Hollymead Vacation Rentals

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Vacation Rentals in Hollymead

Exterior
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
9.0 out of 10, Wonderful, (73)
"My husband, mom, and 2 year old daughter enjoyed our stay. Everything was clean and comfortable with plenty of space for my daughter to play inside and out. We had fun tossing the horseshoes outside and loved the close proximity to Walmart and multiple wineries. We will definitely come stay again if we make our way back to the area. Thank you!!"
The price is $150
$201 total
includes taxes & fees
May 30 - May 31
Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries
Property grounds
Relax at 3100 feet and enjoy the peace and tranquility
9.8 out of 10, Exceptional, (59)
"The listing was accurate to what is presented. Very clean and easy to find with GPS. Close drive to National Park entrance. Gorgeous views."
Relax at 3100 feet and enjoy the peace and tranquility
1 bedroom, desk, iron/ironing board, WiFi
Log Cabin on the River
9.8 out of 10, Exceptional, (7)
"Comfortable bed, beautiful location, great tub, great view from every window. Near the park, near some great hikes, great location close to everything. Couldnt ask for anything more."
The price is $225
$330 total
includes taxes & fees
Jun 10 - Jun 11
Log Cabin on the River
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Exterior
Cozy modern cabin - the squirrel's nest
9.4 out of 10, Exceptional, (199)
"We had a great time staying at the Squirrel’s Nest. The location is secluded but still only 15 minutes away from Shenandoah. The cabin was warm & cozy and a perfect escape from everyday life. Hot tub was a plus!"
Cozy modern cabin - the squirrel's nest
Fridge, microwave, oven, stovetop
The Natchez - quiet front porch & rockers.
10.0 out of 10, Exceptional, (95)
"We plan on going back next year"
The Natchez - quiet front porch & rockers.
Property grounds
Charming Farmhouse Cottage with Mountain Views
9.4 out of 10, Exceptional, (12)
"Great location in Orange County Va farm land very close to many attractions and with in reach to Charlottesville for a day trip via country road route 20 ( no traffic lights). The cottage is an outbuilding on the Bloomingdale Farm property that is surround by working farms. The view from the porch is peaceful and relaxing with the Blue Ridge off in the distance. The cottage is rustic with old wide plank pine floors that creek with every step. The first floor sitting room has a large working wood...
Charming Farmhouse Cottage with Mountain Views
Exterior
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
10.0 out of 10, Exceptional, (220)
"Bill and Cynthia are such amazing hosts and the property inside and out exemplifies it. What a great place to stay for some serious rural R&R! The property was very clean. They have thought of everything one would need for a delightful get away. If you forgot anything, just ask and they are sure to help one way or another. The Fresh eggs, courtesy of their chickens, were a treat and the farm animals are such fun…esp Posy, Zoey and Hemingway. We hope to return soon for a longer retreat! Thank you...
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious
Property grounds
RiverFront Country Home with Blue Mountain Views
9.4 out of 10, Exceptional, (10)
"The house was very clean when I arrived. The host gave me all of the details of the of the house right away when I booked. I will definitely stay here again if ever in the area"
The price is $134
$225 total
includes taxes & fees
Jun 2 - Jun 3
RiverFront Country Home with Blue Mountain Views
Exterior
The House in the Holla at the foot of Shenandoah National Park
9.6 out of 10, Exceptional, (12)
"Beautiful property, well maintained and hospitably outfitted for guests. All that and the woodsy setting and sounds of the river made us want to stay longer."
The price is $130
$225 total
includes taxes & fees
May 30 - May 31
The House in the Holla at the foot of Shenandoah National Park
Exterior
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
10.0 out of 10, Exceptional, (19)
"A quite get away"
The price is $160
$201 total
includes taxes & fees
May 30 - May 31
Pete's Place: Forest retreat near wineries, Blue Ridge School, and Shenandoah NP
Fridge, microwave, oven, stovetop
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (65)
"Very nice and roomy, very quiet, only issue was the 2 flights of stairs"
The price is $144
$307 total
includes taxes & fees
Jun 4 - Jun 5
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Private kitchen
Lovely Wooded Cabin with Numerous Trails On-Site!
10.0 out of 10, Exceptional, (51)
"My husband and I had a lovely stay at the cabin! It was perfect for our anniversary trip. Close enough to Shenandoah National park for hiking yet secluded for the perfect off-grid feel."
Lovely Wooded Cabin with Numerous Trails On-Site!
Fridge, microwave, oven, stovetop
New Luxury Modern Farmhouse, Downtown C'Ville
10.0 out of 10, Exceptional, (10)
"This house is exactly as pictured and described in the listing. It was very clean, spacious and inviting. It is perfect for a large group. Additionally, we were welcomed with fresh flowers, wine, and baked goods - such a thoughtful touch. The house also already had pretty much everything you need - towels (even makeup ones), coffee, tea, soap, etc. The location of the house is great - everywhere we wanted to go downtown (restaurants etc) were 5 minutes max driving. Additionally, there is ample...
New Luxury Modern Farmhouse, Downtown C'Ville
Outdoor pool, a heated pool
1802 cottage once part of Monticello and owned by Thomas Jefferson
9.6 out of 10, Exceptional, (58)
"I had a great stay!"
1802 cottage once part of Monticello and owned by Thomas Jefferson
Fridge, microwave, oven, stovetop
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C
10.0 out of 10, Exceptional, (13)
"The place was very nice, cozy, clean, and spacious! It would be a great place to stay with young kids as they have lots of kid gear already at the house. Quiet neighborhood."
Belmont Oasis I Downtown Cville | 3 bed, 2.5 bath | Sleeps 6 A, 2 C
Exterior
Luxurious Townhouse
9.8 out of 10, Exceptional, (42)
"Nice town home, clean, good neighborhood and centrally located to the wineries. The strange part was, there was food in the fridge, prescription medicine in the cabinet. Clothes in all the closets and family photos throughout the house. It was like the owner just left for the weekend."
Luxurious Townhouse
Fridge, microwave, stovetop, coffee/tea maker
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
9.8 out of 10, Exceptional, (65)
"Love the cabin. Comfy and very well kept. The area is quiet. After a long day hiking relaxing at the hot tub to sounds of nature was the best. Highly recommend it."
Secluded Stanardsville Cabin w/ 10 Acres & Hot Tub
Terrace/patio
Secluded Zen River Retreat
9.6 out of 10, Exceptional, (7)
"Secluded location though a short drive to Shenandoah Natl Park. Fronts on a creek with relaxing sounds of moving water. The bed was comfortable and the water pressure in the shower was great; the furniture downstairs could use an upgrade. Large kitchen area with everything we needed. A nice place to escape for a few days."
The price is $125
$217 total
includes taxes & fees
Jun 2 - Jun 3
Secluded Zen River Retreat
A heated pool
The White Elephant Inn Getaway w/ Pool & Hot Tub!
9.8 out of 10, Exceptional, (58)
"A tropical Paradise in the middle of Charlottesville, close to everything yet very tranquil. Wonderful bedrooms and discrete work areas on the inside accentuate the unbelievable pool area and pavilion behind. Beautifully well done, and not adequately depicted in pictures. It’s a near perfect getaway venue. Amazing hosts were always available and nothing went undone or wanting. Very responsive and cordial."
The White Elephant Inn Getaway w/ Pool & Hot Tub!
TV
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
9.4 out of 10, Exceptional, (3)
"House was comfortable and cozy, in a quiet, leafy neighborhood. Beds were super comfy, bedding was very nice. Well appointed kitchen and great outdoor dining area. A few glitches: 1. The Wi-Fi didn’t work. 2. There’s only one bathroom in the main house for three sleeping areas, which requires upstairs sleepers to descend a very steep staircase to use the bathroom. 3. The fourth single bed and second full bath are in the annex area, attached to the main house with a breezeway. Door to the...
GreenLeaf |3 bed, 2 Bath in Rugby Hills - Great central location UVA and Downtown Cville!
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See all available properties in Hollymead
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Hollymead you may be interested in

Front of property
English Inn of Charlottesville
3.0 star property
9.0 out of 10, Wonderful, (1681)
"Stayed 2 nights, comfortable and a good breakfast. "
The price is $100
$113 total
includes taxes & fees
Jun 2 - Jun 3
English Inn of Charlottesville
Exterior
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
3.0 star property
9.0 out of 10, Wonderful, (1009)
"Area is congested. Dampness under the AC unit in room 304. I hope I remember to mention it when we check out"
The price is $117
$133 total
includes taxes & fees
Jun 9 - Jun 10
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
In-room safe, desk, iron/ironing board, free cribs/infant beds
Days Inn by Wyndham Charlottesville/University Area
2.0 star property
7.4 out of 10, Good, (1012)
"Nice stay. "
The price is $75
$85 total
includes taxes & fees
Jun 2 - Jun 3
Days Inn by Wyndham Charlottesville/University Area
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Hollymead vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hollymead vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hollymead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hollymead vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hollymead. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hollymead in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hollymead rentals

At Expedia, we put the best Hollymead vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hollymead rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hollymead vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hollymead. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Hollymead?

Yes, you can find vacation rentals close to popular attractions in Hollymead, or you can go with a secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Hollymead has to offer?

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious: Visitors like this Hollymead vacation home rental. It is located in a rural location and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Hollymead?

While exploring the area, visit family-friendly sights like AMF Kegler's Lanes, or get outside and enjoy nature at Shenandoah National Park. John Paul Jones Arena and Paramount Theater are a couple of places you'll find in the larger area.

What’s a vacation rental in Hollymead like?

A vacation rental is a private property where you can stay for a long or short time in Hollymead. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family trip or a small group gathering.

Recent reviews of Hollymead properties
Expedia verified reviews

English Inn of Charlottesville

English Inn of Charlottesville

5/5 Excellent
"Stayed 2 nights, comfortable and a good breakfast. "
A verified traveler stayed at English Inn of Charlottesville
Posted 3 days ago
English Inn of Charlottesville