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Our top choices for Middletown Station vacation homes

9.6 out of 10, Exceptional, (61)
"Great house for my brother's and I to enjoy San Diego with our families."
United States
David W.
*Charming* Family & Couples Friendly 4 BR ENTIRE HOUSE
10.0 out of 10, Exceptional, (47)
"Great stay"
United States
marc l.
Gorgeous Chalet in historic San Diego's premier neighborhood- Mission Hills!

Vacation Home in Downtown San Diego

1920's Remodeled Craftsman Bungalow Little Italy
7.6 out of 10, Good, (5)
"We needed a small and fast getaway for an event I was going to and the owner was able to accommodate and help us with whatever we needed. The owner was quick to answer and communicate with us when we had questions and was overall nice. The place was small and cute, exactly what we were looking for! Bed is so comfy, the pull out bed for the sofa was easy to pull in and out, a lot of space for our clothes. Kitchen was so adorable. Finding the place overall was very easy since it was right off the...
United States
Elioenai A.
1920's Remodeled Craftsman Bungalow Little Italy
9.2 out of 10, Wonderful, (45)
"Great affordable place, area is filled with restaurants, responsive host. "
United States
Arthur L.
Adorable Quirky Hideaway~BIG Private Enclosed Yard
9.8 out of 10, Exceptional, (33)
"It was a nice place to stay especially for families. We have four boys ages 6, 5, 3, and 1. We were worried that our little one wasn't going to be able to sleep through the night in an unfamiliar place, but it worked out fine. The stay was perfect for our family. Had everything we needed. Owner was great with communications when we had questions."
United States
anthony v.
*FULL REMODEL* 4 BD Entire House Located Close to Downtown!
10.0 out of 10, Exceptional, (22)
"Property was beautiful and location was close to airport. The floors could've been cleaned a little better, though overall our stay was very enjoyable and would recommend to others."
United States
Shawna F.
$1,011 nightly
The price is $1,127
Dec 22 - Dec 23
Total with taxes and fees
Luxurious 4200 Sq Ft 6 Bedroom Mediterannean Villa
9.8 out of 10, Exceptional, (172)
"Great location. Just what we wanted "
United States
Christine S.
BBQ Grill, 5 mins to DT, Canyon Views, Parking
9.6 out of 10, Exceptional, (65)
"This place felt incredibly cozy, was in a great location and was very clean."
United States
Mayra L.
$463 nightly
The price is $519
Dec 22 - Dec 23
Total with taxes and fees
Family-friendly 3bd / 2bh with outdoor and dining in SD's best location
9.8 out of 10, Exceptional, (16)
"Beautiful, spacious home in a great location close to major attractions and local restaurants. Would definitely stay again!"
United States
Dana B.
Robinson-Newly Renovated Beautiful Retreat-Close to ALL
9.6 out of 10, Exceptional, (25)
"Really beautiful condo within walking distance to many restaurants,bars,shops. Great location. Highly recommended this place."
United States
CJ D.
4046 · Modern condo in Hillcrest/Mission Hills
9.6 out of 10, Exceptional, (139)
"Great location, very clean and everything was made very easy by the hosts to check in and check out. we definitely recommend staying at this property."
United States
John
♥ Best Value in SD! $1M Views; Great Location; Award Winner ♥
9.8 out of 10, Exceptional, (22)
"Centrally located home with lots of room and fun backyard. Great A/C. Good parking. Lots of bedrooms and lots of bathrooms. Great layout for multi family vacation. "
United States
Cynthia T.
Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.
9.4 out of 10, Exceptional, (211)
"Great location and great views. We enjoyed the house. "
United States
Mark S.
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
7.8 out of 10, Good, (6)
"Clean room but wasnt able to reach the host before i arrived.Parking was a liitle challenging."
United States
Keith A.
$228 nightly
The price is $254
Dec 16 - Dec 17
Total with taxes and fees
Modern House In The Hills | Killer Location!
8.0 out of 10, Very Good, (5)
"Place was super clean and had every amenity you could need. Pictures don’t do this place justice. "
United States
Michael C.
Spanish Villa, Skyline & Ocean Views, Pool Hot Tub
6.8 out of 10, (8)
"Me and my girlfriend stayed here for a weekend to kind of just enjoy not having to be home for a weekend and staying here was very nice; the view from the living room and balcony was amazing, was close to all the hotspots in SD and just felt like a second home. I was a bit of a chaotic guest leading up to the check-in and that is because of my work but the host Daniel was very helpful and patient with my mistakes and I appreciate what he did for us."
United States
Nico E.
$368 nightly
The price is $409
Dec 15 - Dec 16
Total with taxes and fees
2 bed, Just a few Minutes to Airport & Old Town, Great City Skyline Views
Avalon III by Avantstay Mins to Gaslamp, Zoo & Airport Beautiful Deck w/ BBQ
9.8 out of 10, Exceptional, (65)
"We all loved the property. It was set up very well with everything you would need for a family gathering. The pool is excellent and it was worth the costs to heat the pool. I love the neighborhood and the "
United States
Tricia B.
San Diego Swimming Pool on Stunning Canyon in Hillcrest Mission Hills -Walkable!
$767 nightly
The price is $859
Dec 15 - Dec 16
Total with taxes and fees
Spacious 6-bedroom house in lovely San Diego with AC, WiFi
10.0 out of 10, Exceptional, (193)
"Amazing stay highly recommended "
United States
Saket B.
$252 nightly
The price is $280
Dec 15 - Dec 16
Total with taxes and fees
2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay
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 Station Hotel Reviews

Find out more about Middletown Station

What types of Vacation Homes can I find in Middletown Station?

At Expedia, you’ll find great Middletown Station Vacation Homes for your family vacation, business trip, romantic weekend break, and more. If you’re planning a vacation with kids, try using the traveler experience filter to select “Family-friendly” Middletown Station Vacation Homes. Or, if you’re traveling for work, you can check the “Business-friendly” box to find business-oriented places to stay in Middletown Station. While you’re making your decision, you can use our map facility to view your shortlisted properties and their distance from Middletown Station, or nearby places of interest. There are great places to stay for every budget, so if you need cheap Vacation Homes in Middletown Station, use our simple search function to help you secure a great deal.

How much do Vacation Homes cost in Middletown Station?

The price per night for Middletown Station Vacation Homes in 2026 can start from as low as $254*. The cost of Vacation Homes varies depending on a number of factors: the dates of your stay, the exact location of the accommodation, and whether there are any special events taking place near Middletown Station, to name just three. When there’s a high demand for rooms in Middletown Station, this can cause prices to increase, whereas traveling during a quieter time of the year can mean lower prices. Booking through Expedia can help you find some of the best deals for cheap Vacation Homes in Middletown Station, so you can sleep easy without going over your budget.

How to find the best deals on Middletown Station Vacation Homes?

Expedia’s search function can help you find some of the best deals on Middletown Station Vacation Homes. You can select a minimum and maximum price per night according to your budget, and filter by guest ratings and star ratings to ensure you find the right Vacation Homes for your needs. Changing the sort order according to price can also help you to view cheap Vacation Homes in Middletown Station at a glance, and you can combine this with our own picks to highlight some of the best available offers. Don’t forget, if you’re an Expedia Rewards member, you can use the “Member Prices” filter to make extra savings on your booking.

Why should I choose Expedia to book Middletown Station Vacation Homes?

Booking with Expedia allows you to browse a wide selection of places to stay in Middletown Station, complete with search filters that make it easy to locate Vacation Homes that best meet your specific requirements. Our clear and easy-to-use search function makes it effortless to compare amenities, prices, property types, neighborhoods, and much more. At Expedia, you can also find flights, car rental, and activities, and you can combine your bookings for greater savings. Plus, Expedia Rewards members accrue points on all eligible purchases. Build your points total to gain discounts on subsequent bookings in the future. Membership is free, so go ahead and join.

What is the cancellation policy on booking Middletown Station Vacation Homes?

At Expedia, we understand that plans change, and the good news is you can cancel many bookings for Middletown Station Vacation Homes with a full refund, depending on the rules and restrictions. For example, some Vacation Homes may not give refunds if you cancel your booking within 24 or 48 hours of your arrival date, and some bookings are non-refundable. Be sure to view the policies provided by the Middletown Station Vacation Homes, and confirm the exact cancellation window on your selected location’s details page. If free cancellation is important to you, you can filter for the “Fully refundable” payment type when you search for your Vacation Homes.

*Prices and availability are subject to change. Additional terms may apply 

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