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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***

A living room with a wooden floor, a patterned armchair, a sofa, and a view of a deck through a glass door.
A residential street with a sidewalk, parked cars, and potted plants along the curb.
A kitchen with white cabinets, a microwave, a stove, and a dining area with a table and chairs.
A window with a view of a residential area, including houses and a wooden fence.
Open living space in kitchen, dining, and living room.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 7•3 bedrooms•3 beds

Popular amenities

  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Deck or patio

Explore the area

View map
La Mesa, CA
  • Place, La Mesa Memorial Fine Arts Center
    ‪12 min walk‬
  • Place, San Diego State University
    ‪7 min drive‬
  • Place, San Diego Zoo
    ‪19 min drive‬
  • Airport, San Diego, CA (SAN-San Diego Intl.)
    ‪21 min drive‬

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.





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House Rules

Check in after 4:00 PM
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

Property # 577383vb
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

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? Don't miss Waterfront Park and Sesame Place San Diego. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
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
  • San Diego State University - 7 min drive - 6.4 km
  • Balboa Park - 15 min drive - 16.1 km
  • San Diego Convention Center - 17 min drive - 18.3 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
  • ‪Wendy's - ‬4 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Dark Horse Coffee Roasters - ‬3 min drive
  • ‪Mastiff Kitchen - ‬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 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. 92 out of 94 reviews
Rating 8 - Good. 1 out of 94 reviews
Rating 6 - Okay. 1 out of 94 reviews
Rating 4 - Poor. 0 out of 94 reviews
Rating 2 - Terrible. 0 out of 94 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Sam S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home featured many touches that make it a welcoming home away from home. The fully equipped kitchen and other special touches were so very appreciated. It is meticulously kept and has so many clever places to store one's things. The view from the balcony provided a nice place for morning coffee and a nice place to relax in the evening. We enjoyed walking around the neighborhood and down to Sprouts, the local grocery. This property's location is very convenient to San Diego and the surrounding area. Definitely a "DO-OVER!"
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Mark B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is probably the best house rental we've ever had. The house is extremely clean, everything works flawlessly, and the location/view is amazing. Carla is communicative and very generous, providing fresh flowers and abundant food to make you feel at home.
Stayed 4 nights in May 2026
Verified review

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
Response from VrboOwner on 6 Aug 2025
So happy you enjoyed our "Jewel in the Hills" Vacation Home! Liked that your Grandson had a great experience at Comicon, too! Hope to see you on your next trip!😀
Verified review

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 review

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
Response from VrboOwner on 10 Aug 2023
Thanks for your stay! Loved meeting you & your family!
Verified review

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 review

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
Response from VrboOwner on 28 Mar 2023
Thanks for staying at our "Jewel in the Hills!" John and I enjoyed meeting you and Jenny and are so pleased you both enjoyed our home and our customer service! :) We look forward to greeting you again on your return to San Diego. John and Carla
Verified review

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
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
Response from VrboOwner on 24 Mar 2020
So happy you chose our "Jewel in the Hills" Vacation Home to celebrate your 25th Wedding Anniversary along with your sister-in-law and her husband. The idea of a double wedding so long ago is both memorable and exciting! We're glad your stay was relaxing and enjoyable and we look forward to seeing you again on your next trip to San Diego. / John and Carla
Verified review

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 review

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
Response from VrboOwner on 18 July 2025
Thanks for loving our "Jewel!" So fun meeting the family & hearing about the packed itinerary you planned. Yes! The location is ideal to enjoy so many sites in San Diego! See you on your next trip! Thank you!
Verified review

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
Response from VrboOwner on 6 July 2023
Thanks for your stay Stacy! John & I look forward to your return visits! Glad you loved our home - thank you for the beautiful note written in our collection of messages. So happy your nephew's team won the World Cup, too!!! Thank you for leaving our "Jewel so nice." Oh! And thanks for the money you left! But it wasn't necessary...we always provide a basket of goodies, fruit, baked goods, etc. - all free gratis. Hope to see you again in the future. 😉
Verified review

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 review

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
Response from VrboOwner on 23 July 2022
So happy our "Jewel" was perfect for your stay! Loved meeting you & your family, Lori. & hope to see you on your next visit to Windsor Hills/La Mesa. Glad your wedding rehearsal dinner in Coronado was wonderful & the reception beautiful as well. Thank you for the gifts you left! I love the decorative umbrella & will keep it in our house for future guests...and, oh my! The bottle of tequilla!! What a surprise!!! Thanks! Carla
Verified review

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 review

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
Response from VrboOwner on 24 Mar 2020
Happy you and your family found our "Jewel in the Hills" Vacation Home to your liking! The spacious layout and mesmerizing view adds to the ambiance of the property for our guests' enjoyment. Hope you return for a visit in the near future. Thanks for your stay!!!
Verified review

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
Response from VrboOwner on 30 June 2021
Thank you for your stay! We enjoyed meeting you...and hearing how much you loved Windsor Hills and the La Mesa Village. Hoping we'll see more of you in the future since you daughter & family have settled in the area. Pleased the parks were to your liking, too! Thanks so much for your stay!!! John & Carla
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.
Response from VrboOwner on 24 Mar 2020
John and I truly enjoyed meeting you and your lovely family, Sherry! We loved reading all about the wonderful places you visited with your three beautiful granddaughters such as the many beaches including Coronado, the Del Mar Racetrack, San Filippos Italian Restaurant, Casa de Pico Mexican Restaurant, and much more! We are please you feel our "Jewel of the Hills" home-away-from-home was your favorite of all the places you've stayed in our beautiful San Diego! See you next year!!!
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
Response from VrboOwner on 24 Mar 2020
It was my pleasure meeting Becky and Dave...and hope I will be able to meet you and your wife on your next visit! Thank you for visiting our "Jewel in the Hills" Vacation Rental. We are happy you felt at home and were able to relax and enjoy our cozy space. Looking forward to greeting you in the near future. Cordially.....Carla
Verified review

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 review

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
Response from VrboOwner on 15 Oct 2021
Tom and Paula... Thanks so much for your stay at our "Jewel in the Hills" Vacation Home. We are so glad you thoroughly enjoyed your visit, taking in all of the sites. Looking forward to seeing you again on your next adventure in Windsor Hills, La Mesa, CA ..... San Diego!
Verified review

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
Response from VrboOwner on 3 June 2022
Thanks for your stay Shelly, and all your beautiful comments! So happy you & your husband felt at home and comfortable....and enjoyed the goodies! My French, Italian. & Austrian heritage comes out when feeding guests, I'm sure! Ha ha! Food is a big part of it! (: John & I look forward to your return visit. Thanks so much!
Verified review

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
Response from VrboOwner on 20 July 2021
So nice meeting you and happy you enjoyed your stay with all of the extras provided! We love to pamper our guests and help them feel at home. Looking forward to seeing you on your next visit! Cordially, John & Carla
Verified review

10/10 Excellent

Phil J.

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

Perfect!

This house was perfect for our party of 8, with 2 young people sharing a room with their parents. The location made it easy to get everywhere in San Diego quickly (and the grocery store was 3 minutes away), and the house itself was beautifully cared for. Beds were all comfortable and the kitchen had everything we needed. Carla had some goodies waiting for us and we felt truly welcomed. We highly recommend this property!
Response from VrboOwner on 24 Mar 2020
Thank you for your stay! Enjoyed meeting you and so happy you loved our "Jewel of the Hills" Vacation Home and the convenience of its central location. We pride ourselves in providing comfortable beds for our guests and we work hard to maintain a well-kept, clean and cozy atmosphere so that you and future guests feel as though it's their "Home-away-from-Home!" Hope to see you in the near future!
Verified review

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

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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