Photo by Megan Conner

Search Cottages in Pioneer

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Pioneer and around

Cottage amongst the vines in the heart of Fair Play wine country
Property grounds

Cottage amongst the vines in the heart of Fair Play wine country

10.0 out of 10, Exceptional, (55)
"So glad we met the owners and learned about this property. It was every thing it was supposed to be and conveniently located to numerous wineries for our wine tasting weekend. "
The price is €209
includes taxes & fees
18 Aug - 19 Aug
Cottage amongst the vines in the heart of Fair Play wine country
Deck & EV Charger: Pet-friendly Arnold Cabin!
Interior

Deck & EV Charger: Pet-friendly Arnold Cabin!

3.0 star property
Deck & EV Charger: Pet-friendly Arnold Cabin!
Walk to Main St: Historic Cottage in Sutter Creek
Exterior

Walk to Main St: Historic Cottage in Sutter Creek

10.0 out of 10, Exceptional, (15)
"Great stay"
Walk to Main St: Historic Cottage in Sutter Creek
Charming Fair Play Cottage near local wineries
Terrace/patio

Charming Fair Play Cottage near local wineries

9.8 out of 10, Exceptional, (6)
"We wanted to get away for the long weekend and the cottage was perfect. "
Charming Fair Play Cottage near local wineries
7 Mi to Heavenly Ski Resort: Cozy Tahoe Cabin
Interior

7 Mi to Heavenly Ski Resort: Cozy Tahoe Cabin

3.0 star property
8.0 out of 10, Very good, (1)
"Muy comodo.. pero le faltan… cosas en lo personal me encanto su patio las afueras son hermosas "
7 Mi to Heavenly Ski Resort: Cozy Tahoe Cabin
Arnold Chalet Near Town & Calaveras Big Trees!
Interior

Arnold Chalet Near Town & Calaveras Big Trees!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great place to stay. Cozy & comfy. Love the ski decorations!"
Arnold Chalet Near Town & Calaveras Big Trees!
Cherry Hills Spacious Tahoe Cabin With Deck, Fireplace & Open Interiors
House (4 Bedrooms) | Front of property

Cherry Hills Spacious Tahoe Cabin With Deck, Fireplace & Open Interiors

3.0 star property
Cherry Hills Spacious Tahoe Cabin With Deck, Fireplace & Open Interiors
Wine Lovers Garden Oasis in Sutter Creek!
House (3 Bedrooms) | Interior

Wine Lovers Garden Oasis in Sutter Creek!

3.0 star property
8.0 out of 10, Very good, (1)
"The property was great for a girls weekend in the wine country. Definitely more suitable for sleeping 6, can't imagine 8 adults would be comfortable. The communication was great. There are just a few simple touches that would make it a 5 star stay, such as adult sized bath towels, stocked toliet paper, and a full set of wine glasses (since it's the wine country). We cooked dinner both nights and the kitchen had the basics. The kitchen needs a full sized garage can (with extra trash bags). The...
Wine Lovers Garden Oasis in Sutter Creek!
South Lake Tahoe Home w/ Game Rooms, Decks & Sauna
Interior

South Lake Tahoe Home w/ Game Rooms, Decks & Sauna

3.0 star property
South Lake Tahoe Home w/ Game Rooms, Decks & Sauna
Deck + Grill: Mtn Haven in Stanislaus Nat'l Forest
Interior

Deck + Grill: Mtn Haven in Stanislaus Nat'l Forest

3.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice"
Deck + Grill: Mtn Haven in Stanislaus Nat'l Forest
4 Mi to Pine Lake: Hathaway Pines Cabin w/ Deck
Interior

4 Mi to Pine Lake: Hathaway Pines Cabin w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely cabin, reasonably priced, nice location. I would book again."
4 Mi to Pine Lake: Hathaway Pines Cabin w/ Deck
South Lake Tahoe Cabin ~ 7 Mi to Ski Resort!
House (3 Bedrooms) | Interior

South Lake Tahoe Cabin ~ 7 Mi to Ski Resort!

3.0 star property
South Lake Tahoe Cabin ~ 7 Mi to Ski Resort!
Hot Tub + Pool Table: Cabin Near Calaveras Park!
House (4 Bedrooms) | Interior

Hot Tub + Pool Table: Cabin Near Calaveras Park!

3.0 star property
Hot Tub + Pool Table: Cabin Near Calaveras Park!
Theater + Scenic Views: Valley Springs Cabin!
House (4 Bedrooms) | Interior

Theater + Scenic Views: Valley Springs Cabin!

3.0 star property
10.0 out of 10, Exceptional, (1)
"What a wonderful location on a hill with a stunning view all day the rooms were great and all the amenities were top knotch my were where a huge family ranging from grandkids to grandparents everyone had a blast and didnt want the weekend to end, futhermore the host were so kind and extremely helpful we will be lookimg foward to our next trip"
Theater + Scenic Views: Valley Springs Cabin!
Hike, Ski & Sip: Arnold Cabin 4 Mi to State Park!
House (1 Bedroom) | Interior

Hike, Ski & Sip: Arnold Cabin 4 Mi to State Park!

3.0 star property
Hike, Ski & Sip: Arnold Cabin 4 Mi to State Park!
10 Mi to Heavenly Mountain: Home w/ Deck + Yard
House (3 Bedrooms) | Interior

10 Mi to Heavenly Mountain: Home w/ Deck + Yard

3.0 star property
10 Mi to Heavenly Mountain: Home w/ Deck + Yard
7 Mi to Lake Tahoe: Wooded Home w/ Foosball Table
House (3 Bedrooms) | Interior

7 Mi to Lake Tahoe: Wooded Home w/ Foosball Table

3.0 star property
7 Mi to Lake Tahoe: Wooded Home w/ Foosball Table
Walk to Winery: Cozy Cabin w/ Fire Pit in Murphys
Interior

Walk to Winery: Cozy Cabin w/ Fire Pit in Murphys

3.0 star property
7.0 out of 10, Good, (2)
"Excellent cabin. Very comfortable, clean and easy. Nice amenities. No use of air conditioning was the only negative "
Walk to Winery: Cozy Cabin w/ Fire Pit in Murphys
Charming cottage on the River Edge!
Exterior

Charming cottage on the River Edge!

10.0 out of 10, Exceptional, (95)
"Amazing peaceful location, and a beautiful place to stay."
Charming cottage on the River Edge!
Arnold Cabin w/ Hot Tub & Community Lake Access!
House (3 Bedrooms) | Interior

Arnold Cabin w/ Hot Tub & Community Lake Access!

3.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful property. Great communication with owners "
Arnold Cabin w/ Hot Tub & Community Lake Access!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pioneer Hotel Reviews

Forest Suites Resort at Heavenly Village

Forest Suites Resort at Heavenly Village

10/10 Excellent
"This place is very well kept. Tidy, nice appearance, courteous staff. I was impressed. It's not a "five star" hotel, but they have a five star attitude."
Cary 1-night trip
Posted 20 hours ago
Forest Suites Resort at Heavenly Village

Frequently asked questions

Why book your cottage in Pioneer with Expedia?
Booking a cottage in Pioneer is as simple as working out your travel dates and choosing an ideal place for outdoor recreation and relaxation. From ritzy retreats to budget-friendly stays and cottages that offer perks like free WiFi, Expedia has something for all tastes and styles. As for awesome deals? We have them too!
How can I find cheap cottages in Pioneer?
Expedia can help you easily source cheap cottages in Pioneer. To book a terrific stay in a matter of clicks, use our handy filter tool to refine your search results by star rating, budget and amenities.
What is there to do in Pioneer near my cottage?
The most useful travel accessory is a well-planned itinerary. Pioneer City Park is a top place to kick off your sightseeing in Pioneer.