Middleton Vacation Rentals

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Vacation Rentals in Middleton

Our top choices for Middleton vacation rentals

RiverPointe Napa Valley Resort

3.0 star property
8.8 out of 10, Excellent, (1305)
"The trail nearby along the river was nice. "
The price is CA $150
CA $212 total
includes taxes & fees
Sep 1 - Sep 2
RiverPointe Napa Valley Resort

As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

9.8 out of 10, Exceptional, (89)
"The house was phenomenal and we truly enjoyed our stay. The bedrooms all have large beds and bathrooms and are separate which provided nice privacy. The hot tub, common areas, and view were all amazing."
As featured on CBS's Staycation! Luxury Retreat Overlooking Sonoma Valley

Historic Cuneo Cottage Downtown Sonoma

9.4 out of 10, Exceptional, (85)
"We enjoyed staying in your Cuneo Cottage. Loved the history and pictures throughout the house and the proximity to the Plaza, hiking trail and Sebastiani Winery!! "
The price is CA $565
CA $1,044 total
includes taxes & fees
Sep 6 - Sep 7
Historic Cuneo Cottage Downtown Sonoma

Spacious 4-bedroom house unique

10.0 out of 10, Exceptional, (2)
"Loved the property. Lots of space, nice fire place, backyard was comfortable, easy to find parking. Only issue we had was the lack of curtains in the dining room. Other than that, would definitely book again."
The price is CA $536
CA $682 total
includes taxes & fees
Sep 4 - Sep 5
Spacious 4-bedroom house unique

Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

9.8 out of 10, Exceptional, (190)
"Comfortable and easy flow of kitchen, living and dining areas. Close to wineries and Sonoma Square."
The price is CA $583
CA $1,197 total
includes taxes & fees
Sep 23 - Sep 24
Beautiful Deluxe Sonoma Retreat With Private Pool Spa Bocce & More! Sleeps 8+2

Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

9.8 out of 10, Exceptional, (106)
"Great stay from start to finish. We booked this for a trip with friends to celebrate my husband's 50th birthday. Communication with Tom was great. Was able to checkin a little early and allowed us to have ballons delivered before our arrival for a surpise for my husband. Plenty of space for 11 adults. Overall a great time."
The price is CA $1,235
CA $2,080 total
includes taxes & fees
Sep 21 - Sep 22
Private Sonoma Sanctuary 6 bed retreat with POOL and SPA

Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

10.0 out of 10, Exceptional, (9)
"The property was great for a decent sized group! Nicely located and provided excellent space and amenities."
The price is CA $1,298
CA $2,269 total
includes taxes & fees
Sep 10 - Sep 11
Luxury Retreat in Napa Valley – Two Stunning Homes on a Private Gated Estate

When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

10.0 out of 10, Exceptional, (10)
"Beautiful homeSpacious Well appointedVery comfortable beds"
The price is CA $529
CA $1,145 total
includes taxes & fees
Sep 3 - Sep 4
When in Glen | Sonoma | Panoramic Views | 3bed / 3bath

Charm and Modern Luxury in Heart of Wine Country

10.0 out of 10, Exceptional, (138)
"We had a great time, place was definitely roomy for the four of us. Great kitchen to cook in."
Charm and Modern Luxury in Heart of Wine Country

Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

9.8 out of 10, Exceptional, (202)
"Stunning home on a beautiful property. "
Beautiful Napa Valley Home on Golf Course - Perfect Wine Country Retreat

Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

10.0 out of 10, Exceptional, (82)
"Had a great time!"
Spectacular Stone Pool/Spa. Views to The Bay. Near Sonoma Plaza. Ambiance plus!

Escape from all the noise and stay in this napa valley campsite

The price is CA $152
CA $311 total
includes taxes & fees
Sep 6 - Sep 7
Escape from all the noise and stay in this napa valley campsite

Downtown Napa Cottage- walking distance to City Center

9.8 out of 10, Exceptional, (129)
"Amazing downtown Napa cottage, host was responsive and thoughtful!"
The price is CA $469
CA $771 total
includes taxes & fees
Sep 2 - Sep 3
Downtown Napa Cottage- walking distance to City Center

NEW DOWNTOWN NAPA HOME (AMAZING LOCATION)

10.0 out of 10, Exceptional, (153)
"CC was an amazing host with excellent recommendations to wineries and hidden gems. Great location to walk to downtown. I would stay here again when back in Napa Valley. "
NEW DOWNTOWN NAPA HOME (AMAZING LOCATION)

Cozy Retreat, Studio Apartment, City Permit VR09-0038.

9.6 out of 10, Exceptional, (284)
"Perfect space for two on a girls trip. "
Cozy Retreat, Studio Apartment, City Permit VR09-0038.

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

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful property"
The price is CA $201
CA $441 total
includes taxes & fees
Sep 1 - Sep 2
2 bed I Silverado Resort & Spa in Napa - Wine Town

Winepress Cozy Getaway

10.0 out of 10, Exceptional, (102)
"Awesome property! Will stay again and recommend to others!"
Winepress Cozy Getaway

Vineyard Views in the Heart of the Napa Valley

10.0 out of 10, Exceptional, (67)
"Wonderful home and location and great communication with the property owner."
The price is CA $550
CA $989 total
includes taxes & fees
Sep 2 - Sep 3
Vineyard Views in the Heart of the Napa Valley

VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

9.8 out of 10, Exceptional, (389)
"Amazing house for a Napa get away. Perfect location and best backyard views around!"
VINEYARD VIEW 4 BED/3 BATH W//HOT TUB PERFECT LOCATION FOR WINE TASTING

WineCountry Retreat + Casita,Bocce & Sunset Views!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The space was filled with natural light and felt so warm and welcoming the moment we walked in. Immaculately clean and beautifully decorated with such attention to detail. The kitchen had everything we needed, making it easy to feel right at home....
WineCountry Retreat + Casita,Bocce & Sunset Views!
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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Top Middleton Hotel Reviews

Find out more about Middleton

Find out more about Middleton

Everything you need to know about Middleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleton vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleton vacation rentals we have selected for you start as low as CA $150 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleton rentals

At Expedia, we put the best Middleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find vacation rentals in Middleton?

Yes, there are vacation rentals where you'll be just 6.7 mi (10.8 km) from Napa Valley Wine Train, providing a more secluded option if you want a quiet place to stay.

What are some of the best vacation home rentals that Middleton has to offer?

Charm and Modern Luxury in Heart of Wine Country: This vacation home rental near Middleton offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Middleton?

While exploring the area, visit family-friendly sights like Sonoma TrainTown Railroad, or get outside and enjoy nature at Napa River. Napa Valley Wine Train and Eagle Vines Golf Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Middleton like?

Vacation rentals are private properties where you can stay for short or long periods in Middleton. Vacation rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family getaway.