Photo by Jenn Beazy

Lake Pillsbury Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Lake Pillsbury vacation rentals

A compact cabin with a loft bed, a small dining area, and a window overlooking a snowy landscape.

1. Couple’s retreat in Tiny Home w soaking tub/beach at Upper Lake

Couple’s retreat in Tiny Home w soaking tub/beach at Upper Lake
Upper Lake
The price is ￥23,921
￥62,663 total
includes taxes & fees
Nov 16 - Nov 17
Couple’s retreat in Tiny Home w soaking tub/beach at Upper Lake
A wooden deck with two white chairs and a bench, surrounded by trees.

2. Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.

Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.
Upper Lake
10.0 out of 10, Exceptional, (18 reviews)
"Property as comfortable, and quite. We loved the visit, beds were comfortable. Definitely stay there again. Felt like home"
United States
Tamberie P.
The price is ￥15,380
￥37,353 total
includes taxes & fees
Nov 16 - Nov 17
Farm house 2 bedrooms cottage in Upper Lake with WiFi, AC, and family-friendly.
A porch with a wooden Adirondack chair, an American flag, and a stone wall.

3. Wild Wild West Railroad Caboose Cabin

Wild Wild West Railroad Caboose Cabin
Upper Lake
The price is ￥40,039
￥48,157 total
includes taxes & fees
Nov 16 - Nov 17
Wild Wild West Railroad Caboose Cabin
A grassy outdoor area with red chairs, a hammock, and a red train car.

4. Seas the Day Railroad Caboose Cabin

Seas the Day Railroad Caboose Cabin
Upper Lake
The price is ￥40,039
￥47,199 total
includes taxes & fees
Nov 17 - Nov 18
Seas the Day Railroad Caboose Cabin
A covered porch with a flag, outdoor seating, and a stone wall.

5. The Gatsby | Railroad Caboose Cabin

The Gatsby | Railroad Caboose Cabin
Upper Lake
The price is ￥43,521
￥52,359 total
includes taxes & fees
Nov 16 - Nov 17
The Gatsby | Railroad Caboose Cabin
A grassy outdoor area with red chairs, a hammock, and a red train car.

6. Orient Express Mystery Railroad Caboose Cabin

Orient Express Mystery Railroad Caboose Cabin
Upper Lake
The price is ￥45,262
￥54,461 total
includes taxes & fees
Nov 17 - Nov 18
Orient Express Mystery Railroad Caboose Cabin
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

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Lake Pillsbury Hotel Reviews

A building with a sign reading "BLUE WING SALOON CAFE" and a wooden deck with chairs and potted plants.
Tallman Hotel

Tallman Hotel

Tallman Hotel
Upper Lake

10/10 Excellent

My husband was born and raised in Upper Lake and we decided to stay here for Anniversary. They hotel was very nice, high ceilings, nice furniture and attention to historical period pieces (like the knobs on the bathroom sink, and enormous clawfoot tub). Would recommend this place to stay.
United States
Anonymous traveler
Reviewed June 14, 2021
Tallman Hotel

Find out more about Lake Pillsbury

Vacation Apartments in Lake Pillsbury

Search for Vacation rentals in Lake Pillsbury on Expedia! You can easily find your home rentals, villas, Vacation apartments in Lake Pillsbury using one of the methods below:

  • View our selection of featured Vacation rentals in Lake Pillsbury
  • Use the map to find apartments and other Vacation homes in the Lake Pillsbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Lake Pillsbury while they last

Look no further and take a look at our great range of rental properties in Lake Pillsbury!