Vacation rentals with a pool in Calistoga

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Top-rated rentals with a pool in Calistoga

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Guest favorite

Condo in Napa

4.99 out of 5 average rating, 153 reviews

Chic 1 BR Condo Par Excellence at Silverado Resort

Distinctly modern and exquisitely curated, this newly-remodeled 2nd floor condo at Silverado Resort is sleek, subdued, and moody. It’s perfect for a couple's retreat, a girls' getaway, or a quiet place to stay after enjoying one of the many events hosted at this famed property! Blending urban sophistication with Wine Country charm, this exquisite condo features upscale amenities, 100% bamboo linens, a posh sleeper sofa, two fireplaces, and a premium King size mattress for next level sleep bliss.

May 31 – Jun 7

G$88,960 GYD per night

Guest favorite

Home in The Sea Ranch

4.97 out of 5 average rating, 242 reviews

Award-Winning Forest Getaway: @thesearanchhouse

**Recently refreshed/re-furnished!** This house was named 'The Ranch House' by its architect Don Jacobs, this updated 70s cabin is a forest getaway with modern sensibility. The house is surrounded by redwoods & has 2 large decks, 1 w/ propane firepit w/ ample seating, the other w/ hot tub. Living room has picture windows w/ forest views & Morso wood-burning stove. Guests are encouraged to enjoy the hiking trails, pools, and outdoor amenities. House comfortably sleeps 4, plus fiber-optic internet

Nov 25 – Dec 2

G$78,640 GYD per night

Guest favorite

Condo in Napa

4.99 out of 5 average rating, 325 reviews

Silverado Resort! Large 1BR Mountain View, Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from the balcony, living and dining rooms. Wood burning fireplace. *Price includes tax. Walk to pool, market, dining, lounge at mansion. Newly remodeled, modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette. Just like a 5-star hotel. Roku streaming,Directv Hike or hang out in relaxing grounds! Solid surfaces, knobs sanitized during cleaning.

Aug 7 – 14

G$68,643 GYD per night

Guest favorite

Home in Glen Ellen

5.0 out of 5 average rating, 126 reviews

Tuscan Wine Country Villa with Pool sleeps 6

Picturesque and beautifully appointed villa on acreage with heated (seasonally) pool. Hot tub spa open year 'round. Gourmet kitchen, fireplace, stone work, patio and vistas. Ideal location for luxuriating in the beautiful Sonoma Valley; near wineries and quaint village of Glen Ellen. Discount for 7+nights not blocking both weekends. When requesting a reservation, please tell us about yourselves and confirm you understand our house rules: no additional visitors or parties of any kind. Thank you!

Jan 1 – 8

G$171,866 GYD per night

Guest favorite

Cottage in Sonoma

4.91 out of 5 average rating, 101 reviews

Farm Cottage With Private Pool

*NOTE: the pool is solar heated and is only open JUNE 1- OCTOBER 31. Private, quiet, peaceful family or couple-friendly rustic farm cottage, wine country retreat with a private pool minutes away from wineries, like Schug, Gloria Ferrar, Viansa, Ram's Gate and Sonoma town square. Solar-heated pool is open June-October. We are locked in by three dead-end roads, so it's very quiet. Large deck, large pool patio, kids' play structure, and more. Horses are our neighbors and life slows down here.

Dec 17 – 24

G$156,772 GYD per night

Guest favorite

Condo in Napa

4.98 out of 5 average rating, 157 reviews

Elegant Napa Escape

A designer gem for your next vacation to the wine country! A warm and inviting Napa escape is situated on a lovely serene golf course. Has one bedroom /one bath, kitchen, dining area and living room. High ceilings add to the spacious open feel, along with large sliding glass doors from both the living room and bedroom, opening to a patio and picturesque views of the fairway. Beautifully furnished and handsomely appointed, all details for your comfort and relaxation have been attended to.

Nov 14 – 21

G$41,388 GYD per night

Guest favorite

Condo in Napa

4.98 out of 5 average rating, 128 reviews

Chic Retreat at Silverado: Pool Access, Kitchen

Imagine vacationing a stone’s throw from Napa Valley wineries while staying in a resort so entertaining that the fun and relaxation is multiplied exponentially. You’ll have every comfort and convenience in this stylish condo with king bed, 2 patios and access to resort amenities, such as restaurants, pool, Tesla charging station, and laundry. Guests rave about cleanliness, décor, and responsive host. Make this condo your headquarters for wine tasting or exploring downtown Napa/Yountville.

Aug 15 – 22

G$85,561 GYD per night

Guest favorite

Home in Kenwood

4.99 out of 5 average rating, 271 reviews

Sonoma Vineyard Home With Pool & Stunning Views

In one of the loveliest spots in Sonoma Valley. Stunning views of vineyards and mountains beyond. New, modern swimming pool and hot tub. Bocce Ball court through olive trees. Interior designer furnishings. New gourmet kitchen overlooking pool and vineyard. Dozens of wineries nearby. Beautiful lawn surrounding pool. Two acres. Fully updated with all new furniture. Fire pit overlooking vineyards. Perfect for friends & families in town for lazy weekends or Wine Country weddings.

Jan 18 – 25

G$215,006 GYD per night

Guest favorite

Villa in Napa

4.96 out of 5 average rating, 102 reviews

An Italian Villa in the heart of Napa Valley!

Villa RayEl was inspired by the farmhouses and small villas of Italy. Located midway between downtown Napa and Yountville, this property sits on 2 acres providing great privacy. It sits next to a year-round creek with a view of a vineyard and nightly sunsets. It has a pool and an attached hot tub. Located 5 minutes off Highway 29, 8 minutes to Downtown Napa and 8 minutes to Yountville. It is convenient to great wineries, restaurants. Its the perfect getaway for families and friends!

Mar 5 – 12

G$184,789 GYD per night

Guest favorite

Home in Graton

5.0 out of 5 average rating, 562 reviews

Eco Luxury Private Sanctuary / The Farmhouse Oasis

**Very Important** Please read description below and “Other things to note” at the bottom of this section before contacting us. • Adults Only • Private Sunny 1 Bedroom, 2 full bathroom 900 sq ft stand alone home • Private Backyard with Pool, Sauna, Outdoor Shower, and Outdoor Bathtub • Luxurious Modern Farmhouse Style • Created to feel like a boutique hotel experience • In the heart of wine country Sebastopol/ West Sonoma • Eco-Friendly products used • Strict covid cleaning protocols

Nov 14 – 21

G$97,765 GYD per night

Guest favorite

Guest suite in Santa Rosa

4.99 out of 5 average rating, 142 reviews

Wine Country Retreat w Pool & Spa - Near Vineyards

This one-acre estate offers the quiet and convenience of beautiful Bennett Valley. Just a short drive to the east you will find beautiful vineyards, wine tasting, and farm-fresh cuisine in Sonoma Valley. North 20 minutes up highway 101 you will find spectacular vineyards in Alexander Valley, Dry Creek Valley, as well as elegant tasting rooms and shops in the town of Healdsburg. Located minutes from shopping and local sites, but you will feel worlds away in a quiet, peaceful setting.

Oct 12 – 19

G$39,194 GYD per night

Guest favorite

Home in The Sea Ranch

5.0 out of 5 average rating, 105 reviews

Argonautica: Oceanfront Sea Ranch Escape

Legendary Sea Ranch beauty, and the best of contemporary design await you at this oceanfront Cal-Green certified home. This 2017 newly-built home provides you a perfect floor plan, the latest technology for the tech-savvy, detail-oriented vacationer, and a bright interior amidst this incomparable natural setting. Ocean and cypress views abound from nearly every room in this Frank/Architects-designed home. Smuggler's Cove beach, and the best of Sea Ranch are steps away.

Oct 9 – 16

G$199,329 GYD per night