Holiday houses in Keswick

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Top-rated holiday rentals in Keswick

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Guest favourite

Cottage in Palmyra

4.97 out of 5 average rating, 131 reviews

Bluebird Cottage B: Quiet, Firepit, Patio, Games

You’ll enjoy the simple charms of this home for up to 4 guests conveniently located near Lake Monticello, Charlottesville, the Rivanna River, and wineries. Relax in peace in a quiet neighborhood. Enjoy your private patio with outdoor dining table. Play board games, cornhole, and horseshoes. Make memories around the firepit. You’ll have everything you need, including fully equipped kitchen, washer-dryer, electric fireplace, fast Wi-Fi, 2 smart TVs for streaming services w/antenna for local fare.

10–17 Jul

$281 NZD per night

Guest favourite

Guesthouse in Charlottesville

4.98 out of 5 average rating, 247 reviews

Renew @ Coniferidge.

Constructed in 2017 “ Renew” offers a peaceful, clean and simple space furnished with a comfortable modern mix style. It is situated a short distance from the main home and offers just the privacy you are looking for. This property, located outside beautiful Charlottesville Va. is an easy drive to restaurants, shopping, art, culture, wineries, history, parks and the Uva . Flat Screen Smart TV (use your logins to access your favorite sites ) NO pets - out of consideration of future guests

23–30 Jul

$261 NZD per night

Guest favourite

Cottage in Orange

4.95 out of 5 average rating, 367 reviews

Private Fenced Yard for Dogs/Horses - 2BR Cottage

2BR Hen and Hound Cottage is located just outside Orange, VA and has a private fenced yard for pets and walk-in access to adjacent James Madison's Montpelier and its many walking trails. In addition, we are minutes away from all of the popular wedding venues in Orange and a short drive to Shenandoah National Park. Our house on Whistle Stop Farm (so named for the train that passes by) is next to the cottage if you need us. Otherwise, the place is yours. Come enjoy some time in country!

15–22 Mar

$208 NZD per night

Guest favourite

Apartment in Gordonsville

4.99 out of 5 average rating, 372 reviews

A private apartment with Self Check-in.

This newly renovated one bedroom apartment is in the heart of historic downtown Gordonsville. No box stores here, just quaint shops and restaurants. The apartment is right on Main Street nestled in the middle of boutique shops and brick sidewalks with Monticello, Montpelier, the University of Virginia, Shenandoah National Park, local vineyards and many historic sites near by. This is a private second story apartment above a local business with a separate entrance and key-less entry.

13–20 Feb

$168 NZD per night

Guest favourite

Guesthouse in Troy

4.99 out of 5 average rating, 120 reviews

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Take a walk on miles of trails that are adjacent to the property. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by the horses for cocktails. Feel like staying in - SmartTVs and Gig-speed Internet await. Easy checkout. No cleaning fee.

12–19 Mar

$247 NZD per night

Guest favourite

Cottage in Gordonsville

5.0 out of 5 average rating, 127 reviews

Merry View Cottage

Our newly renovated farm cottage sits at the edge of a grove of giant hardwoods. Enjoy year round mountain views, including Merry Mountain. Ease into the morning while watching wildlife from a front porch rocker. Visit local wineries, breweries, restaurants, museums, shops, hiking trails or wedding venues. Unwind in the hammock or practice yoga on the back deck. Prepare dinner in our full size kitchen. Then, star gaze around the fire-pit after dark. This peaceful oasis awaits you.

11–18 Nov

$274 NZD per night

Guest favourite

Cabin in Gordonsville

4.87 out of 5 average rating, 306 reviews

18th Century Charming Bungalow# 127 pool & wifi

Escape & unwind from city life on a beautiful historic, 250 acre estate 20 minutes from Charlottesville! Our historic bungalow comfortably fits 2-4 people and is perfect for those who just want to take a step back in history and enjoy the wonder nature has to offer! For outings we are only 20 min away from Jefferson's "Monticello" & 35 min from James Madison " Montpelier". Play golf 5 min away at Spring Creek Golf. Treat yourself to an onsite certified massage wellness therapist.

31 Oct – 7 Nov

$272 NZD per night

Guest favourite

Home in Keswick

4.99 out of 5 average rating, 164 reviews

Country Living - 18 min to Downtown C'Ville

Located on a dead-end road with only local traffic, enjoy the peace and tranquility our home has to offer with an easy drive to Charlottesville or Richmond as well as DC. With approximately 2100 square feet, you will be able to spread out comfortably! Three bedrooms, 2.5 bathrooms await your stay! We are an easy 20-21 minutes to UVA Grounds/"The Corner" and 18 minutes to Downtown Charlottesville. Please reach out to me with any questions! We look forward to hosting you.

21–28 Aug

$466 NZD per night

Guest favourite

Tiny home in Charlottesville

4.94 out of 5 average rating, 669 reviews

Oxford Cottage: Cville’s favorite tiny home!

This 350 sq ft cottage is a tiny home concept space, boasting an airy entry, living area, storage landing, kitchenette, bathroom and sleeping loft. Perfect for a romantic getaway, a work retreat, a stop through town on the way to another location, a small family, or a group of friends participating in the many events held in Charlottesville- weddings, concerts, triathlons. Accommodates 1-4 people looking for a relaxed, stylish, modern and comfortable place to stay.

15–22 Mar

$211 NZD per night

Guest favourite

Apartment in Palmyra

5.0 out of 5 average rating, 106 reviews

The Cottage Next Door

Private and modern in a peaceful country setting near Charlottesville, Scottsville, Palmyra, Fork Union, Lake Monticello and historical attractions. The nearby James River offers rafting, floating and fishing. Scheier Natural Area, a local hiking trail, is just next door. Wineries and distilleries are a short drive away as well. While you can prepare full meals in the kitchen, there are several wonderful restaurants within a short drive, if you choose.

20–27 Aug

$194 NZD per night

Guest favourite

Farm stay in Barboursville

4.98 out of 5 average rating, 178 reviews

Moonfire Farm cozy Shenandoah Region Getaway

Experience charm and nature at Moonfire Farm! Our finished basement on a 5-acre hobby farm offers delightful animal encounters with chickens, ducks, alpacas, and hilarious goats. Our active family of three, including our 7-year-old daughter Piper, welcomes you. High-speed Internet and nearby wineries, breweries, hiking trails, and pick-your-own fruit locations await you. Explore our guidebook for recommendations. Book now for a memorable farm getaway!

11–18 Nov

$266 NZD per night

Guest favourite

Barn in Charlottesville

4.98 out of 5 average rating, 465 reviews

The Loft at Minor Mill - Private loft apartment.

Our place is a newly constructed barn loft in our 1960's barn. Enjoy beautiful views of the surrounding countryside from large windows and a private balcony. The barn is surrounded by our horse pastures and neighboring fields. Self check in with the key lockbox. This loft is separate from the main house where we live. Private parking and entrance for our guests directly outside of barn loft (this is separate from the main house driveway).

1–8 Nov

$366 NZD per night