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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Featured Villas in Middletown and around

Luxury Napa Estate With Pool/Hot-tub/Concierge
Exterior

Luxury Napa Estate With Pool/Hot-tub/Concierge

10.0 out of 10, Exceptional, (40)
"This property is simply amazing from the special touches and decorations that welcomed us for my daughter‘s bachelorette weekend to the recommendations of chef Misty Phelps all the touches were just simply above and beyond. We thoroughly enjoyed ourselves and had a wonderful time."
The price is €2,180
includes taxes & fees
12 Feb - 13 Feb
Luxury Napa Estate With Pool/Hot-tub/Concierge
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
A heated pool

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 €2,253
includes taxes & fees
6 Mar - 7 Mar
Iconia: Historic Mansion, Heated Pool & Hot Tub, 9 Bedrooms
Mountain Serenity: Luxe Pool, Views, Comfort
A heated pool

Mountain Serenity: Luxe Pool, Views, Comfort

10.0 out of 10, Exceptional, (4)
"We had such a great family visit . Thank for your beautiful home! It was so comfortable and clean and had everything we needed for family meals. Would recommend this house to everyone! Our Hosts were so kind and check in and check out were simple. Thank you again!"
The price is €939
includes taxes & fees
10 Feb - 11 Feb
Mountain Serenity: Luxe Pool, Views, Comfort
Villa in French Chateau Estate in Napa Valley
Dining

Villa in French Chateau Estate in Napa Valley

10.0 out of 10, Exceptional, (2)
"We had an exceptional time! I stayed here with my husband, my college best friend and her husband. This place was open and airy with breathtaking views of the vineyards and the Palisades. Quaint cottage with all the amenities. We had everything we needed. To be honest all we needed was a glass of wine and four seats to sit on the deck and take in the view and relax. This is definitely a place I will remember and hope to make it back to."
Villa in French Chateau Estate in Napa Valley
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Pool

Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen

10.0 out of 10, Exceptional, (1)
"This was a perfect space to come back to after a full day of wine tasting and exploring the Valley. Very spacious, clean, and accommodating of all our needs. The host was prompt with any questions we had and the entire process was as seamless as could be. We will certainly be coming back! Just an amazing property."
Heart of Sonoma County, Fountain Grove 4BR/4BA home, pool, spa, outdoor kitchen
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Exterior

Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn

10.0 out of 10, Exceptional, (33)
"Perfect place to tour Napa and Sonoma valley "
Year-Round Heated Pool | Hot Tub | Fire Pit | Lawn
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
Pool

Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards

8.4 out of 10, Very good, (15)
"This was a family reunion with family from the Bay Area and from the UK. We have stayed at this property before, and we were pleased with the upgrades to the kitchen area. Our stay was magical. The privacy in the extensive grounds, the beautiful pool and well-appointed house set the scene for a great visit. Minor problems with the pool and hot water were attended to immediately by the property management team. We are recommending Estrella to friends who are looking for a similar arrangement"
Estrella by AvantStay | Secluded Spanish-Style Estate on 7 Acres of Vineyards
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Outdoor dining

Stunning Country Retreat, Pool, Hottub, Views, 92 Acres

9.6 out of 10, Exceptional, (14)
"Nice space for a big group. We spent most of our time in the farm house because that is where the majority of the group slept. Pool house is very nice and spacious."
Stunning Country Retreat, Pool, Hottub, Views, 92 Acres
Calistoga Wine Ranch Estate
Pool

Calistoga Wine Ranch Estate

10.0 out of 10, Exceptional, (82)
"The property was fantastic for our group of 12. The pictures don’t do the house justice. We would all recommend this house to anyone. "
Calistoga Wine Ranch Estate
Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Dining

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond

Villa Colibri: Luxury Estate w/Pool, Hot Tub, Pond
Secluded Vineyard Estate Healdsburg
A heated pool

Secluded Vineyard Estate Healdsburg

9.8 out of 10, Exceptional, (116)
"Nice experience"
Secluded Vineyard Estate Healdsburg
Titan: Theater, Heated Pool, Gym, Billiards
Exterior

Titan: Theater, Heated Pool, Gym, Billiards

9.6 out of 10, Exceptional, (8)
"Had a peaceful and chill birthday weekend at the house. We never left it. It was the perfect setting with lots to do - cooking, hanging out, watching a movie, and swimming. We were a group of ten friends with a dog and a baby. Hosts were super fast in communicating. No issues. "
The price is €1,236
includes taxes & fees
10 Feb - 11 Feb
Titan: Theater, Heated Pool, Gym, Billiards
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Exterior detail

Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views

9.6 out of 10, Exceptional, (18)
"Loved our stay at the house! It was perfect for our group. It was just missing potholders, enough forks for 10 people and a coffee grinder. Even with those things missing it was perfect."
Wellington by AvantStay | Secluded Wine Country Estate w/ Gorgeous Mtn Views
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
A heated pool

Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall

10.0 out of 10, Exceptional, (12)
"Nice roomy house close to San Francisco. Easy weekend getaway . Swimming pool was a comfortable temperature and the hot tub heated up fast . The hosts were very responsive and accommodating. "
The price is €1,743
includes taxes & fees
16 Feb - 17 Feb
Private 1+ acre, Bocce, New Heated Pool & Hot Tub, Waterfall
Modern Compound on Private Vineyard, Complete with Guest House
Outdoor dining

Modern Compound on Private Vineyard, Complete with Guest House

10.0 out of 10, Exceptional, (81)
"The house was very well appointed and comfortable. We were very disappointed that the AC in the loft was broken leaving us with one less bed than we needed. That made for a less than ideal situation. Also, the person who we were given to communicate with was not very communicative. "
Modern Compound on Private Vineyard, Complete with Guest House
French Provencal Chateau in the Heart of Napa
Outdoor dining

French Provencal Chateau in the Heart of Napa

French Provencal Chateau in the Heart of Napa
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Exterior

Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485

10.0 out of 10, Exceptional, (9)
"The house was perfect for a group of friends to enjoy the winieries and the beautiful sunset in the evening. "
Gorgeous Napa estate 15 mins to St Helena surrounded by vineyards. Permit 138485
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
A heated pool

Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#

10.0 out of 10, Exceptional, (18)
"The home and grounds had everything we needed, and then some. The home is close to several great wineries and restaurants. Would highly recommend!"
Entire Wine Country Resort Villa #Pool-Spa-Tennis-Wine-Dine#
Ranch House w/hot tub- located on Winery & Vineyard property
Outdoor pool, a heated pool

Ranch House w/hot tub- located on Winery & Vineyard property

10.0 out of 10, Exceptional, (2)
"The property was clean we had my 56TH birthday partyand it was enough room for all 14 of us. met us at the gate. Great hospitality."
Ranch House w/hot tub- located on Winery & Vineyard property
Cabernet By Avantstay Tranquil Sonoma Valley Oasis w/ Pool & Fire Pit
Interior

Cabernet By Avantstay Tranquil Sonoma Valley Oasis w/ Pool & Fire Pit

3.5 star property
Cabernet By Avantstay Tranquil Sonoma Valley Oasis w/ Pool & Fire Pit
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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Other property types in Middletown

Backyard Garden Oasis
Deep-tissue massages, Swedish massages, prenatal massages, massages

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (42)
"The Backyard Garden Oasis was quiet and secluded. We enjoyed walking along the quiet street in the morning. The owner is a helpful host. "
The price is €209
includes taxes & fees
10 Feb - 11 Feb
Backyard Garden Oasis
Clear Lake Cottages & Marina
View from property

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (295)
"It was clean, quiet and all requirements met. "
The price is €139
includes taxes & fees
10 Feb - 11 Feb
Clear Lake Cottages & Marina
5BD/5BA Pool+Spa+Sonos+10beds: 12min Healdsburg & Alexander Valley
Outdoor pool, a heated pool

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
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.

Frequently asked questions

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What is there to do near my villa in Middletown?
If you’re eager to see the sights of Middletown, be sure to stop by Langtry Estate and Vineyards. It’s a winner with tourists and locals alike.