Holmhead Vacation Rentals from ￥33,341: Search Short-Term Rentals

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Our top choices for Holmhead vacation rentals

A two-story house with a front porch, a central entrance, and a symmetrical window arrangement.

1. Private Guest Suite by Wineries/Orchards/Cville

Palmyra

Nick S.

￥36,292 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with a large island, a built-in oven, and a window with curtains.

2. Bluebird Cottage B: Quiet, Firepit, Patio, Games

Palmyra

Kelli c.

￥40,286 total

includes taxes & fees

Oct 14 - Oct 15

A modern kitchen with stainless steel appliances, a dining table with chairs, and a window with blinds.

3. Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Troy

Jules R.

￥33,341 total

includes taxes & fees

Oct 12 - Oct 13

A compact kitchen with a microwave, toaster, and sink. There is a dining area with a table and chairs in the background.

4. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

Scottsville

Michael L.

￥54,786 total

includes taxes & fees

Oct 3 - Oct 4

A compact kitchen with a stove, oven, coffee maker, and a refrigerator.

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

Troy

Jordan

￥38,203 total

includes taxes & fees

Oct 5 - Oct 6

A wooden cabinet with a shelf, a small birdhouse on top, and a round wooden door with a metal handle.

6. Shireton: Fantasy-Inspired Underground Cottage

Arvonia

￥44,106 total

includes taxes & fees

Oct 5 - Oct 6

A wooden deck with wicker chairs and a table, surrounded by a wooden railing and greenery.

7. Visit Monticello, Wineries, UVA & More

Troy

Camryn S.

￥88,386 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with dark cabinetry, a stainless steel refrigerator, a large island with stools, pendant lights, and a herringbone-patterned backsplash.

8. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

Troy

Kevin A.

￥263,361 total

includes taxes & fees

Nov 2 - Nov 3

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Top Holmhead Hotel Reviews

Keswick Hall

10/10 Excellent

"Absolutely beautiful property with gorgeous rooms and amenities. Good not have picked a better spot to spend our anniversary."

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

10/10 Excellent

"We had a wonderful stay! The home was beautifully and professionally appointed, with thoughtful details throughout that made it feel warm and inviting. It was exceptionally clean—it honestly looked as though no one had ever stayed there before! We also appreciated how dog-friendly the home was, including the thoughtful touch of having dog treats available for our pup. Arrival and departure were both very easy, with clear and simple instructions. We would definitely stay here again! Terri P"

Loveshack, a charming tiny house on a 5 acre farm

8/10 Good

"The loveshack is next to the house, but shrubs and bamboo growing on either side still help it feel private. The property is clean and I love the location being a bit secluded with land and horses. I loved the amount of natural light that the multiple sliding back doors let. The super soft carpet in front of the couch was a favorite of mine.There is a jacuzzi tub with 2 windows with a view. This is something that I wanted when searching for rentals. Preferable putside but with all the windows this one seemed nice. I was really looking forward to using the jacuzzi bathtub. I brought bubble bath and a face mask, but it was a little challenging to figure out in time so I was unable to use it. So if that is something you are hoping for, ask about it ahead of time.The owners were helpful and easily reachable during our stay. The first morning we woke up seeing horses at the gate by the back door.I recommend staying here."

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

10/10 Excellent

"Second time staying at this gem! The owner is very responsive and informative! House is super clean, Stocked with items you would normally bring yourself. Will definitely be back! Several Wineries near by, Float the James River, the cute town of Scottsville is 10 minutes away."

Visit Monticello, Wineries, UVA: Room for a Crowd

10/10 Excellent

"Host was very kind and responsive. House had a great layout for our group It was raining so we didnt get to enjoy the fire pit or the new gas grill. 2 kitchens and 2 family rooms and the gaming area was fun especially with the wet weather. Huge refrigerator upstairs and well equipped kitchen. Comfortable beds and clean house"

Find out more about Holmhead

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Frequently asked questions

Can I find a vacation rental in Holmhead?

Yes, we have vacation rentals close to top local attractions in Holmhead, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Holmhead has to offer?

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland: This vacation home rental outside of Holmhead offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Holmhead?

Explore the area and family-friendly sights such as Dorrier Park, or get out into nature at a spot like Main Beach. Layz S Ranch and Goochland Drive-In Theater are a couple of places you'll find in the larger area.

What are vacation rentals like in Holmhead?

Vacation rentals are private properties you can book for several days or more in Holmhead. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Holmhead vacation rentals

1. Private Guest Suite by Wineries/Orchards/Cville

2. Bluebird Cottage B: Quiet, Firepit, Patio, Games

3. Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

4. The Country Retreat – Cozy Comfort Meets Peaceful Countryside

5. Pine Grove Apartment: Visit Monticello, wineries, UVA

6. Shireton: Fantasy-Inspired Underground Cottage

7. Visit Monticello, Wineries, UVA & More

8. Luxury home near Lake Monticello is nestled in a quiet area, close proximity to Charlottesville

9. Ranchito

10. Visit Monticello, Wineries, UVA: Room for a Crowd

11. Ranchito: Near Keswick Hall & Local Vineyards

Find vacation rentals that suit your style

Top Holmhead Hotel Reviews

Keswick Hall

Private Guest Suite by Wineries/Orchards/Cville

Pine Grove Cottage - Visit Monticello, Charlottesville & Many Local Wineries

Bluebird Cottage A: Across from Lake Monticello, Near Charlottesville, 1 Dog Ok

Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland

Hampton Inn By Hilton Gordonsville

Loveshack, a charming tiny house on a 5 acre farm

The Country Retreat – Cozy Comfort Meets Peaceful Countryside

Visit Monticello, Wineries, UVA: Room for a Crowd

Find out more about Holmhead

Frequently asked questions

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