Entire home

Private Country Retreat with Swimming Pool

Family-friendly cottage with an outdoor pool and a hot tub

Photo gallery for Private Country Retreat with Swimming Pool

Exterior
Outdoor pool
Outdoor dining
Smart TV, DVD player, books, video library
Smart TV, DVD player, books, video library
Escape to Holly Hill, a serene private country estate in Charles City County. Unwind in the secluded grounds, take a dip in the pool from May to September, and enjoy free WiFi for checking emails or light correspondence.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 684 sq m

Popular amenities

  • Parking available
  • Dryer

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Country Retreat with Swimming Pool

PERFECT COUNTRY RETREAT
Whether you are looking for a private retreat or romantic getaway, Holly Hill is awaiting your arrival. Relax on the secluded grounds of this historical private country estate in Charles City County. Holly Hill is a three bedroom, two bath guest cottage with full kitchen and an open den nestled on the grounds of Cary Hill circa 1741. All basic amenities apply. Enjoy the peace and tranquility of the life in the country with the added pleasure of pool privileges (open May 15+- through September 15+-or as long as weather permits).


** We are excited to offer our guests free WiFi, although the wifi is NOT suitable for video streaming. You are in the country....and WiFi is great for checking emails, light duty correspondence. The WiFi is measured service and if you use all the data, it just slooooooooooows down until the next billing cycle.

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Hot tub
  • Outdoor pool
  • Pool toys
  • Private pool

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Jetted bathtub
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video library

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina

Things to do

  • Arcade/game room
  • Boat
  • Golf
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 900 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Require proof of age (25 years minimum) of primary renter prior to arrival through supplying government ID to property owner.

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
2 total pets
Restrictions apply; for more information contact the property at the number on the booking confirmation
Note from host: Approved family pet members have an added fee.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is required for transportation to and from this property

Property is also known as

Private Country Retreat Swimming Pool House Charles City
Private Country Retreat Swimming Pool House
Private Country Retreat Swimming Pool Charles City
Private Country Retreat Swimming Pool
Cottage Private Country Retreat With Swimming Pool Charles City
Charles City Private Country Retreat With Swimming Pool Cottage
Cottage Private Country Retreat With Swimming Pool
Private Country Retreat With Swimming Pool Charles City
Private Retreat Swimming Pool
Private Country Retreat With Swimming Pool Cottage
Private Country Retreat With Swimming Pool Charles City
Private Country Retreat With Swimming Pool Cottage Charles City

About the neighborhood

Map
Charles City, VA

What's nearby

  • Jamestown Settlement - 34 min drive - 31.8 km
  • College of William and Mary - 36 min drive - 34.3 km
  • Ford's Colony at Williamsburg - 39 min drive - 37.9 km
  • Williamsburg Premium Outlets - 42 min drive - 40.0 km
  • Busch Gardens Williamsburg - 45 min drive - 45.6 km

Getting around

  • Williamsburg Transportation Center - 36 min drive
  • Newport News - Williamsburg Intl. Airport (PHF) - 55 min drive

Restaurants

  • ‪Two Drummers Smokehouse - ‬44 min drive
  • ‪Lakeside Restaurant - ‬39 min drive
  • ‪McSherry Getaway - ‬50 min drive
  • ‪The Angler - ‬40 min drive
  • ‪Charles City Dairy Freeze - ‬15 min drive

Frequently asked questions

Does Private Country Retreat with Swimming Pool have a pool?

Yes, this property has an outdoor pool.

Is Private Country Retreat with Swimming Pool pet-friendly?

Yes, this property allows pets (limit 2 total). Some restrictions may apply, so please contact the property for more details.

What time is check-in at Private Country Retreat with Swimming Pool ?

Check-in begins at 4:00 PM.

What time is check-out at Private Country Retreat with Swimming Pool ?

Check-out is at 10:00 AM.

Where is Private Country Retreat with Swimming Pool located?

This family-friendly Charles City cottage is located in a rural location, within 3 mi (5 km) of Chickahominy State Wildlife Management Area and Big Marsh Point. Chickahominy Riverfront Park is 10.4 mi (16.8 km) away.

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Reviews

Private Country Retreat with Swimming Pool Reviews

10

Exceptional

9.8

Cleanliness

9.6

Location
Rating 10 - Excellent. 127 out of 134 reviews
Rating 8 - Good. 5 out of 134 reviews
Rating 6 - Okay. 2 out of 134 reviews
Rating 4 - Poor. 0 out of 134 reviews
Rating 2 - Terrible. 0 out of 134 reviews

Reviews

10/10 Excellent

Verified traveler

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

Escaping to the countryside

A great place, clean, beautiful nature around.We had activities in Williamsburg, VA. The place was about 30 min drive thru peaceful countryside. Highly recommended !!
Stayed 3 nights in May 2025

10/10 Excellent

cristina l.

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

Best host

Perfect get away
Stayed 2 nights in May 2024

10/10 Excellent

Antonietta P.

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

Another Amazing Stay!!!

How could it be better?!? The grounds are beautiful, the pool is fantastic, it’s so peaceful, and every possible need is taken care of! We absolutely love Holly Hill and can’t recommend it highly enough! Steve, Russell, (and hoping to meet Patience in person one day), thank you for everything to make our stay so enjoyable! And our dog Abbie was as sorry to leave as we were!
Stayed 9 nights in Jul 2024

10/10 Excellent

Staci T.

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

Beautiful Place!

We loved staying at this property! The pool was amazing and it was great to come back and jump in the pool after walking around Colonial Williamsburg. We had fun trying to find all the chandeliers! The house was clean and had ample room for all of us. No downfalls to this place, would definitely stay here again! Owner was easy to communicate with and very responsive.
Stayed 2 nights in Jul 2023

10/10 Excellent

kelly k.

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

Perfect

This house was fantastic. The salt water pool was a dream. We spent every free moment in it! Steve was so nice and helpful when we needed. Highly recommend!
Stayed 6 nights in Aug 2023

10/10 Excellent

Kerry W.

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

Happy family stay

We thoroughly enjoyed out stay at Holly Hill! We were meeting to catch up with some family in Richmond and Virginia Beach. We had ample space to stretch out during their day visits - and the cottage was perfectly comfortable for us (5 of us). The pool was WONDERFUL! And Steve is the perfect host!! He checked in with us regularly and offered to pick up needed items from the store. We will come again!
Stayed 3 nights in Jul 2024

10/10 Excellent

Sharon B.

Very Clean and Relaxing Location

Wonderful accommodations! The rooms and area was very clean and cozy. Our kids loved the pool and all the games that were provided during the down time. Steve was very attentive if anything was needed, but nothing was - everything was already so well prepared and set up it was perfect! We plan on going back again next year and if it were closer we'd most likely have our sons wedding there! Thanks for making this a summer vacation we will always remember!
Stayed 6 nights in Aug 2018

10/10 Excellent

Kay D.

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

A Perfect Getaway

Our family had a wonderful time. The property was comfortable and cute. The pool was terrific with plenty of lounge chairs and floaties. And there was plenty of outside space to play games, drink our morning coffee, read on the swing or hammock, and eat dinner. The owner, Steve, went above and beyond to make us feel comfortable and ensure we had everything we needed. The property is rural...away from everything...which was just what we were looking for. We would highly recommend the place and hope to go back.
Stayed 4 nights in Jun 2023

10/10 Excellent

Candace B., Wichita

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

Perfect Escape

After a long day of traveling with delays and hours of waiting for a rental car, Holly Hill is the perfect place to come home too! Upon arrival the cabin was lit up for us and playing welcoming music! It’s perfect size for our 5 day get away! The area is just beautiful! I love to sleep in but couldn’t wait to get up and have coffee and devotions on the deck with the animal sounds and that view! The owner was so helpful and answers right away ready to cater to any need! My only complaint is that we couldn’t stay longer!
Stayed 5 nights in Jun 2022

10/10 Excellent

Alicia M.

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

Amazing and magical place

We were scheduled to stay for 7 days. The cottage is beautiful, perfectly clean and had absolutely everything we could possibly need; even to cook almost every meal there. Beds are really comfortable. The pool is beautiful and has lots of lounge chairs and umbrellas, we had a great time reading, resting, singing and dancing by the pool. The property is a dream. Everywhere you look, you will find beautiful flowers, trees and amazing sculptures. Steve the owner and host was wonderful, very kind and responsive to every single need we could possibly have. He has decorated the place with impecable taste. He even decorated many trees around with solar powered chandeliers that make the property feel absolutely magical at night. We were so happy, we ended up extending our stay for 3 more days. And I wish we could have stayed longer. Í´ll be booking this property every year if possible. Thank you so much Steve for such an amazing vacation, we cańt wait to come back.
Stayed 8 nights in Jun 2024

6/10 Okay

Sean M.

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

Nice isolated location

The property was pleasantly isolated and the peace and quiet was great. The property manager laid out all the information that we needed which was helpful. However the isolated location in the woods did present a problem. Upon arrival mice droppings were found in multiple areas throughout the kitchen and bedroom. The property manager was notified and it was cleaned quickly however the next day mice got into food items while we were away from the house and management had to come back out to put mouse traps and caught one. Just not the most pleasant experience. It would have been nice if the grass and outside grounds were cut and kept better for the kids to play outside. Overall it could have been better but because its the beginning of the season I felt enough attention wasn't paid for visitor arrival.
Stayed 3 nights in Apr 2023

8/10 Good

Patricia B.

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

Away in the Country

Our stay was low-key and fun, however, did not realize how far in the country the cottage was (~10 miles from grocery, gas). Hearing hunting shotguns go off from early morning to evening was a bit unsettling. The locals drive in the country on curving roads at least 20 MPH above the speed limit, this was quite scary for those not local to the area. The cottage was charming and our dog enjoyed the small fenced enclosure leading up to the Cottage's front door. Lady bugs were in for the winter and prevalent upstairs by the windows and hall light. Maybe find ways to prevent the ladybugs from coming inside. Did not want to kill this beneficial insect but their presence inside in multitudes left one sleeping upstairs with their eyes open. The woods are beautiful behind the cottage but across the street are cotton fields with huge machinery parked. Overall, the cottage certainly had charm and was a fun, quiet place to ring in the New Year.
Stayed 3 nights in Dec 2023

10/10 Excellent

Susan H.

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

Peaceful Retreat

Loved every minute vacationing at the Guest House "Holly Hill" in Charles City, VA! The Saltwater Pool was extremely luxurious and relaxing! Even though we had quite a few days of rain, the sun still came out long enough for us to swim in the pool! The two new managers Justin and Charles were very nice and helpful. This was their first year managing the property and they did an excellent job! Was sad that Steve Rula, Jr has retired and we missed not seeing his smiling face! Wish Steve the best of luck and now he can enjoy relaxing!If you're looking for peace and quiet this is the place where you want to go! Out in the country away from city noise and traffic! You'll love it!
Looking down from the 2nd floor of the Guest House onto the saltwater pool.
Two story Guest House "Holly Hill" where we stayed
Cary Hill circa 1741 that is located on the property
Enjoying the Saltwater Pool at night with the lights on
Stayed 10 nights in Jul 2025

10/10 Excellent

Philip L.

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

Beautiful place

Would definitely stay again
Stayed 7 nights in Apr 2025

6/10 Okay

Tracy M.

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

One night stay

Needed a place to stay for 1 night for a family event. The home is cozy and the check in process was the easiest I’ve had with any Vrbo. No guessing, no challenges with the door code. The downstairs bed is heaven. THE most comfortable bed ever! The host is easy to communicate with and he made arrangements for us to be able to check in early so we could get settled in first and then attend our family event on time.
Stayed 1 night in Apr 2025

10/10 Excellent

Suzanne P.

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

Lovely cottage in the woods

Perfect place for our small family and dogs - clean, comfortable, quiet, well-appointed place with everything we needed for a few days. Lovely touches in and outdoors. Communication with the owner was great. Highly recommend if you want to get away from the world for a few days!
Stayed 2 nights in Dec 2024

10/10 Excellent

Frank U.

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

Perfect spot for wedding weekend

We needed a place close to the Charles River ferry for a wedding. The property was unique but charming, perfect for the family and 2 dogs. Don’t expect close restaurants or shopping (15 minutes to the closest) and watch for the deer but we had an enjoyable stay and Steve was a gracious and attentive host.
Stayed 2 nights in Nov 2024

10/10 Excellent

james t.

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

Great stay in Charles City

We had 2 couples stay with us and had a wonderful time kicking back and enjoying our stay. The owner, Steve, should change his name to Johnny as in "Johnny on the spot!" We had almost no issues, but the small ones we had were taken care of in literally minutes! He was more than attentive and even gave of a tour the House next door that is used for events e.g. Wedding. The Pool House was exceptional and was well worth the extra price (minimal) for the week. Great place to play cards, socialize, and have an adult beverage. Highly recommend Holly Hill.
Stayed 6 nights in Oct 2024

10/10 Excellent

Sarah E.

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

Excellent stay at the country retreat

We loved our time at the country retreat. Steve was incredibly accommodating and excellent at communicating. The property is lovely and it worked perfectly for our group. Would definitely recommend!
Stayed 1 night in Oct 2024

10/10 Excellent

Ashley H.

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

Family trip to Busch Gardens

We came up Friday afternoon from the beach of NC to enjoy the crisp cool fall weather in Charles City, VA. We really enjoyed Holly Hill’s historical feel yet updated amenities. The shower in the master bathroom was a real treat! The home felt quaint upon entry but the kitchen had a commercial sink and gas stove/oven as well as 2 leather couches in the living space. We were very impressed with the pool and back deck with table that seated 6 to star gaze in the cool night air. We will visit again
Stayed 2 nights in Oct 2024

10/10 Excellent

Tim C.

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

Awesome place

Holly Hill cottage was great. Steve was an awesome host. Took us on a tour of Carry Hill house. Quiet little place with a huge pool that the kids loved. Will definitely come back again soon!!
Stayed 3 nights in Aug 2024

10/10 Excellent

Faige K.

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

Perfect!

We loved the quaint cottage and the gorgeous, large pool! Very peaceful getaway. Close to Williamsburg and many tourist attractions. Definitely recommend!
Stayed 2 nights in Jun 2024

10/10 Excellent

Susan H.

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

Best Vacation Spot Ever!

This was our third time...YES, THIRD TIME...going to the Holly Hill" Guest House! Have gone during the month of July for three years in a row! It's a very relaxing, peaceful, quiet, and enjoyable place to stay! We were in the 20' x 60' Inground Saltwater Pool every day and most nights! Just heavenly! Steve Rula, Jr, the Owner of the Property is very helpful, courteous, and knowledgeable! He told us about the Plantation House "Cary Hill circa 1741" that is also on his Property! It's three stories, full of antiques and Steve rents part of this building and surrounding grounds for special events such as Weddings! So beautiful! We stayed in the two story Guest House "Holly Hill" which is quite spacious! It is surrounded by 5,500 acres of wildlife refuge! On the main floor is the living room, dining area, kitchen (fully equipped), main bedroom with king size bed, and a bathroom with a Jacuzzi Tub and the largest shower we've ever seen! Upstairs are two bedrooms, one has twin beds and the other has a queen size bed. There is a bathroom with tub and shower that is shared by both bedrooms! "Holly Hill" is completely furnished with towels, blankets, sheets, linens, kitchen utensils including pots and pans, dishes, silverware, glassware, stove, refrigerator and dishwasher! You can wash your clothes, if necessary, in the basement which has two washing machines and three dryers! You just need to bring your clothes and food! And don't forget bathing suitss! s located b! l5,500laxing,
Stayed 14 nights in Jul 2024

10/10 Excellent

Robert S.

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

Has a wonderful time

Had a wonderful stay at This location, Steve was very friendly and was ready to assist us with anything we would have needed. Pool was very refreshing. Property was well maintained and beautiful.
Stayed 3 nights in Jul 2024

10/10 Excellent

Karen S.

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

Wedding Weekend Winner!

We were in the area for a weekend full of nearby wedding activities. The host, Steve, was super communicative and responsive. He was incredibly responsive and accommodating. The property is lovely, and well maintained. The outdoor lighting and the fun sculptures added to our enjoyment of the property. Not only do I recommend this property, I’ll seek it out for a return trip!
Stayed 2 nights in Jun 2024