Vacation rentals near Hickory Hill Vineyards

We found 767 vacation rentals — enter your dates for availability

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May 2026

June 2026

If you want to to stay within easy reach of Hickory Hill Vineyards, take a look at vacation rentals to choose your home away from home. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll find the amenities you need and want, which might include a hot tub and garden. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Hickory Hill Vineyards

Showing deals for:Aug 14 - Aug 21

Wonderful

(89 reviews)

Wind Family Compound--Best LARGE Rental on SML! 8000sq feet!

Moneta

8% off

All fees included

Exceptional

(10 reviews)

Romantic Luxury Lake Access Cabin w/ Hot Tub, Spacious Deck, and Pine walls

Pittsville

9% off

All fees included

Exceptional

(86 reviews)

Mountain View, waterfront, large quiet cove, gentle lot, covered dock & deep H2O

Huddleston

8% off

All fees included

Exceptional

(6 reviews)

Pure Contentment! Lakefront sunsets•Pickleball•Dock•Kayaks•Theater & Game Room

Moneta

8% off

All fees included

Exceptional

(328 reviews)

Romantic SML Penthouse, Bernard’s Landing. Smith Mountain Lake 3 Pools

Moneta

8% off

All fees included

Exceptional

(112 reviews)

Smith Mtn Lake 3 BR, 3 bath Lakefront Home; private with great location

Moneta

9% off

All fees included

Exceptional

(77 reviews)

Spacious 2BR + Loft Condo • Pool • Gorgeous Lake View

Huddleston

8% off

All fees included

A guest took this photo and shared it with us.

Wonderful

(148 reviews)

Love Sunsets? Glory in a natural, cozy, rustic setting

Huddleston

8% off

All fees included

View of Cove at Sunset. Seriously, this Image is not Filtered or Edited...

Exceptional

(47 reviews)

Quiet Lakefront, Family Friendly, Kayaks, Boat Slip & Linens Included!

Hardy

8% off

All fees included

Exceptional

(213 reviews)

Renovated , cozy condo overlooking Smith Mountain Lake waits for you!

Huddleston

9% off

All fees included

Incredible view of pool & Smith Mountain Lake

Exceptional

(161 reviews)

SUNSET VIEWS-Pristine WATERFRONT Penthouse Condo on SML- Boat Slip Available

Moneta

9% off

All fees included

Excellent

(8 reviews)

Charming 2-bedroom Cottage located at Va Dare and Portside Bar! Sleeps 4

Moneta

8% off

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Hickory Hill Vineyards

Premier Host

Reel Relaxed - Lakefront w/ Private Dock!

Sleeps 6 · 4 bedrooms · 3 bathrooms

Premier Host

Spectacular lake views, steps to lake, firepit memories, hot tub & deck

Sleeps 4 · 2 bedrooms · 2 bathrooms

Shorely Heaven: WiFi, Disney+, Amazon Prime, YouTubeTV, (2) Kayaks Wide Water Lake Views

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Hickory Hill Vineyards

Image of Cabin 2 at Cedar Key - Serene waterfront setting/No wake cove/Dog friendly!

Premier Host

Great weekend getaway

Quiet cozy cabin with beautiful views to lake. Really enjoyed fishing off the dock and kayaking! Everything was clean and as described. Beds were comfortable. Definitely would return. Neighborhoods are close, but we had no problems.

Seth M.

Stayed May 2025

Image of Bernard's Landing Bliss! - Breathtaking Views & Modern Updates

Premier Host

Weekend Getway

Great location, clean and close to restaurants…loved the fireplace and the ease of check in and check out.

Teresa O.

Stayed Feb 2025

Image of Couples Getaway with a Great Mountain View

Premier Host

Awesome getaway

Everything as described. Beautiful location. Very clean everywhere. Lots of space heaters to stay toasty in the winter. Tons of privacy for the most part, except for a surprise visit from the son. He was nice and wanted to strap down the hot tub cover on a windy day. But we didn't get a heads up about it so we thought he was a stranger at first.

Ian H.

Stayed Jan 2025

Image of Treetop & Waterfront! Quiet Cove, Hot Tub, Kayaks, Game Room and more

Premier Host

What an absolute GEM of a home!

We (myself and girlfriend) absolutely loves our stay! The moment you walk in, you can't help but smile. Water views, and surrounded by trees, we felt instant relaxation. Kayaking on Smith Mountain Lake, a fire pit, a hot tub, and an awesome game room... everything we wanted. Thank you Taylor for your stellar communication and instructions for the home. 5 STARS!!!

bill t.

Stayed May 2024

Image of Recently updated 1 BR Condo with stunning lake views - No cleaning or linen fees

Premier Host

Beautiful and very clean place!!!!

We had an amazing Anniversary trip here!!! Such a beautiful location and a very nice updated condo!!! The owners are exceptionally nice and go out of their way to accommodate!!! We will definitely be back!!!!

Candace K.

Stayed May 2024

Image of Unique Historical log cabin with private beach and 300 ft. of waterfrontage.

Premier Host

Absolutely Wonderful

It was a perfect setting for a much needed getaway and rest. Very well equipped with everything needed to enjoy ourselves. Husband asked if we could stay a couple of extra days-after checking it was already booked. I told him that we would be back. Had a great time fishing off the dock and just hanging around. And added surprise was the gentleman that played the bagpipes every evening a little after 5pm.....Amazing Grace. I being slightly physically handicapped the stairs were a little narrow but I managed and would still return and recommend such a wonderful place. A true gem among the giants......such a beautiful and natural setting. Run to book this historical cabin.

Robbin S.

Stayed Apr 2024

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