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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

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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

  • Chickahominy State Wildlife Management Area - 1 min walk - 0.1 km
  • Jamestown Settlement - 27 min drive - 31.2 km
  • College of William and Mary - 29 min drive - 34.3 km
  • Williamsburg Premium Outlets - 32 min drive - 40.3 km
  • Busch Gardens Williamsburg - 37 min drive - 45.9 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.

How much is parking?

Onsite parking is available at the property.

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

Philip L.

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

Beautiful place

Would definitely stay again
Stayed 7 nights in Apr 2025

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

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

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

Cathy B.

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

Beautiful land

We came in for graduation and stayed here and loved it. It was peaceful and away from everything. It was a great relaxing stay.
Stayed 3 nights in May 2024

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

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

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

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

cristina l.

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

Best host

Perfect get away
Stayed 2 nights in May 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

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

j s.

Peaceful, quiet.

Our two schnauzers and us loved everything about the place.
Stayed 5 nights in Nov 2018

10/10 Excellent

Kay S.

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

Stay at Holly Hill

Holly Hill is a charming cottage surrounded by all the beauty of nature while still having all the creature comforts. It was a perfect place for our visit to Colonial Williamsburg. The saltwater pool is enormous and great to cool off in after a day in the Virginia heat.
Stayed 2 nights in Jun 2023

10/10 Excellent

Eric M.

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

Perfect stay!

Steve was a great host and the place is exactly as described. It was a great place to unwind and relax after a long day on the road. A specail treat is watching the tree canopy come alive at night with all the chandeliers in the trees. Very nice touch! We will be returning. Thanks for a wonderful stay for my family.
Stayed 3 nights in May 2024

10/10 Excellent

Patricia G.

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

Beautiful location

The house is nice. Entry and stay instructions were very clear and easy to understand. Kitchen was well equipped and provided linens and towels were nice. Living room was comfortable and setting was bucolic.
Stayed 2 nights in Sep 2023

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

Bradley S.

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

Peaceful holiday

This was likely the most relaxing holiday weekend we have ever had. Nestled in the country is this wonderful cottage with 60 foot salt water pool that you have all to yourself. The owner, Steve, lives on the acreage and ensured we had everything to make our stay. If you are looking to get away from people and have some great family time with pool, BBQ, and relaxation - no need to look elsewhere.
Stayed 4 nights in May 2024

10/10 Excellent

Brian C.

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

Holly Hill was perfect for our Easter away from home.

The property is set in a beautiful, and very quiet country setting, but yet very close to all of the local activities. Steve, the owner, was probably the most gracious host we have had in all of our many VRBO stays. We hope to make this an annual outing. and BTW, the beds were more comfortable than the Williamsburg Inn in Colonial Willamsburg where we stayed last time at twice the cost.
Stayed 3 nights in Apr 2022

10/10 Excellent

Justin A.

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

Backroad Getaway

Very clean house. Great location for wanting to be out side of town but not to far. Boat Ramp right down the road and game lands surround the property. Plenty of attractions with in 20 minutes. Great property.
Stayed 1 night in Nov 2022

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

Karen B.

April Break

The cottage was perfect for a relaxing getaway with friends. Close enough to Williamsburg and Busch Gardens for day trips of fun or a night out. The house had everything we needed and the owner was super responsive to any questions. Huge plus that we could bring our fur babies along. Would not hesitate to stay here again.
Stayed 3 nights in Apr 2019

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

Miles H.

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

Quiet Retreat

We only stayed briefly, but it was perfect for us. It was clean, comfortable and quiet. It was also very convenient to Williamsburg. Overall a much nicer choice than a hotel closer by. It was only 20 minutes from town. The pool was beautiful. Thanks.
Stayed 1 night in Jun 2023

10/10 Excellent

Rob H.

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

Steve was a great host!

Pool was super nice! Private pool for just the 3 of us was fabulous. Wasn't anticipating the property to be so secluded, but that was a benefit. We never left until checkout.
Stayed 3 nights in Sep 2022