Oakland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Oakland vacation rentals

Exterior

Cottage in Pleasant Mount

Equestrian House Suites
3.0 star property
The price is ￥31,073
￥91,919 total
includes taxes & fees
Feb 8 - Feb 9
Equestrian House Suites
Exterior detail

Cabin in Starlight

Handcrafted Riverfront Cabin on 10 acres
10.0 out of 10, Exceptional, (194 reviews)
"Excellent property and great location "
United States
Eric P.
The price is ￥14,574
￥46,955 total
includes taxes & fees
Feb 1 - Feb 2
Handcrafted Riverfront Cabin on 10 acres
Interior

Cottage in Hancock

Charming 120-year-old farmhouse by the creek
8.8 out of 10, Excellent, (23 reviews)
"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."
United States
Liza G.
The price is ￥21,951
￥50,296 total
includes taxes & fees
Jan 28 - Jan 29
Charming 120-year-old farmhouse by the creek
Property grounds

Cabin in Thompson

Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
10.0 out of 10, Exceptional, (12 reviews)
"This is the perfect place for you to come and relax. "
United States
Anabel P.
The price is ￥19,296
￥31,036 total
includes taxes & fees
Jan 29 - Jan 30
Ace Cabin Cozy Cabin - Hot Tub, Firepit, Views, Near Skiing, Trails & Lakes!
Property grounds

Cottage in Pleasant Mount

2BR Premium Duplex • The Velvet Slopes of Romance
9.0 out of 10, Wonderful, (2 reviews)
"Would've liked to have more to cook with than just a microwave, other than that the stay was commendable."
United States
Jeremy
The price is ￥21,303
￥57,299 total
includes taxes & fees
Jan 28 - Jan 29
2BR Premium Duplex • The Velvet Slopes of Romance
Fridge, microwave, oven, stovetop

Cottage in Pleasant Mount

The Hideout Cottage • The Velvet Slopes of Romance
The price is ￥16,672
￥46,600 total
includes taxes & fees
Jan 28 - Jan 29
The Hideout Cottage • The Velvet Slopes of Romance
Dining

Cottage in Pleasant Mount

Vacation Cottage Getaway • Crystal Peaks, Timeless Love
The price is ￥16,672
￥46,600 total
includes taxes & fees
Jan 28 - Jan 29
Vacation Cottage Getaway • Crystal Peaks, Timeless Love
Fridge, microwave, oven, stovetop

Cottage in Pleasant Mount

Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
10.0 out of 10, Exceptional, (1 review)
"the stay was fine, never knew there was a heated pool"
United States
Aliyah A.
The price is ￥31,677
￥90,889 total
includes taxes & fees
Jan 28 - Jan 29
Forest Hideout Cottage • Valentine’s Grandeur in the Mountains
Property grounds

Cottage in Pleasant Mount

Deluxe Duplex • Heart Runs & Ski Runs
The price is ￥25,934
￥35,116 total
includes taxes & fees
Jan 28 - Jan 29
Deluxe Duplex • Heart Runs & Ski Runs
Outdoor dining

Cabin in Thompson

King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
9.8 out of 10, Exceptional, (39 reviews)
"We had a lovely stay. The mountain and valley views from the cabin were spectacular. The property was beautifully landscaped and maintained. "
United States
duane r.
The price is ￥19,296
￥31,199 total
includes taxes & fees
Jan 28 - Jan 29
King Cabin Secluded Romantic Space Near Elk Mountain. Hot Tub, Firepit & Views!
Property grounds

Vacation Home in Windsor

Waterfront Properties vacation rental
9.8 out of 10, Exceptional, (67 reviews)
"The house was perfect for our weekend. We appreciated that it was spotless and that the beds were super comfortable. Thank you! "
United States
Ronni
The price is ￥19,296
￥49,191 total
includes taxes & fees
Feb 1 - Feb 2
Waterfront Properties vacation rental
Interior

Vacation Home in Thompson

Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
10.0 out of 10, Exceptional, (11 reviews)
"Perfect place to bring the family for a quiet ski holiday. "
United States
Pamela S.
The price is ￥24,699
￥44,451 total
includes taxes & fees
Jan 28 - Jan 29
Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!
Smart TV, fireplace, books, music library

Cottage in Montrose

Quiet Lakefront Retreat nestled in the woods.
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful place. We really enjoyed out stay."
United States
Tom B.
The price is ￥20,068
￥29,353 total
includes taxes & fees
Jan 28 - Jan 29
Quiet Lakefront Retreat nestled in the woods.
Terrace/patio

Cottage in Hancock

Lakefront! Hot Tub-Sauna-Cold Tubs-SUPs-Bikes-Canoe-Kayak-Sundeck-Firepit-Dock!
The price is ￥32,943
￥78,181 total
includes taxes & fees
Jan 29 - Jan 30
Lakefront! Hot Tub-Sauna-Cold Tubs-SUPs-Bikes-Canoe-Kayak-Sundeck-Firepit-Dock!
Exterior

Vacation Home in Nineveh

Ska'no'ne - WINTER BEAUTY. Skiing, Ice Skating all within a short drive,
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful location, clean, host was very helpful answering questions about the property / surrounding area."
United States
Kiel P.
The price is ￥20,840
￥61,577 total
includes taxes & fees
Jan 28 - Jan 29
Ska'no'ne - WINTER BEAUTY. Skiing, Ice Skating all within a short drive,
Smart TV

Cabin in Deposit

Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast
10.0 out of 10, Exceptional, (15 reviews)
"A couple of our crew stayed here for the last couple weeks while out of town working on a job, and the cabin felt like home, it was clean, the host was super responsive, and it was just the perfect place for us. "
United States
RHL C.
The price is ￥38,593
￥53,660 total
includes taxes & fees
Jan 28 - Jan 29
Cozy Cabin built 2024 in Deposit,NY Short walk to best Fly Fishing in Northeast
TV

Vacation Home in Hancock

Angler and Nature's delight - West Branch Delaware
9.6 out of 10, Exceptional, (7 reviews)
"We enjoyed the weekend getaway with family. The house was very cozy and the hostess was very kind. Thank you very much. "
United States
Rosa P.
The price is ￥22,384
￥56,114 total
includes taxes & fees
Jan 28 - Jan 29
Angler and Nature's delight - West Branch Delaware
Property grounds

Cabin in Lakewood

Rustic Cabin - Lakewood Lodge
The price is ￥54,030
￥81,494 total
includes taxes & fees
Jan 29 - Jan 30
Rustic Cabin - Lakewood Lodge
House, Private Bathroom, Mountain View (Angler & Nature's Delight) | Lounge

Vacation Home in Hancock

Hale Eddy
2.0 star property
The price is ￥22,384
￥49,322 total
includes taxes & fees
Jan 28 - Jan 29
Hale Eddy
Exterior

Vacation Home in Montrose

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
9.8 out of 10, Exceptional, (29 reviews)
"We really enjoyed our stay. The place is even better than the pictures and the host Julia was excellent."
United States
Blake T.
The price is ￥173,666
￥272,829 total
includes taxes & fees
Feb 3 - Feb 4
12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos
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 Oakland Hotel Reviews

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

10/10 Excellent
"Jim and Tracy, thank for being such a good host, the cottage was veey well equiped: the kitchen also, super clean and the surrounds are very beautiful"
Nora A. 2-night trip
Posted 2 days ago
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Find out more about Oakland

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

Frequently asked questions

Can I find a vacation rental in Oakland?

Yes, we give you a choice of vacation rentals close to well known points of interest in Oakland, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Oakland?

Your Secluded Country Oasis - 70 Acres with Private Lake-Welcome to SkyFall!: Visitors like this Oakland vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Oakland?

Explore the area and family-friendly sights such as Animal Adventure Park, or get out into nature at a spot like Susquehanna River. In the larger area, you’ll find Heart Lake and Shehawken Lake.

What’s a vacation rental in Oakland like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Oakland. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.