Oakland Vacation Rentals from ￥25,705: 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.

￥30,066 total

includes taxes & fees

Sep 21 - Sep 22

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

Thompson

Luis R.

￥30,565 total

includes taxes & fees

Sep 21 - Sep 22

3. Waterfront Properties vacation rental

Windsor

Terri R.

￥48,396 total

includes taxes & fees

Sep 23 - Sep 24

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

Susquehanna

Anna E.

￥60,107 total

includes taxes & fees

Sep 29 - Sep 30

5. Susquehanna Waterfall Haven

Susquehanna

￥56,384 total

includes taxes & fees

Sep 25 - Sep 26

6. Handcrafted Riverfront Cabin on 10 acres

Starlight

Michael M.

￥57,885 total

includes taxes & fees

Sep 29 - Sep 30

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

Nineveh

Kiel P.

￥63,996 total

includes taxes & fees

Sep 21 - Sep 22

8. Rustic 3-bedroom cottage in Windsor.

Windsor

￥45,587 total

includes taxes & fees

Oct 19 - Oct 20

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

Hancock

Paul C.

￥49,389 total

includes taxes & fees

Sep 22 - Sep 23

10. Fireside Cabin at Osborne Creek

Port Crane

Matthew A.

￥25,705 total

includes taxes & fees

Sep 23 - Sep 24

Smart TV, fireplace, books, music library

11. Quiet Lakefront Retreat nestled in the woods.

Montrose

Grace D.

￥29,830 total

includes taxes & fees

Sep 21 - Sep 22

Coffee/tea maker, fridge, microwave, oven

12. 1st floor Farmhouse Apartment at Osborne Creek!

Port Crane

Sharon M.

￥30,314 total

includes taxes & fees

Sep 21 - Sep 22

13. Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays

New Milford

Gerald L.

￥140,248 total

includes taxes & fees

Sep 22 - Sep 23

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

14. Hale Eddy

Hancock

￥54,609 total

includes taxes & fees

Oct 6 - Oct 7

15. Hilltop, relax and enjoy the Endless Mountains views

Hallstead

Paula M.

￥59,472 total

includes taxes & fees

Sep 21 - Sep 22

16. 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.

￥93,705 total

includes taxes & fees

Sep 21 - Sep 22

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

Deposit

Ronald

￥91,992 total

includes taxes & fees

Sep 21 - Sep 22

18. 12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

Montrose

Kaitlyn B.

￥265,292 total

includes taxes & fees

Oct 1 - Oct 2

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Top Oakland Hotel Reviews

The Inn at Montrose

10/10 Excellent

"great staff, but restaurant and bar closes at 8pm"

Fairfield by Marriott Inn & Suites New Milford

8/10 Good

"We arrived for our stay Friday afternoon. We had made our reservation 7 months in advance, as this was a regular yearly trip. We made our reservations for the Holiday Inn. When we arrived, we found that the hotel had been purchased and redone by Marriott. This was not a big deal, but it did take a few extra minutes at check-in, as there were some computer issues with the reservation migration from the Holiday Inn to Marriott. The staff was apologetic and helpful. Overall, the building and rooms were fresh and clean. The mattresses are very firm and the pillows are very soft (it takes 4 pillows to feel like you have a pillow, but I brought my own). The in shower light is glaringly bright, which I could have done without. The biggest letdown for me was finding that our in-room k-cup brewer had been replaced by one of those disposable tray brewers. We always bring our own k-cups on trips, and these brewers have now ruined mornings on two different stays. Marriott did provide coffee 24/7 in the lobby, but it was subpar. My other complaint, as a early riser, was the combination of lobby music and TV playing in the breakfast area. If you feel that mornings are for coffee and contemplation, bring your own brewer and stay in your room."

Lakeside Gem: Hot Tub & Game Room in Hancock

10/10 Excellent

"We absolutely loved our stay at this property. The hosts were so friendly, responsive, and thorough, gave us a great orientation of the home when we first arrived. This is the perfect blend of private but not remote, and my family had a great time hiking and enjoying the lake. The house is incredibly well-stocked, with everything from linens and blankets and towels to firewood, spices, books and games, etc. I definitely hope to be back for a longer stay soon! The only issue we had during our stay was that some of the adult men said they had trouble sleeping in the alcove beds on the second floor, so maybe avoid assigning those beds to bigger people. Other than that, there were some complaints about there not being enough lighting in some of the shared bedrooms or the banquet hall. I think this could be easily fixed if you plan to bring some nightlights or a lamp, especially considering nearly everything else is already provided for you. From sunrise to midnight there was something beautiful to explore or watch on the grounds, and this was the most comfortable and relaxed stay I’ve had in a while. We were a group of 27 people and the home never felt crowded and it never felt like there was nowhere for a group to gather. The home is beautiful and clean on both the inside and outside, and Scott and Ann have done an incredible job curating a wonderful experience for their guests. Could not recommend enough!"

Find out more about Oakland

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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?

Waterfront house on the upper most portion of the West Branch Delaware.: Visitors like this Oakland vacation home rental. It is located on a river and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Shehawken Lake and West Branch Delaware River.

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

3. Waterfront Properties vacation rental

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

5. Susquehanna Waterfall Haven

6. Handcrafted Riverfront Cabin on 10 acres

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

8. Rustic 3-bedroom cottage in Windsor.

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

10. Fireside Cabin at Osborne Creek

11. Quiet Lakefront Retreat nestled in the woods.

12. 1st floor Farmhouse Apartment at Osborne Creek!

13. Lakefront Home, Fast WiFi + Workspace, ideal for weeklong family friendly stays

14. Hale Eddy

15. Hilltop, relax and enjoy the Endless Mountains views

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

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

18. 12 Bedroom Lake House, 150 ft Lakefront, 1 Acre, Beach, Ski Elk Mountain Poconos

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

The Inn at Montrose

Holiday Inn Binghamton Downtown by IHG

Handcrafted Riverfront Cabin on 10 acres

Upper Delaware Inn

Fairfield by Marriott Inn & Suites New Milford

Lakeside Gem: Hot Tub & Game Room in Hancock

Mountain Views, Private Pond, Mins 2 Elk Mountain

Green Acres Retreat

Your Secluded Country Oasis - 70 Acres with Private Lake-Welcome to SkyFall!

Find out more about Oakland

Frequently asked questions

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