Breath-Taking Family Retreat On The Water!

Photo gallery for Breath-Taking Family Retreat On The Water!

A waterfront view with a dock extending into calm water, a sandy beach, and a clear sky.
A room with a white ceiling fan, a sofa with blue cushions, and a wall-mounted fish decoration.
A two-story house with a covered porch and a small staircase leading to the upper level.
A living room with a sofa, ottoman, TV, and a patterned rug.
A covered outdoor area with a table set for dining, chairs, and a view of the water and dock.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.

Popular amenities

  • Patio
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Onsite parking available

Explore the area

View map
Upper Fairmount, MD
  • Place, Academy Grove Historic District
    ‪6 min drive‬
  • Place, Upper Hill Park
    ‪7 min drive‬
  • Place, Great Hope Golf Course
    ‪17 min drive‬
  • Airport, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional)
    ‪52 min drive‬

Rooms & beds

8 bedrooms (sleeps 24)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Single Bunk Bed, 1 Single Bed and 1 Double Bed

Bedroom 5

1 Single Bunk Bed and 1 Single Bed

Bedroom 6

1 Single Bunk Bed and 1 Double Bed

Bedroom 7

1 Queen Bed

Bedroom 8

+4
1 Double Bed and 7 Single Beds

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

Add dates for prices

Similar properties

Living area
Bayfront Beauty with Beach and Boatslip!!
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  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
10.0 out of 10, Exceptional, (6 reviews)
Bayfront Beauty with Beach and Boatslip!!

About the area

Westover

Westover is home to this holiday home. Great Hope Golf Course and Sea Mark Marine are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wellingtion Wildlife Management Area and Maddox Island.
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Map
Upper Fairmount, MD

What's nearby

  • Academy Grove Historic District - 6 min drive - 3.8 km
  • Upper Hill Park - 7 min drive - 4.8 km
  • Great Hope Golf Course - 17 min drive - 14.1 km
  • University of Maryland Eastern Shore - 27 min drive - 25.5 km
  • Delmarva Discovery Center - 31 min drive - 30.6 km

Getting around

  • Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) - 45 min drive

Restaurants

  • ‪Rumbley Pit & Pub - ‬15 min drive
  • ‪Wayne Bozman Seafood - ‬17 min drive
  • ‪Da Moose 2431 - ‬19 min drive
  • ‪Dize Francis - ‬17 min drive

Frequently asked questions

Is Breath-Taking Family Retreat On The Water! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Breath-Taking Family Retreat On The Water! ?

As of 31 October 2026, prices found for a 1-night stay for 2 adults at Breath-Taking Family Retreat On The Water! on 4 November 2026 start from NZ$10,042, 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 Breath-Taking Family Retreat On The Water! ?

On-site parking is available at the property.

What time is check-in at Breath-Taking Family Retreat On The Water! ?

Check-in begins at 4:00 PM.

What time is check-out at Breath-Taking Family Retreat On The Water! ?

Checkout is at 11:00 AM.

Where is Breath-Taking Family Retreat On The Water! located?

Situated in Westover, this holiday home is 0.2 mi (0.2 km) from Maddox Island and within 3 miles (5 km) of Academy Grove Historic District and Fishing Island. Upper Hill Park is 2.5 mi (4 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 68 out of 69 reviews
Rating 8 - Good. 1 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our time there! The grands had a great time with all the boats! Thank you!!
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay! The location was beautiful and if you enjoy privacy this place is for you. All the amenities were great!
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time with our whole family. We got to see a river otter. We caught a stingray some fish we crabbed. We did kayaking and paddle boarding and went fishing on our boat. This is the best place for a family retreat to get away. Thank you.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great family vacation! The property was amazing! House was beautiful, big, and well maintained. It was stocked with all of the supplies we needed for the week…and then some!We had access to swim vests, kayaks, canoes, slip n slide, and more!We will definitely be back!
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

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

A perfect place to relax

We had a wonderful time at Sue and Stacy‘s home. They have thought of everything that a vacationing family could want. We will certainly visit again!
Stayed 5 nights in Jun 2020
Response from VrboOwner on 7 July 2020
So glad you all enjoyed your stay! Such a small world that we have mutual friends! Hope you all enjoy the rest of the summer and would love to have you come back!
Verified review

10/10 Excellent

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

Great house in lovely location!

Our large family (3 generations) had a great week here. The house had everything we needed and so much more! Everything was comfortable and clean; all outdoor and indoor activities provided! Thank you - we had a wonderful time in your beautiful home!
Stayed 6 nights in Jun 2023
Response from VrboOwner on 23 August 2023
I'm late in responding to your wonder review, but THANK YOU! I'm so glad you enjoyed your stay!
Verified review

10/10 Excellent

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

Beautiful place for a retreat!

We took a group of 10 teens and 5 adults here on a retreat. It is truly a beautiful spot, and all of us are already trying to figure out when we can come back! We made full use of kayaks, paddle boards, crab pots, oyster collecting, fishing off the pier, and all the indoor comforts, too! Thank you!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Family of 20 Baycation

Property was amazing! Owners were amazing! Wildlife we experienced right on the property, Bald Eagles, Osprey, Foxes, Deer, Fawn, Crab, fish, and our least favorite a water snake but he was harmless. I would stay here again!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 24 August 2022
Thanks so much Dale! We're so glad you enjoyed our home and we'd love to have you stay again!
Verified review

10/10 Excellent

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

Perfect family getaway!

An absolutely perfect setting for a family vacation with our children & grandkids! Everything we could want with abundance of outdoor games, boats, crab trap, etc. Indoor games as well! House well stocked!
Stayed 7 nights in Aug 2022
Response from VrboOwner on 24 August 2022
So happy your family had a good time! Enjoyed the chats we had!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Good
Stayed 3 nights in Sep 2025
Archival

10/10 Excellent

Great house and property with it all!

Our group of 5 families with young children had a blast at this house. Whether playing in the water, canoe-ing, kayaking, on the lawn or outside, this house was spacious for all of us. We especially appreciated that they had plenty of life jackets for young people!!
Stayed 4 nights in Jul 2017
Response from VrboOwner on 22 March 2020
Glad you all enjoyed staying at our place. Would love to have you all back again, and really appreciate you taking the time to submit this review. Thanks! Sue
Verified review

10/10 Excellent

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

Great memory maker

Great views. Family enjoyed dock, fishing, crabbing. paddle boards, kayaks, canoe, water pads, kites and games. We ventured out to Ocean City and to see wild horses. Mary Beth was very helpful. Family agrees it was best vacation ever.
Stayed 6 nights in Aug 2024
Verified review

10/10 Excellent

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

Beyond Expectations

This property was perfect, it was everything advertised and much much more. Our group has stayed in a lot of rentals but none have been as well stocked, as spacious, or as clean as this property. The property owner is extremely friendly and very helpful, as she helped doing research for large group transportation and of course but local seafood in the area. I highly recommend this property for any large groups looking for their own little slice of paradise on the water.
Stayed 4 nights in Aug 2023
Response from VrboOwner on 23 August 2023
Thanks Glenn! We have such a wonderful cleaning team, and they'll definitely receive bonuses at the end of this season - they really take good care of the house! Glad you all enjoyed and I hope you all enjoy the upcoming football season!
Verified review

10/10 Excellent

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

An amazing time!

My entire family had an amazing time. The house has plenty of room and is fully stocked. From kids to adults, there was plenty to do with relaxing in the pontoon, kayaking, canoeing , paddle boards, building sand castles to playing ball on the grass, flying kites and s’mores at night. We were sad to see our time end. Thank you!
Stayed 4 nights in Jul 2022
Response from VrboOwner on 24 August 2022
I'm so glad you all had a good time! We appreciate your family selecting our home!
Archival

10/10 Excellent

Absolutely fabulous!!!

This house was amazing! It was everything it said and more! So much room- we had 3 families equaling 15 people and we still had rooms that were never used. Very peaceful and quiet. A very relaxing home but still had plenty to do for the kids - swimming, kayaking, crabbing, fishing, games, ... it was awesome. Fresh crab for dinner- doesn't get much better than that. Owners are extremely kind and very helpful with any questions. Highly recommend this house!!!
Stayed 5 nights in Jul 2017
Response from VrboOwner on 22 March 2020
I'm slow getting out my responses to reviews, but I do want to thank you for taking the time to share your experience! We are so glad you enjoyed the time there and would love to have you all back! Thanks, Sue
Verified review

10/10 Excellent

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

Annual family reunion

We try to get the family together once a year. We found this place and decided to check it out. It met all of our expectations and more! Ages 80 to 9. Fun, lots to do, lots of rooms to spread out. A kitchen table that held all 15 of us! The sunrises and sunsets are breathtaking! There were fish and crabs right of the pier! The water is just right for kids to play in but not worrisome to parents! Loved it!
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Girls Trip 2025

Pictures didn't do this property justice. It was gorgeous!! The kayaks and canoes were used everyday and the pier provided a quiet spot on the water to reflect. Sunrises and sunsets were magnificent! Swimming was inhibited by early arrival of jellyfish, but the beaches Adateague and Ocean City beckoned the group anyway. We had a group of 19 and the caretaker was only phone call away if we needed anything. Sleeping arrangements were as advertised but mattress upgrades in some of the beds may make sleeping more comfy.Overall we loved this place and would highly recommend it to anyone.
Sunrise from one of the first floor bedrooms!!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

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

Breath-Taking Family Retreat On The Water. Upper Fairmount, MD

Spectacular waterfront vacation home on MD’s Eastern Shore! Nature abounds in this beautiful area. Incredible water views and access for all ages. The host was great to work with throughout the entire process. This was the most spacious and well set up home for our large family. The host has literally thought of everything! Extremely well kept, super clean, and comfortable. By far our best vacation home and on the water destination we’ve experienced! Very large, diverse group and everyone’s expectations were exceeded. We are grateful for this opportunity that built great memories!
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was an absolute dream. When you drive down the mile long driveway, suddenly the house comes into view and you will gasp at the location. We gathered for a family reunion and it was perfect. Very remote so no neighbors to disturb. Enough rooms and beds for all our family members. Tons of room to gather and have quality time with your loved ones. Mary Beth leaves the place stocked with supplies, a filtered water machine, lots of outdoor activity toys. No light pollution at night when you want to hang outside and see the stars. The area is beautiful and we took one night out to go to the local Goose Creek Put and Pub and they welcomed us with open arms. We had such a blast and it was a perfect spot for our large family of all ages. Highly recommend.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Absolutely Amazing Place!

The house was perfect for our group of 6 families. Plenty of space for everyone and beds for everyone. The house was well maintained and clean. But the house is not why you rent this property... The dock and grounds were completely isolated, and the homeowners provided everything needed for the most amazing vacation. Plenty of kayaks, paddle boards, cornhole, crab pots, balconies and screened porches everywhere. The yard was treated and bugs were significantly less bothersome than we had expected. We have been doing this group vacation annually for 7 years throughout Pennsylvania and Maryland and this is by far the best house we have ever stayed at. Thank you so much to the homeowners who provided us the ability to visit such an amazing place.
Stayed 4 nights in Aug 2018
Response from VrboOwner on 22 March 2020
We are delighted that you had a great time! Thanks for taking such good care of the place and for letting us know how much you enjoyed it. Hope to see you all again! Stacy and Sue
Verified review

10/10 Excellent

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

Amazing Home!

Our multi generational family has been vacationing together for almost 25 years in the same place. This year we tried something new and could not have been happier! Sue and Stacy (and Carl) were absolutely amazing as hosts (and caretaker) and the home was everything it was advertised to be and so much more! We had 19 guests ranging from age 1 to over 70 and this house fit all of our needs! The hosts were so accommodating and friendly. The property is so secluded, yet just a short drive into town for groceries, restaurants and winery. The property is HUGE and the bay is incredible. The house has everything you could need, the hosts didn’t miss a thing! My wife owns a house cleaning company and she was impressed with how clean this place was! It’s a shame we can only give this property five stars because it is WAY ABOVE AND BEYOND. We hope to be repeat guests at this property and hope that the farmhouse renovation is complete soon as we are very interested in that as well. THANK YOU SUE, STACY, and of course CARL!
Stayed 7 nights in Jul 2023
Response from VrboOwner on 9 July 2023
Thank you for this wonderful review! We are sincerely happy that you enjoyed the house and the property. I see you quickly noted how valuable Carl is! He takes excellent care of our house and the guests and we are grateful for his dedication (knowledge and skill set - there’s nothing he can’t build or fix). We’ll keep you posted on the farmhouse renovation as we hope to have it and the pontoon available by next summer. Thank you again Daniel and family for choosing our home!
Verified review

10/10 Excellent

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

Best family vacation ever!

8 adults 8 kids...Plenty of room for all. We fished, crabbed, boated, swam, sunned and ate our way thru the week. The kids never asked to go out and were thoroughly entertained with outdoor and indoor activities. Kayaks and paddleboards were available. There was fishing gear, crab pots, sand and water toys, large foam floating mats, corn hole, kites, volleyball, football, firepit. The dock was a big hit. Lounging in the pontoon boat watching the sunset was a favorite post dinner spot. Well appointed kitchen including plenty of spices and condiments. 2 fridges-excellent dishwasher. Large washer-dryer. Huge grill and awesome griddle. Puzzles, games, toys, linens and towels...sandy PRIVATE beach,several screen porches. Outdoor shower-plenty of hoses. We have been renting beach houses for family vacations since 1979 and this was, hands down, our best vacation ever. Dollar store and Dash In convenience store 10 minutes away for bait and milk runs.
Stayed 7 nights in Jul 2022
Response from VrboOwner on 1 August 2022
Thanks Donna! You all were such great guests and we're so happy that your family enjoyed our home! Thanks for taking such great care of the place. Stacy and Sue
Verified review

10/10 Excellent

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

100% recommend

The house is well stocked and well cared for. Sue was very responsive and communicated well. More than enough space for our group (3 adult couples, 17 yo, 11 yo, two 9 yo, 7 yo, three 4 yo and 2 single adults) The beach was amazing. Just enough space to play in the sand and sit in the chairs. There are buckets of sand toys and more than enough beach and outdoor seating. There were jelly fish around and we had some minor stings but that's life. The shed is STOCKED with equipment for the water, fishing pole, life vests, etc etc Buckets of flip flops and water shoes in all sizes Enough beach towels and bath towels to keep us all comfortable. Kitchen is stocked with everything you could need. We caught 18+ crabs from the dock. Grill and giddle outside kept us fed AC worked well Tons and tons of games and puzzles There's DVDs but not much for younger kids (no Disney films really) No internet but we didn't miss it TVs are satellite and worked fine Spring water cooler available if you don't like the well water Washe/dryer was awesome to wash bathing suits etc Extremely peaceful Isolated in npicturesque nature setting Nearest grocery store is a full 20 min drive so plan accordingly Really bring your bathing suit and a few changes of clothes, grocery shop on your way in, and you're set!!! Would love to return in the future
Stayed 6 nights in Jul 2022
Response from VrboOwner on 24 August 2022
Thanks Crystal! So glad you enjoyed our home! And your right - we need to stock up on dvd's for the little ones. I have 7 grandchildren and they too would appreciate a wider selection of films for the younger set! It's so wonderful when guests enjoy the natural beauty of the setting - exactly why we bought the home over 20 years ago!
Verified review

10/10 Excellent

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

The perfect stay for our family gathering

Our stay was amazing. The property has all you need. We did go out for dinner, but had the most fun when we stayed at the house and made dinner as a family. Kayaking, fishing, crabbing, and games at night made the stay perfect for us. We made memories that we will never forget! Thank you Sue!
Stayed 4 nights in Aug 2023
Response from VrboOwner on 23 August 2023
So glad your family enjoyed! We too mostly stick close to home where we're down there, as sundown's just can't be beat! Appreciate your kind review!
Verified review

10/10 Excellent

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

Family week

This property had everything that you need for a great vacation! Only issues we had were with nature... mosquitos and jellyfish...nothing they can do anything about.!!. Everyone had fun catching crab at the end of the dock and having it for dinner! Kitchen is stocked really well and we never ran out of towels for 20 of us!!. Tweens had fun with the paddle boards and kayaking. Excellent place to stay!
Stayed 6 nights in Jul 2023
Response from VrboOwner on 23 August 2023
I'm so glad you enjoyed, and you're right - even though we professionally spray for mosquitos, their a nuisance that we just live with! Appreciate your kind review and hope to see you again!
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