Search Chalets in Oakland from CA $86

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Oakland

A building with a flat roof, multiple balconies, and a grassy courtyard.

1. Colonial Brick Inn & Suites

Colonial Brick Inn & Suites
2.5 star property
Hallstead
7.8 out of 10, Good, (663 reviews)
"Nice place to stay"
United States
Carrie
The price is CA $87
CA $95 total
includes taxes & fees
Dec 8 - Dec 9
Colonial Brick Inn & Suites
A modern lobby with a sofa, chairs, a coffee table, and a patterned rug.

2. Fairfield by Marriott Inn & Suites New Milford

Fairfield by Marriott Inn & Suites New Milford
2.5 star property
New Milford
9.2 out of 10, Wonderful, (748 reviews)
"While I was surprised that the hotel was no longer the Holiday Inn we previously stayed at, it was a very pleasant surprise to have updated, clean and comfortable accommodations. The staff was great. We had a wonderful stay and will return."
United States
Shannon
The price is CA $196
CA $214 total
includes taxes & fees
Nov 29 - Nov 30
Fairfield by Marriott Inn & Suites New Milford
A motel with a covered porch, outdoor seating, and flower planters.

3. Upper Delaware Inn

Upper Delaware Inn
2.5 star property
Hancock
9.8 out of 10, Exceptional, (282 reviews)
"Wonderful place to stay, quiet very peaceful and clean"
United States
William
The price is CA $172
CA $189 total
includes taxes & fees
Nov 9 - Nov 10
Upper Delaware Inn
A gazebo, red chairs, and a small dog in a garden with a wooden deck and lush greenery.

4. Green Acres Retreat

Green Acres Retreat
2.0 star property
Hancock
9.4 out of 10, Exceptional, (50 reviews)
"We enjoys the visit the beds are very comfortable and clean."
United States
jolanta
The price is CA $176
CA $194 total
includes taxes & fees
Dec 8 - Dec 9
Green Acres Retreat
A wooden building with a covered porch and a picnic table.

5. Lakewood Lodge

Lakewood Lodge
2.5 star property
Lakewood
7.8 out of 10, Good, (108 reviews)
"Nice quiet stay."
United States
Kevin
The price is CA $194
CA $212 total
includes taxes & fees
Nov 9 - Nov 10
Lakewood Lodge
A wooden deck with outdoor seating, a dock, and a view of a lake with a flagpole and a gazebo.

6. Chestnut Inn at Oquaga Lake

Chestnut Inn at Oquaga Lake
2.0 star property
Deposit
9.0 out of 10, Wonderful, (78 reviews)
"It is a very beautiful quaint inn."
United States
Stephanie
The price is CA $317
CA $410 total
includes taxes & fees
Nov 11 - Nov 12
Chestnut Inn at Oquaga Lake
A modern building with a covered outdoor area, featuring a pergola, potted plants, and a brick pathway.

7. DoubleTree by Hilton Hotel Binghamton

DoubleTree by Hilton Hotel Binghamton
4.0 star property
Binghamton
8.8 out of 10, Excellent, (1,000 reviews)
"Very nice hotel close to many restaurants. Clean, updated, and quiet rooms."
United States
Shanna
The price is CA $167
CA $197 total
includes taxes & fees
Nov 29 - Nov 30
DoubleTree by Hilton Hotel Binghamton
A two-story house with a stone foundation, a front porch, and a small garden.

8. Charming, Unique and Peaceful 3-bedroom Farmhouse on 500 acres in Great Bend, PA

Charming, Unique and Peaceful 3-bedroom Farmhouse on 500 acres in Great Bend, PA
Great Bend
9.2 out of 10, Wonderful, (7 reviews)
"Very pleasant stay. Quiet. House was very clean"
United States
Dane T.
The price is CA $253
CA $366 total
includes taxes & fees
Nov 17 - Nov 18
Charming, Unique and Peaceful 3-bedroom Farmhouse on 500 acres in Great Bend, PA
An outdoor dining area with tables and chairs, overlooking a river and buildings.

9. Holiday Inn Binghamton Downtown by IHG

Holiday Inn Binghamton Downtown by IHG
3.0 star property
Binghamton
8.6 out of 10, Excellent, (1,003 reviews)
"Great location, clean and modern"
United States
Hemna
The price is CA $153
CA $180 total
includes taxes & fees
Dec 1 - Dec 2
Holiday Inn Binghamton Downtown by IHG
A rustic cabin with a stone facade, large windows, and a wooden deck.

10. Golf, Fish & Ski: Retreat w/ Game Room in Thompson

Golf, Fish & Ski: Retreat w/ Game Room in Thompson
3.0 star property
Thompson
The price is CA $261
CA $709 total
includes taxes & fees
Nov 22 - Nov 23
Golf, Fish & Ski: Retreat w/ Game Room in Thompson
A hotel with a sign for rooms and suites, a gym, and a covered outdoor seating area.

11. The Inn at Montrose

The Inn at Montrose
3.0 star property
Montrose
8.4 out of 10, Very good, (33 reviews)
"Staff was friendly and the rooms were clean. I enjoyed my stay."
United States
Diana
The price is CA $191
CA $208 total
includes taxes & fees
Nov 10 - Nov 11
The Inn at Montrose
A two-story house with a balcony and a satellite dish.

12. Susquehanna Waterfall Haven

Susquehanna Waterfall Haven
Susquehanna
The price is CA $286
CA $505 total
includes taxes & fees
Nov 16 - Nov 17
Susquehanna Waterfall Haven
A two-story house with a front deck, a small garden, and a wooden swing set.

13. Olivia House is a old farm house that has been updated!

Olivia House is a old farm house that has been updated!
Susquehanna
10.0 out of 10, Exceptional, (54 reviews)
"We have now stayed a few times here. Every time has been nothing short of perfect!!"
United States
Anna E.
The price is CA $327
CA $512 total
includes taxes & fees
Nov 18 - Nov 19
Olivia House is a old farm house that has been updated!
A log cabin with a wooden deck, a cozy bedroom with a bed and a sofa, and a dining area with a table and chairs.

14. Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is CA $181
CA $296 total
includes taxes & fees
Nov 9 - Nov 10
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
A room with a wooden floor, a door with a grid pattern, and a window with a curtain.

15. Home Support and Care LLC

Home Support and Care LLC
3.0 star property
Binghamton
5.6 out of 10, (15 reviews)
"Great clean affordable place to stay with just a call away "
United States
Thomas
The price is CA $86
CA $201 total
includes taxes & fees
Nov 9 - Nov 10
Home Support and Care LLC
A cabin with a door, two windows, and a sign that reads 'Fireside Cabin.'

16. Fireside Cabin at Osborne Creek

Fireside Cabin at Osborne Creek
Port Crane
9.8 out of 10, Exceptional, (22 reviews)
"Great location, great host, and great property. "
United States
Matthew A.
The price is CA $159
CA $199 total
includes taxes & fees
Nov 9 - Nov 10
Fireside Cabin at Osborne Creek
A two-story building with a red door and a smaller door, a wooden deck, and a sign indicating rooms for ages 10-18.

17. The Montrose Hotel

The Montrose Hotel
2.5 star property
Montrose
7.6 out of 10, Good, (15 reviews)
"Great"
United States
Keith
The price is CA $191
CA $208 total
includes taxes & fees
Nov 10 - Nov 11
The Montrose Hotel
A covered outdoor area with a wooden pergola and string lights, a door, and a small table and chairs.

18. Waterfront Properties vacation rental

Waterfront Properties vacation rental
Windsor
10.0 out of 10, Exceptional, (76 reviews)
"My family and I had a perfect weekend getaway at this beautiful property. Amy and her husband were extremely nice and helpful. We would definitely stay there again."
United States
KURT N.
The price is CA $205
CA $503 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront Properties vacation rental
A wooden deck with a view of a grassy area and trees.

19. Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!

Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!
Thompson
9.4 out of 10, Exceptional, (13 reviews)
"Diamond in the rough!!! Excellent "
United States
Tasha M.
The price is CA $181
CA $296 total
includes taxes & fees
Nov 9 - Nov 10
Jack Cabin - Views, Hot Tub, Fire Pit & Outdoors!
A two-story house with a porch, a small deck, and a pathway leading to the entrance.

20. Quiet Lakefront Retreat nestled in the woods.

Quiet Lakefront Retreat nestled in the woods.
Montrose
10.0 out of 10, Exceptional, (110 reviews)
"It was very clean great area and the hosts were so nice!!"
United States
Grace D.
The price is CA $184
CA $258 total
includes taxes & fees
Nov 10 - Nov 11
Quiet Lakefront Retreat nestled in the woods.
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.
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Top reviews in Oakland

A motel with a covered porch, outdoor seating, and flower planters.
Upper Delaware Inn

Upper Delaware Inn

Upper Delaware Inn
Hancock

10/10 Excellent

The rooms are very clean and the staff are friendly and welcoming.
Canada
Cindy
Reviewed October 10, 2026
Upper Delaware Inn

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