Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access! Reviews, Deals & Photos 2026

Q: Does Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access! have a pool?

Yes, this property has an outdoor pool.

Q: Is Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access! pet-friendly?

No, pets are not allowed at this property.

Q: How much is parking at Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!?

On-site parking is available at the property.

Q: Where is Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access! located?

This Bay Ridge holiday home is on the beach, 0.4 mi (0.7 km) from Chesapeake Bay, and within 6 mi (10 km) of Kiptopeke State Park and Eastern Shore of Virginia National Wildlife Refuge. Cape Charles Beach and Oyster Farm Marina are also within 9 miles (15 km).

8/10 Good

Amanda L.

1 Jul 2025

Liked: Cleanliness, check-in, communication, location

Disliked: Listing accuracy

Nice quiet location

Quiet neighborhood, tucked away from main town area. Pool was enjoyed by all, along with walks on the beach nearby that has a lot of crabs!

Stayed 7 nights in Jun 2025

10/10 Excellent

Rosemarie S.

17 Aug 2025

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

We had a great time with our grandkids. We loved the pool and the kids loved the beach. It was a bit of a walk to the beach for us old folks but was worth the walk to see how happy the grandkid's were! Jack was great and answered any questions we had. Would definitely recommend this place.

Stayed 7 nights in Jul 2025

10/10 Excellent

James S.

17 Aug 2025

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

5 stars isn't nearly enough for this house and host. There are far too many pros to list and there aren't any cons. 20ish years of staying in the Outer Banks, Seaside Heights, Rehoboth, and the Poconos. I can confidently say this house and pool were by far our favorite! Private beach and the beach in Cape Charles, amazing! Cape Charles is a fantastic little town. The distillery had the best crab cakes and I didn't eat crab cakes. I could go on for days about this house and area but it would be best for you to experience it personally!!

Stayed 7 nights in Aug 2025

10/10 Excellent

jesse p.

1 Jul 2024

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

In Love With This House!!!!

Super layout for our large family. The pool was excellent for the children when having down time from the beach. Most peaceful setting yet close enough drive to Cape Charles for all our excursions. Jack is a very kind and hands on host. Will definitely use this property again.

Stayed 7 nights in Jun 2024

10/10 Excellent

Barbara H.

14 Aug 2024

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

Wonderful home!

We’ve stayed in quite a few home rentals. This house was the most well stocked home we’ve ever stayed in. What a lovely home and the pool was great. Unfortunately, Tropical Storm Debby passed by during our stay, but we found things to do and enjoyed ourselves. We highly recommend this home. Thanks to Jack for a great time.

Stayed 7 nights in Aug 2024

10/10 Excellent

Alexandra H.

30 Jul 2025

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

Beautiful well-stocked home!

We had a wonderful week at this home. The host was easy to reach and very responsive to questions we had. Our family cooks a lot, and this kitchen had everything we needed and more! Games, pack n play, books, there was literally nothing missing! The pool was of course amazing and well utilized. We did receive a noise complaint from neighbors for what we felt were reasonable noise levels, and the rest of the trip we felt worried that we were disturbing them. That was the absolute only negative thing about this vacation. We drove a very short distance to get to the beach path, then walked a short way to access the beach, and it was so sparsely populated that it felt like your own private beach. I would definitely recommend this home for a family vacation.

Stayed 7 nights in Jul 2025

10/10 Excellent

Lisa G.

15 Sept 2024

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

Oerfect

We were looking for a long weekend getaway for 8 adults and 5 kids. This place was perfect. Everyone got the space they needed. The backyard is a kids and adult paradise. We cooked out we ate in, there was absolutely everything we needed and more. We will definitely rebook.

Stayed 3 nights in Sep 2024

10/10 Excellent

Lauren S.

26 Jul 2022

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

Great family vacation

We had a great stay at Jacks. We’re a multigenerational group that travels together each summer. The pool was great although there were some issues w the filter. Jack was very communicative about the issues. The location near the private beach was great. We loved riding bikes or driving over for mornings/evenings on the beach. It was a great stay!

Stayed 7 nights in Jul 2022

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Ellie M.

5 Jul 2015

We loved the pool!

Beautiful home, lovely yard, but the pool was the star. We floated all week. Lots of bikes to use, and spacious home. It was a wonderful week.

10/10 Excellent

Kristin H.

16 Jul 2022

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

Relaxing vacation

We were very pleased with this property. There was plenty of room for everyone. We loved having our own pool and backyard for the kids to play. Everything was clean and host had quick responses to any questions we had. I would definitely rent this place again! Thanks Jack!!

Stayed 7 nights in Jul 2022

10/10 Excellent

Julie N.

5 Sept 2024

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

Fam time!

This home was perfect for our family get together ! Plenty of room, the pool was a big hit with all ages! Jack was a great host! He checked in with us and was very helpful and kind. The walk to the beach was short, and it was so nice that it was uncrowded. We enjoyed sunset walks to cap off the days. A short drive to Cape Charles was wonderful to be able to choose your time to be with others on a holiday weekend. Highly recommend !

Stayed 4 nights in Aug 2024

10/10 Excellent

Alicia Y.

15 Aug 2023

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

Areas for Everyone!!

We knew the Pool would be the highlight and it was!! But So Much More to enjoy:-) The Beach, the well equipped home, outdoor area, garage, beautiful landscape, peaceful area and Cape Charles town. Everyone in the Family from youngest to oldest Really had a Great Time!!!

Stayed 7 nights in Aug 2023

8/10 Good

Judith P.

22 Jul 2023

Liked: Check-in, communication, location, listing accuracy

JP

A few housekeeping items that could be addressed (such as eradicating sugar ants and better cleaning of the bathrooms) and more comfortable seating in the den for more to watch the one TV there but overall it was a very enjoyable stay. Our grandkids had a great time in the pool and it was a very relaxing vacation.

Stayed 7 nights in Jul 2023

8/10 Good

Darlene L.

13 Sept 2021

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

Family vacation 2021

The property was perfect for a family, the house was equipped with everything you could want. I was a little shocked that there was not much to do in the area. Renting golf carts would have been fun but you need to reserve them in advance there was nothing available for the entire week. So if you want to relax and swim then this is the perfect place.

Stayed 7 nights in Aug 2021

10/10 Excellent

Mary Anne S.

22 Jul 2024

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

Relaxing Family Reunion

This house was great! It had every amenity we needed including sheets, bath towels, and pool towels. The layout worked well as there is one bedroom on the first floor for anyone who needs to stay away from stairs. It was large enough for us to enjoy each other or quiet times on our own. The beach is a trek but not un-doable. We took two beach umbrellas (provided) and all the beach chairs we needed. The whole environment of the home and neighborhood had something for everyone. We bbq'd almost everyday. The guys went crabbing at Kiptopeke State Park and brought back enough crabs for all to enjoy for dinner that night. I loved this house and all it offered!

Stayed 7 nights in Jul 2024

10/10 Excellent

MARY M.

7 Jul 2024

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

Perfect peaceful location for a family gathering

As a family of 8 adults and 2 young children, we needed a spacious house with plenty of outdoor space to allow for a comfortable week’s vacation in Cape Charles. Jack’s place was perfect for all of our needs, with plenty of bedrooms and bathrooms, an exceptionally well equipped kitchen and an expansive back yard with a multi layered deck, and a salt water pool. Jack was attentive to all of our questions and inquiries. The access to a quiet sandy beach mins from the house was an added bonus for all. The calm water was ideal for our 3 year old grandson and all the adults enjoyed lengthy shoreline strolls, as well as watching dolphins playing in the waves and even a bald eagle sighting ! We all enjoyed the peaceful setting of the area, with plenty of cheery bird song to greet us in the morning and send us to sleep in the evenings We count ourselves very lucky to have found this little piece of paradise in Cape Charles.

Stayed 7 nights in Jun 2024

10/10 Excellent

Garrett P.

5 Aug 2021

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

Excellent home for our family summer vacation

An amazing property, the house had everything we needed and more to provide a perfect and much relaxing week for our annual summer family vacation (12 people total; 3 families with children). House was clean, roomy and we much appreciated the fully stocked kitchen and grill to prepare meals every evening. The kids loved playing in the pool, large backyard and swing set all week. The private beach is fantastic, we had no issues driving and getting gear out the path to the beach with the cart and wagon that were provided. Amazing sunsets over the bay every evening and the water was mostly calm which was great for small kids. Jack is an excellent host and provided all the information that you could need up front, and was very responsive to questions we had prior to the trip. It was our first time to Cape Charles which is a wonderful town. We made frequent trips to browse the shops on main street, grab lunch at some great restaurants (Kelly's Pub & Dead Rise Pies), and also spent an afternoon at the beach in town and fishing pier.

Stayed 7 nights in Jul 2021

This review was submitted before 2018 and has not been verified.

8/10 Good

Margaret H.

22 Aug 2015

Beautiful Beach and Wonderful Outdoor Activities

We loved all the opportunity for outdoor activities such as biking and going to the beautiful beach. We were a bit disappointed that a few of the bikes needed maintenance and were essentially unusable, the pool did not have a working light and was not functional at night and a few areas around the house needed maintenance such as the broken umbrella on the deck, grill was out of propane, and a hole in the wall in bedroom. Also, the beach passes were missing and the neighbor/owners were very unwelcoming when we parked our car at the beach entrance to drop off older members of our group as a result. That was unfortunate since we came to the area specifically to see if it might be a great retirement/vacation home spot for the in-laws. We would give this stay a five if those concerns were addressed. All in all, it was a fun vacation and we liked the lovely house and gardens.

10/10 Excellent

Lisa F., Chapin

10 Aug 2023

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

Family Get Away - But Shhhhhhhhhh

We had great vacay! We were a group of 7 adults and 4 kids. The house was well equipped! Loved the new gas range! The living space was great to allow people space! It was broken up nicely with two dinning spaces and three sitting areas. Beds were comfy! The garage was well equipped with beach items and chairs! Honestly, they thought of everything! From garbage bags, spices, to beach chairs! The backyard is an oasis! Beautiful pool, lounging areas, and lots of green space. Only concern is that you need to be extremely quiet outside. No music, no kids playing, no loud noises. Unfortunately the neighbors complained, and we were very sensitive to all noise outside after that. Cape Charles is a cute town! We checked out the beach there mutliple times. Loved the breweries, shops, mini golf, ice cream, and checked out a few restaurants! Definitely check out A1 Seafood Market.

Stayed 7 nights in Jul 2023

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Kate B., Hartford, CT

31 Jul 2015

Beautiful, well-equipped house

We stayed in Cape Charles for a week at the end of June with four couples and two one year-olds. We found that the house was spacious and no one ever felt on top of one another. Driving in we were a little surprised by how remote the house is, although this wasn't a huge problem for us as we were not looking for a lot of tourist attractions. The guys in our group did a lot of golfing at the Bay Creek course with the 'twilight' prices. Virginia Beach is only 45mins-1hour away if you're really looking for larger attractions. Cape Charles is a small town with only a few restaurants which I would recommend getting a reservation for ahead of time. We found everything we needed at the Food Lion and cooked in most of our nights. The kitchen was well equipped and the house also has a grill on the deck. We were impressed by all of the added things the house had (cornhole boards, pool volleyball, bikes to ride to the beach, kayaks for the pond, beach towels/linens). We had a great time and the house was perfect for all our vacation needs! Overall Positives: Beautiful house, stocked kitchen, great yard, secluded relaxation, semi-private beach, lots of entertainment at the house (games, pool, darts, etc.) Overall Negatives: wifi was not super fast for streaming, limited choices for restaurants/attractions

8/10 Good

Sushama D.

29 Aug 2022

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

Relaxing vacation. Property and pool amazing, beach access difficult

We enjoyed our stay at Jack’s property! It was peaceful and relaxing. + Pool was very nice, clean, good size + Entire backyard with gazebo, lounge chairs, tables were great to hang out. We ate all of our meals out there + Wraparound porch with rocking chairs was lovely for sitting and enjoying the pretty landscaping - Beach access was difficult. Have to walk through a stretch of woods, and the golf cart rental places in town don’t allow you to take them all the way out to this community because of the highway. So we had to carry all of the chairs and umbrellas ourselves - Beach items were on the older side and there weren’t many toys for the kids (buckets, shovels, etc.) - Freezer wasn’t in great shape in terms of cleanliness

Stayed 7 nights in Aug 2022

10/10 Excellent

Gail K.

29 Jun 2022

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

Cape Charles away from the madding crowd

Loved being able to go to the beach in the morning and come back to the house for the little ones to nap and the older kids to play in the pool and yard. Perfect situation for our group

Stayed 7 nights in Jun 2022

10/10 Excellent

Sherry M.

15 Aug 2021

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

Quiet Family Getaway

We have been coming to Cape Charles with our family to visit for the past few summers. Each time we have rented this property. It is a large and comfortable home with plenty of amenities and one of few homes in Cape Charles with its own private pool. The house comes with plenty of backyard activities and board games that families can enjoy together. The beach access is not a bad bicycle ride or a quick car ride. There is a light 5 minute walk through some greenery after parking your car. I think next time we will rent a golf cart to easily transport our beach gear. The private beach is worth the walk. The owner was very kind and had a very fast response.

Stayed 7 nights in Aug 2021

8/10 Good

Hope L.

15 Jul 2021

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

Wonderful, Relaxing vacation

We had a wonderful week staying in Cape Charles. The home fit all of our needs. It was clean, spacious and beautifully decorated. We also really appreciated the well stocked kitchen. After a hot day at the beach, coming home to a pool was just what we all needed. Great home!

Stayed 7 nights in Jun 2021

10/10 Excellent

kris f.

30 Nov 2020

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

Thanksgiving gathering

What a lovely home! We took our household to Cape Charles to meet up with one of our adult kids and had the most relaxing time. I was nervous about cooking Thanksgiving in a strange kitchen but everything I needed was there (I brought a roaster for the turkey). We were blessed with wonderful weather and walked to the beach every day (sometimes more!) to enjoy watching the dolphins, exercising and just relaxing. We ate outdoors at several local places (The Shack and Cape Charles distillery) - both excellent. Played corn hole and binged some Netflix too. Exactly the get away that we all needed. The House is in a very rural neighborhood (but oh the sunshine that streams through all the windows!) and the beach is about 3/4 mile but there are beach wagons in the garage if you need to haul stuff there. I ordered groceries ahead at Wegmans in Va Beach and they were ready for pickup as we arrived. Thanks for sharing your home with us!

Stayed 4 nights in Nov 2020

Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!

Photo gallery for Family vacation retreat w/ In-ground Pool with private Chesapeake Bay access!

Reviews

Entire home

Popular amenities

Add dates for prices

About this property

Entire place