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Dog-Friendly Westover Cottage w/ River Access!

Entire cottage in Westover, MD

7 guests·2 bedrooms·1 bathroom
5.0 · 4 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Riverfront deck ideal for grilling, sunset views, and water adventures.

Entertainment & Amenities

Entertainment & Amenities

Indoor treats include TV, DVD, board games, and streaming options.

Location & Accessibility

Location & Accessibility

Direct river access offers easy boating and nearby parks.

Property details

Located on the shores of the Big Annemessex River, this charming Westover vacation rental cottage offers expansive views of the water and access to local adventure! The riverfront deck is perfect for grilling up a meal, while the screened-in porch is an ideal spot to unwind with your crew. Ready to explore? Check out local parks or take your boat out on the water. Featuring 2 bedrooms, 1 bathroom, a loft, and a screened-in porch, this Maryland property is the perfect retreat!

The space
Screened-In Porch | Fire Pit | Direct Big Annemessex River Access

Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Loft: Queen Bed, Twin Bed

INDOOR LIVING: TV, DVD player, ceiling fans, dining table, books, board games
OUTDOOR LIVING: Deck, outdoor seating areas, grill, 3 kayaks, paddle board, canoe, life jackets, fishing & crabbing (bring your own rods & tackle)
KITCHEN: Dishwasher, stove/oven, fridge, stainless steel appliances, Keurig coffee maker, microwave, toaster, tea kettle, water filter, dishware/flatware, basic cooking essentials
GENERAL: Free WiFi (limited), keyless entry, split air conditioning/heat unit & ceiling fan (main living area), ceiling fans (each bedroom), window A/C units (Bedroom 1 during summer), electric heating, washer/dryer, laundry detergent, towels/linens, hair dryer, trash bags/paper towels
FAQ: 2 exterior security camera (facing out), fireplace removed, loft updated w/ laminate flooring
ACCESSIBILITY: Single-story home w/ loft, 5 steps to enter
PARKING: Parking spots (3 vehicles)

Guest access
Guests will have access to the entire property via keyless entry

Other things to note
- No smoking
- Pet friendly (dogs only, 2 max)
- Guests are required to promptly clean up and dispose of all pet waste
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located in the backyard on a tree facing out toward the backyard, dock, and river, and camera 2 is located on a tree in the front yard facing the driveway and part of the side yard. The cameras do not look into any interior spaces. Both cameras provide a continuous live feed at all times but do not record video or sound
- NOTE: This single-story home requires 5 steps to enter. While the main living spaces, bedrooms, and bathroom are on the main level, an interior staircase is required to access the loft
- NOTE: Small boats are recommended as the water in this area is shallow
- NOTE: Adult supervision is recommended near water
- NOTE: Due to the location of the cottage and its surroundings, the WiFi signal can be unreliable
- NOTE: This property is located on a dirt road
- NOTE: The decorative fireplace has been removed from the property
- NOTE: The loft is no longer carpeted. It now has laminate flooring and matches other parts of the house

Sleeping arrangements

Bedroom 1

1 queen Bed

Bedroom 2

1 double Bed

Living room

1 queen Bed, 1 single Bed

What’s included

  • Self check-in

    Self check-in

  • Washer

    Washer

  • Dryer

    Dryer

  • Heating

    Heating

  • Pets allowed

    Pets allowed

  • Kitchen

    Kitchen

  • Wifi

    Wifi

  • Patio or balcony

    Patio or balcony

Guest reviews

Star icon 5.0 | 4 reviews
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Emily

Emily

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May 2026

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

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Amanda schulke

Highly recommend

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July 2025

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!

P

Patti

the place to be

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April 2025

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!

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Thomas

Perfect home at the river

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March 2025

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.

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 10:00am

Pets allowed

Min. age to rent: 18

No smoking

No parties

Have a question about this property?

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