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Dog-Friendly Westover Cottage w/ River Access!

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A blue house with a porch, surrounded by trees.
Big Annemessex River Views
A cozy living room with a fireplace, a wooden coffee table, a sofa, a chair, a staircase, and a television mounted on the wall.
A spacious living area with a high ceiling, wooden beams, a staircase, a kitchen with wooden cabinets, and a dining area.
A staircase with a wooden handrail and beige carpet steps, a wall-mounted shelf with various items, and a door leading to an outdoor area.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Patio
  • Barbecue
  • Pet-friendly
  • Air-conditioning
  • Refrigerator
  • Internet

Explore the area

View map
Westover, MD
  • Place, Great Hope Golf Course
    ‪12 min drive‬
  • Place, Upper Hill Park
    ‪13 min drive‬
  • Place, Somers Cove Marina
    ‪19 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪47 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Additional Sleeping (Loft)

1 Single Bed and 1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

1 bathroom

Full Bathroom

Spaces

Deck or patio
Porch or lanai
Kitchen

Add dates for prices

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About the area

Westover

Located in Westover, this cottage is on the waterfront. J. Millard Tawes Museum and Sturgis One Room School Museum are cultural highlights, and some of the area's activities can be experienced at Great Hope Golf Course and Sea Mark Marine. Ella Fitzgerald Performing Arts Center and Delmarva Discovery Center are also worth visiting. Looking to get your feet wet? Kayaking and power boating adventures can be found near the property.
View more Cottages in WestoverOpens in a new window
Map
Westover, MD

What's nearby

  • Great Hope Golf Course - 12 min drive - 10.5 km
  • Upper Hill Park - 13 min drive - 9.6 km
  • Wellington Beach and Park - 19 min drive - 20.5 km
  • Somers Cove Marina - 19 min drive - 21.5 km
  • University of Maryland Eastern Shore - 22 min drive - 20.6 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 42 min drive

Restaurants

  • ‪Rumbley Pit & Pub - ‬23 min drive
  • ‪Wayne Bozman Seafood - ‬25 min drive
  • ‪Da Moose 2431 - ‬13 min drive
  • ‪Texas Roadhouse - ‬9 min drive
  • ‪Carl's Cabana - ‬15 min drive

Frequently asked questions

Is Dog-Friendly Westover Cottage w/ River Access! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Dog-Friendly Westover Cottage w/ River Access!?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at Dog-Friendly Westover Cottage w/ River Access! on 10 March 2027 start from NZ$1,393, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Dog-Friendly Westover Cottage w/ River Access!?

On-site parking is available at the property.

What time is check-in at Dog-Friendly Westover Cottage w/ River Access!?

Check-in begins at 4:00 PM.

What time is check-out at Dog-Friendly Westover Cottage w/ River Access!?

Checkout is at 10:00 AM.

Where is Dog-Friendly Westover Cottage w/ River Access! located?

Situated on the waterfront, this cottage is within 6 miles (10 km) of Great Hope Golf Course, Upper Hill Park and Academy Grove Historic District. Coventry Parish Ruins and Fishing Island are also within 9 miles (15 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 21 reviews
Rating 8 - Good. 4 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet and charming is what my wife and I wanted. That is exactly what we experienced. The sunrises and sunsets are fantastic when overlooking the water. The cottage was clean and well appointed. I recommend for a stay.
Stayed 5 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great quiet location. Love the views
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot to get away from hustle and bustle and just relax.
Stayed 3 nights in Sep 2025
From a partner site

10/10 Excellent

Emily

I love this place, 2nd time there and never a bad experience. Quiet and secluded. Great place to relax and enjoy the view.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great host, wonderful location with a beautiful view. Very comfortable and provided everything a person could need! Thank you.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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

Cozy cottage!

Loved being right on the river. It was quiet, exactly the getaway we wanted! Very pet friendly.
Stayed 3 nights in Oct 2024
From a partner site

10/10 Excellent

Highly recommend

Kelly and Ben were absolutely amazing! The property was stunning and close to many activities. We had an amazing time and loved that they were super pet friendly! Future Maryland trips we will be booking this property again!
Response from VrboOwner on 17 August 2025
So glad you, your family and your pup enjoyed the cottage and Somerset cty. Thank you for the review. Happy to host you again. Enjoy the rest of your summer.
Verified review

10/10 Excellent

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

Peaceful retreat in a quiet setting!

This is a lovely, well-maintained property in a quiet location right on the water. We had a nice time. We appreciate that they allow dogs.
Stayed 3 nights in Aug 2024
Response from VrboOwner on 23 September 2024
From the owner: "Thank you for your review. So happy you and pups enjoyed the cottage and its surroundings!"
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was great for our stay. It’s very remote, which is perfect for unwinding. The check in process was seamless, and when we arrived the house was clean and ready. The property was really nice, kayaks were available for our use, and the boat house was stocked with fishing and crabbing gear. The screened in porch was our favorite spot, the bugs this time of year are plentiful, so it gave us plenty of protection from them while we enjoyed the outdoors. The deck was also great if you braved the bugs, after the sun sets, the celestial magic begins, such a great spot to watch the Perseids meteor shower. The kitchen was also nicely stocked and great for cooking dinner while staying in. The only negative I can see with this property is that it is at least an hour from a beach, but if you’re looking for an authentic Chesapeake Bay adventure, this is the place.
Stayed 5 nights in Aug 2026
From a partner site

10/10 Excellent

Summer 2024

We had a great stay at the cottage with our kids & dogs. The cottage was well-appointed, with the full kitchen so we did a few crab boils - excellent! Paddled up and down the Big Annemessex River, very peaceful, lots of birds and wildlife to observe. It's a beautiful spot.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Relaxing

The property is clean and decorated beautifully. If you love nature this is the place for you . We were there a week and saw baby foxes, bald eagles, Herons, cranes, hummingbirds, pileated woodpecker, crabs, fish, deer….enjoy a cup of coffee on the screened in porch and watch the sunrise. Beautiful place.
Stayed 8 nights in Aug 2024
Response from VrboOwner on 23 September 2024
From the owner: "Really thankful for your review. Happy nature showed up for your time at the cottage!"
From a partner site

10/10 Excellent

Perfect home at the river

We stayed for a weekend - wished it would've been longer! Great, quiet family home with lots of character in a beautiful spot by the river. Kitchen is well equipped with all that's needed. Everything is very organized and clean. We enjoyed kayaking and the campfire in the evening. Thanks Kelly - we'll try to come back again soon.
Response from VrboOwner on 24 July 2025
Glad you enjoyed your time at the cottage. Getting out in the kayak followed by a relaxing campfire is always a fun time . Thank you for the review! Hope to host you again,
Verified review

10/10 Excellent

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

Relaxing

As a mom of two , one with Tourette’s and comorbidies that go with it, relaxing getaways are few and far between. This was just what the doctor ordered. Kayaking, fishing, nature walks!!
Stayed 4 nights in Nov 2024
Verified review

10/10 Excellent

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

Excellent rental

This was our first time renting this property and will probably be a yearly stay from here on out. It was a great vacation. We appreciated all the little things as well such as, 3-in-1body was for men and women, kitchen supplies like zip lock bags, firewood and propane for the grill. There are a lot more things but that is just some to mention. Our pups really enjoyed the stay as well.
Stayed 3 nights in Apr 2025
Response from VrboOwner on 23 July 2025
Happy to hear you enjoyed your time at the cottage!! We try to do our best for our guests, including the furry ones. Hope to host you again! Thank you for the review.
Verified review

10/10 Excellent

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

Perfect spot to wine down!

Lovely secluded cottage, perfect place to get away! The cottage was very clean and decorated to match the area. We sat on the screened in porch in the evenings and chilled. Even with the high tides we could not have been happier. In all the years we have rented through VRBO, this was by far, the best communication we have experienced. We will definitely be back!
Stayed 4 nights in Sep 2024
Verified review

8/10 Good

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

Retreat to remember lost love one

Overall very good. Bath/shower needs upgrade Gas fireplace hard to start. May need maintenance Very pet friendly. Dog bowls, bed, and toys on site Owner allowed early arrival and was responsive quickly to any questions that we had
Stayed 3 nights in Feb 2025
Response from VrboOwner on 24 July 2025
From the owner:"Thank you for the review. We do try our best for our guests, including the furry ones. We apologize for the difficulty with the fireplace. We have since removed it from the cottage. In the future, we hope to redo the bathroom."
From a partner site

10/10 Excellent

the place to be

Our time at the Westover river front cottage was beyond our dreams! The water front scenery was just breathtaking...water fowl, eagles, nature all around. The inside coziness, complete with everything we could need was right at our fingertips. The decor was relaxing and colorful at the same time. Ben and Kelly answered our questions at a moments' notice! Our traveling companion dog was made to feel right at home with the little extras Kelly provided.Our exploration of the area led us to Assateague National Seashore...which was quite delightful. We even caught site of the wild ponies! The towns of Berlin and Crisfield are close by as well as Pocomoke State Park and Janes Island State Park.Westover Cottage is "the place to be" for exploring and enjoying the lower eastern Shore of Maryland!Kudos to Ben and Kelly for making it possible for us to have such a spectacular time!
Response from VrboOwner on 24 July 2025
So happy you had a great time. The cottage really does provide a peaceful and private getaway. always fun to be in nature, especially all the sounds. Thank you very much for the detailed review! Hope to host you again!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Peaceful and quiet! Pretty view.
Stayed 4 nights in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely cabin tucked in the woods right on the river. Excellent place to relax and recharge!
Stayed 3 nights in May 2026
Verified review

8/10 Good

Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 2 nights in Apr 2026
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