Vacation Rentals in Midway District, CA: Compare 10+ Sites & Save

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4140 Best Vacation Rentals in Midway District (Starting from $60)

The Gathering Place - Guest Favorite with Huge Yard
The Gathering Place - Guest Favorite with Huge Yard
House
CA, USA
0.6k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms9 Guests
8.5

Very Good

2 reviews

$1100
Average price / night
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The Gathering Place | Family Spot | Best Location
The Gathering Place | Family Spot | Best Location
Apartment
San Diego, CA, 92110, United States
0.6k from Midway District center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$961
Average price / night
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La Sala (Living Room) across Old Town/MCRD
La Sala (Living Room) across Old Town/MCRD
Apartment
San Diego, CA, USA
1.0k from Midway District center

Breakfast, Parking, Smoking, Internet

1 Bedroom2 Guests
5.0

Review score

10 reviews

$84
Average price / night
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Custom Build ECO Friendly High-top Sprinter Camper Van (Drivable)
Custom Build ECO Friendly High-top Sprinter Camper Van (Drivable)
House
San Diego, CA, 92106, United States
0.8k from Midway District center

1 Bedroom4 Guests
9.0

Fabulous

2 reviews

$60
Average price / night
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Luxury Pool Haven Scenic Views and Summer Fireworks
Luxury Pool Haven Scenic Views and Summer Fireworks
Villa
San Diego, CA, USA
1.2k from Midway District center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

5 Bedrooms14 Guests
New to Booking
$1349
Average price / night
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Open for Summer/Pool and Spa/A/C/Pool Table/Pet Friendly
Open for Summer/Pool and Spa/A/C/Pool Table/Pet Friendly
House
San Diego, CA, 92110, United States
0.9k from Midway District center

AC, Arcade, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet

4 Bedrooms10 Guests
9.4

Superb

6 reviews

$1186
Average price / night
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B5344 Casa de Mariposa
B5344 Casa de Mariposa
House
San Diego, CA, USA
1.3k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

1 Bedroom8 Guests
New to Booking
$876
Average price / night
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Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS!  Insta @oldtownvacay
Adorable 1 bd cottage, heart of Old Town-- WE LOVE PETS! Insta @oldtownvacay
Cottage
San Diego, CA, 92110, United States
0.9k from Midway District center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

274 reviews

$236
Average price / night
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The Little Pumpkin Guest House
The Little Pumpkin Guest House
House
San Diego, CA, USA
1.4k from Midway District center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom3 Guests
9.8

Exceptional

12 reviews

$148
Average price / night
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Heart & Soul of San Diego in Old Town. Private w/heated pool & Jacuzzi NEAR ALL.
Heart & Soul of San Diego in Old Town. Private w/heated pool & Jacuzzi NEAR ALL.
House
San Diego, CA, 92110, United States
1.0k from Midway District center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

5 Bedrooms14 Guests
10.0

Exceptional

22 reviews

$1202
Average price / night
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NEW Cozy Modern Home with Hot Tub and Ocean Views
NEW Cozy Modern Home with Hot Tub and Ocean Views
House
San Diego, CA, USA
1.5k from Midway District center

Fireplace/Heating, Internet, Air Conditioner, View, Parking, Security/Safety, Child Friendly

1 Bedroom8 Guests
New to Booking
$609
Average price / night
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Heart & Soul of San Diego W/ heated pool NEAR ALL.
Heart & Soul of San Diego W/ heated pool NEAR ALL.
House
San Diego, CA, 92110, United States
1.0k from Midway District center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Living Area

3 Bedrooms8 Guests
9.0

Fabulous

6 reviews

$775
Average price / night
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208 Bright 1BDR Downtown Parking WiFi Walk to All
208 Bright 1BDR Downtown Parking WiFi Walk to All
Apartment
Midway District, San Diego, California, USA
1.5k from Midway District center

Air Conditioner, Internet, Parking, Laundry, Breakfast, Child Friendly

1 Bedroom3 Guests
1.0

Review score

1 reviews

$136
Average price / night
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San Diego Old Town Family-sized Apartment with Patio
San Diego Old Town Family-sized Apartment with Patio
Apartment
San Diego, CA, 92110, United States
1.0k from Midway District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms7 Guests
9.8

Exceptional

16 reviews

$528
Average price / night
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The California - On Top of San Diego in a Hot Tub
The California - On Top of San Diego in a Hot Tub
House
San Diego, CA, USA
1.8k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom7 Guests
New to Booking
$610
Average price / night
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Old Town 2 Bedroom | Walk to Everything | 2 Parking Spaces
Old Town 2 Bedroom | Walk to Everything | 2 Parking Spaces
Apartment
San Diego, CA, 92110, United States
1.1k from Midway District center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$557
Average price / night
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The California II - Mission Hills Hideaway
The California II - Mission Hills Hideaway
House
San Diego, CA, USA
1.8k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom8 Guests
5.0

Review score

1 reviews

$842
Average price / night
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Renovated Old Town Home – Walkable, Private Yard & 2-Car Parking
Renovated Old Town Home – Walkable, Private Yard & 2-Car Parking
House
San Diego, CA, 92110, United States
1.1k from Midway District center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
9.8

Exceptional

8 reviews

$484
Average price / night
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The California III
The California III
House
San Diego, CA, USA
1.8k from Midway District center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom16 Guests
New to Booking
$1078
Average price / night
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Central Charmer in Unbeatable Old Town Location!
Central Charmer in Unbeatable Old Town Location!
House
San Diego, CA, 92110, United States
1.1k from Midway District center

AC, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
New to Booking
$370
Average price / night
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Stunning Views, Rooftop Vista, Pool & Spa
Stunning Views, Rooftop Vista, Pool & Spa
Villa
San Diego, CA, USA
1.9k from Midway District center

Pool, Air Conditioner, Security/Safety, Hot Tub, View, Pet Friendly, Barbecue/Outdoor Cooking

1 Bedroom12 Guests
New to Booking
$855
Average price / night
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2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay
2 bd w/ yard in heart of Old Town-- WE LOVE PETS! Check our Insta @oldtownvacay
House
San Diego, CA, 92110, United States
1.1k from Midway District center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

207 reviews

$256
Average price / night
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San Diego Luxury Haven with Heated Pool/Hot Tub
San Diego Luxury Haven with Heated Pool/Hot Tub
House
San Diego, CA, 92106, United States
1.2k from Midway District center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

4 Bedrooms14 Guests
9.6

Exceptional

5 reviews

$724
Average price / night
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GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
GREAT Location @ Old Town! 2 blocks to restaurants, parks,trails &Train Station!
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

125 reviews

$257
Average price / night
Check Availability
Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.
Heart & Soul of San Diego in Old Town. Private heated pool & Jacuzzi NEAR ALL.
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen, Living Area

6 Bedrooms16 Guests
9.8

Exceptional

23 reviews

$1387
Average price / night
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Heart & Soul of San Diego in Old Town. Private
Heart & Soul of San Diego in Old Town. Private
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
9.8

Exceptional

16 reviews

$268
Average price / night
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WOW! JUST A FEW MINUTES TO Walk to restaurants, parks, trails &Train Station!
WOW! JUST A FEW MINUTES TO Walk to restaurants, parks, trails &Train Station!
House
San Diego, CA, 92110, United States
1.2k from Midway District center

AC, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

39 reviews

$156
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Midway District.

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Frequently Asked Questions

You can explore 4140 verified vacation rentals in Midway District. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Midway District vary depending on the season, property size, and location. Rates typically start from around $60 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Midway District include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Midway District welcome pets. Currently, 43 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Midway District often include amenities such as Fireplace/Heating, View, and Child Friendly. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.