Search Vacation Homes in Hillsdale

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Hillsdale vacation homes

Fridge, microwave, oven, stovetop
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!

Vacation Home in Encanto

'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
2.0 star property
8.8 out of 10, Excellent, (30)
"The house was very clean and the neighborhood is pretty quiet. Great for vacation stay."
United States
AJ M.
$204 nightly
The price is $227
Dec 17 - Dec 18
Total with taxes and fees
'Ted' 2-bedroom cozy house in central location! 10 minutes to Balboa!
Terrace/patio
Luxury Studio with Lake Views and Spacious Balcony

Vacation Home in Spring Valley

Luxury Studio with Lake Views and Spacious Balcony
2.0 star property
7.2 out of 10, Good, (5)
"It was beautiful and very modern. We loved it and hope to come back again!! "
United States
Ronette B.
$184 nightly
The price is $190
Dec 16 - Dec 17
Total with taxes and fees
Luxury Studio with Lake Views and Spacious Balcony
Private kitchen
Charming 1-bedroom house with A. 1 mile to golf course, hiking and wineries.

Vacation Home in Ramona

Charming 1-bedroom house with A. 1 mile to golf course, hiking and wineries.
2.0 star property
$205 nightly
The price is $205
Dec 15 - Dec 16
Total with taxes and fees
Charming 1-bedroom house with A. 1 mile to golf course, hiking and wineries.
Outdoor dining
George Gardens

Vacation Home in Ramona

George Gardens
10.0 out of 10, Exceptional, (7)
"Would stay again"
United States
David D.
George Gardens
Beach
Private Casita on Surf Ranch is centrally located. to all San Diego attractions

Vacation Home in Lakeside

Private Casita on Surf Ranch is centrally located. to all San Diego attractions
9.6 out of 10, Exceptional, (5)
"This place is so perfect. Stayed for my sons Wedding in Alpine. It has everything you need. The beds are grrat !"
United States
Robin S.
$270 nightly
The price is $289
Dec 14 - Dec 15
Total with taxes and fees
Private Casita on Surf Ranch is centrally located. to all San Diego attractions
Property grounds
Cute Tiny House in Lakeside

Vacation Home in Lakeside

Cute Tiny House in Lakeside
8.8 out of 10, Excellent, (20)
"Neat, clean, easy access to San Diego area…"
United States
David W.
Cute Tiny House in Lakeside
Interior
2BR House in Central San Diego, Right Next to SDSU, Free Parking

Vacation Home in Mid-City

2BR House in Central San Diego, Right Next to SDSU, Free Parking
9.6 out of 10, Exceptional, (7)
"Our visit was short but really enjoyed our stay. Definitely will stay here again when traveling with family or friends. Place was clean and comfortable."
United States
Michelle M.
$291 nightly
The price is $324
Dec 14 - Dec 15
Total with taxes and fees
2BR House in Central San Diego, Right Next to SDSU, Free Parking
Interior
Adorable 1 bedroom house 8 min from La Jolla!

Vacation Home in Bay Ho

Adorable 1 bedroom house 8 min from La Jolla!
10.0 out of 10, Exceptional, (44)
"Easy check in, great space, very clean!"
United States
Anonymous traveler
$208 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
Adorable 1 bedroom house 8 min from La Jolla!
Terrace/patio
CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking

Vacation Home in Mid-City

CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking
10.0 out of 10, Exceptional, (5)
"It was easy to book and check in."
United States
James D.
$330 nightly
The price is $367
Jan 13 - Jan 14, 2026
Total with taxes and fees
CLOSE TO EVERYTHING FUN - Charming 2-BR /2 BA house in San Diego WiFi AC parking
Fridge, microwave, oven, stovetop
La Casita Guest House, private fenced yard & with air conditioning, pet friendly

Vacation Home in Mount Helix

La Casita Guest House, private fenced yard & with air conditioning, pet friendly
9.6 out of 10, Exceptional, (8)
"The hospitality of the host was great. Very clean and lovely stay."
United States
Roger W.
$305 nightly
The price is $314
Dec 14 - Dec 15
Total with taxes and fees
La Casita Guest House, private fenced yard & with air conditioning, pet friendly
Fridge, microwave, oven, stovetop
3-bedroom house in lovely San Diego with garage. Enjoy your stay

Vacation Home in El Cajon

3-bedroom house in lovely San Diego with garage. Enjoy your stay
10.0 out of 10, Exceptional, (3)
"Clean rooms, everything was accurate as it was described in the description. "
United States
Virgilio Alan A.
$328 nightly
The price is $357
Dec 14 - Dec 15
Total with taxes and fees
3-bedroom house in lovely San Diego with garage. Enjoy your stay
Fridge, microwave, oven, stovetop
Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.

Vacation Home in Fletcher Hills

Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.
10.0 out of 10, Exceptional, (18)
"It was a great fit for us. Kat the host was awesome. We will definitely stay there again when we are in town. "
United States
Scott B.
$216 nightly
The price is $234
Dec 15 - Dec 16
Total with taxes and fees
Near trolley. NEW charming 1-bedroom home in Fletcher hills, La Mesa.
TV
Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.

Vacation Home in El Cajon

Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.
2.0 star property
10.0 out of 10, Exceptional, (1)
"The host was incredibly accommodating and the Vrbo was very nice! I enjoyed my stay here!"
United States
Sandra G.
$301 nightly
The price is $301
Dec 15 - Dec 16
Total with taxes and fees
Spacious 5-bedroom house in lovely San Diego, with big backyard and huge pool.
Living area
Enchanting 3-bedroom house with AC in El Cajon

Vacation Home in El Cajon

Enchanting 3-bedroom house with AC in El Cajon
2.0 star property
10.0 out of 10, Exceptional, (1)
"clean and nice and very family friendly"
United States
Aiden F.
$321 nightly
The price is $321
Dec 14 - Dec 15
Total with taxes and fees
Enchanting 3-bedroom house with AC in El Cajon
Private kitchen
5bed/3ba, Gameroom, Pool, Spa, Sleeps 20+, Views

Vacation Home in Encanto

5bed/3ba, Gameroom, Pool, Spa, Sleeps 20+, Views
2.0 star property
10.0 out of 10, Exceptional, (3)
"We enjoyed our experience and grateful for this time here. "
United States
Lowlan B.
$636 nightly
The price is $707
Dec 14 - Dec 15
Total with taxes and fees
5bed/3ba, Gameroom, Pool, Spa, Sleeps 20+, Views
Property grounds
Modern Eclectic 1BR by Downtown, Airport & More

Vacation Home in Grant Hill

Modern Eclectic 1BR by Downtown, Airport & More
2.0 star property
10.0 out of 10, Exceptional, (1)
"The apartment was good in a little secure compound gated. The area aroun the place was a little trashy. There's a small grocery store across the street thats really the only thing close it is anout a mile to the trolley station. ."
United States
Dan T.
$232 nightly
The price is $232
Dec 14 - Dec 15
Total with taxes and fees
Modern Eclectic 1BR by Downtown, Airport & More
Outdoor pool
Pool, King Bed, 2 Living Room, Gate Yard in Rancho

Vacation Home in Rancho Peñasquitos

Pool, King Bed, 2 Living Room, Gate Yard in Rancho
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an excellent stay! The house is beautiful and clean. It felt like a model home with thoughtful touches throughout. We only stayed one night, but wish we could have stayed longer. The house had everything we needed to cook indoors or grill outside. The beds were comfortable, and everything felt brand new. It's a big house with plenty of room. The pool was clean and spacious. It was too chilly to swim while we were there (late October, but that was expected. The host was professional and...
United States
Nicole B.
$453 nightly
The price is $500
Dec 14 - Dec 15
Total with taxes and fees
Pool, King Bed, 2 Living Room, Gate Yard in Rancho
Interior
Hideaway in the heart of San Diego!

Vacation Home in Mid-City

Hideaway in the heart of San Diego!
10.0 out of 10, Exceptional, (4)
"Welcoming, clean, and helpful suggestions from host. Would stay here again."
United States
Mathew W.
$254 nightly
The price is $283
Dec 14 - Dec 15
Total with taxes and fees
Hideaway in the heart of San Diego!
Interior
3bd with TV and AC, 2 air mattress, 2ba, 15-20 minute to everything in San Diego

Vacation Home in Mount Hope

3bd with TV and AC, 2 air mattress, 2ba, 15-20 minute to everything in San Diego
10.0 out of 10, Exceptional, (20)
"Great stay, easy check in and check out. Clean and comfortable"
United States
Christian M.
$313 nightly
The price is $348
Dec 16 - Dec 17
Total with taxes and fees
3bd with TV and AC, 2 air mattress, 2ba, 15-20 minute to everything in San Diego
Terrace/patio
SDSU Modern Classic 3 bd 2 ba house

Vacation Home in Mid-City

SDSU Modern Classic 3 bd 2 ba house
2.0 star property
9.8 out of 10, Exceptional, (6)
"Had a wonderful time, thank you for the great hospitality! "
United States
Matt Ignacio
$407 nightly
The price is $453
Dec 14 - Dec 15
Total with taxes and fees
SDSU Modern Classic 3 bd 2 ba house
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsdale Hotel Reviews

Handlery Hotel

Handlery Hotel

10/10 Excellent
"Yes"
Lelia 2-night trip
Posted 3 hours ago
Handlery Hotel

Find out more about Hillsdale

Hillsdale Vacation Homes information

Number of reviews
165
Accommodation
2372 Vacation Homes
Lowest Price
$190
Highest Price
$707

Explore a world of travel with Expedia