Our top choices for Middletown vacation rentals
1. Mandala Springs Wellness Retreat Center
Mandala Springs Wellness Retreat Center3.5 star property
Cobb
8.8 out of 10, Excellent, (39 reviews)
8.8/10
Excellent
(39 reviews)
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
Carmino
$152 nightly
The price is $170
$170 total
Nov 12 - Nov 13
Total with taxes and fees
2. Clear Lake Cottages & Marina
Clear Lake Cottages & Marina2.5 star property
Clearlake
9.2 out of 10, Wonderful, (396 reviews)
9.2/10
Wonderful
(396 reviews)
"All of positive things such as a lake view, clean room, and nice staff made a good memory for my family"
"All of positive things such as a lake view, clean room, and nice staff made a good memory for my family"leila karbalaei
$143 nightly
The price is $159
$159 total
Dec 11 - Dec 12
Total with taxes and fees
3. Wildhaven Sonoma Glamping
Wildhaven Sonoma Glamping1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (140 reviews)
9.2/10
Wonderful
(140 reviews)
"Awesome place to stay . So fun"
"Awesome place to stay . So fun"Amy
$115 nightly
The price is $131
$131 total
Dec 11 - Dec 12
Total with taxes and fees
4. Hideaway Cottages
Hideaway Cottages2.0 star property
Calistoga
4.0 out of 10, (1 review)
4.0/10
(1 review)
"Old but quaint. No amenities, no updates. Coffee cups looked like thrift shop purchases. Bed was comfortable. Bath shower drained poorly. Too expensive for a 2 star property."
"Old but quaint. No amenities, no updates. Coffee cups looked like thrift shop purchases. Bed was comfortable. Bath shower drained poorly. Too expensive for a 2 star property."Chris
$213 nightly
The price is $244
$244 total
Nov 19 - Nov 20
Total with taxes and fees
5. Suites On Main
Suites On Main2.0 star property
Kelseyville
9.0 out of 10, Wonderful, (4 reviews)
9.0/10
Wonderful
(4 reviews)
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street.
We very much enjoyed our stay and will stay again."
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street.
We very much enjoyed our stay and will stay again."Margaret
$265 nightly
The price is $287
$287 total
Nov 11 - Nov 12
Total with taxes and fees
6. The Ranch at Lake Sonoma
The Ranch at Lake Sonoma1.0 star property
Geyserville
9.0 out of 10, Wonderful, (10 reviews)
9.0/10
Wonderful
(10 reviews)
"Enjoyed my stay"
"Enjoyed my stay"Epeli
$79 nightly
The price is $90
$90 total
Nov 11 - Nov 12
Total with taxes and fees
7. Spacious Beautiful Country Home on 8 Private Acres
Spacious Beautiful Country Home on 8 Private Acres3.0 star property
Kelseyville
$603 nightly
The price is $672
$672 total
Nov 11 - Nov 12
Total with taxes and fees
8. Russian River RV Campground
Russian River RV Campground1.5 star property
Cloverdale
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "
"We had a great time in the cabin. It was well stocked, had a nice layout, and was bigger than expected. The bunk bed are creatively placed and reminiscent of a cubby hole. The property is undergoing upgrades to the public restrooms so it will be even better soon. "Samantha
9. Rainbow Lodge
Rainbow Lodge2.0 star property
Lakeport
4.2 out of 10, (20 reviews)
4.2/10
(20 reviews)
"Friendly manager at check in, quiet location, conveniently located. Room was adequately "
"Friendly manager at check in, quiet location, conveniently located. Room was adequately "Daniel
$104 nightly
The price is $114
$114 total
Nov 11 - Nov 12
Total with taxes and fees
10. Watefront Getaway w/ Mtn Views & Dock in Clearlake
Watefront Getaway w/ Mtn Views & Dock in Clearlake3.0 star property
Clearlake
4.0 out of 10, (1 review)
4.0/10
(1 review)
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...
"If it weren’t for the kindness of the host, who accommodated us for an early check-in and late checkout, I would’ve given this zero stars. It’s totally rundown, looks like it hasn’t been power washed in 20 years, as soon as you walk up it smells like mold. The listing doesn’t tell you that it’s on a main street. The inside has rotting walls with actual holes, you can smell the mold and in one of the bedrooms it smelled so toxic like cat urine and chemicals - no one could sleep in there. The...Jennifer
$245 nightly
The price is $274
$274 total
Nov 22 - Nov 23
Total with taxes and fees
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.
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 Middletown Hotel Reviews
The Inn on Pine
The Inn on PineCalistoga
10/10 Excellent
We could walk the 2 blocks for shopping and dinner. The owners
were great, loved breakfast outside each day, We stayed just 2 night so we had a smaller room. Next time we will stay longer and opt for something larger. We also had a massage one day, Nina and Salvatore were both excellent.
We could walk the 2 blocks for shopping and dinner. The owners
were great, loved breakfast outside each day, We stayed just 2 night so we had a smaller room. Next time we will stay longer and opt for something larger. We also had a massage one day, Nina and Salvatore were both excellent.
Dana
The Fainting Couch Boutique Hotel
The Fainting Couch Boutique HotelCobb
10/10 Excellent
Unique clean hotel in a quiet area
Unique clean hotel in a quiet area
Marshall
Best Western Plus Stevenson Manor
Best Western Plus Stevenson ManorCalistoga
10/10 Excellent
Beautiful hotel to stay at. We had a room with two double beds and it was big and spacious. It's pretty quiet and has a nice little area to have coffee outside. Would've loved to use the pool because it looked so nice and warm but it was raining so we didnt get to. I would say overall, we're very satisfied. My friends were very happy to stay here too. We drove a tesla so it was a bonus to have a charging station. We didn't have to worry about going somewhere far to charge! Thank you for the...
Beautiful hotel to stay at. We had a room with two double beds and it was big and spacious. It's pretty quiet and has a nice little area to have coffee outside. Would've loved to use the pool because it looked so nice and warm but it was raining so we didnt get to. I would say overall, we're very satisfied. My friends were very happy to stay here too. We drove a tesla so it was a bonus to have a charging station. We didn't have to worry about going somewhere far to charge! Thank you for the...
Jennie
Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels
Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design HotelsCalistoga
10/10 Excellent
Wonderful experience, just two comments: in room coffee is horrible and it would be nice if restaurant opened at 7 am
Wonderful experience, just two comments: in room coffee is horrible and it would be nice if restaurant opened at 7 am
Elco
Golden Haven Hot Springs
Golden Haven Hot SpringsCalistoga
10/10 Excellent
What a gem. Absolutely perfect stay & location. Everyone that worked there was incredibly kind & helpful. Mudbaths & massages were outstanding. Location is ideal. Had such a great time & made wonderful memories. I will definitely be back!
What a gem. Absolutely perfect stay & location. Everyone that worked there was incredibly kind & helpful. Mudbaths & massages were outstanding. Location is ideal. Had such a great time & made wonderful memories. I will definitely be back!
Jessalyne
Chateau De Vie
Chateau De VieCalistoga
10/10 Excellent
Very charming location in Calistoga. Peaceful and right next to a working vineyard. Excellent service from Adilene. Highly recommend for a romantic getaway.
Very charming location in Calistoga. Peaceful and right next to a working vineyard. Excellent service from Adilene. Highly recommend for a romantic getaway.
Olga
Solage, Auberge Collection
Solage, Auberge CollectionCalistoga
10/10 Excellent
We experienced staff that were accommodating and friendly both in the hotel and at Sol Bar. The amenities such as chai tea, bottle water, bicycles and complimentary Mercedes Benz made it worth it.
Sol Spa was a tranquil experience until the cashier presumptively added a tip onto my bill and practically embarrassed me so I'd sign it. Apparently, that is what the Sol Spa suggests clients to pay. I was confused as to why i could not privately determine my own tip. The spa experience was quickly in...
We experienced staff that were accommodating and friendly both in the hotel and at Sol Bar. The amenities such as chai tea, bottle water, bicycles and complimentary Mercedes Benz made it worth it.
Sol Spa was a tranquil experience until the cashier presumptively added a tip onto my bill and practically embarrassed me so I'd sign it. Apparently, that is what the Sol Spa suggests clients to pay. I was confused as to why i could not privately determine my own tip. The spa experience was quickly in...
Anonymous traveler
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection HotelCalistoga
10/10 Excellent
Clean, cute, LOVED the mineral pool and spa along with steam and sauna room. Definitely used the bikes on property to enjoy downtown Calistoga. Will definitely return.
Clean, cute, LOVED the mineral pool and spa along with steam and sauna room. Definitely used the bikes on property to enjoy downtown Calistoga. Will definitely return.
JENNA
Brannan Cottage Inn
Brannan Cottage InnCalistoga
10/10 Excellent
Fantastic stay! Nicole was friendly and gave us a personal experience, we can’t thank her enough. Loved the location and the room was perfect. Would definitely recommend this property.
Fantastic stay! Nicole was friendly and gave us a personal experience, we can’t thank her enough. Loved the location and the room was perfect. Would definitely recommend this property.
Claire
Rancho Caymus Inn
Rancho Caymus InnSt. Helena
10/10 Excellent
We absolutely loved the inn. The breakfast was wonderful and the staff was great and incredibly helpful.
The facilities were clean and comfortable and extremely well-managed. Our needs were attended whenever we needed something or advice on where to go. The burritos across the street were also AMAZING!
Can’t wait to stay here again on our next trip to the area.
We absolutely loved the inn. The breakfast was wonderful and the staff was great and incredibly helpful.
The facilities were clean and comfortable and extremely well-managed. Our needs were attended whenever we needed something or advice on where to go. The burritos across the street were also AMAZING!
Can’t wait to stay here again on our next trip to the area.
Christine
Hotel Trio Healdsburg
Hotel Trio HealdsburgHealdsburg
10/10 Excellent
Excellent & helpful staff. Great downtown area.
Excellent & helpful staff. Great downtown area.
Allison
Cottage Grove Inn
Cottage Grove InnCalistoga
10/10 Excellent
Private little cottages with hardwood floors and deep soaking tubs, wine and cheese at night and a huge breakfast with quiches, waffles and espresso in the morning, your own complimentary bikes for your stay (with helmets , locks, backpacks, and bottled water supplies), plus a picnic basket in your room for your day trips to the wineries. And you can walk across the street to hot springs. Love it.
Private little cottages with hardwood floors and deep soaking tubs, wine and cheese at night and a huge breakfast with quiches, waffles and espresso in the morning, your own complimentary bikes for your stay (with helmets , locks, backpacks, and bottled water supplies), plus a picnic basket in your room for your day trips to the wineries. And you can walk across the street to hot springs. Love it.
Anonymous traveler
Calistoga Motor Lodge and Spa
Calistoga Motor Lodge and SpaCalistoga
10/10 Excellent
We had a great time as a family of 4 with young kids.
We had a great time as a family of 4 with young kids.
Ted
Le Petit Pali St. Helena, a Member of Design Hotels
Le Petit Pali St. Helena, a Member of Design HotelsUpper Valley
10/10 Excellent
I’m giving this place 5 starts not because we did not encounter issues but because the staff namely the assistant manager stepped up and resolved issues with a smile on her face . The initial rooms bed had a sinkhole in it and the bed you almost fold like a book but Christine heard us and moved us to a beautifully designed room with a good mattress. The Hotel also has a relationship with Faust winery and they booked us complimentary tastings. The breakfast includes great quality chocolate and...
I’m giving this place 5 starts not because we did not encounter issues but because the staff namely the assistant manager stepped up and resolved issues with a smile on her face . The initial rooms bed had a sinkhole in it and the bed you almost fold like a book but Christine heard us and moved us to a beautifully designed room with a good mattress. The Hotel also has a relationship with Faust winery and they booked us complimentary tastings. The breakfast includes great quality chocolate and...
Natasha
Embrace Calistoga
Embrace CalistogaCalistoga
10/10 Excellent
We had the pleasure of staying at Luxe Calistoga while visiting the area for a concert. We were completely amazed during our stay. The hotel is absolutely beautiful. It has been completely remodeled and the rooms are gorgeous. No detail has been overlooked and the hotel has a warm and inviting feel. The wrap around porch was the perfect setting for brunch and an evening glass of wine. But on top of this, the owners (Brent & Chris) go above and beyond to create an outstanding experience. ...
We had the pleasure of staying at Luxe Calistoga while visiting the area for a concert. We were completely amazed during our stay. The hotel is absolutely beautiful. It has been completely remodeled and the rooms are gorgeous. No detail has been overlooked and the hotel has a warm and inviting feel. The wrap around porch was the perfect setting for brunch and an evening glass of wine. But on top of this, the owners (Brent & Chris) go above and beyond to create an outstanding experience. ...
Casey & Diana
Bear Flag Inn
Bear Flag InnCalistoga
10/10 Excellent
It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...
It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...
rod
Montage Healdsburg
Montage HealdsburgHealdsburg
10/10 Excellent
We LOVED the Montage! The service was excellent, the accommodations were perfect and the resort is elegant! 5 STARS — Highest recommendation!
We LOVED the Montage! The service was excellent, the accommodations were perfect and the resort is elegant! 5 STARS — Highest recommendation!
Peter
Appellation Healdsburg
Appellation HealdsburgHealdsburg
10/10 Excellent
Beautiful property! The room was beautiful and spacious. The location was great, a few minutes from the town so we got to enjoy that area as well. I really recommend this hotel.
Beautiful property! The room was beautiful and spacious. The location was great, a few minutes from the town so we got to enjoy that area as well. I really recommend this hotel.
Alexis
Aurora Park Cottages
Aurora Park CottagesCalistoga
10/10 Excellent
This was a charming cottage that was super clean, lovely setting and nice comfy furnishings. We loved the attention to detail, the beautiful artwork by local artists. The coffee from a local roasting house was wonderful with the best, biggest croissants I have ever had:) My only regret, that we were not staying longer!
This was a charming cottage that was super clean, lovely setting and nice comfy furnishings. We loved the attention to detail, the beautiful artwork by local artists. The coffee from a local roasting house was wonderful with the best, biggest croissants I have ever had:) My only regret, that we were not staying longer!
Quetia
Find out more about Middletown
Everything you need to know about Middletown 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 Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Middletown vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.
Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!
How to find incredible deals on Middletown rentals
At Expedia, we put the best Middletown 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 Middletown 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 Middletown 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 Middletown. 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 Middletown?
Yes, we offer vacation rentals close to top attractions in Middletown, or you can go with a secluded option if you'd like a relaxing place to stay. Middletown is known for its hot springs and wineries. Make sure you have time to check out the spas and casinos during your trip.
What are some of the best vacation rentals that Middletown has to offer?
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021: This vacation home rental near Middletown is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.
How many vacation rentals are there in Middletown?
Expedia has 10 vacation rentals for your stay in Middletown.
What can I see and do in Middletown?
Explore the area and family-friendly sights such as Calistoga Spit N' Cycle, or get out into nature at a spot like Boggs Mountain Demonstration State Forest. Other places in town to visit include Twin Pine Casino and Rabbit Hill Preserve.
What are vacation rentals like in Middletown?
Vacation rentals are private properties you can stay in for several days or longer in Middletown. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.