Search Oakland Cottages
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Oakland cottages
Charming 120-year-old farmhouse by the creek
Charming 120-year-old farmhouse by the creekHancock
8.8 out of 10, Excellent, (23)
"Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life."
Liza G.
$285 nightly
The price is $314
Jan 4 - Jan 5, 2026
Total with taxes and fees
Deluxe Duplex • Near Camps & ELK Ski
Deluxe Duplex • Near Camps & ELK SkiPleasant Mount
$212 nightly
The price is $229
Dec 21 - Dec 22
Total with taxes and fees
$553 nightly
The price is $603
Dec 14 - Dec 15
Total with taxes and fees
Vacation Cottage Getaway • Near Camps & ELK Ski
Vacation Cottage Getaway • Near Camps & ELK SkiPleasant Mount
$279 nightly
The price is $302
Dec 13 - Dec 14
Total with taxes and fees
The Hideout Cottage • Near Camps & ELK Ski
The Hideout Cottage • Near Camps & ELK SkiPleasant Mount
$279 nightly
The price is $302
Dec 13 - Dec 14
Total with taxes and fees
Cottage and Suite • Country Escape • Autumn Midweek - 35% OFF Promo!
Cottage and Suite • Country Escape • Autumn Midweek - 35% OFF Promo!Pleasant Mount
$470 nightly
The price is $509
Dec 13 - Dec 14
Total with taxes and fees
$467 nightly
The price is $506
Dec 13 - Dec 14
Total with taxes and fees
Countryside Retreat • Autumn Midweek - 35% OFF Promo!
Countryside Retreat • Autumn Midweek - 35% OFF Promo!Pleasant Mount
$470 nightly
The price is $509
Dec 13 - Dec 14
Total with taxes and fees
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.
Find vacation rentals that suit your style
Cabins
Private vacation homes
Save an average of 15% on thousands of hotels when you're signed in
Top Oakland Hotel Reviews
DoubleTree by Hilton Hotel Binghamton
10/10 Excellent
Find out more about Oakland
Oakland Cottages information
Number of reviews | 25 |
|---|---|
Accommodation | 74 Cottages |
Lowest Price | $229 |
Highest Price | $1,260 |
Explore a world of travel with Expedia
- Cabin Rentals in Susquehanna
- B&B in Susquehanna
- RV Parks in Susquehanna
- Motels in Susquehanna
- Vacation Homes in Susquehanna
- Susquehanna Hotels
- B&B in Lanesboro
- 5 Star Hotels in Lanesboro
- Lanesboro Hotels
- 3 Star Hotels in Lanesboro
- Cabin Rentals in Hallstead
- Motels in Hallstead
- B&B in Hallstead
- RV Parks in Hallstead
- Vacation Homes in Hallstead
- Cottages in Hallstead
- Hallstead Hotels
- 5 Star Hotels in Hallstead
- 3 Star Hotels in Hallstead
- Cabin Rentals in Thompson
- Cottages in Thompson
- B&B in Thompson
- RV Parks in Thompson
- Apartments in Thompson
- Motels in Thompson
- Great Bend Hotels
- Cabin Rentals in Starrucca
- B&B in New Milford
- Cabin Rentals in New Milford
- Cottages in New Milford
- Motels in New Milford
- Thompson Hotels
- Family Hotels in Thompson
- 5 Star Hotels in Thompson
- Romantic Hotels in Thompson
- Starrucca Hotels
- 3 Star Hotels in Starrucca
- Hotels near First United Methodist Church
- New Milford Hotels
- Hotels with a Pool in New Milford
- 3 Star Hotels in New Milford
- Gay friendly Hotels in New Milford
- Hotels with a Gym in New Milford
- 5 Star Hotels in New Milford
- Hotels with Restaurants in New Milford
- Ski Hotels in New Milford
- Hotels with an Indoor Pool in New Milford
- Hotels & Resorts for Couples in New Milford
- Jackson Hotels
- Vacation Homes in Harford
- Motels in Harford
- Harford Hotels
- Hotels near Pleasant Valley Church
- Cottages in Lakewood
- Apartments in Lakewood
- Chalets in Lakewood
- Poyntelle Hotels
- Lakewood Hotels
- Pet-friendly Hotels in Lakewood
- Car rentals near Susquehanna
- Car rentals near Lanesboro
- Car rentals near North Jackson
- Car rentals near Hallstead
- Car rentals near Lakeside
- Car rentals near Great Bend
- Car rentals near Thompson
- Car rentals near Starrucca
- Car rentals near New Milford
- Car rentals near Jackson
- Car rentals near Harford
- Car rentals near Poyntelle
- Car rentals near Lakewood