Photo by Mary B
Middletown holiday homes
We found 350 holiday rentals — enter your dates for availability
Select from 49 houses, 12 flats and other holiday rentals to find the perfect place for your stay in Middletown. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as cable TV and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Middletown
Showing deals for:18 Jul - 25 Jul
Image gallery for Ocean View Designer Retreat w/ EV Charger

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Ocean View Designer Retreat w/ EV Charger
San Diego, CA
8% off
Price is NZ$15,159
NZ$15,159
NZ$2,166 per night
includes taxes & fees
Image gallery for Modern Home With Stunning Views In Ideal San Diego Location

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Modern Home With Stunning Views In Ideal San Diego Location
San Diego, CA
8% off
Price is NZ$8,459
NZ$8,459
NZ$1,208 per night
includes taxes & fees
Image gallery for Stunning Zen Penthouse w/Dream Bathroom & Views by Little Italy and Convention C

1010 out of 10 rating
Exceptional
(56 reviews)
Stunning Zen Penthouse w/Dream Bathroom & Views by Little Italy and Convention C
San Diego, CA
7% off
Price is NZ$5,177
NZ$5,177
NZ$740 per night
includes taxes & fees
Image gallery for Avalon 2 Unit Buyout (I & III) AvantStay | Mins to Gaslamp| Beautiful Deck w/BBQ

9.69.6 out of 10 rating
Exceptional
(15 reviews)
Avalon 2 Unit Buyout (I & III) AvantStay | Mins to Gaslamp| Beautiful Deck w/BBQ
San Diego, CA
6% off
Price is NZ$13,605
NZ$13,605
NZ$1,944 per night
includes taxes & fees
Image gallery for Balboa II by AvantStay | Modern Condo w/ Balcony & Views of Balboa Park!

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Balboa II by AvantStay | Modern Condo w/ Balcony & Views of Balboa Park!
San Diego, CA
7% off
Price is NZ$13,342
NZ$13,342
NZ$1,906 per night
includes taxes & fees
Image gallery for April Specials: Elevated Mission Hills Oasis ~ Balconies ~ Views

9.69.6 out of 10 rating
Exceptional
(30 reviews)
April Specials: Elevated Mission Hills Oasis ~ Balconies ~ Views
San Diego, CA
8% off
Price is NZ$11,203
NZ$11,203
NZ$1,600 per night
includes taxes & fees
Image gallery for Sunset in Old Town with a Perfect Location

8.88.8 out of 10 rating
Excellent
(5 reviews)
Sunset in Old Town with a Perfect Location
San Diego, California
8% off
Price is NZ$5,605
NZ$5,605
NZ$801 per night
includes taxes & fees
Image gallery for Modern Farmhouse in the Heart of San Diego

1010 out of 10 rating
Exceptional
(5 reviews)
Modern Farmhouse in the Heart of San Diego
San Diego, CA
8% off
Price is NZ$14,207
NZ$14,207
NZ$2,030 per night
includes taxes & fees
Image gallery for Panoramic View | 2bd/2BA | Sleeps 4 | Parking Available

9.89.8 out of 10 rating
Exceptional
(24 reviews)
Panoramic View | 2bd/2BA | Sleeps 4 | Parking Available
San Diego, CA
8% off
Price is NZ$8,851
NZ$8,851
NZ$1,264 per night
includes taxes & fees
Image gallery for Bright and Quirky Hillcrest Craftsman

9.49.4 out of 10 rating
Exceptional
(61 reviews)
Bright and Quirky Hillcrest Craftsman
San Diego, California
8% off
Price is NZ$6,638
NZ$6,638
NZ$948 per night
includes taxes & fees
Image gallery for Adorable Quirky Hideaway~BIG Private Enclosed Yard

9.49.4 out of 10 rating
Exceptional
(40 reviews)
Adorable Quirky Hideaway~BIG Private Enclosed Yard
San Diego, California
8% off
Price is NZ$5,509
NZ$5,509
NZ$787 per night
includes taxes & fees
Image gallery for New! Luxurious 3-Bedroom Getaway

1010 out of 10 rating
Exceptional
(7 reviews)
New! Luxurious 3-Bedroom Getaway
San Diego, CA
9% off
Price is NZ$11,802
NZ$11,802
NZ$1,686 per night
includes taxes & fees
Image gallery for Avalon III by AvantStay | Mins to Gaslamp, Zoo & Airport | Beautiful Deck w/ BBQ

9.69.6 out of 10 rating
Exceptional
(18 reviews)
Avalon III by AvantStay | Mins to Gaslamp, Zoo & Airport | Beautiful Deck w/ BBQ
San Diego, CA
7% off
Price is NZ$7,476
NZ$7,476
NZ$1,068 per night
includes taxes & fees
Image gallery for Paradise in Old Town - close to Seaworld / MCRD

9.69.6 out of 10 rating
Exceptional
(27 reviews)
Paradise in Old Town - close to Seaworld / MCRD
San Diego, California
8% off
Price is NZ$5,446
NZ$5,446
NZ$778 per night
includes taxes & fees
Image gallery for Avalon I by AvantStay | Contemporary San Diego Condo w/ Large Patio

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Avalon I by AvantStay | Contemporary San Diego Condo w/ Large Patio
San Diego, CA
7% off
Price is NZ$6,895
NZ$6,895
NZ$985 per night
includes taxes & fees
Image gallery for Avalon IV by AvantStay | Mins to Gaslamp | Beautiful Deck w/ BBQ

9.29.2 out of 10 rating
Wonderful
(11 reviews)
Avalon IV by AvantStay | Mins to Gaslamp | Beautiful Deck w/ BBQ
San Diego, CA
7% off
Price is NZ$6,310
NZ$6,310
NZ$901 per night
includes taxes & fees
Image gallery for The Palms Zen Villa! Amazing Amenities & Location by Little Italy & Convention C

9.89.8 out of 10 rating
Exceptional
(44 reviews)
The Palms Zen Villa! Amazing Amenities & Location by Little Italy & Convention C
San Diego, CA
7% off
Price is NZ$4,724
NZ$4,724
NZ$675 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Middletown
City24 Hotel Little Italy Mission Hill
Sleeps 11 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
57 reviews(57 reviews)
3 Mi to Balboa Park: Water-View Condo w/ Balcony
Sleeps 8 · 3 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
6 reviews(6 reviews)
Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Sleeps 4 · 1 bedroom
8.28.2 out of 10
Very goodvery good
149 reviews(149 reviews)
Beautiful Canyon Cottage on a huge private lot
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
14 reviews(14 reviews)
Excellent location - Historic neighborhood - Canyon/bay view - Lovely home
Sleeps 6 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Navigate Stays Unforgettable Retreat w/ Mini-Golf
Sleeps 10 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday home accommodation in Middletown?
Based on our research, houses are the most in-demand type of holiday property in Middletown. But that goes without saying, everyone’s idea of the perfect stay is bound to be different. Bookabach has holiday homes in a variety of shapes and sizes, and we’ll help you to find the perfect fit.
How much does it cost to rent a holiday home in Middletown?
Property type, season and length of stay are some of the conditions that can affect the price of a holiday home. Simply add your travel dates to find your ideal escape. From comfy cottages to plush villas, all Bookabach holiday homes provide unbeatable value.
How much does it cost to rent a beach house in Middletown?
The average price for a holiday home close to the beach in Middletown will depend on when you’ll be there and the size and type of property you’re searching for. You can easily and quickly find prices on Bookabach by entering your preferred travel dates and destination. Then use the filters to select the number of bedrooms and amenities that you need, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Middletown?
Yes. There are. You can choose from 71 holiday homes that cater to pets in Middletown. Plenty of our pet-friendly holiday homes even have a garden for your fur child to have fun in, complimentary treats, special dog beds and proximity to parks and green space. Apply the “Pets allowed” filter to find a holiday home on Bookabach that’s pawfect.
Can I rent a house with a pool in Middletown?
Add an extra element of fun to your holiday by booking your crew into one of the six houses with a private pool in Middletown. Use our handy search filter to find the kind of property you want on Bookabach, and then spend lazy days splishing and splashing in a swimming pool that’s exclusively for you.
What are popular home amenities in Middletown?
A water view, tennis and a firepit are the most popular home amenities in Middletown. Whether you’re heading away by yourself, with your better half or a group of dear friends, Bookabach will help you find a holiday home that matches your style with all the features you need.
Are there large group holiday homes in Middletown?
With 15 properties that can host 10 guests or more in Middletown, you don’t have to cross anyone off the invite list. From family get-togethers to events like birthday and Christmas parties, Bookabach can help you find a large group home to match the occasion.
Are there holiday homes in Middletown that welcome kids?
Gather the whole crew for an epic adventure in Middletown at one of our 71 family-friendly holiday properties. These stays feature amenities that are ideally suited to trips with the little ones, like laundry facilities, multiple bedrooms and private pools. Simply click on the “Properties good for families” filter and pick your favourite.
What are the top attractions for families in Middletown?
Keeping the kiddos entertained during your stay in Middletown is a breeze with these awesome family-friendly attractions:
- San Diego Zoo
- Mission Beach
- USS Midway Museum
Are there one-bedroom holiday homes in Middletown?
Take your pick from 20 one-bedroom homes in Middletown. Whether you’d like a secluded cottage or a fancy condo, our one-bedroom homes are perfect if you don’t need lots of room. One of the best parts about having your own place? You won’t ever have to share your getaway with strangers.
Can I find two-bedroom holiday homes in Middletown?
Middletown has 17 two-bedroom holiday properties that you can choose from. Discover a holiday home with all the space and privacy you need at an attractive price on Bookabach.
Are there holiday homes with WiFi in Middletown?
There are 26 holiday homes with WiFi in Middletown. If you’d like to disconnect from daily life on your holiday, but still need to be connected to the internet, these properties have what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Middletown?
Middletown has 59 holiday homes where you can spend your days in air-conditioned comfort. To find a stay on Bookabach offering this amenity, enter your preferred travel dates and use the handy filters to select the “air conditioning” box.
How old do you have to be to rent a holiday home in Middletown?
The minimum age allowed can vary across properties on Bookabach, so look at the rules of the holiday home in Middletown you want. But usually, it’s 16, 18 or 21.
How long can I rent a holiday home in Middletown for?
The length of time you can book a holiday home in Middletown is up to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With a range of features such as washing machines and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to get the perfect place to call your home away from home in Middletown.