Photo by Jennifer Hill

Chalk Hill Holiday Rentals

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Holiday Rentals in Chalk Hill

5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

9.8 out of 10, Exceptional, (22)
"We loved our 2-night stay. We especially loved that each person in our group had their own bedroom (and bathroom). The house is beautifully designed with comfortable beds and couches. The living/dining room has gorgeous massive ceilings. We also loved the huge dining table for meals/games, etc. The aesthetic throughout the house was right up the alley of our group. Everything you need is provided and has been thoughtfully curated. Every room was well-appointed and very clean.The hot tub...
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley

Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub

9.2 out of 10, Wonderful, (10)
"We had a good time. Kitchen well equipped but could be brighter in dining area as mentioned in other reviews. WI-FI was off most of the time which did cause some problems for our group. Spa was nice "
Gable by AvantStay | Beautiful 3.5 Acre Oasis w/ Gorgeous Views, Pool & Hot Tub

Cottage home near the Russian River; county parks; numerous wineries

10.0 out of 10, Exceptional, (92)
"Property was perfect for me while I was taking care of my grandchildren"
Cottage home near the Russian River; county parks; numerous wineries

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (361)
"The views from this house are insane!"
Oceanfront - Hot Tub - Newly Remodeled Cottage

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (416)
"Cozy home overlooking the ocean. We loved sitting by the warm gas fireplace and looking at the scenic ocean view. Quiet and private. A very special place that I hope to return to!"
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

Valley of the Moon Getaway

10.0 out of 10, Exceptional, (223)
"The property and location were beautiful! The pictures of the outside and landscape were not fake! The pictures of the inside of the home did not do it justice. Very clean and had everything you could need. Host was readily available to assist and answer any questions we could have"
Valley of the Moon Getaway

Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

10.0 out of 10, Exceptional, (59)
"Villa Montebella is a wonderful place for a large group. Our families stayed at the Villa over the Thanksgiving Holiday week to celebrate our Daughter’s Napa Wedding. The pictures are accurate, but do not do the property justice. The place is Stunning! There are many comfortable and secluded bedrooms and facilities. The wine cave was amazing and we hired Chef Adair for a special rehearsal dinner there. We have an active group and took advantage of the many amenities. The media room was perfect...
Exquisite Wine Country Villa, Winery And Wine Cave, Villa Montebella

COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

9.6 out of 10, Exceptional, (162)
"Excellent location to be near bodega bay restaurants and The headlands -very nice and approachable host, very dog friendly place. "
COZY Bungalow--Dog-Friendly—Perfect for Couples!!!

Double Queen Room Non-vaulted with Ocean View!

9.0 out of 10, Wonderful, (4)
"Very nice modern room. Loved the fireplace and the view of the bay. Close to Bodega Bay restaurants and marina. "
The price is AU$406
includes taxes & fees
4 Mar - 5 Mar
Double Queen Room Non-vaulted with Ocean View!

Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

9.8 out of 10, Exceptional, (306)
"The house was cozy and clean. The views from the deck are beautiful. Such a peaceful place. The host was responsive and kind when I messaged her. We had a wonderful stay and hope to return! "
Riverfront Cottage in Wine Country - Seasonal River Access - Dogs Stay for Free!

~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~

10.0 out of 10, Exceptional, (67)
"We thoroughly enjoyed our second stay at this property. The River is gorgeous, the house is clean, all amenities readily available, close to hiking, beach, wine tasting. Quiet and serene area, neighborhood is great. Property management team was fantastic and helpful. Easy check in and out. One of my favorite VRBOs. "
~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~

Wine Country Farmhouse with pool & spa in heart of Sonoma Wine Country

10.0 out of 10, Exceptional, (78)
"This is a lovely property with a great location! Great communication with property manager. Would definitely stay again!"
Wine Country Farmhouse with pool & spa in heart of Sonoma Wine Country

Calistoga Vineyard House

10.0 out of 10, Exceptional, (34)
"Nice new place with great kitchen."
Calistoga Vineyard House

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (219)
"Lavender Hill was the perfect spot for a weekend reunion with a bunch of friends to celebrate a milestone birthday! The home is beautiful and has everything you need for a great stay. The panoramic views were breathtaking and our group spent the majority of our stay in the living area soaking up the beauty. We had grand plans for making more use of the sport court and would've loved to use the pool (it was too cold), but this just makes it easier to plan a return stay in the future. Thanks to...
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (69)
"Very private large house and yard perfect!"
Wine Country Harvest Vacation Home

Vineyard and garden views, large open kitchen Space for play and meditaion

10.0 out of 10, Exceptional, (84)
"My family of four (two teenagers) and my brother and sister-in-law hand a wonderful stay over New Years Eve and Day. The location was convenient, quiet, with great views. We loved the modern kitchen, extremely well equipped, enjoyed the garden, and made for an amazing place to enjoy the wine country and just being lazy and enjoying the surrounding hills and scenery. Home has a great modern design with upscale finishes. "
Vineyard and garden views, large open kitchen Space for play and meditaion

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

8.4 out of 10, Very good, (21)
"The place and weather was perfect. The house was clean, organized and had plenty of towels. I love the jacuzzi. The neighbors were really nice. I am a computer person and the wifi was off and on but ita ok, its good to have some nature time also. "
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Gorgeously styled bungalow overlooking Bodega Harbor, walk to town - dogs OK

10.0 out of 10, Exceptional, (86)
"My cousin and I booked a girls weekend at the Bungalow for a little post-holiday relaxtation and to celebrate another semester of college classes completed. It was beyond wonderful. This house is breath taking, we were both in complete awe when we walked in. The view was stunning, we arrived later in the afternoon for check in, just in time to catch the beauty of the sunset on the Marina. The house presented very clean and welcoming, had all the amenities in the kitchen needed for cooking a...
Gorgeously styled bungalow overlooking Bodega Harbor, walk to town - dogs OK

Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

10.0 out of 10, Exceptional, (127)
"Don’t hesitate to book this place! Amazing 360 views, gorgeous house that’s even bigger and nicer than the photos. The owner Per is super nice and communicative. Everything in the house is top of the line. We loved it!"
Casa Loma - THE best Napa Valley Views at an amazing, modern 35 acre estate

Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms

10.0 out of 10, Exceptional, (4)
"One of a kind property in a beautiful location. The layout was super well suited for our group, with lots of spaces to relax and enjoy each other's time. The host is great - very responsive and kind, with all the amenities you need/expect. Would love to stay at this property again. Thank you so much!"
The price is AU$3,352
includes taxes & fees
6 Mar - 7 Mar
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
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.
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The price is AU$131
includes taxes & fees
24 Feb - 25 Feb
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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.