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***Romantic View Home Centrally Located in Windsor Hills, La Mesa***

Photo gallery for ***Romantic View Home Centrally Located in Windsor Hills, La Mesa***

Large Living Room Space...two seating areas with view and deck near kitchen.
View from living room deck. On a clear day you can see the sparkle of the water
Open living space in kitchen, dining, and living room.
Living room with 55 inch TV.
Living room space facing deck. View windows/sliding glass door/ peaceful living.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 71400 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Rooms & beds

3 bedrooms (sleeps 7)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3 / Guest House

1 King Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden

About this property

***Romantic View Home Centrally Located in Windsor Hills, La Mesa***

NOTE: VRBO Quote is for the Main House 2B/2B!

Beautifully remodeled and newly furnished home in lovely Windsor Hills, centrally located in San Diego high above Downtown La Mesa. This romantic space consists of l,400 sq. ft. total with three bedrooms, three full baths, kitchen plus kitchenette, dining room, large living/family room, central heating/air-conditioning, garage, and Brand New LG Front Loader Washer/Dryer.

RATES VARY BY RENTAL OF EITHER MAIN HOUSE,
GUEST HOUSE, OR BOTH COMBINED.......
MAIN HOUSE (1-5 guests), GUEST HOUSE (1-3 guests),
MAIN & GUEST HOUSES COMBINED (1-8 GUESTS)

Upper House - 1,000 sq. ft., 2 bedroom, 2 bathroom, kitchen, dining room, living room with two conversation spaces, beautiful deck with view.

Guest House - 400 sq. ft., 1 bedroom, 1 bath (shower),
kitchenette, lounging space and deck access with view!

The Main House with Wood floors and Vaulted Wood-Beamed Ceilings add vintage charm along with original doors, cabinetry and closets. 55-inch Flat-Screen Television in living room can be viewed in the open floor plan from kitchen and dining areas.

The Master Bedroom includes Queen Bed with brand new comfortable mattress, Master Suite Bath, 32-inch Flat-Screen T.V., Mirrored Closet and Spectacular Coastal Views, Awesome Sunsets, and Sparkling City Lights.

The second Bedroom includes a Queen Bed, Armoire with Drawers, T. V., and Closet...a bright space with windows to enjoy the warmth and beauty of wonderful sunny San Diego.

Guest House/Third Bedroom boasts a King-size Bed, Two- 32-inch TVs with view windows in a 400 sq. ft. space to include Bathroom, Kitchenette and Lounging area. Flooring consists of beautiful Italian Porcelain Tile throughout this cozy setting...a great place to hang out and relax inside...or on the outside deck!

This Guest House may be reserved in conjunction with the two bedroom/two bath Main House...or it may be reserved by itself. Speak with owners for personal reservation accommodations and pricing.

The Main House can be reserved by itself also.

The charming home accommodates 6 people in beds with two roll-outs available for extra sleeping arrangements.

This gem is located in a quaint upscale cul-de-sac neighborhood with spectacular views in the distance of the Pacific Ocean, San Diego Harbor, San Diego Coastline, and Sparkling City Lights from nearly all rooms and 2 outside decks. Sunsets are absolutely amazing!

This Jewel is in a great walking neighborhood...which boasts the very popular 'Secret Stairway' that begins at the top of the mountain and leads you all the way down into the La Mesa Village.





Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

La Mesa

Located in Windsor Hills, a neighbourhood in La Mesa, this holiday home is near theme parks and near a water park. Port of San Diego and B Street Cruise Ship Terminal are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit San Diego Zoo and USS Midway Museum. Travelling with kids? Make time for Waterfront Park, or head to an event or a match at Petco Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in La MesaOpens in a new window
Map
La Mesa, CA

What's nearby

  • La Mesa Memorial Fine Arts Center - 12 min walk - 1.0 km
  • Computer Museum of America - 6 min drive - 3.4 km
  • San Diego Convention Center - 18 min drive - 18.3 km
  • Mission Bay - 19 min drive - 23.5 km
  • San Diego Zoo - 19 min drive - 19.8 km

Getting around

  • La Mesa Boulevard Station - 15 min walk
  • San Diego Coaster Sorrento Valley Station - 22 min drive
  • San Diego, CA (SEE-Gillespie Field) - 21 min drive

Restaurants

  • ‪Nachos Taco Shop - ‬16 min walk
  • ‪Starbucks - ‬3 min drive
  • ‪Mastiff Kitchen - ‬3 min drive
  • ‪Starbucks - ‬11 min walk
  • ‪Dark Horse Coffee Roasters - ‬3 min drive

Frequently asked questions

Is ***Romantic View Home Centrally Located in Windsor Hills, La Mesa*** pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at ***Romantic View Home Centrally Located in Windsor Hills, La Mesa***?

As of 7 Apr 2026, prices found for a 1-night stay for 2 adults at ***Romantic View Home Centrally Located in Windsor Hills, La Mesa*** on 3 Jun 2026 start from £256, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at ***Romantic View Home Centrally Located in Windsor Hills, La Mesa***?

On-site parking is available at the property.

What time is check-in at ***Romantic View Home Centrally Located in Windsor Hills, La Mesa***?

Check-in begins at 4:00 PM.

What time is check-out at ***Romantic View Home Centrally Located in Windsor Hills, La Mesa***?

Checkout is at 11:00 AM.

Where is ***Romantic View Home Centrally Located in Windsor Hills, La Mesa*** located?

Set in the centre of La Mesa, this family-friendly holiday home is 2.6 mi (4.2 km) from Sharp Grossmont Hospital, and within 6 mi (10 km) of San Diego State University and Mission Trails Regional Park. Cal Coast Credit Union Open Air Theater and The Magnolia are also within 6 miles (10 km). La Mesa Boulevard Station is 15 minutes by foot and Spring St Trolley Station is 24 minutes.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 90 out of 92 reviews
Rating 8 - Good. 1 out of 92 reviews
Rating 6 - Okay. 1 out of 92 reviews
Rating 4 - Poor. 0 out of 92 reviews
Rating 2 - Terrible. 0 out of 92 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay, it was clean and comfortable. Carla is a very good host. She even provided some extras for our stay.
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Robin S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved, loved, loved our stay here! Carla is an amazing host. From the personal check-in to the immaculately clean home to the welcome snacks, pie, and flowers to the comfortable accommodations with a stunning view, this is the absolute best VRBO experience we have ever had! We had everything we needed plus some. Carla was great about communicating and was a gracious and generous host.The views are amazing, and the home is pretty centrally located to anything you want to do in San Diego. We hope to come back to San Diego in the future, and when we do, this home will be our pick for lodging!
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Teri M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing stay

We had a great, relaxing stay in La Mesa. Just a short drive to downtown and other great San Diego spots. Everything was well kept and they even gave us snacks (a whole cherry pie) upon check in!
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Joy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place

This home has a wonderful view, the decor is lovely and the hostess stocked us up on coffee and yummy snacks….including a apple pie! I highly recommend.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Lori L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful, well-appointed home

This home is beautifully decorated, fully equipped in every way, very comfortable and has a wonderful view. We had a wonderful time there!
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Judy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Vacation Home

We enjoyed being perched on the hill with beautiful views and everything needed for a family getaway. Thank you, Carla and hubby for the TLC you apply to prepare for your guests!
Stayed 6 nights in May 2023
Verified

10/10 Excellent

Cass D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding!

Outstanding property and over the top customer service. Will be staying again!
Stayed 4 nights in Mar 2023
Archival

10/10 Excellent

Jason L.

Beautiful home, updated and in great shape

We had splendid time staying at the jewel on the hill. Carla and John are wonderful owners and more than helpful. We would highly recommend this property for couples or families.
Stayed 4 nights in Jul 2016
Verified

10/10 Excellent

Bob Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bob & Peggy

Lovely view, attentive hosts, clean, easy access to all attractions. Loved all the goodies, very generous.
Stayed 8 nights in May 2023
Verified

10/10 Excellent

Susan R.

Great home for family and friends.

Very comfortable. Clean and bright! Kitchen fully equipped. A wonderful place to stay.
Stayed 4 nights in Sep 2018
Verified

10/10 Excellent

Wendy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place

It was a very nice place and clean. The owners are great! They had snacks and desserts waiting on our arrival. She was also kind enough to ship my daughters rings that she left back to us. The neighborhood was nice and quite too. I would stay here again.
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Stacy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

July in San Diego

The property was very clean, conveniently located and had everything we needed. The extras provided (pastries, fruit, snacks) were so thoughtful. Would definitely go back!
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Jean S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home with a View

I'm a stickler for cleanliness & "Gem in the Hills" was spotless! I'm also sensitive to fragrances & smells, & how things feel, & everything here was great! Soft & luxurious towels & sheets with no strong fragrances. As others have said, this is a beautiful place with a gorgeous view. It was a good space for two grandparent couples, here to attend our granddaughter's high school graduation. It was great that we could park right outside the front door, with only one step into the house. We loved the bowl of fruit, the large variety of snacks, & coffee, plus the whole family enjoyed the delicious pie! Carla is an excellent host, ready to meet every need. Thank you for a wonderful stay in La Mesa!!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Lori B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location in the hills!

Carla was wonderful to work with. The place was clean, accommodating and exactly in a perfect location for our travels. Beds were very comfortable and the space was fully equipped with everything we needed for a 6 day stay for my son's wedding. Would definitely recommend.
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property

Very comfortable home with excellent views of the city and bay. It has a well equipped kitchen, and is close to stores and restaurants. It’s a winner.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Dina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our Vacation

The property had wonderful views and is centrally located. Carla was gracious and greeted us with a cherry pie and fruit basket. The photos of the property do not do it justice. I would highly recommend staying here.
Stayed 4 nights in Aug 2021
Verified

10/10 Excellent

Pete R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Home in La Mesa

From the stunning views, to the comfy beds and everything in between, our stay at Carla’s home was absolutely perfect! Carla went out of her way to help us have a great time in San Diego! She left us muffins, snacks, coffee and a delicious apple pie! She also made sure to tell us all her favorite spots to eat in the neighborhood and actually escorted us directly to one of them our first evening!! It was our first trip to the West Coast and with Carla’s help, we definitely had an unforgettable time. It was nice every evening to drive back to this comfortable La Mesa home away from the hustle and bustle of the city. It’s in a quiet neighborhood with a cool secret staircase very close by. From the deck of this home you have an unobstructed view for watching the sunset!! Thank you again Carla for a wonderful vacation!
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Joe M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect fit

This property is fantastic, beautifully furnished, the layout leaves room for everyone without feeling crowded, and a great view! Carla greeted us with treats and a quick, simple check-in.
Stayed 5 nights in Jul 2019
Verified

10/10 Excellent

Carolyn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windsor Hill Gem

We stayed for 5 nights at Carla & John's home and were thankful for all the extras that were provided. Owners are very detailed and friendly. It was our first time staying in La Mesa and we loved it. The Village is great, be sure to have a meal at Sheldon's Service Station.
Stayed 5 nights in Jun 2021
Archival

10/10 Excellent

Sherry J.

Great place to enjoy San Diego

This home is really a jewel! After a busy day at the beach or sightseeing, it was wonderful to return to this beautiful, quiet, comfortable home. The owners have provided everything you need, even things you wouldn't expect like beach towels and chairs. La Mesa is a great, little town convenient to almost everything in San Diego. We've stayed in many places in San Diego and this was the best.
Archival

10/10 Excellent

John W.

Great view and perfect for relaxing!

Right from the beginning from the great unobstructed view all the way to the coast, and a very clean updated house made our visit wonderful. To top it off, Carla our host, had all sorts of treats and fresh fruit and muffins waiting for us. There was plenty room for two couples and we enjoyed sitting on a nice deck enjoying a morning coffee or watching a gorgeous sunset. We travel to La Mesa often and will definitely want to stay here again!
Stayed 4 nights in Mar 2016
Verified

10/10 Excellent

Debora H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family wedding

Carla snd John are the ultimate hosts. They make you feel welcome and at home. They greet you with all kinds of goodies and restaurant recommendations. Their home is comfortable and stocked with everything you need for a home away from home. I highly recommend this vacation rental.
Stayed 6 nights in Oct 2023
Verified

10/10 Excellent

Thomas M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Spectacular Week with Panoramic Views

What a wonderful find. A very comfortable home high on a hill overlooking Greater San Diego. This perfect setting was matched with a most attentive host. Carla made or stay perfect. We plan to return
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Shelly C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful view & immaculately clean.

Carla met us at check-in and showed us the house. She had a wonderful apple pie for us along with lots of fresh fruit and other snacks. The bed was very comfy and the entire house is very comfortable and clean. The view during the day or night is wonderful! We would definitely stay here again! Carla is a wonderful host!!! Highly recommend!!
Stayed 4 nights in May 2022
Verified

10/10 Excellent

Marilyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Truly a Jewel!

A wonderful home with lovely furnishings, immaculately cleaned, with everything one could possibly need. Carla met us at the house to familiarize us with everything, even providing a pie, banana bread, fruit, coffee, bottled water, and a snack basket. Comfortable bed, great towels, all the comforts of home are here! We hope to stay here again.
Stayed 5 nights in Jul 2021

About the host

Hosted by Carla

Host profile image

Why they chose this property

We chose this Windsor Hills Property mainly for its charm, romantic views and dazzling sunsets. This "Jewel" boasts wood-beamed ceilings in the " Main House" (2b/2b), two outside decks, dining room, retro kitchen, and a large living space overlooking the coast.
Also a "Guest House" with kitchen, living space, bathroom (shower) and bedroom (l) which can be rented along with the Main House for overflow of guests.
The La Mesa area is in a great location and very central to so many activities through San Diego.

What makes this property unique

Our "Jewel in the Hills" Vacation Home and Guest House is in an awesome, quiet, walking neighborhood with the "Secret Stairs" that take visitors to the bottom of the mountain (or to the top of Windsor Hills) where guests can stroll into La Mesa Village for some shopping, dining, antiquing...and much more. Trolley access is available in La Mesa Village for access around San Diego and the Mexican Border.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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