Holiday rentals in Oakville

Romantic Wine Country Retreat with Hot Tub

Romantic 1-bedroom guest suite with king bed, private fenced yard, and exclusive hot tub—with no shared space and private entry. Dedicated workspace, reserved parking, modern amenities. A 5-minute drive to Sonoma Plaza restaurants, wineries, shops. Minutes to vineyards, 45 minutes to Sonoma Coast. Ideal for couples seeking privacy, comfort, and authentic wine country experiences. Perfectly positioned for harvest season, holidays, barrel tastings, and romance. Permit ZPE15-0391 Quiet time 9pm-7a

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.

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.

Mendez on Main #2 / King Bed/1 bath Walk to town

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.

Cozy 1 bedroom place with indoor fireplace & patio

Enjoy a relaxing experience as you unwind in our centrally-located place while exploring the Sonoma and Napa wine country, as well as a short drive (2.5mi) to the Sonoma Square. This newly-renovated and freshly decorated 1 bedroom, 1 bath feels like your favorite sweater featuring everything you would want in a home away from home! New Beautyrest bed, flat screen TV, private entrance & patio. You may even meet Ethel when you arrive, our sweet Vizsla pup who loves to say hello.

Perfect Location w/ Charm

Permitted by the city of Napa: #VR16-0008 Our guest suite with private entrance in our charming Napa cottage style home provides you with a comfortable home away from home. Your room and bathroom are completely private and there are no shared spaces in the house.The room is part of the house and although private, it is not completely soundproof. The backyard is shared with us. It's bright and sunny, and you are perfectly located for walking downtown or exploring the valley.

2 bed I Silverado Resort & Spa in Napa - Wine Town

Stay in the center of Napa Valley at this first class resort in a beautiful fully upgraded 2 bed (1 bed is a queen bed out of a sleeper sofa) 1 bath condo at Silverado Resort & Spa. Minutes from world class wineries and five star restaurants. Amenities include association pool, cocktail lounge, restaurants, pizza lounge, coffee lounge & market all on the grounds for your use! Unwind at the end of each day on your own private balcony with views of the grounds and mountains.

Kats Place Napa Valley Walk Downtown VR-16-0044

The home is a 2 minute drive or 15 minute walk to downtown Napa and an abundance of shopping and great restaurants. Attached Duplex unit - Private guest house with full kitchen, bathroom , living room , backyard , bedroom and off street parking area. comfortable and conveniently located right off the Silverado Trail in the heart of Napa Valley's world-renown wineries. I would be happy to help with any of your travel plans. Certified Vacation Rental VR16-0044. Cheers!

Sonoma Berry Blossom Farm

Modern and spacious with glass enclosed porch, high ceilings and lots of French doors, skylights and windows. Close to town in the very nicest area within a mile of downtown, walkable, or bikeable with my cruiser bikes. You’ll love the views, the location, the goats, quail running around and delicious cafe next door. We just lost our mini horse 7/27 :( we had 16 years, sorry if you had planned on meeting him, it was a sad loss for us.

Creekside Retreat Cottage – Wine Country Haven

Wake up beside the gentle creek in your own cottage escape! •Queen bed & cozy fireplace •Peaceful waterfront deck •Fully stocked kitchen & coffee bar •Fast Wi-Fi plus workspace •Backyard with creek access Minutes to Sonoma Plaza, wineries and trails, our 800-sq-ft hideaway is perfect for couples or solo travelers seeking nature and convenience. Washer/dryer, board games and parking included. Book your Wine Country Haven today!

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.

1 bed | 1 bath | Silverado Resort Experience

Enjoy the Napa Valley lifestyle at Silverado Resort. Well appointed 1 bed 1 full bath studio condo is a wonderful base to enjoy all wine country has to offer. Flat screen tv, complimentary cable and wifi. Gorgeous private balcony. King bed & even a kitchenette! Pool is nearby. Silverado Market is just a few steps away and offers coffee, sandwiches, breakfast and a small selection of groceries. Cheers!