See all properties
Entire home

Downtown Oxford | Charming | Pet Friendly

Choose dates to view prices

Photo gallery for Downtown Oxford | Charming | Pet Friendly

Exterior
TV
3 bedrooms, free WiFi, bed sheets
Fridge, oven, stovetop, dishwasher
Interior

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6164 sq m

Popular amenities

  • Washer
  • Barbecue grill
  • Pet-friendly
  • Outdoor space
  • Parking available
  • Free WiFi

Explore the area

Map
Oxford, MD
  • Oxford Museum
    ‪6 min walk‬
  • St. Michaels Winery
    ‪29 min drive‬
  • Chesapeake Bay Maritime Museum
    ‪31 min drive‬
  • Easton, MD (ESN-Easton - Newnam)
    ‪19 min drive‬

Room options

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.
During your stay at this holiday home, you're just a quick walk from Oxford Museum. Enjoy features like free WiFi in public areas. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Free WiFi
  • Within a 10-minute walk of Oxford Museum and Play Ball Dog Park
Downtown Oxford | Charming | Pet Friendly offers its guests barbecue grills and a garden. WiFi is free in public spaces.

Property manager

Eastern Shore Vacation Rentals

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Limited number of on-site parking spaces

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Oven
  • Paper towels
  • Refrigerator

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Towels provided

Living spaces

  • Living room

Entertainment

  • TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Porch

Laundry

  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

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 not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether 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

Pets

  • Pets are welcome
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether 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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

Property is also known as

59

Downtown Oxford | Charming | Pet Friendly Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 31 out of 38 reviews
Rating 8 - Good. 7 out of 38 reviews
Rating 6 - Okay. 0 out of 38 reviews
Rating 4 - Poor. 0 out of 38 reviews
Rating 2 - Terrible. 0 out of 38 reviews

9.8/10

Cleanliness

Reviews

8/10 Good

Brenda C.

Liked: Cleanliness
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

10/10 Excellent

Don K.

Liked: Cleanliness
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

10/10 Excellent

Susan S.

Liked: Cleanliness
Excellent
Very comfortable
Stayed 4 nights in Nov 2023

10/10 Excellent

Barbara B.

Liked: Cleanliness
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

10/10 Excellent

Maryann C., St Louis MO

Liked: Cleanliness
Great place
Well equipped. Comfy beds.oved the porch. But NO HAIR DRYER
Stayed 5 nights in Jun 2023

10/10 Excellent

Lindsey G.

Liked: Cleanliness
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

10/10 Excellent

Suki D.

Liked: Cleanliness
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

10/10 Excellent

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

Liked: Cleanliness
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

10/10 Excellent

Susan D., Dothan, Alabama

Liked: Cleanliness
Family Wedding
We had a wonderful time! The house was perfect for us and would use again
Stayed 5 nights in Jul 2021

10/10 Excellent

anne C.

Liked: Cleanliness
Lovely
Wonderful. Thank you. Such a well loved and perfectly appointed home.
Stayed 5 nights in May 2021

8/10 Good

Susan H.

Liked: Cleanliness
Very nice
Very nice
Stayed 20 nights in Apr 2021

10/10 Excellent

Monica D.

Liked: Cleanliness
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

10/10 Excellent

Lisa M., Key West, FL

Liked: Cleanliness
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

10/10 Excellent

Si C.

Liked: Cleanliness
Relaxing
We had a chilled out break, thanks!
Stayed 4 nights in Jul 2020

10/10 Excellent

Stephen Y.

great pplacr
clean great location comfortable
Stayed 7 nights in Jul 2017