Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

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Top Guest favourite
Condo in Napa
4.99 out of 5 average rating, 469 reviews

Silverado! Luxe 1BR King Suite This View! Balcony

Apartment with views! Top floor Silverado Resort true 1 bedroom (not studio), 1ba 676 sq. ft. w/ rare mountain views from balcony, living and dining rooms. Wood burning fireplace. *Price incl tax. Walk to pool, market, dining, lounge at mansion. Modern appliances, ready for your relaxation. Luxurious fine Italian linens from Frette on King bed. Just like a 5-star hotel. Roku streaming,Directv Hang out or walk in relaxing grounds! La-Z-Boy queen sofabed, Aug 2025. Free L2 EV chargers nearby.

Top Guest favourite
Guest suite in Napa
4.96 out of 5 average rating, 193 reviews

Sherrie's Vineyard View Retreat-Pool, Spa, N.Napa

Enjoy our vineyard view and a glass of wine by the firepit! Relax in our ONE BEDROOM SUITE, ON THE LOWER LEVEL OF OUR TRI-LEVEL HOME. Conveniently located in N. Napa, we're near Alston Park for hiking, wineries, places to eat & shop. Enjoy a fresh-baked BREAKFAST, a dip in the pool (heated mid-June to Sept), spa (year-round) & many places for relaxing. Our suite is well appointed with a comfortable bed, fine linens, duvet, robes & slippers. DRIVING SERVICES may be added to enhance your tours.

Top Guest favourite
Condo in Napa
4.98 out of 5 average rating, 114 reviews

Casa Vina at Silverado Resort and Spa | Fireplace

Welcome to Casa Vina! Located in one of the best locations at Silverado, close to the HOA pool, Grill and baked goods from the Market, this end unit cottage has golf course and mountain views, a wood burning fireplace and no one upstairs. Updated with mid-century West Elm furniture, 55" TV, enlarged shower, Casper Mattress, stainless steel kitchenette and Keurig coffee maker, this is one of the nicest junior suites at Silverado. Discounted spa day passes available for purchase, when available.

Top Guest favourite
Apartment in Napa
4.99 out of 5 average rating, 397 reviews

Mendez On Main #1 King Bed/10min walk to downtown

Indulge in Napa's finest restaurants, wine tasting, and nightlife from our beautifully restored and remodeled apartment in our Victorian home, just a 10-minute stroll from downtown. Our apartment is fully equipped with all the amenities you'd expect, (*NO STOVE) creating a comfortable space for your stay. For the peace and relaxation of all guests, please note that we do not allow pets or children under 12. You can book with confidence knowing that we have a Use Permit from the City of Napa.

Top Guest favourite
Condo in Napa
5 out of 5 average rating, 111 reviews

Serene 1 BR Condo at Silverado Resort

Calming, relaxing, and stylish, this newly-remodeled 2nd floor condo at Silverado Resort is modern, serene, and peaceful. It’s perfect for a couple's celebration, a special birthday, 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.

Top Guest favourite
Condo in Napa
4.99 out of 5 average rating, 138 reviews

Golf Course Views, Pool, King Bed & Balcony

You’ve found the perfect Napa resort condo with pool access! You’ll enjoy sweeping views and understated elegance that creates a bright airy ambience. Two king bedrooms, both with ensuite bathrooms, offer comfort and convenience, as do modern furnishings, a chef-quality kitchen, Wi-Fi, and a workspace. Relax on the balcony overlooking the lush putting green. Resort amenities provide swimming, cycling, pampering, dining, shopping, and more Napa Valley attractions await you beyond the resort!

Top Guest favourite
Home in Napa
5 out of 5 average rating, 147 reviews

A Wine Travelers Dream in the Heart of Napa Valley

✨Welcome to our beautiful Napa Valley home, perfectly situated between the vibrant energy of downtown and the breathtaking beauty of the Valley. 6 minutes to downtown Napa, 5 minutes to Silverado trail, 20 minutes to Sonoma. Indulge in the world-class restaurants, vibrant nightlife of downtown, or venture into the valley to explore the rolling hills and picturesque landscapes that have made this region famous. After a day of adventure, retreat to our ample space to rewind and rejuvenate.✨

Guest favourite
Villa in Napa
4.96 out of 5 average rating, 174 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!

Guest favourite
Apartment in Napa
4.92 out of 5 average rating, 146 reviews

Napa relaxation at its finest at Silverado Resort

Relax in our remodeled 1 bedroom king bed, 1 queen sleeper sofa & 1 bath condo at Silverado Resort & Spa on the 1st & 18th Fairway on the PGA North Golf Course. Plan a meeting or just get away from it all in the beauty of Napa Valley's wine country, only 10 min by car to downtown Napa, world class wineries & 5 star restaurants. Amenities include access to association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market. Carport parking for one car included

Top Guest favourite
Home in Napa
4.98 out of 5 average rating, 390 reviews

Vineyard House In The Heart Of Napa Valley

La Casita Megandina will create a memorable vacation experience for you and your family. Our house is centrally located in the heart of the Napa Valley only minutes from wineries and world famous restaurants. Our slogan is “Come Experience the Napa Valley Lifestyle at its Finest”. The house borders on a vineyard which give you an amazing view in a quiet neighborhood. Guests from around the world have enjoyed staying with us and we would like to share our house with you.

Top Guest favourite
Apartment in Napa
4.96 out of 5 average rating, 503 reviews

A Private Guesthouse Studio – The Otter

the Otter studio - a peaceful standalone studio in the heart of Napa Valley wine country. the Otter studio is less than one mile from Downtown Napa but far enough away from the hustle and bustle to provide a tranquil retreat while retaining every thoughtful amenity. Enjoy our cozy living space. We are legally permitted to rent to Napa Valley visitors. Ask about our other Napa listings if the dates here are booked.

Guest favourite
Apartment in Napa
4.96 out of 5 average rating, 915 reviews

Carriage House at Main Street Farmhouse!

Clean, comfortable, space on this Farmhouse property dating back to 1880. Enter exact number of guests for correct pricing $60 per person after 2. Studio with queen bed, full bathroom, kitchen with stove/oven, microwave, sauté pan, toaster, coffee and tea, dinette, tv area and IKEA queen sofa/sleeper. Beautiful patio with fire pit, several nice seating areas. Not suitable for children under the age of 12.

Popular amenities for Oakville holiday rentals

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  3. California
  4. Napa County
  5. Oakville