check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag

Victorian 'Penthouse' with Views of San Diego Bay (Downtown)

Bedrooms 3
Property type house

Pay with confidence

When you book through the VRBO checkout, your booking is backed by our Book with Confidence Guarantee™ offering comprehensive payment protection.

Learn more




Bankers Hill House Rental Photos and Description

2 Bedrooms w/finished attic and 2 full baths (sleeps 8-10)

Sitting atop Banker's Hill, perhaps the most historic and romantic of San Diego's neighborhoods, is the Sherman Doig House (SDhouse). Built in 1887, this historic privately owned Victorian home is available for overnight stays and offers the intimacy of a bed and breakfast in the center of 'Americas Finest City'.

The rooms are charming and eclectic. The neighborhood is delightful and centrally located.

This listing is for SDhouse's top 2 floors with views of the San Diego Bay and downtown lights. FloorThree has 2 bedrooms (each with a King) + full bath (shower w/tub) and 4th floor is an enormous finished sleeping 'attic' with an additional full bath (shower, no tub). There is a fully equipped kitchen, large family room with dining area, and two flat screen TVs with Apple TV & PlayStation II loaded w/games. The space comes with 2 tandem designated parking spaces.

Guests will have private entrance to their floors - which must be reserved together.

Scroll down to link to our other vrbo listings for this property or visit our web site for more info:

More Details
  • Minimum Age Limit for Renters
  • non smoking only
  • not suitable for children
  • pets not allowed
  • wheelchair inaccessible

Cassandra Stroud
Member since: 2007
Speaks: english
Response time:
Within a few days
Response rate:
Calendar last updated:
May 2, 2016

About Cassandra Stroud

As vrbo listers since 2007, we have had dozens of satisfied travelers stay in our original listing located nearby in Coronado. We purchased this magnificent historic Victorian home in 2013 and have completed some minor cosmetic modifications to accommodate those looking for a unique vacation rental.

Cassandra Stroud purchased this house in 2013

Why Cassandra Stroud chose San Diego

The home is currently under stewardship of the trustee of the Bertha Stroud Family Trust and was purchased not only to establish a legacy estate for the heirs of the trust, but to share this historic landmark with locals and visitors to San Diego. This property was chosen because, just like the namesake of the trust, it is eclectic, whimsical, and possesses a unconventional character that can best be described as eccentrically unique.

What makes this house unique

For travelers looking for the charm of a bed and breakfast, but prefer the privacy of a vacation rental with the ability to make their own meals - this home is a perfect choice.


Exceptional! 5/5 -
(7 traveler reviews)

Victorian 'Penthouse' with Views of San Diego Bay (Downtown)
average rating of 5.0 based on 7 reviews

San Diego Victorian 'Penthouse' Review

  • 5 of 5

Cassandra was an amazing host. She met us at the house when we arrived and gave us an extensive rundown. The place was central to everything in downtown SD.

I would definitely stay here again

  • Submitted: Oct 21, 2015
  • Stayed: Oct 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Vancouver, BC, Canada

Gorgeous house & excellent location

  • 5 of 5

Myself and 4 coworkers had the pleasure of staying on Floors 3 & 4 of this beautiful house while we were in San Diego for a conference. The location was perfect for us as we didn't have a vehicle. An easy 30 minute walk to the Convention Centre and all the attractions of downtown, a 30 minute walk to Balboa Park and the Zoo and only a few blocks from the amazing restaurants & cafes in Little Italy. For all the places not in walking distance, there was a trolley stop 5 minutes away from the house. The house was gorgeous and really felt like a home away from home. The furnishings and decor where so unique & beautiful. The owner Cassandra was wonderful. She greeted us on our arrival and showed us around the house. She even gave us her cell # to contact her directly if we needed anything. I would definitely stay here again and would not hesitate to recommend it to family and friends.

  • Submitted: Jun 19, 2015
  • Stayed: Apr 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0

Beautiful and comfortable home--superb location!

  • 5 of 5

Our family of 4, including 2 college students, stayed here for 5 days after Christmas. We'd been to San Diego several times before, but the San Diego House VRBO's superb location made this trip the best yet. It's location is superb--close to Balboa Park and the zoo, a few blocks from Little Italy, a mile or two from the bay and the airport. (I was a bit worried about possible traffic and airplane noise--but it was not an issue at all.) The beds were very comfortable and there's lots of room to spread out or to gather in the main living room and the kitchen has plenty of dishes and pots/pans if you want to cook (but with so many great restaurants nearby, we only ate breakfast there). TV upstairs and down with DirecTV. You need to be able to handle stairs if you rent the top two floors like we did. Definitely one of the best vacation rentals!

  • Submitted: Jan 11, 2015
  • Stayed: Dec 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Great location!

  • 5 of 5

We had a great "girls weekend" in San Diego. This house is located close (within a mile and a half) to all the downtown attractions. We walked everywhere! We even took the Coaster train up the coast. The house was very comfortable and came already stocked with little necessities such as coffee and salt and pepper. I would definitely consider this house again if I get back to San Diego with a group.

  • Submitted: Oct 12, 2014
  • Stayed: Sep 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0
San Juan Capistrano, California

Charming beyond charming

  • 5 of 5

3 couples thoroughly enjoyed celebrating our birthdays at this perfect funky place! The central living room was great for hanging out. Perfect location.

  • Submitted: Aug 20, 2014
  • Stayed: Jul 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
1 0
Phoenix, Arizona

4th of July Family Holiday

  • 5 of 5

My husband and our three grown children with their spouses and our grandson stayed here for the 4th of July weekend. There were nine of us and we rented floors three and four. There was plenty of room for us all and the house is beautiful. It made me want to go home and decorate my house with the quirky and lovely Victorian style. The location was great too. Walking distance to a lot of eateries as well as the harbor to watch the fireworks. We would definitely stay at the SD house again!

  • Submitted: Aug 19, 2014
  • Stayed: Jul 2014
  • Source: VRBO, from HomeAway
Did you find this review helpful?
2 0


Nearest Airport
2 Miles
San Diego International Airport
Nearest Barpub
0.3 Miles
Princess Pub & Grill
Nearest Ferry
0.8 Miles
San Diego Harbor
Nearest Golf
2.8 Miles
Coronado Golf Course
Nearest Train
0.7 Miles
Santa Fe Depot
Nearest Motorway
0.1 Miles
Interstate 5
Nearest Restaurant
0.3 Miles
Mona Lisa
Nearest Beach
4 Miles
Coronado Beach
Car: not necessary

Bankers Hill is one of San Diego's nicest upscale residential neighborhoods located west of Balboa Park and east of Little Italy. SDhouse is located in the long established neighborhood Park West, an area which also acquired the name 'Bankers Hill' because of its reputation as a home for the affluent.

Bankers Hill is an ideal place to go for an afternoon walk. The walk will offer you spectacular views of the city and the intrigue of some of San Diego's finest historic homes.

Some of the popular Bankers Hill restaurants include Bertrand at Mr. A's that has amazing views, Busalacci's, Cucina Urbana, The Hob Nob Cafe, and The Bankers Hill Restaurant. As a result of this idealistic location, the SDhouse is conveniently located to many attractions & amenities.

Bankers Hill is best known for some of the grandest homes in San Diego and the incredible hillside view that looks over downtown San Diego and the Pacific Ocean. Banker's Hill has some of the best examples of high end residential architecture that dates back to the late 1800's. Examples of Victorian, Craftsman, Revival, and Emerging Modern homes can be seen throughout the Bankers Hill area. Many of the original mansions that were built here have been restored to their original beauty and some have been converted into professional buildings used by lawyers, doctors, dentists, and small companies.

With views of the Pacific Ocean and Balboa Park, Bankers Hill is home to young professionals who want to live in an urban pedestrian setting. As many homes are actually positioned up on a 'hill' overlooking Downtown, San Diego Bay, Coronado, and the airport, it is common to see people spending their time watching the airplanes landing and the sun setting across the water.


Rates & Availability

Bankers Hill House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
My Standard Rate
1 night minimum stay
Notes: Rates are based on 8 guests; add $40 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $500
Cleaning $200
Tax Rate 11.0%

Cleaning fee is $200
Deposit is required to secure reservation & for damage protection
Unexpected guests FORFEITS 100% of deposit.

Cancellation only in writing 30 days prior to arrival
Reduction of deposit refund 5%/per day starting 30 days prior to arrival
NO REFUND if no show/cancellation within 10 days of arrival

Check in after 4pm
Check out by 12 noon
Full Payment due upon check-in

Owner's Cancellation Policy

100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing
Available arrival
Available stay (no arrival)
Calendar not updated in over 2 months and may not be available. Look for rentals with Request to Book or updated calendars.


Bankers Hill House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 1500 sq. ft.
Location Type:
  • Downtown
  • Water View ...
  • Family
  • Historic
  • Romantic
  • Tourist Attractions
  • Air Conditioning
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Dining Area
  • seating for 6 people
  • 2 Bathrooms
  • FloorThree Bathroom 1 - toilet , combination tub/shower
    FloorFour Bathroom 2 - toilet , shower
  • 3 Bedrooms, Sleeps 10
  • Master 1 - 1 king
    Finished Attic Loft - 1 king , 1 double , 1 twin/ single , Cal King can be split into 2 XL Twin upon request
    Master 2 - 1 king , 1 twin/ single , King can be split into 2 Twins upon requeset
  • Standard bed configuration is for 3 Kings, 1 Double, 2 Twins. with occupancy based on 2 persons in each King and in the Double, and 1 person in Twin. 1 King on each floor can be split into 2 Twins.
  • DVD Player
  • Games
  • Satellite / Cable
  • Television
  • Toys
  • Video Games
  • Video Library
  • Deck / Patio
  • Outdoor Grill
  • Minimum Age Limit for Renters ...
  • non smoking only
  • not suitable for children
  • pets not allowed
  • wheelchair inaccessible
  • arboretum
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • restaurants
  • synagogues
  • theme parks
  • water parks
  • winery tours
  • zoo
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • gambling casinos
  • outlet shopping
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • hiking
  • hot air ballooning
  • jet skiing
  • kayaking
  • mountain biking
  • paragliding
  • parasailing
  • pier fishing
  • rock climbing
  • sailing
  • scuba diving or snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing
The SDhouse is available as a venue for events for an extra charge STARTING at $100/hr (4hr minimum). Events using outdoor facilities will also be charged an additional hourly fee for security personnel during use.

Learn more about this vacation rental at the owner's website:

Partner Offers

You might like these similar properties