MIddletown Romantic Accommodation

We selected the 136 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in MIddletown

Afternoon Delight

Afternoon Delight

  • 6 guests

  • 3 bedrooms

Bankers Hill, San Diego

When it comes to Afternoon Delight, it's all about the location. Boasting delightful views over San Diego Bay, the home is just three blocks from India Street in the centre of Little Italy, where a vast range of wonderful restaurants await your visit.

Briarford

Briarford

  • 9 guests

  • 4 bedrooms

Pacific Beach, San Diego

Steps away from the water, Briarford can offer you all the delights of the San Diego seaside. There are all sorts of activities to keep you busy, from paddle-boarding in the bay to hopping on a sailing boat, or just having a cocktail under the shade of the trees in the garden.

Ride The Waves

Ride The Waves

  • 9 guests

  • 4 bedrooms

Mission Beach, San Diego

This incredible beachfront penthouse is the stuff of dreams. Truly leave behind city stresses in a modern apartment sitting on the famous white and sandy beaches of San Diego.

Mission For Fun

Mission For Fun

  • 4 guests

  • 2 bedrooms

Mission Beach, San Diego

Just a one-minute walk from Mission Beach in sunny San Diego, this beautiful beach cottage is the perfect place to enjoy a relaxing coastal break. Built in the 1930s and stunningly renovated with a boho-beach vibe, you’ll feel instantly laid-back from the moment you walk through the door.


We selected the top 3% holiday homes in MIddletown Romantic Accommodation

Explore the 136 most perfect homes in our collection

View on map

Most popular homes in MIddletown

Pacific Tranquillity

Pacific Tranquillity

  • 11 guests

  • 4 bedrooms

Sherman Heights, San Diego

Permaculture Paradise

Permaculture Paradise

  • 6 guests

  • 3 bedrooms

Hillcrest, San Diego

Beyond the Beach

Beyond the Beach

  • 2 guests

  • 1 bedrooms

Ocean Beach, San Diego

In the Industry

In the Industry

  • 6 guests

  • 3 bedrooms

North Park, San Diego

Secret Mission

Secret Mission

  • 8 guests

  • 4 bedrooms

Mission Beach, San Diego

Little Blue in San Diego

Little Blue in San Diego

  • 10 guests

  • 4 bedrooms

Mission Beach, San Diego

Mellow Breeze

Mellow Breeze

  • 8 guests

  • 3 bedrooms

Pacific Beach, San Diego

Iced Americano

Iced Americano

  • 10 guests

  • 4 bedrooms

Mission Beach, San Diego

View all

Check upcoming rates & availability for MIddletown Romantic Accommodation


Frequently asked questions

Discover the most romantic accommodation in MIddletown. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that MIddletown has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

Search Our Collection