Oakland Vacation Rentals from $134: Search Short-Term Rentals

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Our top choices for Oakland vacation rentals

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

Thompson

Anabel P.

$180 nightly

Aug 26 - Aug 27

Total with taxes and fees

2. Susquehanna Waterfall Haven

Susquehanna

$346 nightly

Aug 31 - Sep 1

Total with taxes and fees

3. Waterfront Properties vacation rental

Windsor

Tyler J.

$286 nightly

Aug 31 - Sep 1

Total with taxes and fees

4. Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

Thompson

T.J. E.

$324 nightly

Aug 26 - Aug 27

Total with taxes and fees

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

Thompson

Luis R.

$180 nightly

Aug 26 - Aug 27

Total with taxes and fees

6. Fireside Cabin at Osborne Creek

Port Crane

Matthew A.

$119 nightly

Aug 30 - Aug 31

Total with taxes and fees

7. Modern Comforts Classic Cabin: Family/fish Escape!

Deposit

Ronald

$533 nightly

Aug 26 - Aug 27

Total with taxes and fees

8. Handcrafted Riverfront Cabin on 10 acres

Starlight

Michael M.

$304 nightly

Sep 6 - Sep 7

Total with taxes and fees

9. Modern Comforts Classic Cabin: Family/Fish Escape!

Deposit

"I would give this property 100 stars if I could. We were so grateful when we arrived and found this house to be even better than we expected. It is super cute, extremely clean and the perfect amount of space for our family of 5.This home met every need, and more! It was pristine, had the most adorable decorations, and was very comfortable and cozy. It was also well cared for (it was not beat up like many other properties we have stayed in). We had plenty of towels, coffee pods, toilet...

Kristin G.

$546 nightly

Aug 26 - Aug 27

Total with taxes and fees

10. 12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

Montrose

Blake T.

$1,627 nightly

Sep 7 - Sep 8

Total with taxes and fees

11. Hilltop, relax and enjoy the Endless Mountains views

Hallstead

Paula M.

$347 nightly

Aug 26 - Aug 27

Total with taxes and fees

12. Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit

Nineveh

Kiel P.

$366 nightly

Aug 26 - Aug 27

Total with taxes and fees

House, Private Bathroom, Mountain View (Angler & Nature's Delight) | Lounge

13. Hale Eddy

Hancock

$325 nightly

Aug 31 - Sep 1

Total with taxes and fees

14. Quiet Lakefront Retreat nestled in the woods.

Montrose

Rachel F.

$176 nightly

Aug 27 - Aug 28

Total with taxes and fees

15. Charming 120-year-old farmhouse by the creek

Hancock

Paul C.

$310 nightly

Sep 2 - Sep 3

Total with taxes and fees

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Top Oakland Hotel Reviews

Holiday Inn Binghamton Downtown by IHG

10/10 Excellent

"Great staff great place right downtown close to everything, very clean"

Green Acres Retreat

10/10 Excellent

"Not many Motels are excellent but this one was way above what we expected. Private outdoor seating for each room. Nice bathroom and great kitchette with a decent size mini fridge/freezer was a nice surprise. We were greeted with s'mores 'round a campfire on Friday night. Come on that's cute as heck. I heard from a reliable source that the place is undergoing "upgrades". We didn't hear a thing."

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

10/10 Excellent

"This year our extended family chose the Heart Lake house as our annual family get-together. The house, property and lake were beyond our expectations. With 6 adults and 7 kids everyone had their own room with a TV and plenty of space to do whatever. Highlight for the kids was hours spent fishing, kayaking, paddle boarding, swimming and game room. With the outside grille and amazingly equipped large kitchen it was a pleasure to prepare meals and a LARGE dining room table and 3 outdoor picnic tables provided comfortable seating as a family. Stores and local day trip sightseeing destinations were easily found. Sitting around the campfire completed the day’s fun and relaxation for all! Thank you"

DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events

10/10 Excellent

"This is a very unique and lovely property. The host is very responsive. We enjoyed the pool and the beautiful grounds, as well as the large kitchen and many rooms to hang out in. Thank you!"

Find out more about Oakland

Everything you need to know about Oakland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oakland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $134 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oakland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Ski Elk Mountain, hike, walk or bike Rail to Trails, fish, or star gaze.: Visitors like this Oakland vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Oakland?

While you're exploring the area, Susquehanna River and Oquaga Lake are a couple of picturesque spots to get outside and enjoy nature. 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.

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Check prices for these dates

Our top choices for Oakland vacation rentals

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

2. Susquehanna Waterfall Haven

3. Waterfront Properties vacation rental

4. Spacious Winter Retreat w/ Hot Tub, Games, Fire Pit & Scenic Hilltop Views!

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

6. Fireside Cabin at Osborne Creek

7. Modern Comforts Classic Cabin: Family/fish Escape!

8. Handcrafted Riverfront Cabin on 10 acres

9. Modern Comforts Classic Cabin: Family/Fish Escape!

10. 12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

11. Hilltop, relax and enjoy the Endless Mountains views

12. Ska'no'ne-Peaceful escape; Sunrise coffee on the covered porch, sun set Fire pit

13. Hale Eddy

14. Quiet Lakefront Retreat nestled in the woods.

15. Charming 120-year-old farmhouse by the creek

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

Holiday Inn Binghamton Downtown by IHG

Colonial Brick Inn & Suites

Upper Delaware Inn

Green Acres Retreat

Chestnut Inn at Oquaga Lake

12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

Fairfield by Marriott Inn & Suites New Milford

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

DISCOUNT LAST MINUTE Elk Mountain Estate Manor in beautiful PA-Groups and Events

Find out more about Oakland

Frequently asked questions

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