
Holiday houses in Westover
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Top-rated holiday rentals in Westover
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Other great holiday rentals in Westover

Cottage in Deal Island
4.64 out of 5 average rating, 235 reviewsDeal Island Bay Cottage - Maryland
MichaelRating, 5 stars3 weeks ago
Great place to stay for the family fishing vacation. The house is clean, the neighborhood quiet and we were only a 1 minute from the docks. We had a great time and enjoyed staying at the house.
Top Guest favourite

Home in Deal Island Historic District
4.97 out of 5 average rating, 29 reviewsRusty Anchor
RachelRating, 5 stars1 week ago
Rustic and charming, the Rusty Anchor was exactly what we hoped for. The screened porch was a favorite hang out spot. The kitchen sink was absolutely adorable. And the host had tons of family friendly amenities available like a baby bath, beach toys, coloring books, and board games. It looks just like the pictures. Her recommendations for the Washington Inn (now Sugar Water), the local beach, and the produce stand were all fantastic. We didn’t want to leave. If you are looking for a low-key, relaxing get-away, this is the perfect place.
Guest favourite

Home in Crisfield
4.96 out of 5 average rating, 52 reviewsCatch of the Bay
BrandonRating, 5 stars1 month ago
Felt like I was home even being away, love the town of Crisfield and this place made us feel safe and secure as well as very Comfortable. We will be back for another short stay again before summer ends.
Guest favourite

Home in Salisbury
4.9 out of 5 average rating, 82 reviewsStella
KeishaRating, 5 stars2 weeks ago
Just lovely...are the best words to describe this home!! Kristin's place is very well decorated and is spotless. My son had a baseball tournament in the area, so we only stayed one night, but it was perfect. Hotel rates in the Salisbury area are absolutely ridiculous, so we were so glad to have found Kristin's place. Note that there is only one shower, but this home is perfect for a small group. Highly recommend!
Top Guest favourite

Cottage in Princess Anne
5 out of 5 average rating, 8 reviewsWaterfront Cottage in Mt. Vernon
JimmyRating, 5 stars1 week ago
We loved our stay at Melanie's place! Waking up to the sound of crashing waves was the highlight of our stay. Melanie's parents were so kind to us and let us use their part of the private beach. They also gave us some delicious Maryland Blue Crab they caught right at the beach. This is very hard to top!

Cabin in Deal Island Historic District
4.55 out of 5 average rating, 11 reviewsRRR remote rustic retreat
GlennRating, 5 stars2 weeks ago
Very relaxing, we spent most of our time on the porch watching the ocean. David gave us great local recommendations. We hope to bring the family here again.
Superhost

Home in Princess Anne
4.85 out of 5 average rating, 26 reviewsYe Ole Pirate House
BangiRating, 5 stars3 weeks ago
Our family enjoyed Lisa’s place. She wa very responsive when I had a few questions. The place was very clean, tidy and had everything we needed. My girls played a few board games that were available. I would highly recommend Lisa’s place.

Home in Westover
5 out of 5 average rating, 3 reviewsThe Salt Marsh Shanty
ScottRating, 5 stars5 days ago
A very comfortable home in a gorgeous setting. The marsh out back is like a small private nature preserve. I spent lots of time watching the bird life and the changing light, as well as the easy kayaking at the doorstep. No noise save for birdsong, and I saw hummingbirds, bald eagles, and lots in between. The house is new and very clean with a well-stocked kitchen and room to unwind. The hosts are thoughtful and provide equipment/supplies to enjoy the water and related activities.
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- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Assateague Beach
- Jolly Roger at the Pier
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Snead Beach
- Peninsula Golf & Country Club
- Heritage Shores
- Plantation Lakes Golf and Country Club
- Gerry Boyle Park
- Ragged Point Beach
- Baywood Greens Golf Maintenance
- Bear Trap Dunes
- Wallops Beach
- Trimper Rides of Ocean City
- Fenwick Island State Park Beach
- Coin Beach
- Bow Beach
- Oxford Beach