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Vacation Homes in Middletown Station

*Charming* Family & Couples Friendly 4 BR ENTIRE HOUSE

9.4 out of 10, Exceptional, (56)
"Great house for my brother's and I to enjoy San Diego with our families."
*Charming* Family & Couples Friendly 4 BR ENTIRE HOUSE

Great Views Studio apartment near Little Italy

8.8 out of 10, Excellent, (6)
"Very clean studio about a 15 minute walk to Little Italy our favorite place in San Diego. Only qualm tried using microwave and blew a fuse. Juavier was a great host. We will be back next month on MLK hopefully it or sister unit will be available "
Great Views Studio apartment near Little Italy

Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views

9.2 out of 10, Wonderful, (207)
"Very central location. Not a great area. Ali was great. "
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views

Family-friendly 3bd / 2bh with outdoor and dining in SD's best location

9.8 out of 10, Exceptional, (59)
"This place felt incredibly cozy, was in a great location and was very clean."
Family-friendly 3bd / 2bh with outdoor and dining in SD's best location

2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay

10.0 out of 10, Exceptional, (190)
"Amazing stay highly recommended "
$252 nightly
The price is $280
Oct 12 - Oct 13
Total with taxes and fees
2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay

Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard

9.6 out of 10, Exceptional, (18)
"We loved our stay, only thing we wish we would have known was more information about the propertys location and things in the area. "
Hillcrest Hideaway one block from downtown action, dog friendly w/ private yard

Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.

10.0 out of 10, Exceptional, (21)
"The property has lots of bedrooms, bathrooms, and space for a large group. The backyard is a great space for entertaining. Would highly recommend this spot!"
Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.

4046 · Modern condo in Hillcrest/Mission Hills

9.6 out of 10, Exceptional, (23)
"Enjoyed our stay in the comfortable property. Convenient location, quiet neighborhood."
4046 · Modern condo in Hillcrest/Mission Hills

Modern & Stylish Mission Hills Neighborhood Escape

10.0 out of 10, Exceptional, (1)
"Place was very nice and clean. Bed were comfortable. Neighborhood was nice and walking distance from some good ice cream and restaurants. Overall a good experience. "
Modern & Stylish Mission Hills Neighborhood Escape

4BD - Free Parking - Walk to Nightlife in Little Italy!

10.0 out of 10, Exceptional, (4)
"Great location for little Italy and comic con. "
4BD - Free Parking - Walk to Nightlife in Little Italy!

Casa Blanca–Ultimate Getaway: Spa, Game Rooms, Firepit, Views

10.0 out of 10, Exceptional, (31)
"Big home, had fun with the games. Liked having an ice machine outside. Only thing is we wished we came when the weather was nicer so we could enjoy the outside BBQ area."
Casa Blanca–Ultimate Getaway: Spa, Game Rooms, Firepit, Views

Charming Hillcrest/Mission Hills 3 BR + House

10.0 out of 10, Exceptional, (14)
"Great place to stay for families with kids.Very well maintained and spacious rooms. Nearby to major attractions. "
Charming Hillcrest/Mission Hills 3 BR + House

Nature Calls - Centrally located Canyon Cottage

9.6 out of 10, Exceptional, (26)
"Enjoyed our stay. We had a problem with closing of front gate but owner helped resolve the problem."
Nature Calls - Centrally located Canyon Cottage

New! The Gem of Mission Hills: Luxury 5BR Home with Luxe Amenities and views"

9.6 out of 10, Exceptional, (25)
"Our overall experience at our stay was great. The house was very spacious and provided everything we needed! "
New! The Gem of Mission Hills: Luxury 5BR Home with Luxe Amenities and views"

Modern House In The Hills | Killer Location!

8.0 out of 10, Very Good, (5)
"Great stay! Beautiful property and very clean "
$249 nightly
The price is $277
Oct 7 - Oct 8
Total with taxes and fees
Modern House In The Hills | Killer Location!

*FULL REMODEL* 4 BD Entire House Located Close to Downtown!

9.8 out of 10, Exceptional, (32)
"Nice clean house, very close to airport and waterfront area."
*FULL REMODEL* 4 BD Entire House Located Close to Downtown!

Central Location Old Town! EasyWalk to restaurants, parks, trails&Train Station!

10.0 out of 10, Exceptional, (118)
"Fantastic cozy place to stay and explore Old Town and much of San Diego county. It is located about a10 min walk from the Old Town trolly station so you really do t need a car, but there is off street parking if you drive. . It is so close to the restaurants we were able to smell the fantastic cooking from the restaurants and hear the live performances as well. The owners were a fantastic wealth of local knowledge and made great recommendations. We will definitely stay here again. "
Central Location Old Town! EasyWalk to restaurants, parks, trails&Train Station!

Wrap-around deck w/ Cyn views, 2bd 2bth, 5mins>DT

10.0 out of 10, Exceptional, (23)
"Lovely home, well equipped and close to restaurants. Would note that it really only sleeps 4 people in bedrooms - the huge couch is big enough for 2, but not with any privacy. "
Wrap-around deck w/ Cyn views, 2bd 2bth, 5mins>DT

Urban Zen 2 - Luxury Remodel - Gr8 Deal- WOW!

10.0 out of 10, Exceptional, (30)
"Great location for all you would want to do in San Diego!"
Urban Zen 2 - Luxury Remodel - Gr8 Deal- WOW!

Robinson-Newly Renovated Beautiful Retreat-Close to ALL

10.0 out of 10, Exceptional, (13)
"We loved our stay! Great house, great community, and lots of fun."
Robinson-Newly Renovated Beautiful Retreat-Close to ALL
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

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 2025 can start from as low as $277*. 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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